# Supplementary Information (SI) 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 2346042'
loop_
_audit_author_name
_audit_author_address
'Shouvik Chattopadhyay' 'Jadavpur University, kolkata'
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H20 Br4 N2 O4 Zn'
_chemical_formula_weight         737.37

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                   21.5606(9)
_cell_length_b                   4.5954(2)
_cell_length_c                   25.0465(10)
_cell_angle_alpha                90
_cell_angle_beta                 110.3680(10)
_cell_angle_gamma                90
_cell_volume                     2326.44(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    900
_cell_measurement_theta_min      3.084
_cell_measurement_theta_max      34.054

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.105
_exptl_crystal_F_000             1424.0
_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    7.956
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.071
_exptl_absorpt_correction_T_max  0.204
_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            48908
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         3.084
_diffrn_reflns_theta_max         34.054
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             4764
_reflns_number_gt                3638
_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       '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)+(0.0667P)²+3.4496P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0181(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4432
_refine_ls_number_parameters     148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1341
_refine_ls_wR_factor_gt          0.1099
_refine_ls_goodness_of_fit_ref   1.201
_refine_ls_restrained_S_all      1.201
_refine_ls_shift/su_max          0.002
_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
O2 O 0.2938(3) 0.0220(13) 0.5578(2) 0.0647(18) Uani 0.559(8) 1 d . . P A 1
H2 H 0.282961 0.061178 0.523796 0.097 Uiso 0.559(8) 1 calc R U P A 1
O2A O 0.2533(3) 0.4336(11) 0.5629(2) 0.0409(14) Uiso 0.441(8) 1 d . . P A 2
H2A H 0.258876 0.595922 0.577448 0.061 Uiso 0.441(8) 1 calc R U P A 2
Br1 Br 0.67961(2) 0.90936(7) 0.71252(2) 0.04024(13) Uani 1 1 d . . . . .
Zn1 Zn 0.500000 0.39180(10) 0.750000 0.02933(13) Uani 1 2 d S T P . .
Br2 Br 0.61323(2) 0.30796(12) 0.50482(2) 0.06372(17) Uani 1 1 d . . . . .
O1 O 0.55906(10) 0.5916(5) 0.71933(8) 0.0342(4) Uani 1 1 d . . . . .
N1 N 0.45036(10) 0.1806(5) 0.67738(9) 0.0288(4) Uani 1 1 d . . . . .
C7 C 0.47220(13) 0.1739(6) 0.63581(11) 0.0319(5) Uani 1 1 d . . . . .
H7 H 0.449515 0.053223 0.605489 0.038 Uiso 1 1 calc R U . . .
C1 C 0.56799(12) 0.5283(6) 0.67194(10) 0.0263(4) Uani 1 1 d . . . . .
C2 C 0.62106(13) 0.6559(6) 0.65904(11) 0.0286(4) Uani 1 1 d . . . . .
C3 C 0.63370(14) 0.5973(6) 0.60981(12) 0.0343(5) Uani 1 1 d . . . . .
H3 H 0.668754 0.687584 0.602873 0.041 Uiso 1 1 calc R U . . .
C8 C 0.39104(13) 0.0059(7) 0.67147(11) 0.0338(5) Uani 1 1 d . . . . .
H8A H 0.395485 -0.079731 0.708018 0.041 Uiso 1 1 calc R U . . .
H8B H 0.387655 -0.151264 0.644760 0.041 Uiso 1 1 calc R U . . .
C5 C 0.54123(16) 0.2698(7) 0.58033(12) 0.0381(6) Uani 1 1 d . . . . .
H5 H 0.514612 0.139515 0.553755 0.046 Uiso 1 1 calc R U . . .
C10 C 0.30818(17) 0.2676(9) 0.58831(15) 0.0485(8) Uani 1 1 d . . . . .
H10A H 0.269946 0.395195 0.577347 0.058 Uiso 1 1 calc R U . A 1
H10B H 0.344219 0.368452 0.581453 0.058 Uiso 1 1 calc R U . A 1
C6 C 0.52788(13) 0.3314(6) 0.63041(10) 0.0302(5) Uani 1 1 d . . . . .
C4 C 0.59351(16) 0.4021(7) 0.57078(12) 0.0371(6) Uani 1 1 d . . . . .
C9 C 0.32787(14) 0.1889(8) 0.65060(13) 0.0384(6) Uani 1 1 d . . . . .
H9A H 0.292122 0.081140 0.656531 0.046 Uiso 1 1 calc R U . . .
H9B H 0.334585 0.365979 0.672984 0.046 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
O2 C10 1.338(7) . ?
O2 H2 0.8200 . ?
O2A C10 1.364(6) . ?
O2A H2A 0.8200 . ?
Br1 C2 1.889(3) . ?
Zn1 O1 1.933(2) . ?
Zn1 O1 1.933(2) 2_656 ?
Zn1 N1 2.010(2) 2_656 ?
Zn1 N1 2.010(2) . ?
Br2 C4 1.894(3) . ?
O1 C1 1.300(3) . ?
N1 C7 1.284(3) . ?
N1 C8 1.473(3) . ?
C7 C6 1.448(4) . ?
C7 H7 0.9300 . ?
C1 C2 1.420(3) . ?
C1 C6 1.422(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.386(4) . ?
C3 H3 0.9300 . ?
C8 C9 1.530(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C5 C4 1.373(4) . ?
C5 C6 1.410(4) . ?
C5 H5 0.9300 . ?
C10 C9 1.511(4) . ?
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
C10 O2 H2 109.5 . . ?
C10 O2A H2A 109.5 . . ?
O1 Zn1 O1 123.28(13) . 2_656 ?
O1 Zn1 N1 111.84(9) . 2_656 ?
O1 Zn1 N1 94.97(8) 2_656 2_656 ?
O1 Zn1 N1 94.97(8) . . ?
O1 Zn1 N1 111.84(9) 2_656 . ?
N1 Zn1 N1 122.25(14) 2_656 . ?
C1 O1 Zn1 125.75(17) . . ?
C7 N1 C8 117.2(2) . . ?
C7 N1 Zn1 121.01(18) . . ?
C8 N1 Zn1 121.61(17) . . ?
N1 C7 C6 127.9(2) . . ?
N1 C7 H7 116.1 . . ?
C6 C7 H7 116.1 . . ?
O1 C1 C2 120.2(2) . . ?
O1 C1 C6 124.4(2) . . ?
C2 C1 C6 115.4(2) . . ?
C3 C2 C1 123.3(2) . . ?
C3 C2 Br1 117.6(2) . . ?
C1 C2 Br1 119.08(18) . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
N1 C8 C9 111.9(3) . . ?
N1 C8 H8A 109.2 . . ?
C9 C8 H8A 109.2 . . ?
N1 C8 H8B 109.2 . . ?
C9 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C4 C5 C6 120.0(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
O2 C10 C9 108.3(4) . . ?
O2A C10 C9 120.1(4) . . ?
O2 C10 H10A 110.0 . . ?
C9 C10 H10A 110.0 . . ?
O2 C10 H10B 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
C5 C6 C1 121.2(2) . . ?
C5 C6 C7 114.5(2) . . ?
C1 C6 C7 124.2(2) . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 Br2 119.9(2) . . ?
C3 C4 Br2 119.2(2) . . ?
C10 C9 C8 112.4(3) . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?

_refine_diff_density_max         1.149
_refine_diff_density_min         -1.284
_refine_diff_density_rms         0.375

####################################################################### 
# 
# 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 2346043'
loop_
_audit_author_name
_audit_author_address
'Shouvik Chattopadhyay' 'Jadavpur University, kolkata'
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-09-09 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            'C26 H34 N2 O8 Zn'
_chemical_formula_weight         567.94

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           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                   21.494(2)
_cell_length_b                   13.8469(13)
_cell_length_c                   9.6418(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2869.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    900
_cell_measurement_theta_min      2.743
_cell_measurement_theta_max      25.152

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             1192
_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    0.903
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.730
_exptl_absorpt_correction_T_max  0.835
_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            24328
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.743
_diffrn_reflns_theta_max         25.152
_diffrn_reflns_theta_full        25.152
_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 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2572
_reflns_number_gt                2091
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.871
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_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          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0904P)²+3.3038P] 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 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.36(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2560
_refine_ls_number_parameters     188
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1548
_refine_ls_wR_factor_gt          0.1400
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.029
_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 0.500000 0.500000 0.6084(2) 0.0649(4) Uani 1 2 d S T P . .
N1 N 0.4962(3) 0.3706(5) 0.5120(6) 0.0647(15) Uani 1 1 d . . . . .
O1 O 0.5739(3) 0.4717(4) 0.7110(6) 0.0787(14) Uani 1 1 d . . . . .
C3 C 0.6685(5) 0.3925(9) 0.7688(11) 0.097(3) Uani 1 1 d . . . . .
C4 C 0.7103(5) 0.3217(11) 0.7491(13) 0.112(4) Uani 1 1 d . . . . .
H4 H 0.746268 0.320246 0.802603 0.134 Uiso 1 1 calc R U . . .
C5 C 0.7009(4) 0.2545(9) 0.6550(17) 0.124(5) Uani 1 1 d . . . . .
H5 H 0.731079 0.207258 0.641324 0.149 Uiso 1 1 calc R U . . .
C6 C 0.6457(4) 0.2522(7) 0.5735(10) 0.093(3) Uani 1 1 d . . . . .
H6 H 0.639310 0.203450 0.508730 0.111 Uiso 1 1 calc R U . . .
C7 C 0.6002(3) 0.3263(5) 0.5930(10) 0.0707(19) Uani 1 1 d . . . . .
C8 C 0.6115(4) 0.4001(6) 0.6894(7) 0.0699(19) Uani 1 1 d . . . . .
C9 C 0.5435(3) 0.3129(5) 0.5157(7) 0.0633(17) Uani 1 1 d . . . . .
H9 H 0.540666 0.256925 0.462825 0.076 Uiso 1 1 calc R U . . .
C10 C 0.4393(4) 0.3355(6) 0.4414(8) 0.079(2) Uani 1 1 d . . . . .
H10 H 0.449884 0.279705 0.383622 0.095 Uiso 1 1 calc R U . . .
C11 C 0.3918(4) 0.3051(8) 0.5494(9) 0.090(3) Uani 1 1 d . . . . .
H11A H 0.384662 0.359302 0.611055 0.107 Uiso 1 1 calc R U . . .
H11B H 0.352870 0.291705 0.502284 0.107 Uiso 1 1 calc R U . . .
C12 C 0.4083(5) 0.2189(9) 0.6359(14) 0.124(4) Uani 1 1 d . . . . .
H12A H 0.375289 0.205986 0.700384 0.186 Uiso 1 1 calc R U . . .
H12B H 0.414155 0.163781 0.576871 0.186 Uiso 1 1 calc R U . . .
H12C H 0.446043 0.231580 0.685969 0.186 Uiso 1 1 calc R U . . .
C13 C 0.4141(5) 0.4152(10) 0.3500(10) 0.114(4) Uani 1 1 d . . . . .
H13A H 0.374306 0.394824 0.312659 0.137 Uiso 1 1 calc R U . . .
H13B H 0.406812 0.471916 0.406751 0.137 Uiso 1 1 calc R U . . .
O1W O 0.4499(5) 0.4371(6) -0.0373(8) 0.141(4) Uani 1 1 d . . . . .
O2A O 0.6728(4) 0.4644(7) 0.8641(10) 0.128(3) Uani 0.47(3) 1 d D . P A 1
C1A C 0.7655(14) 0.520(3) 0.934(4) 0.139(13) Uani 0.47(3) 1 d D U P A 1
H1A1 H 0.794323 0.533955 1.006960 0.209 Uiso 0.47(3) 1 calc R U P A 1
H1A2 H 0.783673 0.473055 0.871968 0.209 Uiso 0.47(3) 1 calc R U P A 1
H1A3 H 0.756154 0.577599 0.883399 0.209 Uiso 0.47(3) 1 calc R U P A 1
C2A C 0.7064(13) 0.479(3) 0.995(2) 0.107(9) Uani 0.47(3) 1 d D U P A 1
H2A1 H 0.713484 0.418643 1.043773 0.129 Uiso 0.47(3) 1 calc R U P A 1
H2A2 H 0.685611 0.524528 1.055350 0.129 Uiso 0.47(3) 1 calc R U P A 1
O2B O 0.6728(4) 0.4644(7) 0.8641(10) 0.128(3) Uani 0.53(3) 1 d D . P A 2
C1B C 0.7359(15) 0.534(2) 1.032(3) 0.123(11) Uani 0.53(3) 1 d D U P A 2
H1B1 H 0.773457 0.533950 1.086419 0.184 Uiso 0.53(3) 1 calc R U P A 2
H1B2 H 0.734204 0.592648 0.978378 0.184 Uiso 0.53(3) 1 calc R U P A 2
H1B3 H 0.700598 0.531818 1.093235 0.184 Uiso 0.53(3) 1 calc R U P A 2
C2B C 0.7352(11) 0.4486(15) 0.938(3) 0.095(7) Uani 0.53(3) 1 d D U P A 2
H2B1 H 0.735767 0.388348 0.988864 0.114 Uiso 0.53(3) 1 calc R U P A 2
H2B2 H 0.769725 0.449815 0.872802 0.114 Uiso 0.53(3) 1 calc R U P A 2
O2 O 0.4517(6) 0.4398(11) 0.2439(9) 0.181(6) 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 O1 1.911(6) . ?
Zn1 O1 1.911(6) 2_665 ?
Zn1 N1 2.020(7) . ?
Zn1 N1 2.020(7) 2_665 ?
N1 C9 1.295(9) . ?
N1 C10 1.482(10) . ?
O1 C8 1.297(10) . ?
C3 C4 1.343(16) . ?
C3 O2B 1.358(14) . ?
C3 O2A 1.358(14) . ?
C3 C8 1.449(12) . ?
C4 C5 1.316(17) . ?
C4 H4 0.9300 . ?
C5 C6 1.424(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.429(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.402(11) . ?
C7 C9 1.439(11) . ?
C9 H9 0.9300 . ?
C10 C13 1.512(13) . ?
C10 C11 1.517(11) . ?
C10 H10 0.9800 . ?
C11 C12 1.500(14) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O2 1.347(14) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
O2A C2A 1.47(2) . ?
C1A C2A 1.51(3) . ?
C1A H1A1 0.9600 . ?
C1A H1A2 0.9600 . ?
C1A H1A3 0.9600 . ?
C2A H2A1 0.9700 . ?
C2A H2A2 0.9700 . ?
O2B C2B 1.532(16) . ?
C1B C2B 1.50(2) . ?
C1B H1B1 0.9600 . ?
C1B H1B2 0.9600 . ?
C1B H1B3 0.9600 . ?
C2B H2B1 0.9700 . ?
C2B H2B2 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 Zn1 O1 117.6(4) . 2_665 ?
O1 Zn1 N1 95.2(3) . . ?
O1 Zn1 N1 112.7(2) 2_665 . ?
O1 Zn1 N1 112.7(2) . 2_665 ?
O1 Zn1 N1 95.2(3) 2_665 2_665 ?
N1 Zn1 N1 125.2(4) . 2_665 ?
C9 N1 C10 117.4(7) . . ?
C9 N1 Zn1 120.2(5) . . ?
C10 N1 Zn1 122.4(5) . . ?
C8 O1 Zn1 126.2(5) . . ?
C4 C3 O2B 125.9(10) . . ?
C4 C3 O2A 125.9(10) . . ?
C4 C3 C8 122.9(10) . . ?
O2B C3 C8 111.2(10) . . ?
O2A C3 C8 111.2(10) . . ?
C5 C4 C3 120.8(10) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 121.6(11) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C7 118.8(10) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 119.4(8) . . ?
C8 C7 C9 125.7(7) . . ?
C6 C7 C9 114.7(8) . . ?
O1 C8 C7 123.8(7) . . ?
O1 C8 C3 119.8(8) . . ?
C7 C8 C3 116.4(9) . . ?
N1 C9 C7 126.9(7) . . ?
N1 C9 H9 116.6 . . ?
C7 C9 H9 116.6 . . ?
N1 C10 C13 108.9(7) . . ?
N1 C10 C11 109.3(6) . . ?
C13 C10 C11 111.2(8) . . ?
N1 C10 H10 109.1 . . ?
C13 C10 H10 109.1 . . ?
C11 C10 H10 109.1 . . ?
C12 C11 C10 116.4(9) . . ?
C12 C11 H11A 108.2 . . ?
C10 C11 H11A 108.2 . . ?
C12 C11 H11B 108.2 . . ?
C10 C11 H11B 108.2 . . ?
H11A C11 H11B 107.3 . . ?
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 C13 C10 114.4(11) . . ?
O2 C13 H13A 108.7 . . ?
C10 C13 H13A 108.7 . . ?
O2 C13 H13B 108.7 . . ?
C10 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C3 O2A C2A 135.6(18) . . ?
C2A C1A H1A1 109.5 . . ?
C2A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C2A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
O2A C2A C1A 97(2) . . ?
O2A C2A H2A1 112.3 . . ?
C1A C2A H2A1 112.3 . . ?
O2A C2A H2A2 112.3 . . ?
C1A C2A H2A2 112.3 . . ?
H2A1 C2A H2A2 109.9 . . ?
C3 O2B C2B 105.5(12) . . ?
C2B C1B H1B1 109.5 . . ?
C2B C1B H1B2 109.5 . . ?
H1B1 C1B H1B2 109.5 . . ?
C2B C1B H1B3 109.5 . . ?
H1B1 C1B H1B3 109.5 . . ?
H1B2 C1B H1B3 109.5 . . ?
C1B C2B O2B 100.2(16) . . ?
C1B C2B H2B1 111.7 . . ?
O2B C2B H2B1 111.7 . . ?
C1B C2B H2B2 111.7 . . ?
O2B C2B H2B2 111.7 . . ?
H2B1 C2B H2B2 109.5 . . ?

_refine_diff_density_max         0.426
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2346044'
loop_
_audit_author_name
_audit_author_address
'Shouvik Chattopadhyay' 'Jadavpur University, kolkata'
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-09-09 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            'C22 H26 Br2 N2 O4 Zn'
_chemical_formula_weight         607.64

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.5138(5)
_cell_length_b                   11.9667(4)
_cell_length_c                   16.7858(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.1730(10)
_cell_angle_gamma                90
_cell_volume                     2388.27(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    900
_cell_measurement_theta_min      2.128
_cell_measurement_theta_max      27.133

_exptl_crystal_description       niddle
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_F_000             1216
_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    4.405
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.223
_exptl_absorpt_correction_T_max  0.414
_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            33326
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.128
_diffrn_reflns_theta_max         27.133
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             5297
_reflns_number_gt                3785
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1490P)²+2.1239P] 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         5297
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0682
_refine_ls_wR_factor_ref         0.2263
_refine_ls_wR_factor_gt          0.1997
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
C22 C 0.5147(6) 0.4601(8) 0.6050(5) 0.073(2) Uani 1 1 d . . . . .
H22A H 0.463839 0.410643 0.564837 0.088 Uiso 1 1 calc R U . . .
H22B H 0.491142 0.536321 0.589218 0.088 Uiso 1 1 calc R U . . .
C11 C 0.8890(8) 0.3314(6) 0.7027(6) 0.072(2) Uani 1 1 d . . . . .
H11A H 0.852338 0.301593 0.647107 0.087 Uiso 1 1 calc R U . . .
H11B H 0.939514 0.274573 0.734777 0.087 Uiso 1 1 calc R U . . .
Br1 Br 0.80013(7) 0.87818(7) 0.36195(5) 0.0704(3) Uani 1 1 d . . . . .
Br2 Br 0.65361(9) 0.71730(9) 1.11584(5) 0.0895(4) Uani 1 1 d . . . . .
Zn1 Zn 0.74572(5) 0.53501(5) 0.71973(4) 0.0368(2) Uani 1 1 d . . . . .
N1 N 0.8713(4) 0.5232(3) 0.6637(3) 0.0338(9) Uani 1 1 d . . . . .
O1 O 0.6938(3) 0.6834(3) 0.6584(3) 0.0443(9) Uani 1 1 d . . . . .
O2 O 0.8093(4) 0.3547(3) 0.7406(3) 0.0531(11) Uani 1 1 d . . . . .
H2W H 0.783697 0.302722 0.771585 0.064 Uiso 1 1 calc R U . . .
N2 N 0.6019(4) 0.4972(4) 0.7531(3) 0.0335(9) Uani 1 1 d . . . . .
O3 O 0.8254(3) 0.5896(4) 0.8325(3) 0.0465(10) Uani 1 1 d . . . . .
C4 C 0.7673(5) 0.8169(5) 0.4554(4) 0.0425(13) Uani 1 1 d . . . . .
C3 C 0.6835(5) 0.8629(5) 0.4837(4) 0.0414(13) Uani 1 1 d . . . . .
H3 H 0.642306 0.924152 0.456508 0.050 Uiso 1 1 calc R U . . .
C2 C 0.6622(5) 0.8172(5) 0.5519(3) 0.0393(12) Uani 1 1 d . . . . .
H2 H 0.607508 0.850282 0.571021 0.047 Uiso 1 1 calc R U . . .
C1 C 0.7190(4) 0.7222(4) 0.5949(3) 0.0320(10) Uani 1 1 d . . . . .
C6 C 0.8045(5) 0.6776(4) 0.5658(3) 0.0353(11) Uani 1 1 d . . . . .
C7 C 0.8773(5) 0.5862(4) 0.6039(4) 0.0390(12) Uani 1 1 d . . . . .
H7 H 0.935710 0.571158 0.582245 0.047 Uiso 1 1 calc R U . . .
C8 C 0.9566(5) 0.4335(5) 0.6953(4) 0.0425(13) Uani 1 1 d . . . . .
C9 C 1.0278(10) 0.4059(9) 0.6411(8) 0.126(5) Uani 1 1 d . . . . .
H9A H 1.079640 0.347490 0.666890 0.189 Uiso 1 1 calc R U . . .
H9B H 0.980561 0.381307 0.587144 0.189 Uiso 1 1 calc R U . . .
H9C H 1.068857 0.471091 0.634393 0.189 Uiso 1 1 calc R U . . .
C10 C 1.0273(7) 0.4681(8) 0.7826(6) 0.091(3) Uani 1 1 d . . . . .
H10A H 1.083708 0.412360 0.805563 0.137 Uiso 1 1 calc R U . . .
H10B H 1.062944 0.538389 0.779918 0.137 Uiso 1 1 calc R U . . .
H10C H 0.980075 0.475379 0.817737 0.137 Uiso 1 1 calc R U . . .
C19 C 0.5062(5) 0.4368(5) 0.6919(4) 0.0424(13) Uani 1 1 d . . . . .
C21 C 0.5197(7) 0.3115(6) 0.7142(5) 0.071(2) Uani 1 1 d . . . . .
H21A H 0.459456 0.270235 0.676015 0.106 Uiso 1 1 calc R U . . .
H21B H 0.590333 0.285267 0.710156 0.106 Uiso 1 1 calc R U . . .
H21C H 0.517740 0.300855 0.770446 0.106 Uiso 1 1 calc R U . . .
C20 C 0.3921(6) 0.4777(7) 0.6935(5) 0.072(2) Uani 1 1 d . . . . .
H20A H 0.333927 0.436555 0.653349 0.109 Uiso 1 1 calc R U . . .
H20B H 0.385832 0.466701 0.748536 0.109 Uiso 1 1 calc R U . . .
H20C H 0.384479 0.555789 0.679756 0.109 Uiso 1 1 calc R U . . .
C18 C 0.5944(5) 0.5192(4) 0.8251(3) 0.0364(11) Uani 1 1 d . . . . .
H18 H 0.529565 0.494686 0.835686 0.044 Uiso 1 1 calc R U . . .
C17 C 0.6759(5) 0.5788(4) 0.8932(3) 0.0360(11) Uani 1 1 d . . . . .
C12 C 0.7846(5) 0.6110(4) 0.8921(3) 0.0372(12) Uani 1 1 d . . . . .
C13 C 0.8505(5) 0.6722(5) 0.9623(4) 0.0477(15) Uani 1 1 d . . . . .
H13 H 0.922882 0.692988 0.964102 0.057 Uiso 1 1 calc R U . . .
C14 C 0.8135(6) 0.7020(6) 1.0268(4) 0.0558(17) Uani 1 1 d . . . . .
H14 H 0.859337 0.743344 1.071338 0.067 Uiso 1 1 calc R U . . .
C15 C 0.7060(6) 0.6702(6) 1.0260(4) 0.0536(16) Uani 1 1 d . . . . .
C16 C 0.6400(6) 0.6090(5) 0.9618(4) 0.0454(14) Uani 1 1 d . . . . .
H16 H 0.569359 0.586409 0.962901 0.054 Uiso 1 1 calc R U . . .
C5 C 0.8268(5) 0.7268(5) 0.4963(4) 0.0445(13) Uani 1 1 d . . . . .
H5 H 0.883479 0.697111 0.477743 0.053 Uiso 1 1 calc R U . . .
O4 O 0.6244(5) 0.4448(5) 0.6012(4) 0.0788(16) Uani 1 1 d . . . . .
H4 H 0.645059 0.406589 0.560003 0.095 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
C22 O4 1.407(9) . ?
C22 C19 1.521(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C11 O2 1.368(9) . ?
C11 C8 1.513(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
Br1 C4 1.888(6) . ?
Br2 C15 1.907(6) . ?
Zn1 O3 1.956(4) . ?
Zn1 O1 2.053(4) . ?
Zn1 N1 2.073(4) . ?
Zn1 N2 2.094(4) . ?
Zn1 O2 2.288(4) . ?
Zn1 O4 2.355(6) . ?
N1 C7 1.276(7) . ?
N1 C8 1.490(7) . ?
O1 C1 1.289(6) . ?
O2 H2W 0.9300 . ?
N2 C18 1.270(7) . ?
N2 C19 1.498(7) . ?
O3 C12 1.284(7) . ?
C4 C5 1.367(8) . ?
C4 C3 1.394(8) . ?
C3 C2 1.368(8) . ?
C3 H3 0.9300 . ?
C2 C1 1.414(7) . ?
C2 H2 0.9300 . ?
C1 C6 1.412(7) . ?
C6 C5 1.411(8) . ?
C6 C7 1.439(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.496(10) . ?
C8 C10 1.514(10) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C19 C20 1.518(9) . ?
C19 C21 1.543(9) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18 C17 1.458(8) . ?
C18 H18 0.9300 . ?
C17 C16 1.408(8) . ?
C17 C12 1.418(8) . ?
C12 C13 1.413(8) . ?
C13 C14 1.353(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.394(10) . ?
C14 H14 0.9300 . ?
C15 C16 1.351(9) . ?
C16 H16 0.9300 . ?
C5 H5 0.9300 . ?
O4 H4 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
O4 C22 C19 112.4(6) . . ?
O4 C22 H22A 109.1 . . ?
C19 C22 H22A 109.1 . . ?
O4 C22 H22B 109.1 . . ?
C19 C22 H22B 109.1 . . ?
H22A C22 H22B 107.9 . . ?
O2 C11 C8 112.4(6) . . ?
O2 C11 H11A 109.1 . . ?
C8 C11 H11A 109.1 . . ?
O2 C11 H11B 109.1 . . ?
C8 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
O3 Zn1 O1 100.48(18) . . ?
O3 Zn1 N1 103.41(17) . . ?
O1 Zn1 N1 89.85(16) . . ?
O3 Zn1 N2 91.99(17) . . ?
O1 Zn1 N2 99.05(16) . . ?
N1 Zn1 N2 160.56(17) . . ?
O3 Zn1 O2 96.84(18) . . ?
O1 Zn1 O2 158.82(16) . . ?
N1 Zn1 O2 74.25(16) . . ?
N2 Zn1 O2 92.41(17) . . ?
O3 Zn1 O4 166.1(2) . . ?
O1 Zn1 O4 87.3(2) . . ?
N1 Zn1 O4 88.02(19) . . ?
N2 Zn1 O4 75.26(19) . . ?
O2 Zn1 O4 78.4(2) . . ?
C7 N1 C8 119.6(5) . . ?
C7 N1 Zn1 123.7(4) . . ?
C8 N1 Zn1 116.6(3) . . ?
C1 O1 Zn1 127.2(3) . . ?
C11 O2 Zn1 112.9(4) . . ?
C11 O2 H2W 123.5 . . ?
Zn1 O2 H2W 123.5 . . ?
C18 N2 C19 118.2(5) . . ?
C18 N2 Zn1 122.3(4) . . ?
C19 N2 Zn1 119.4(3) . . ?
C12 O3 Zn1 127.9(4) . . ?
C5 C4 C3 119.3(5) . . ?
C5 C4 Br1 119.9(4) . . ?
C3 C4 Br1 120.8(4) . . ?
C2 C3 C4 119.5(5) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C2 C1 123.4(5) . . ?
C3 C2 H2 118.3 . . ?
C1 C2 H2 118.3 . . ?
O1 C1 C6 123.8(5) . . ?
O1 C1 C2 119.8(5) . . ?
C6 C1 C2 116.3(5) . . ?
C1 C6 C5 119.6(5) . . ?
C1 C6 C7 125.2(5) . . ?
C5 C6 C7 115.1(5) . . ?
N1 C7 C6 127.9(5) . . ?
N1 C7 H7 116.1 . . ?
C6 C7 H7 116.1 . . ?
N1 C8 C9 116.0(6) . . ?
N1 C8 C11 104.7(5) . . ?
C9 C8 C11 109.0(7) . . ?
N1 C8 C10 106.6(5) . . ?
C9 C8 C10 111.7(8) . . ?
C11 C8 C10 108.3(7) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C19 C20 112.8(5) . . ?
N2 C19 C22 106.8(5) . . ?
C20 C19 C22 107.8(6) . . ?
N2 C19 C21 107.4(5) . . ?
C20 C19 C21 110.0(6) . . ?
C22 C19 C21 112.1(6) . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C18 C17 127.3(5) . . ?
N2 C18 H18 116.4 . . ?
C17 C18 H18 116.4 . . ?
C16 C17 C12 119.5(5) . . ?
C16 C17 C18 116.2(5) . . ?
C12 C17 C18 124.3(5) . . ?
O3 C12 C13 118.8(5) . . ?
O3 C12 C17 124.8(5) . . ?
C13 C12 C17 116.4(5) . . ?
C14 C13 C12 123.1(6) . . ?
C14 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
C13 C14 C15 119.4(6) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.3(6) . . ?
C16 C15 Br2 121.0(6) . . ?
C14 C15 Br2 118.7(5) . . ?
C15 C16 C17 121.3(6) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C4 C5 C6 121.9(5) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C22 O4 Zn1 106.5(4) . . ?
C22 O4 H4 126.8 . . ?
Zn1 O4 H4 126.8 . . ?

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
C8 C11 O2 Zn1 28.9(8) . . . . ?
C5 C4 C3 C2 0.0(9) . . . . ?
Br1 C4 C3 C2 -179.5(4) . . . . ?
C4 C3 C2 C1 -1.9(9) . . . . ?
Zn1 O1 C1 C6 -12.3(7) . . . . ?
Zn1 O1 C1 C2 170.0(4) . . . . ?
C3 C2 C1 O1 -179.6(5) . . . . ?
C3 C2 C1 C6 2.6(8) . . . . ?
O1 C1 C6 C5 -179.2(5) . . . . ?
C2 C1 C6 C5 -1.4(8) . . . . ?
O1 C1 C6 C7 -2.1(9) . . . . ?
C2 C1 C6 C7 175.7(5) . . . . ?
C8 N1 C7 C6 -179.0(5) . . . . ?
Zn1 N1 C7 C6 2.5(8) . . . . ?
C1 C6 C7 N1 7.4(10) . . . . ?
C5 C6 C7 N1 -175.4(6) . . . . ?
C7 N1 C8 C9 -14.1(10) . . . . ?
Zn1 N1 C8 C9 164.5(7) . . . . ?
C7 N1 C8 C11 -134.3(6) . . . . ?
Zn1 N1 C8 C11 44.4(6) . . . . ?
C7 N1 C8 C10 111.1(7) . . . . ?
Zn1 N1 C8 C10 -70.3(6) . . . . ?
O2 C11 C8 N1 -45.9(8) . . . . ?
O2 C11 C8 C9 -170.7(8) . . . . ?
O2 C11 C8 C10 67.6(8) . . . . ?
C18 N2 C19 C20 40.6(8) . . . . ?
Zn1 N2 C19 C20 -142.4(5) . . . . ?
C18 N2 C19 C22 158.8(6) . . . . ?
Zn1 N2 C19 C22 -24.2(6) . . . . ?
C18 N2 C19 C21 -80.7(7) . . . . ?
Zn1 N2 C19 C21 96.3(5) . . . . ?
O4 C22 C19 N2 47.3(8) . . . . ?
O4 C22 C19 C20 168.8(6) . . . . ?
O4 C22 C19 C21 -70.0(8) . . . . ?
C19 N2 C18 C17 -178.7(5) . . . . ?
Zn1 N2 C18 C17 4.4(8) . . . . ?
N2 C18 C17 C16 169.7(5) . . . . ?
N2 C18 C17 C12 -7.5(9) . . . . ?
Zn1 O3 C12 C13 -166.5(4) . . . . ?
Zn1 O3 C12 C17 12.8(8) . . . . ?
C16 C17 C12 O3 -178.9(5) . . . . ?
C18 C17 C12 O3 -1.7(9) . . . . ?
C16 C17 C12 C13 0.4(8) . . . . ?
C18 C17 C12 C13 177.5(5) . . . . ?
O3 C12 C13 C14 177.7(6) . . . . ?
C17 C12 C13 C14 -1.6(9) . . . . ?
C12 C13 C14 C15 1.0(10) . . . . ?
C13 C14 C15 C16 0.8(10) . . . . ?
C13 C14 C15 Br2 -178.0(5) . . . . ?
C14 C15 C16 C17 -2.0(10) . . . . ?
Br2 C15 C16 C17 176.7(4) . . . . ?
C12 C17 C16 C15 1.4(9) . . . . ?
C18 C17 C16 C15 -176.0(6) . . . . ?
C3 C4 C5 C6 1.0(9) . . . . ?
Br1 C4 C5 C6 -179.4(5) . . . . ?
C1 C6 C5 C4 -0.3(9) . . . . ?
C7 C6 C5 C4 -177.7(6) . . . . ?
C19 C22 O4 Zn1 -46.1(8) . . . . ?

_refine_diff_density_max         2.127
_refine_diff_density_min         -1.032
_refine_diff_density_rms         0.251

