# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_211
_database_code_depnum_ccdc_archive 'CCDC 2284848'
loop_
_audit_author_name
_audit_author_address
'V RAMKUMAR'
;IIT Madras
India
;
_audit_update_record             
;
2023-07-27 deposited with the CCDC.	2024-02-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H32 Cl2 I2 N6 O2 Zn'
_chemical_formula_weight         850.64

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'
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'
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'

_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                   22.888(3)
_cell_length_b                   9.0423(11)
_cell_length_c                   17.724(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.556(4)
_cell_angle_gamma                90
_cell_volume                     3309.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2997
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      22.74

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_F_000             1664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.802
_shelx_estimated_absorpt_T_min   0.679
_shelx_estimated_absorpt_T_max   0.767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10412
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.973
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             2866
_reflns_number_gt                2038
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0750P)²+85.9752P] 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         2866
_refine_ls_number_parameters     180
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.1905
_refine_ls_wR_factor_gt          0.1688
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_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
C1 C 0.4485(5) 0.7671(13) 0.0150(7) 0.057(3) Uani 1 1 d . . . . .
H1 H 0.4851 0.7082 0.0294 0.068 Uiso 1 1 calc R U . . .
C2 C 0.4283(5) 0.8717(14) -0.0439(7) 0.058(3) Uani 1 1 d . . . . .
H2 H 0.4483 0.9008 -0.0773 0.070 Uiso 1 1 calc R U . . .
C3 C 0.3595(4) 0.8635(10) 0.0122(6) 0.039(2) Uani 1 1 d . . . . .
C4 C 0.3005(4) 0.8951(9) 0.0249(6) 0.039(2) Uani 1 1 d . . . . .
C5 C 0.2562(4) 0.9147(11) 0.1273(6) 0.046(2) Uani 1 1 d . . . . .
C6 C 0.2080(6) 1.0201(13) 0.0903(8) 0.065(3) Uani 1 1 d . . . . .
H6 H 0.2087 1.0816 0.0487 0.078 Uiso 1 1 calc R U . . .
C7 C 0.1594(6) 1.0330(13) 0.1154(10) 0.074(4) Uani 1 1 d . . . . .
H7 H 0.1273 1.1036 0.0902 0.089 Uiso 1 1 calc R U . . .
C8 C 0.1568(6) 0.9449(15) 0.1766(9) 0.069(4) Uani 1 1 d . . . . .
C9 C 0.2040(6) 0.8411(15) 0.2116(7) 0.063(3) Uani 1 1 d . . . . .
H9 H 0.2029 0.7793 0.2530 0.075 Uiso 1 1 calc R U . . .
C10 C 0.2538(5) 0.8254(14) 0.1870(7) 0.062(3) Uani 1 1 d . . . . .
H10 H 0.2853 0.7533 0.2116 0.074 Uiso 1 1 calc R U . . .
C11 C 0.4094(6) 0.6524(13) 0.1131(7) 0.062(3) Uani 1 1 d . . . . .
H11A H 0.3663 0.6284 0.1053 0.093 Uiso 1 1 calc R U . . .
H11B H 0.4333 0.6929 0.1680 0.093 Uiso 1 1 calc R U . . .
H11C H 0.4306 0.5645 0.1072 0.093 Uiso 1 1 calc R U . . .
C12 C 0.3323(6) 1.0456(14) -0.1045(8) 0.069(3) Uani 1 1 d . . . . .
H12A H 0.2896 1.0081 -0.1383 0.103 Uiso 1 1 calc R U . . .
H12B H 0.3524 1.0747 -0.1398 0.103 Uiso 1 1 calc R U . . .
H12C H 0.3292 1.1297 -0.0733 0.103 Uiso 1 1 calc R U . . .
C13 C 0.1027(7) 0.9610(18) 0.2050(11) 0.099(5) Uani 1 1 d . . . . .
H13A H 0.0901 1.0630 0.2016 0.148 Uiso 1 1 calc R U . . .
H13B H 0.1179 0.9274 0.2617 0.148 Uiso 1 1 calc R U . . .
H13C H 0.0660 0.9027 0.1695 0.148 Uiso 1 1 calc R U . . .
Cl1 Cl 1.06449(10) 0.4020(3) 0.21469(13) 0.0435(6) Uani 1 1 d . . . . .
I1 I 0.93083(4) 0.71403(9) 0.11881(5) 0.0722(4) Uani 1 1 d . . . . .
N1 N 0.4064(4) 0.7620(9) 0.0499(5) 0.0423(18) Uani 1 1 d . . . . .
N2 N 0.3721(4) 0.9279(9) -0.0454(5) 0.048(2) Uani 1 1 d . . . . .
N3 N 0.3083(4) 0.8985(9) 0.1038(5) 0.047(2) Uani 1 1 d . . . . .
H3 H 0.3469 0.8906 0.1430 0.057 Uiso 1 1 calc R U . . .
O1 O 0.2491(3) 0.9145(8) -0.0368(4) 0.0527(17) Uani 1 1 d . . . . .
Zn1 Zn 1.0000 0.56210(17) 0.2500 0.0412(4) Uani 1 2 d S T P . .


_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
C1 C2 1.334(16) . ?
C1 N1 1.354(13) . ?
C1 H1 0.9300 . ?
C2 N2 1.373(13) . ?
C2 H2 0.9300 . ?
C3 N2 1.309(12) . ?
C3 N1 1.349(12) . ?
C3 C4 1.490(12) . ?
C4 O1 1.226(11) . ?
C4 N3 1.333(12) . ?
C5 C10 1.351(15) . ?
C5 C6 1.391(15) . ?
C5 N3 1.429(12) . ?
C6 C7 1.369(16) . ?
C6 H6 0.9300 . ?
C7 C8 1.367(19) . ?
C7 H7 0.9300 . ?
C8 C9 1.361(18) . ?
C8 C13 1.534(16) . ?
C9 C10 1.392(15) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 N1 1.475(13) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.496(13) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
Cl1 Zn1 2.337(2) . ?
I1 Zn1 2.5738(11) . ?
N3 H3 0.8600 . ?
Zn1 Cl1 2.337(2) 2_755 ?
Zn1 I1 2.5739(11) 2_755 ?

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
C2 C1 N1 107.8(10) . . ?
C2 C1 H1 126.1 . . ?
N1 C1 H1 126.1 . . ?
C1 C2 N2 106.5(9) . . ?
C1 C2 H2 126.7 . . ?
N2 C2 H2 126.7 . . ?
N2 C3 N1 107.2(8) . . ?
N2 C3 C4 123.4(9) . . ?
N1 C3 C4 129.3(9) . . ?
O1 C4 N3 125.1(8) . . ?
O1 C4 C3 118.4(9) . . ?
N3 C4 C3 116.4(8) . . ?
C10 C5 C6 119.1(10) . . ?
C10 C5 N3 119.2(10) . . ?
C6 C5 N3 121.7(10) . . ?
C7 C6 C5 119.7(12) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C8 C7 C6 121.8(13) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C9 C8 C7 117.8(11) . . ?
C9 C8 C13 120.7(14) . . ?
C7 C8 C13 121.5(14) . . ?
C8 C9 C10 121.5(12) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C5 C10 C9 120.0(12) . . ?
C5 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C3 N1 C1 108.7(9) . . ?
C3 N1 C11 126.9(8) . . ?
C1 N1 C11 124.1(9) . . ?
C3 N2 C2 109.8(9) . . ?
C3 N2 C12 126.2(9) . . ?
C2 N2 C12 124.0(9) . . ?
C4 N3 C5 124.0(8) . . ?
C4 N3 H3 118.0 . . ?
C5 N3 H3 118.0 . . ?
Cl1 Zn1 Cl1 103.45(13) 2_755 . ?
Cl1 Zn1 I1 111.04(6) 2_755 . ?
Cl1 Zn1 I1 107.58(6) . . ?
Cl1 Zn1 I1 107.59(6) 2_755 2_755 ?
Cl1 Zn1 I1 111.04(6) . 2_755 ?
I1 Zn1 I1 115.48(7) . 2_755 ?

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
N1 C1 C2 N2 -1.4(12) . . . . ?
N2 C3 C4 O1 38.8(13) . . . . ?
N1 C3 C4 O1 -136.1(10) . . . . ?
N2 C3 C4 N3 -141.8(9) . . . . ?
N1 C3 C4 N3 43.3(13) . . . . ?
C10 C5 C6 C7 0.8(17) . . . . ?
N3 C5 C6 C7 -179.2(10) . . . . ?
C5 C6 C7 C8 0.2(19) . . . . ?
C6 C7 C8 C9 -0.9(19) . . . . ?
C6 C7 C8 C13 179.4(12) . . . . ?
C7 C8 C9 C10 0.6(17) . . . . ?
C13 C8 C9 C10 -179.7(11) . . . . ?
C6 C5 C10 C9 -1.1(16) . . . . ?
N3 C5 C10 C9 178.9(9) . . . . ?
C8 C9 C10 C5 0.4(17) . . . . ?
N2 C3 N1 C1 0.9(10) . . . . ?
C4 C3 N1 C1 176.4(9) . . . . ?
N2 C3 N1 C11 -173.7(9) . . . . ?
C4 C3 N1 C11 1.8(15) . . . . ?
C2 C1 N1 C3 0.3(11) . . . . ?
C2 C1 N1 C11 175.1(9) . . . . ?
N1 C3 N2 C2 -1.7(10) . . . . ?
C4 C3 N2 C2 -177.6(8) . . . . ?
N1 C3 N2 C12 178.5(9) . . . . ?
C4 C3 N2 C12 2.7(15) . . . . ?
C1 C2 N2 C3 1.9(12) . . . . ?
C1 C2 N2 C12 -178.3(10) . . . . ?
O1 C4 N3 C5 4.9(15) . . . . ?
C3 C4 N3 C5 -174.5(8) . . . . ?
C10 C5 N3 C4 134.1(10) . . . . ?
C6 C5 N3 C4 -45.9(14) . . . . ?

_refine_diff_density_max         1.396
_refine_diff_density_min         -1.736
_refine_diff_density_rms         0.166

