# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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 2050360'
_audit_update_record             
;
2020-12-15 deposited with the CCDC.	2021-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'Zinc-Organic Compound'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H13 N3 O5 S2 Zn'
_chemical_formula_weight         480.80

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'
S S 0.1246 0.1234 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   16.3951(13)
_cell_length_b                   7.6405(6)
_cell_length_c                   16.1518(12)
_cell_angle_alpha                90
_cell_angle_beta                 113.604(2)
_cell_angle_gamma                90
_cell_volume                     1854.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    4100
_cell_measurement_theta_min      2.535
_cell_measurement_theta_max      27.143

_exptl_crystal_description       'Block Shaped'
_exptl_crystal_colour            'White Colour'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.588
_shelx_estimated_absorpt_T_min   0.832
_shelx_estimated_absorpt_T_max   0.883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_T_max  0.883
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60949
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.535
_diffrn_reflns_theta_max         27.143
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4100
_reflns_number_gt                3596
_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)+(0.0645P)²+4.6233P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4100
_refine_ls_number_parameters     270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1418
_refine_ls_wR_factor_gt          0.1355
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
Zn1 Zn 0.85803(3) 0.98826(5) 0.67253(2) 0.02942(15) Uani 1 1 d . . . . .
S1 S 0.57126(11) 0.3831(2) 0.44647(12) 0.0771(5) Uani 1 1 d . . . . .
S2 S 0.49898(13) 0.4670(3) 0.32238(16) 0.0957(6) Uani 1 1 d . . . . .
O2 O 0.86598(19) 0.9678(3) 0.79556(16) 0.0335(6) Uani 1 1 d . . . . .
O3 O 0.87785(17) 1.2575(3) 1.16493(15) 0.0315(5) Uani 1 1 d . . . . .
O1 O 0.91877(19) 0.6965(3) 0.82771(16) 0.0369(6) Uani 1 1 d . . . . .
O4 O 0.8391(2) 1.3520(3) 1.02578(19) 0.0513(8) Uani 1 1 d . . . . .
N3 N 0.9698(2) 0.6257(4) 1.16170(19) 0.0260(6) Uani 1 1 d . . . . .
N1 N 0.7559(2) 0.8259(4) 0.5972(2) 0.0348(6) Uani 1 1 d . . . . .
C5 C 0.9194(2) 0.9240(4) 1.1199(2) 0.0234(6) Uani 1 1 d . . . . .
H5 H 0.924763 0.942521 1.178753 0.028 Uiso 1 1 calc R U . . .
C2 C 0.9030(2) 0.8676(4) 0.9435(2) 0.0217(6) Uani 1 1 d . . . . .
C3 C 0.8797(2) 1.0288(4) 0.9679(2) 0.0233(6) Uani 1 1 d . . . . .
H3 H 0.858520 1.117590 0.925184 0.028 Uiso 1 1 calc R U . . .
C4 C 0.8879(2) 1.0574(4) 1.0559(2) 0.0228(6) Uani 1 1 d . . . . .
C6 C 0.9428(2) 0.7640(4) 1.09546(19) 0.0218(6) Uani 1 1 d . . . . .
C1 C 0.8961(2) 0.8383(4) 0.8488(2) 0.0252(6) Uani 1 1 d . . . . .
C7 C 0.9345(2) 0.7350(4) 1.0076(2) 0.0245(6) Uani 1 1 d . . . . .
H7 H 0.950064 0.627099 0.991542 0.029 Uiso 1 1 calc R U . . .
C8 C 0.8662(2) 1.2336(4) 1.0826(2) 0.0280(6) Uani 1 1 d . . . . .
C13 C 0.7223(3) 0.8236(5) 0.5080(3) 0.0440(9) Uani 1 1 d . . . . .
H13 H 0.738107 0.912667 0.478077 0.053 Uiso 1 1 calc R U . . .
C9 C 0.7313(3) 0.6966(6) 0.6391(3) 0.0475(10) Uani 1 1 d . . . . .
H9 H 0.753476 0.697695 0.701892 0.057 Uiso 1 1 calc R U . . .
C12 C 0.6647(3) 0.6953(6) 0.4571(3) 0.0555(11) Uani 1 1 d . . . . .
H12 H 0.642193 0.698356 0.394357 0.067 Uiso 1 1 calc R U . . .
C11 C 0.6412(3) 0.5619(6) 0.5015(4) 0.0512(11) Uani 1 1 d . . . . .
C10 C 0.6755(3) 0.5637(7) 0.5938(4) 0.0580(12) Uani 1 1 d . . . . .
H10 H 0.661067 0.475718 0.625388 0.070 Uiso 1 1 calc R U . . .
O100 O 0.7843(6) 0.0381(11) 0.3437(5) 0.158(3) Uani 1 1 d . . . . .
C15 C 0.6466(5) 0.3535(11) 0.2955(6) 0.097(2) Uani 1 1 d . . . . .
H15 H 0.677423 0.323041 0.355802 0.116 Uiso 1 1 calc R U . . .
C14 C 0.5629(6) 0.4240(9) 0.2642(6) 0.101(3) Uani 1 1 d . . . . .
C18 C 0.5208(12) 0.4728(11) 0.1684(7) 0.157(6) Uani 1 1 d . . . . .
H18 H 0.464463 0.522633 0.142299 0.188 Uiso 1 1 calc R U . . .
C17 C 0.5680(19) 0.4413(19) 0.1246(14) 0.214(12) Uani 1 1 d . . . . .
H17 H 0.541398 0.473927 0.064181 0.257 Uiso 1 1 calc R U . . .
C16 C 0.6821(9) 0.3304(14) 0.2329(8) 0.154(5) Uani 1 1 d . . . . .
H16 H 0.738231 0.279078 0.254324 0.185 Uiso 1 1 calc R U . . .
N2 N 0.6488(15) 0.3699(16) 0.1483(12) 0.225(10) Uani 1 1 d . . . . .
H3A H 0.995(3) 0.550(7) 1.145(3) 0.039(12) Uiso 1 1 d . . . . .
H3B H 1.006(3) 0.669(7) 1.212(3) 0.049(13) Uiso 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 O2 1.945(2) . ?
Zn1 O3 1.982(2) 4_585 ?
Zn1 N1 2.047(3) . ?
Zn1 N3 2.099(3) 4_575 ?
S1 C11 1.776(4) . ?
S1 S2 1.982(3) . ?
S2 C14 1.697(9) . ?
O2 C1 1.274(4) . ?
O3 C8 1.279(4) . ?
O1 C1 1.237(4) . ?
O4 C8 1.237(4) . ?
N3 C6 1.441(4) . ?
N3 H3A 0.82(5) . ?
N3 H3B 0.85(5) . ?
N1 C13 1.321(5) . ?
N1 C9 1.347(5) . ?
C5 C6 1.385(4) . ?
C5 C4 1.395(4) . ?
C5 H5 0.9300 . ?
C2 C7 1.391(4) . ?
C2 C3 1.392(4) . ?
C2 C1 1.504(4) . ?
C3 C4 1.390(4) . ?
C3 H3 0.9300 . ?
C4 C8 1.499(4) . ?
C6 C7 1.389(4) . ?
C7 H7 0.9300 . ?
C13 C12 1.380(6) . ?
C13 H13 0.9300 . ?
C9 C10 1.366(6) . ?
C9 H9 0.9300 . ?
C12 C11 1.386(7) . ?
C12 H12 0.9300 . ?
C11 C10 1.368(7) . ?
C10 H10 0.9300 . ?
C15 C16 1.365(11) . ?
C15 C14 1.368(12) . ?
C15 H15 0.9300 . ?
C14 C18 1.468(13) . ?
C18 C17 1.26(2) . ?
C18 H18 0.9300 . ?
C17 N2 1.34(3) . ?
C17 H17 0.9300 . ?
C16 N2 1.288(19) . ?
C16 H16 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
O2 Zn1 O3 101.33(10) . 4_585 ?
O2 Zn1 N1 105.21(12) . . ?
O3 Zn1 N1 132.26(12) 4_585 . ?
O2 Zn1 N3 110.39(11) . 4_575 ?
O3 Zn1 N3 103.37(11) 4_585 4_575 ?
N1 Zn1 N3 103.49(11) . 4_575 ?
C11 S1 S2 105.2(2) . . ?
C14 S2 S1 104.2(4) . . ?
C1 O2 Zn1 127.0(2) . . ?
C8 O3 Zn1 104.2(2) . 4_586 ?
C6 N3 Zn1 110.3(2) . 4_576 ?
C6 N3 H3A 108(3) . . ?
Zn1 N3 H3A 108(3) 4_576 . ?
C6 N3 H3B 108(3) . . ?
Zn1 N3 H3B 113(3) 4_576 . ?
H3A N3 H3B 110(4) . . ?
C13 N1 C9 117.4(4) . . ?
C13 N1 Zn1 122.7(3) . . ?
C9 N1 Zn1 118.9(3) . . ?
C6 C5 C4 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C7 C2 C3 119.7(3) . . ?
C7 C2 C1 120.1(3) . . ?
C3 C2 C1 120.1(3) . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 C8 119.9(3) . . ?
C5 C4 C8 120.2(3) . . ?
C5 C6 C7 120.4(3) . . ?
C5 C6 N3 118.3(3) . . ?
C7 C6 N3 121.1(3) . . ?
O1 C1 O2 124.9(3) . . ?
O1 C1 C2 120.1(3) . . ?
O2 C1 C2 115.0(3) . . ?
C6 C7 C2 120.0(3) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
O4 C8 O3 121.8(3) . . ?
O4 C8 C4 119.9(3) . . ?
O3 C8 C4 118.3(3) . . ?
N1 C13 C12 123.1(4) . . ?
N1 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
N1 C9 C10 123.2(4) . . ?
N1 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
C13 C12 C11 118.7(4) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C10 C11 C12 118.6(4) . . ?
C10 C11 S1 117.0(4) . . ?
C12 C11 S1 124.4(4) . . ?
C9 C10 C11 119.1(4) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C16 C15 C14 116.1(10) . . ?
C16 C15 H15 122.0 . . ?
C14 C15 H15 122.0 . . ?
C15 C14 C18 117.9(11) . . ?
C15 C14 S2 128.5(8) . . ?
C18 C14 S2 113.6(10) . . ?
C17 C18 C14 114.0(18) . . ?
C17 C18 H18 123.0 . . ?
C14 C18 H18 123.0 . . ?
C18 C17 N2 133(2) . . ?
C18 C17 H17 113.7 . . ?
N2 C17 H17 113.7 . . ?
N2 C16 C15 129.0(16) . . ?
N2 C16 H16 115.5 . . ?
C15 C16 H16 115.5 . . ?
C16 N2 C17 110.5(16) . . ?

_refine_diff_density_max         1.195
_refine_diff_density_min         -1.106
_refine_diff_density_rms         0.099



