Thiosquaramides: dual-function ionophores for Zn<sup>2+</sup> and Cl<sup>-</sup> with ion dependent anti-microbial activity.
Luo, Xuanyang; Brennan, Luke E.; Hawes, Chris S.; Krämer, Tobias; Farragher, John; Robinson, Shane; Kavanagh, Kevin; Elmes, Robert B. P.; Organic & biomolecular chemistry 23 (2025) 9142–9151; doi:10.1039/d5ob01166c

data_7160735
_publ_section_title
;
 Thiosquaramides: dual-function ionophores for Zn<sup>2+</sup> and
 Cl<sup>-</sup> with ion dependent anti-microbial activity.
;
_journal_issue                   40
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9142
_journal_page_last               9151
_journal_paper_doi               10.1039/d5ob01166c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C32 H24 N4 Pb S4, 2(Cl O4)'
_chemical_formula_sum            'C32 H24 Cl2 N4 O8 Pb S4'
_chemical_formula_weight         998.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-01-05
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-01-08 deposited with the CCDC.	2025-09-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.795(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.8074(18)
_cell_length_b                   19.4115(17)
_cell_length_c                   21.364(2)
_cell_measurement_reflns_used    7475
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      23.794
_cell_measurement_theta_min      2.616
_cell_volume                     7031.5(12)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1719
_diffrn_reflns_av_unetI/netI     0.1386
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            77976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.412
_diffrn_reflns_theta_min         2.402
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.246
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0896 before and 0.0723 after correction.
The Ratio of minimum to maximum transmission is 0.7962.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.887
_exptl_crystal_description       plate
_exptl_crystal_F_000             3904
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.964
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.172
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     985
_refine_ls_number_reflns         12890
_refine_ls_number_restraints     317
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1409
_refine_ls_R_factor_gt           0.0581
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0418P)^2^+9.0763P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1207
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7084
_reflns_number_total             12890
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01166c2.cif
_cod_data_source_block           4_Pb
_cod_depositor_comments
'Adding full bibliography for 7160733--7160735.cif.'
_cod_original_cell_volume        7031.4(12)
_cod_database_code               7160735
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.507
_olex2_refinement_description
;
1. Restrained distances
 Cl4-O13 \\sim Cl4-O13A \\sim Cl4-O15 \\sim Cl4-O14 \\sim Cl4-O14A \\sim
Cl4-O15A \\sim Cl4-O16 \\sim Cl4-
 O16A
 with sigma of 0.01
 C13A-C14 \\sim C13-C14 \\sim C13-C12 \\sim C12A-C13A \\sim C12A-C11 \\sim
C12-C11 \\sim C16A-C11 ~
 C16-C11 \\sim C16A-C15A \\sim C15-C16 \\sim C15A-C14 \\sim C15-C14
 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
Uanis(C34) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C13) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C12A)
\\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.02
Uanis(C15) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C16A) \\sim Ueq, Uanis(C15A)
\\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.02
Uanis(O16) = Uanis(O16A)
3. Rigid body (RIGU) restrains
 N7, C49, C50, C51, C52, C53, C54
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 Cl4, O13, O14, O15, O16, O13A, O14A, O15A, O16A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C11, C14, C12, C13, C15, C16, C12A, C13A, C15A, C16A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Fixed Sof: H14(0.5) H14A(0.5) C12(0.5) H12(0.5) C13(0.5) H13(0.5) C15(0.5)
 H15(0.5) C16(0.5) H16(0.5) C12A(0.5) H12A(0.5) C13A(0.5) H13A(0.5) C15A(0.5)
 H15A(0.5) C16A(0.5) H16A(0.5) O13(0.6667) O14(0.6667) O15(0.6667) O16(0.6667)
 O13A(0.3333) O14A(0.3333) O15A(0.3333) O16A(0.3333)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), C1(H1A), C2(H2A), C3(H3A), C4(H4A), C5(H5),
 C14(H14), C14(H14A), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C12(H12), C13(H13), C15(H15),
  C16(H16), C12A(H12A), C13A(H13A), C15A(H15A), C16A(H16A), N5(H5A), N6(H6),
 N7(H7), N8(H8), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C44(H44),
 C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51), C52(H52),
  C53(H53), C60(H60), C61(H61), C62(H62), C63(H63), C64(H64)
;
_shelx_res_checksum              56689
_olex2_submission_special_instructions 'No special instructions were received'