Structural insights into 3-[5-(chlorobenzylidene)rhodanine]propionic acid isomers with antibacterial activity.
Tejchman, Waldemar; Zborowski, Krzysztof; Nitek, Wojciech; Żesławska, Ewa; Acta crystallographica. Section C, Structural chemistry 81 (2025) –; doi:10.1107/S2053229625005169

data_2312867
_publ_section_title
;
 Structural insights into 3-[5-(chlorobenzylidene)rhodanine]propionic acid
 isomers with antibacterial activity.
;
_journal_coeditor_code           JX3094
_journal_issue                   7
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_paper_doi               10.1107/S2053229625005169
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C13 H10 Cl N O3 S2'
_chemical_formula_moiety         'C13 H10 Cl N O3 S2'
_chemical_formula_sum            'C13 H10 Cl N O3 S2'
_chemical_formula_weight         327.79
_chemical_name_common
;
3-[5-(3-Chlorobenzylidene)-4-oxo-2-thioxothiazolidyn-3-yl]propanoic acid
;
_chemical_name_systematic
;
3-[5-(3-Chlorobenzylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic
acid
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
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_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
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_cell_angle_beta                 76.388(4)
_cell_angle_gamma                82.433(4)
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_cell_length_b                   7.5497(4)
_cell_length_c                   12.7675(7)
_cell_measurement_reflns_used    3696
_cell_measurement_temperature    130(2)
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_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia et al., 2012)
;
_computing_structure_refinement
;
SHELXL2019 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SIR2014 (Burla <i>et al.</i>,  2015)
;
_diffrn_ambient_temperature      130.00(10)
_diffrn_detector                 'CCD plate'
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_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device       'four-circle diffractometer'
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'Rigaku OD SuperNova Dual source diffractometer with an Atlas detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
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_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0410
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_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
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_diffrn_reflns_limit_l_min       -17
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.674
_diffrn_reflns_theta_min         2.723
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.592
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_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2020)
;
_exptl_crystal_colour            yellow
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_exptl_crystal_description       plate
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_exptl_crystal_size_max          0.533
_exptl_crystal_size_mid          0.376
_exptl_crystal_size_min          0.111
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.328
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         3188
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0263P)^2^+0.2512P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0811
_reflns_number_gt                2521
_reflns_number_total             3188
_reflns_threshold_expression     'I > 2\s(I)'
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_shelx_estimated_absorpt_t_min   0.743
_shelx_estimated_absorpt_t_max   0.937
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