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_2312869
_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-(4-Chlorobenzylidene)-4-oxo-2-thioxothiazolidyn-3-yl]propanoic acid
;
_chemical_name_systematic
;
3-[5-(4-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'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                99.893(2)
_cell_angle_beta                 98.217(2)
_cell_angle_gamma                99.634(2)
_cell_formula_units_Z            2
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_cell_length_b                   11.5581(3)
_cell_length_c                   12.6761(3)
_cell_measurement_reflns_used    19443
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.027
_cell_measurement_theta_min      3.592
_cell_volume                     690.19(4)
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;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_structure_refinement
;
SHELXL2019 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      100(2)
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_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku XtaLAB Synergy Dualflex diffractometer with a HyPix detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23496
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.469
_diffrn_reflns_theta_min         3.596
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    5.344
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.136
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2020)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_description       needle
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.99
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.5
_refine_diff_density_min         -0.439
_refine_ls_extinction_coef       0.0032(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2019 (Sheldrick, 2015<i>b</i>)
;
_refine_ls_goodness_of_fit_ref   1.17
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.17
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0368
_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^)+(0.0610P)^2^+0.3017P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1145
_reflns_number_gt                2720
_reflns_number_total             2877
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jx3094sup1.cif
_cod_data_source_block           3
_cod_database_code               2312869
_shelx_estimated_absorpt_t_min   0.076
_shelx_estimated_absorpt_t_max   0.949
_shelx_hkl_checksum              84017
_shelx_res_checksum              64859
_cod_database_fobs_code 2312869