Synthesis and Biological Evaluation of Thiazole-Based Derivatives with Potential against Breast Cancer and Antimicrobial Agents
Pivovarova, Ekaterina; Climova, Alina; Świątkowski, Marcin; Staszewski, Marek; Walczyński, Krzysztof; Dzięgielewski, Marek; Bauer, Marta; Kamysz, Wojciech; Krześlak, Anna; Jóźwiak, Paweł; Czylkowska, Agnieszka; International Journal of Molecular Sciences 23 (2022) 9844–; doi:10.3390/ijms23179844

data_1567599
_publ_section_title
;
 Synthesis and Biological Evaluation of Thiazole-Based Derivatives with
 Potential against Breast Cancer and Antimicrobial Agents
;
_journal_issue                   17
_journal_name_full               'International Journal of Molecular Sciences'
_journal_page_first              9844
_journal_paper_doi               10.3390/ijms23179844
_journal_volume                  23
_journal_year                    2022
_chemical_formula_moiety         'C16 H20 Cl N3 S'
_chemical_formula_sum            'C16 H20 Cl N3 S'
_chemical_formula_weight         321.86
_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             2022-07-13
_audit_creation_method
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 109.8670(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.62470(10)
_cell_length_b                   17.19590(10)
_cell_length_c                   8.25110(10)
_cell_measurement_reflns_used    21588
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      78.6050
_cell_measurement_theta_min      4.0250
_cell_volume                     1551.21(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -43.00  25.00   0.50    2.00    --  -49.96  38.00 -60.00  136
  2  \w    -27.00  25.00   0.50    2.00    --  -49.96  19.00-120.00  104
  3  \w   -121.00   7.00   0.50    2.00    --  -49.96   0.00 150.00  256
  4  \w   -120.00 -41.00   0.50    2.00    --  -49.96-178.00 -30.00  158
  5  \w    -27.00  25.00   0.50    2.00    --  -49.96  19.00-180.00  104
  6  \w    -25.00  27.00   0.50    2.00    --   49.96 -19.00-120.00  104
  7  \w    -25.00  27.00   0.50    2.00    --   49.96 -19.00-150.00  104
  8  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00 120.00   64
  9  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00-150.00   64
 10  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00 -90.00   64
 11  \w   -152.00 -65.00   0.50    4.00    --  -86.25 -73.00 128.42  174
 12  \w    -66.00 -15.00   0.50    4.00    --  -86.25  57.00 -60.00  102
 13  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00  60.00   64
 14  \w    -87.00 -15.00   0.50    4.00    --  -86.25 125.00 -90.00  144
 15  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00-120.00   64
 16  \w    -66.00 -15.00   0.50    4.00    --  -86.25  57.00 120.00  102
 17  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00-180.00   64
 18  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00  90.00   64
 19  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00  30.00   64
 20  \w     39.00 107.00   0.50    4.00    --  107.75 -99.00  90.00  136
 21  \w     97.00 178.00   0.50    4.00    --  107.75  19.00 -90.00  162
 22  \w     37.00  66.00   0.50    4.00    --  107.75 -57.00   0.00   58
 23  \w     36.00 112.00   0.50    4.00    --  107.75-125.00-120.00  152
 24  \w     43.00 105.00   0.50    4.00    --  107.75 -77.00 150.00  124
 25  \w     37.00 165.00   0.50    4.00    --  107.75   0.00  60.00  256
 26  \w     43.00 105.00   0.50    4.00    --  107.75 -77.00-150.00  124
 27  \w     36.00 112.00   0.50    4.00    --  107.75-125.00   0.00  152
 28  \w     43.00 105.00   0.50    4.00    --  107.75 -77.00 120.00  124
 29  \w     43.00 105.00   0.50    4.00    --  107.75 -77.00  60.00  124
 30  \w     43.00 105.00   0.50    4.00    --  107.75 -77.00  30.00  124
 31  \w     36.00 112.00   0.50    4.00    --  107.75-125.00 -30.00  152
 32  \w     36.00 112.00   0.50    4.00    --  107.75-125.00  30.00  152
 33  \w     38.00 108.00   0.50    4.00    --  107.75-104.00  36.62  140
 34  \w     28.00 114.00   0.50    2.00    --   49.96  77.00 -30.00  172
 35  \w     28.00 114.00   0.50    2.00    --   49.96  77.00  60.00  172
 36  \w     28.00 114.00   0.50    2.00    --   49.96  77.00-120.00  172
 37  \w     35.00 121.00   0.50    2.00    --   49.96  57.00 150.00  172
 38  \w     28.00 114.00   0.50    2.00    --   49.96  77.00 -60.00  172
 39  \w     35.00 121.00   0.50    2.00    --   49.96  57.00  60.00  172
 40  \w     28.00  77.00   0.50    2.00    --   49.96  77.00 150.00   98
 41  \w     28.00 114.00   0.50    2.00    --   49.96  77.00-180.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0297731000
_diffrn_orient_matrix_UB_12      -0.0829158000
_diffrn_orient_matrix_UB_13      0.0729173000
_diffrn_orient_matrix_UB_21      -0.1064070000
_diffrn_orient_matrix_UB_22      0.0044585000
_diffrn_orient_matrix_UB_23      0.0710801000
_diffrn_orient_matrix_UB_31      -0.0874233000
_diffrn_orient_matrix_UB_32      -0.0336062000
_diffrn_orient_matrix_UB_33      -0.1704852000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            30763
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.839
_diffrn_reflns_theta_min         4.044
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.399
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_correction_T_min  0.828
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.60a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.089
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0241
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0272P)^2^+0.7410P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0610
_refine_ls_wR_factor_ref         0.0618
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3100
_reflns_number_total             3280
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            L2.cif
_cod_data_source_block           ads568_pure1
_cod_database_code               1567599
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C16 H20 Cl1 N3 S1'
_shelx_estimated_absorpt_t_max   0.911
_shelx_estimated_absorpt_t_min   0.752
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C16(H16A,H16B), C14(H14A,H14B), C20(H20A,H20B), C17(H17A,
 H17B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C11(H11), C5(H5), C3(H3), C6(H6)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_shelx_res_checksum              14003
_shelx_hkl_checksum              1885
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.555
_oxdiff_exptl_absorpt_empirical_full_min 0.711