Cobalt(III)-catalyzed C-H functionalization of 2-arylthiazoles with maleimides or allyl acetate.
Zhou, Pengfei; Wan, Guibin; Yuan, Zhihan; Guan, Aoran; Wei, Zongwu; Liang, Taoyuan; Jiang, Jun; Zhang, Zhuan; Chemical communications (Cambridge, England) 61 (2025) 12171–12174; doi:10.1039/d5cc03274a

data_7134817
_publ_section_title
;
 Cobalt(III)-catalyzed C-H functionalization of 2-arylthiazoles with
 maleimides or allyl acetate.
;
_journal_issue                   65
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              12171
_journal_page_last               12174
_journal_paper_doi               10.1039/d5cc03274a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C15 H14 N2 O2 S'
_chemical_formula_sum            'C15 H14 N2 O2 S'
_chemical_formula_weight         286.34
_chemical_name_systematic        zpf
_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             2025-03-14
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-03-14 deposited with the CCDC.	2025-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.006(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3477(3)
_cell_length_b                   22.4967(6)
_cell_length_c                   7.7113(2)
_cell_measurement_reflns_used    2255
_cell_measurement_temperature    298
_cell_measurement_theta_max      70.7550
_cell_measurement_theta_min      5.8440
_cell_volume                     1392.01(7)
_computing_cell_refinement       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.977
_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     19.00  72.00   1.00    1.70    --   35.25  57.00-180.00   53
  2  \w     42.00  87.00   1.00    1.70    --   35.25-125.00 -90.00   45
  3  \w    -17.00  21.00   1.00    1.70    --   35.25 -77.00-120.00   38
  4  \w     23.00  76.00   1.00    1.70    --   35.25-125.00 120.00   53
  5  \w    -13.00  53.00   1.00    1.70    --   35.25 -37.00 150.00   66
  6  \w    -29.00  24.00   1.00    1.70    --   35.25 -57.00  60.00   53
  7  \w     66.00 103.00   1.00    5.00    --  105.75-111.00-120.00   37
  8  \w    122.00 170.00   1.00    5.00    --  105.75 111.00 -90.00   48
  9  \w    120.00 168.00   1.00    5.00    --  105.75 111.00  30.00   48
 10  \w     51.00 117.00   1.00    5.00    --  105.75 -45.00 120.00   66
 11  \w     41.00 116.00   1.00    5.00    --  105.75 -30.00 -60.00   75
 12  \w    146.00 172.00   1.00    5.00    --  105.75 111.00 150.00   26
 13  \w     81.00 124.00   1.00    5.00    --  105.75 -61.00-120.00   43
 14  \w     82.00 107.00   1.00    5.00    --  105.75-111.00   0.00   25
 15  \w     39.00 122.00   1.00    5.00    --  105.75 -15.00   0.00   83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1004518000
_diffrn_orient_matrix_UB_12      0.0559372000
_diffrn_orient_matrix_UB_13      0.0186493000
_diffrn_orient_matrix_UB_21      -0.1626562000
_diffrn_orient_matrix_UB_22      -0.0362482000
_diffrn_orient_matrix_UB_23      -0.0571917000
_diffrn_orient_matrix_UB_31      0.0179048000
_diffrn_orient_matrix_UB_32      -0.0156862000
_diffrn_orient_matrix_UB_33      0.1989115000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            4815
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.024
_diffrn_reflns_theta_min         5.513
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear blackish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_description       needle
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0533
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0748P)^2^+0.1586P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1344
_refine_ls_wR_factor_ref         0.1442
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2231
_reflns_number_total             2630
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03274a2.cif
_cod_data_source_block           exp_15013_auto
_cod_depositor_comments          'Adding full bibliography for 7134817.cif.'
_cod_database_code               7134817
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.940
_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 Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C5(H5), C2(H2), C6(H6), C8(H8), C1(H1)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_shelx_res_checksum              30728
_shelx_hkl_checksum              74473
_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 2.475
_oxdiff_exptl_absorpt_empirical_full_min 0.541