Disulfide-mediated ruthenium-catalyzed direct C-H thiolation in benzoxazinone systems: selective synthesis of <i>ortho</i>-thiolated 2-arylbenzoxazinones.
Patra, Debabrata; Mondal, Mohabul Alam; Saha, Amit; Organic & biomolecular chemistry 23 (2025) 2229–2234; doi:10.1039/d4ob02023e

data_1573754
_publ_section_title
;
 Disulfide-mediated ruthenium-catalyzed direct C-H thiolation in
 benzoxazinone systems: selective synthesis of <i>ortho</i>-thiolated
 2-arylbenzoxazinones.
;
_journal_issue                   9
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2229
_journal_page_last               2234
_journal_paper_doi               10.1039/d4ob02023e
_journal_volume                  23
_journal_year                    2025
_chemical_formula_sum            'C20 H13 N O2 S'
_chemical_formula_weight         331.37
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2023-10-19 deposited with the CCDC.	2025-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                81.958(2)
_cell_angle_beta                 82.535(2)
_cell_angle_gamma                78.805(2)
_cell_formula_units_Z            2
_cell_length_a                   7.8169(5)
_cell_length_b                   8.3525(6)
_cell_length_c                   12.4587(8)
_cell_measurement_reflns_used    250
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.8
_cell_measurement_theta_min      1.8
_cell_volume                     785.68(9)
_computing_cell_refinement       'SMART APEX II'
_computing_data_collection       'SMART APEX II (Bruker,2010)'
_computing_data_reduction        'SAINT (Bruker,2000)'
_computing_molecular_graphics    'Ortep-3v2 for windows (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek, 2008)'
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_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0883
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24491
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
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_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         2.503
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.218
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_correction_T_min  0.810
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_exptl_absorpt_process_details
;
'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL 
SPACE EXPLORATION,
Bruker Analytical X-ray Systems, 1997
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
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_refine_diff_density_min         -0.274
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_refine_ls_number_reflns         3566
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_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0666
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0854P)^2^+0.2124P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1678
_refine_ls_wR_factor_ref         0.1812
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2737
_reflns_number_total             3566
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob02023e2.cif
_cod_data_source_block           AS1
_cod_depositor_comments          'Adding full bibliography for 1573754.cif.'
_cod_database_code               1573754
_shelx_shelxl_version_number     2016/6
_exptl_absorpt_special_details
;
?
;
_shelx_res_checksum              27026