Photocatalytic aerobic α-oxygenation of amides to imides using a highly durable decatungstate tetraphenylphosphonium salt.
Gu, Chen; Yatabe, Takafumi; Yamaguchi, Kazuya; Suzuki, Kosuke; Chemical communications (Cambridge, England) 60 (2024) 4906–4909; doi:10.1039/d4cc01016g

data_7132944
_publ_section_title
;
 Photocatalytic aerobic &#x3b1;-oxygenation of amides to imides using a
 highly durable decatungstate tetraphenylphosphonium salt.
;
_journal_issue                   37
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4906
_journal_page_last               4909
_journal_paper_doi               10.1039/d4cc01016g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'O32 W10, 4(C24 H20 P), 2(C2 H3 N)'
_chemical_formula_sum            'C100 H86 N2 O32 P4 W10'
_chemical_formula_weight         3790.08
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2024-02-28
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-02-28 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                117.2164(16)
_cell_angle_beta                 113.8480(16)
_cell_angle_gamma                92.6580(14)
_cell_formula_units_Z            1
_cell_length_a                   13.5793(2)
_cell_length_b                   15.3135(3)
_cell_length_c                   15.4699(2)
_cell_measurement_reflns_used    41393
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      30.4880
_cell_measurement_theta_min      1.7170
_cell_volume                     2508.49(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 43.92a 64-bit (release 05-10-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.90 (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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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     33.00  88.00   0.50    1.20    --   14.68  59.00  20.00  110
  2  \w      4.00  86.00   0.50    1.20    --   14.68  38.00   0.00  164
  3  \w    -52.00  20.00   0.50    1.20    --   14.68 -19.00 -90.00  144
  4  \w    -56.00  31.00   0.50    1.20    --   14.68 -59.00-119.00  174
  5  \w    -86.00   3.00   0.50    1.20    --  -13.75 -77.00-150.00  178
  6  \w    -47.00   3.00   0.50    1.20    --  -13.75 -57.00 -30.00  100
  7  \w    -86.00   3.00   0.50    1.20    --  -13.75 -59.00-119.00  178
  8  \w    -29.00  58.00   0.50    1.20    --  -13.75  59.00  20.00  174
  9  \w    -85.00  -1.00   0.50    1.20    --  -13.75 -57.00  90.00  168
 10  \w    -27.00  45.00   0.50    1.20    --   16.00 -88.00 137.99  144
 11  \w    -26.00  -1.00   0.50    1.20    --   16.00 -90.00  64.51   50
 12  \w    -17.00  47.00   0.50    1.20    --   14.68 -95.00  12.49  128
 13  \w      5.00  46.00   0.50    1.20    --   16.00 -90.00  64.51   82
 14  \w    -24.00  13.00   0.50    1.20    --   16.00 -92.00 -64.50   74
 15  \w     22.00  47.00   0.50    1.20    --   16.00 -92.00 -64.50   50
 16  \w     -1.00  52.00   0.50    1.20    --   16.00-103.00-141.69  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0186401000
_diffrn_orient_matrix_UB_12      -0.0248128000
_diffrn_orient_matrix_UB_13      -0.0576874000
_diffrn_orient_matrix_UB_21      -0.0393733000
_diffrn_orient_matrix_UB_22      0.0285871000
_diffrn_orient_matrix_UB_23      -0.0051948000
_diffrn_orient_matrix_UB_31      0.0406298000
_diffrn_orient_matrix_UB_32      0.0389698000
_diffrn_orient_matrix_UB_33      0.0097505000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            87086
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         1.710
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    11.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
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    2.509
_exptl_crystal_description       block
_exptl_crystal_F_000             1756
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.818
_refine_diff_density_min         -1.849
_refine_diff_density_rms         0.293
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     729
_refine_ls_number_reflns         15302
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0360
_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^)+(0.0443P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0857
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12122
_reflns_number_total             15302
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc01016g2.cif
_cod_data_source_block           TPPW10
_cod_depositor_comments          'Adding full bibliography for 7132944.cif.'
_cod_original_cell_volume        2508.47(9)
_cod_database_code               7132944
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C100H86N2P4W10O32
_chemical_oxdiff_usercomment     240102_test
_shelx_estimated_absorpt_t_max   0.596
_shelx_estimated_absorpt_t_min   0.596
_shelx_res_checksum              9856
_shelx_hkl_checksum              59880
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.929
_oxdiff_exptl_absorpt_empirical_full_min 0.680