Palladium-Catalyzed β-C(sp3)–H Nitrooxylation of Ketones and Amides Using Practical Oxidants
Xue, Yuan; Park, Han Seul; Jiang, Chao; Yu, Jin-Quan; ACS Catalysis 11 (2021) 14188–14193; doi:10.1021/acscatal.1c04188

data_4519170
_publ_section_title
;
 Palladium-Catalyzed \b-C(sp3)--H Nitrooxylation of Ketones and Amides
 Using Practical Oxidants
;
_journal_issue                   22
_journal_name_full               'ACS Catalysis'
_journal_page_first              14188
_journal_page_last               14193
_journal_paper_doi               10.1021/acscatal.1c04188
_journal_volume                  11
_journal_year                    2021
_chemical_formula_sum            'C21 H18 F7 N3 O5'
_chemical_formula_weight         525.38
_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-2018/3
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_cell_angle_beta                 87.9550(10)
_cell_angle_gamma                81.1810(10)
_cell_formula_units_Z            2
_cell_length_a                   9.0926(2)
_cell_length_b                   10.8538(3)
_cell_length_c                   11.6733(3)
_cell_measurement_reflns_used    9520
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      53.88
_cell_measurement_theta_min      3.35
_cell_volume                     1118.57(5)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14280
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.958
_diffrn_reflns_theta_min         3.352
_exptl_absorpt_coefficient_mu    0.846
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4069
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0774P)^2^+0.6502P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1558
_refine_ls_wR_factor_ref         0.1606
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3596
_reflns_number_total             4069
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs1c04188_si_001.cif
_cod_data_source_block           20200614LI_NLG_JIANGCHAO_0m_a
_cod_database_code               4519170
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.905
_shelx_estimated_absorpt_t_max   0.935
_shelx_res_checksum              68082
_shelx_hkl_checksum              3548