Redox-neutral-photocatalyzed decarboxylative radical addition/acyl migration cascade process: modular access to functionalized α-(hetero)aryl-α-aminoketones.
Huang, Haibo; Zhao, Yu; Zhang, Li; Li, Yan; Fang, Yewen; Organic & biomolecular chemistry 23 (2025) 4079–4083; doi:10.1039/d5ob00290g

data_7160459
_publ_section_title
;
 Redox-neutral-photocatalyzed decarboxylative radical addition/acyl
 migration cascade process: modular access to functionalized
 &#x3b1;-(hetero)aryl-&#x3b1;-aminoketones.
;
_journal_issue                   17
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4079
_journal_page_last               4083
_journal_paper_doi               10.1039/d5ob00290g
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         '4(C16 H23 N O2)'
_chemical_formula_sum            'C64 H92 N4 O8'
_chemical_formula_weight         1045.47
_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'
_symmetry_Int_Tables_number      14
_audit_creation_date             2024-12-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-01-07 deposited with the CCDC.	2025-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 98.23(3)
_cell_angle_gamma                90.00(3)
_cell_formula_units_Z            1
_cell_length_a                   6.261(2)
_cell_length_b                   17.992(4)
_cell_length_c                   14.418(3)
_cell_measurement_reflns_used    9912
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      2.27
_cell_volume                     1607.4(7)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9941
_diffrn_measured_fraction_theta_max 0.9941
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            40925
_diffrn_reflns_theta_full        25.1081
_diffrn_reflns_theta_max         25.11
_diffrn_reflns_theta_min         2.26
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7125
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1284 before and 0.0490 after correction.
The Ratio of minimum to maximum transmission is 0.9561.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.0799
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             568.2587
_refine_diff_density_max         0.2900
_refine_diff_density_min         -0.2273
_refine_diff_density_rms         0.0520
_refine_ls_d_res_high            0.8375
_refine_ls_d_res_low             8.9961
_refine_ls_goodness_of_fit_ref   1.0658
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2857
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0658
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0839P)^2^+0.4667P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1605
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2274
_reflns_number_total             2857
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5ob00290g2.cif
_cod_data_source_block           11_a
_cod_depositor_comments          'Adding full bibliography for 7160459.cif.'
_cod_database_code               7160459
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C007(H00a,H00b)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00c), C00G(H00l), C00F(H00k), C00E(H00j), C009(H009), N001(H001)
2.c Idealised Me refined as rotating group:
 C00C(H00d,H00e,H00f), C00D(H00g,H00h,H00i), C00H(H00m,H00n,H00o), C00I(H00p,
 H00q,H00r), C00J(H00s,H00t,H00u)
;
_olex2_submission_special_instructions 'No special instructions were received'