Visible-Light-Promoted Site-Specific and Diverse Functionalization of a C(sp3)–C(sp3) Bond Adjacent to an Arene
Wang, Yaxin; Wang, Nengyong; Zhao, Jianyou; Sun, Minzhi; You, Huichao; Fang, Fang; Liu, Zhong-Quan; ACS Catalysis  (2020) 6603–6612; doi:10.1021/acscatal.0c01495

data_4517731
_publ_section_title
;
 Visible-Light-Promoted Site-Specific and Diverse Functionalization of a
 C(sp3)--C(sp3) Bond Adjacent to an Arene
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              6603
_journal_page_last               6612
_journal_paper_doi               10.1021/acscatal.0c01495
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_sum            'C32 H37 N O3'
_chemical_formula_weight         483.62
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 105.867(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.8096(4)
_cell_length_b                   6.1870(2)
_cell_length_c                   19.7061(7)
_cell_measurement_reflns_used    4339
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      67.69
_cell_measurement_theta_min      3.89
_cell_volume                     1384.99(8)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11579
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.862
_diffrn_reflns_theta_min         2.331
_exptl_absorpt_coefficient_mu    0.576
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.100
_refine_diff_density_min         -0.101
_refine_diff_density_rms         0.024
_refine_ls_abs_structure_details
;
 Flack x determined using 1588 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4760
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0353
_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^)+(0.0519P)^2^+0.0866P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.0979
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_full    0.892
_reflns_Friedel_fraction_max     0.890
_reflns_number_gt                4190
_reflns_number_total             4760
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs0c01495_si_002.cif
_cod_data_source_block           cu_20200113LI_NZY_WYX_0m_a
_cod_depositor_comments          'Adding full bibliography for 4517731.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4517731
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.934
_shelx_estimated_absorpt_t_max   0.955
_shelx_res_checksum              28420
_shelx_hkl_checksum              74811