Cobalt-catalyzed chemoselective dehydrogenation through radical translocation under visible light.
Yu, Wan-Lei; Ren, Zi-Gang; Ma, Ke-Xing; Yang, Hui-Qing; Yang, Jun-Jie; Zheng, Haixue; Wu, Wangsuo; Xu, Peng-Fei; Chemical science 13 (2022) 7947–7954; doi:10.1039/d2sc02291e

data_1567133
_publ_section_title
;
 Cobalt-catalyzed chemoselective dehydrogenation through radical
 translocation under visible light.
;
_journal_issue                   26
_journal_name_full               'Chemical science'
_journal_page_first              7947
_journal_page_last               7954
_journal_paper_doi               10.1039/d2sc02291e
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C17 H21 N O2'
_chemical_formula_sum            'C17 H21 N O2'
_chemical_formula_weight         271.35
_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     dual
_audit_creation_date             2021-10-11
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2021-10-25 deposited with the CCDC.	2022-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                68.232(3)
_cell_angle_beta                 78.440(2)
_cell_angle_gamma                81.264(2)
_cell_formula_units_Z            2
_cell_length_a                   8.1149(2)
_cell_length_b                   9.1915(3)
_cell_length_c                   10.8628(4)
_cell_measurement_reflns_used    6157
_cell_measurement_temperature    300.58(10)
_cell_measurement_theta_max      76.8780
_cell_measurement_theta_min      4.4350
_cell_volume                     734.51(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.58(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.933
_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    -27.00  23.00   0.50    0.05    --   47.57 -19.00  30.00  100
  2  \w    -14.00  21.00   0.50    0.05    --   47.57 -19.00 -60.00   70
  3  \w    -18.00  12.00   0.50    0.05    --   47.57 -19.00 -90.00   60
  4  \w     37.00  62.00   0.50    0.05    --  107.75 -57.00 -30.00   50
  5  \w     37.00  62.00   0.50    0.05    --  107.75 -57.00  30.00   50
  6  \w     85.00 133.00   0.50    0.05    --  107.75 107.00 124.00   96
  7  \w     35.00 103.00   0.50    0.05    --  107.75 -99.00 -30.00  136
  8  \w     69.00 105.00   0.50    0.05    --  107.75-107.00  26.00   72
  9  \w      5.00  39.00   0.50    0.05    --   47.57-107.00  26.00   68
 10  \w     42.00  76.00   0.50    0.05    --  107.75-125.00 -90.00   68
 11  \w     79.00 109.00   0.50    0.05    --  107.75-125.00 -90.00   60
 12  \w     42.00 112.00   0.50    0.05    --  107.75-125.00-120.00  140
 13  \w     40.00 102.00   0.50    0.05    --  107.75 -99.00 -90.00  124
 14  \w     46.00  92.00   0.50    0.05    --  107.75 -99.00 -60.00   92
 15  \w     71.00  96.00   0.50    0.05    --  107.75 -99.00 150.00   50
 16  \w    -82.00 -11.00   0.50    0.05    --  -47.57 107.00 124.00  142
 17  \w   -106.00 -46.00   0.50    0.05    -- -100.00 107.00 124.00  120
 18  \w   -106.00 -28.00   0.50    0.05    -- -100.00  77.00 150.00  156
 19  \w    -69.00 -31.00   0.50    0.05    -- -100.00  57.00  90.00   76
 20  \w    -69.00 -37.00   0.50    0.05    -- -100.00  57.00  60.00   64
 21  \w    -61.00 -36.00   0.50    0.05    -- -100.00  57.00 -30.00   50
 22  \w    -55.00 -30.00   0.50    0.05    -- -100.00  57.00 -60.00   50
 23  \w    -61.00 -36.00   0.50    0.05    -- -100.00  57.00-120.00   50
 24  \w    -89.00 -26.00   0.50    0.05    --  -47.57 125.00-180.00  126
 25  \w    -30.00  -4.00   0.50    0.05    --  -47.57  37.00-180.00   52
 26  \w    -53.00 -25.00   0.50    0.05    --  -47.57 -77.00  30.00   56
 27  \w   -117.00 -60.00   0.50    0.05    --  -47.57 -77.00  30.00  114
 28  \w   -120.00 -94.00   0.50    0.05    -- -100.00 -37.00 120.00   52
 29  \w   -173.00-138.00   0.50    0.05    -- -100.00 -37.00 120.00   70
 30  \w   -172.00 -90.00   0.50    0.05    -- -100.00 -37.00  90.00  164
 31  \w   -165.00-126.00   0.50    0.05    -- -100.00 -37.00  60.00   78
 32  \w   -172.00 -87.00   0.50    0.05    -- -100.00 -37.00 -30.00  170
 33  \w   -130.00-101.00   0.50    0.05    -- -100.00-107.00  26.00   58
 34  \w   -173.00 -99.00   0.50    0.05    -- -100.00 -99.00  60.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0593992000
_diffrn_orient_matrix_UB_12      -0.1266496000
_diffrn_orient_matrix_UB_13      -0.0384327000
_diffrn_orient_matrix_UB_21      0.0886610000
_diffrn_orient_matrix_UB_22      0.0749450000
_diffrn_orient_matrix_UB_23      -0.1453376000
_diffrn_orient_matrix_UB_31      0.1625876000
_diffrn_orient_matrix_UB_32      -0.1056080000
_diffrn_orient_matrix_UB_33      0.0361832000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7622
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.395
_diffrn_reflns_theta_min         4.438
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.633
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_description       block
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2912
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0418
_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^)+(0.0581P)^2^+0.1378P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2697
_reflns_number_total             2912
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc02291e2.cif
_cod_data_source_block           yuwanlei_1011-1_auto
_cod_depositor_comments
'Adding full bibliography for 1567133--1567134.cif.'
_cod_database_code               1567133
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.12
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C10(H10), C12(H12), C13(H13)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_shelx_res_checksum              54812
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.390
_oxdiff_exptl_absorpt_empirical_full_min 0.453