C<sub>sp<sup>2</sup></sub>-H/F bond activation and borylation with iron.
Zars, Ethan; Pick, Lisa; Kankanamge, Achala; Gau, Michael R.; Meyer, Karsten; Mindiola, Daniel J.; Chemical communications (Cambridge, England) 60 (2024) 14415–14418; doi:10.1039/d4cc04127e

data_7133849
_publ_section_title
;
 C<sub>sp<sup>2</sup></sub>-H/F bond activation and borylation with iron.
;
_journal_issue                   97
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              14415
_journal_page_last               14418
_journal_paper_doi               10.1039/d4cc04127e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C24 H49 B2 K O10'
_chemical_formula_sum            'C24 H49 B2 K O10'
_chemical_formula_weight         558.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-21
_audit_creation_method
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2024-08-13 deposited with the CCDC.	2024-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.9250(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.16110(10)
_cell_length_b                   19.4480(2)
_cell_length_c                   15.5969(2)
_cell_measurement_reflns_used    73207
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.1030
_cell_measurement_theta_min      3.2630
_cell_volume                     3065.69(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.88a (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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100
_diffrn_detector                 'HPC area detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix 3000HE'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.978
_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    -81.00   9.00   0.50    6.00    --  -12.71 -57.00  60.00  180
  2  \w    -81.00  14.00   0.50    6.00    --  -12.71 -77.00-150.00  190
  3  \w    -28.00  54.00   0.50    6.00    --  -12.71  37.00 -60.00  164
  4  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00  43.80  116
  5  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00-178.60  116
  6  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00 100.04  116
  7  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00 126.21  116
  8  \w    -28.00  54.00   0.50    6.00    --  -12.71  37.00  60.00  164
  9  \w    -34.00  60.00   0.50    6.00    --  -12.71  19.00 150.00  188
 10  \w    -81.00   9.00   0.50    6.00    --  -12.71 -57.00 -30.00  180
 11  \w    -34.00  55.00   0.50    6.00    --  -12.71  57.00 150.00  178
 12  \w    -43.00  15.00   0.50    6.00    --  -12.71 -78.00-131.26  116
 13  \w    -43.00  15.00   0.50    6.00    --  -12.71 -79.00 -31.80  116
 14  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00 -81.56  116
 15  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00 -94.81  116
 16  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00 -35.37  116
 17  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00-158.31  116
 18  \w    -43.00  15.00   0.50    6.00    --  -12.71 -79.00 -42.37  116
 19  \w    -43.00  15.00   0.50    6.00    --  -12.71 -80.00  65.21  116
 20  \w    -54.00  35.00   0.50    6.00    --   13.41 -57.00-180.00  178
 21  \w    -54.00 -24.00   0.50    6.00    --   13.41 -57.00 -60.00   60
 22  \w    -51.00   5.00   0.50    6.00    --   13.41 -19.00-150.00  112
 23  \w    -32.00  21.00   0.50    6.00    --   13.41 -37.00   0.00  106
 24  \w    -18.00  40.00   0.50    6.00    --   13.41 -76.00 -70.84  116
 25  \w    -50.00 -21.00   0.50    6.00    --   13.41 -76.00 -70.84   58
 26  \w    -59.00  -3.00   0.50    6.00    --   13.41 -19.00 -60.00  112
 27  \w    -12.00  35.00   0.50    6.00    --   13.41 -57.00 -60.00   94
 28  \w     -8.00  32.00   0.50    6.00    --   13.41  57.00 150.00   80
 29  \w    -14.00  35.00   0.50    6.00    --   13.41  80.00-161.61   98
 30  \w    -51.00   5.00   0.50    6.00    --   13.41 -19.00-180.00  112
 31  \w    -42.00   4.00   0.50    6.00    --   13.41 -19.00  30.00   92
 32  \w    -12.00  42.00   0.50    6.00    --   13.41  80.00 -96.52  108
 33  \w    -54.00   0.00   0.50    6.00    --   13.41 -57.00   0.00  108
 34  \w     52.00  81.00   0.50    6.00    --   13.41  57.00 150.00   58
 35  \w    -59.00   5.00   0.50    6.00    --   13.41 -19.00 -90.00  128
 36  \w    -12.00  15.00   0.50    6.00    --   13.41  80.00 119.12   54
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-i'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0663680000
_diffrn_orient_matrix_UB_12      -0.0059553000
_diffrn_orient_matrix_UB_13      -0.0171805000
_diffrn_orient_matrix_UB_21      -0.0134744000
_diffrn_orient_matrix_UB_22      0.0356755000
_diffrn_orient_matrix_UB_23      0.0026767000
_diffrn_orient_matrix_UB_31      0.0183313000
_diffrn_orient_matrix_UB_32      0.0046998000
_diffrn_orient_matrix_UB_33      -0.0422952000
_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  0.0417
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            115890
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.189
_diffrn_reflns_theta_min         3.275
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.221
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.37
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         7378
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0347
_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^)+(0.0382P)^2^+1.0604P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0857
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6391
_reflns_number_total             7378
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc04127e2.cif
_cod_data_source_block           90066_cmpd4
_cod_depositor_comments
'Adding full bibliography for 7133846--7133849.cif.'
_cod_database_code               7133849
_shelx_shelxl_version_number     2019/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C9(H9A,
 H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
_shelx_res_checksum              49227
_shelx_hkl_checksum              14408
_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 1.485
_oxdiff_exptl_absorpt_empirical_full_min 0.568