Intramolecular C–N bond activation by a transient boryl anion
Nahon, Emily E.; Nelmes, Gareth Roland; Brothers, Penelope Jane; Hicks, Jamie; Chemical Communications  (2023) –; doi:10.1039/D3CC05182J

data_7132329
_publ_section_title
;
 Intramolecular C--N bond activation by a transient boryl anion
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC05182J
_journal_year                    2023
_chemical_formula_moiety         'C100 H126 B2 Fe2 N4 O4, 3(C6 H6)'
_chemical_formula_sum            'C118 H144 B2 Fe2 N4 O4'
_chemical_formula_weight         1815.68
_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_date             2023-10-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-10-17 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                106.5440(10)
_cell_angle_beta                 99.3330(10)
_cell_angle_gamma                105.4520(10)
_cell_formula_units_Z            1
_cell_length_a                   11.85390(10)
_cell_length_b                   12.9432(2)
_cell_length_c                   18.7438(2)
_cell_measurement_reflns_used    15747
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      77.7740
_cell_measurement_theta_min      2.5490
_cell_volume                     2567.42(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.85a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.85a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.85a (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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.973
_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   -114.00 -88.00   0.50    1.50    ---------  -46.57-132.00  90.00   52
  2  \w    -89.00 -48.00   0.50    1.50    ---------  -46.57 138.00 -23.00   82
  3  \w    -92.00 -50.00   0.50    1.50    ---------  -46.57 132.00 160.00   84
  4  \w   -106.00 -68.00   0.50    1.50    ---------  -46.57-138.00 -85.00   76
  5  \w     47.00  72.00   0.50    1.50    ---------   46.57-138.00 -85.00   50
  6  \w     43.00  68.00   0.50    1.50    ---------   46.57-132.00  90.00   50
  7  \w     88.00 122.00   0.50    6.00    ---------  107.75-138.00 -85.00   68
  8  \w     77.00 117.00   0.50    6.00    ---------  107.75-132.00  90.00   80
  9  \w     93.00 120.00   0.50    6.00    ---------  107.75 132.00 160.00   54
 10  \w    127.00 152.00   0.50    6.00    ---------  107.75 138.00 -23.00   50
 11  \w     -8.00  29.00   0.50    1.50    ---------  -46.57  19.00-180.00   74
 12  \w     -5.00  30.00   0.50    1.50    ---------  -46.57  19.00 -30.00   70
 13  \w     -8.00  28.00   0.50    1.50    ---------  -46.57  19.00-150.00   72
 14  \w   -117.00 -29.00   0.50    1.50    ---------  -46.57 -77.00 -90.00  176
 15  \w     -8.00  29.00   0.50    1.50    ---------  -46.57  19.00  60.00   74
 16  \w     -5.00  27.00   0.50    1.50    ---------  -46.57  19.00   0.00   64
 17  \w     -6.00  30.00   0.50    1.50    ---------  -46.57  19.00 120.00   72
 18  \w    -85.00 -31.00   0.50    1.50    ---------  -46.57 125.00 -60.00  108
 19  \w     33.00  59.00   0.50    6.00    ---------  107.75 -30.00 -30.00   52
 20  \w     34.00  59.00   0.50    6.00    ---------  107.75 -30.00 150.00   50
 21  \w     32.00  58.00   0.50    6.00    ---------  107.75 -30.00 -60.00   52
 22  \w    104.00 141.00   0.50    6.00    ---------  107.75  30.00 -30.00   74
 23  \w    153.00 178.00   0.50    6.00    ---------  107.75  30.00 -30.00   50
 24  \w     33.00  59.00   0.50    6.00    ---------  107.75 -30.00   0.00   52
 25  \w     38.00  64.00   0.50    6.00    ---------  107.75 -45.00  60.00   52
 26  \w     39.00  97.00   0.50    6.00    ---------  107.75 -77.00 -90.00  116
 27  \w     35.00  68.00   0.50    6.00    ---------  107.75 -45.00 120.00   66
 28  \w     85.00 117.00   0.50    6.00    ---------  107.75 -77.00  60.00   64
 29  \w     32.00  59.00   0.50    6.00    ---------  107.75 -30.00-150.00   54
 30  \w     39.00  69.00   0.50    6.00    ---------  107.75 -45.00-180.00   60
 31  \w     76.00 102.00   0.50    6.00    ---------  107.75 -95.00  60.00   52
 32  \w    145.00 177.00   0.50    6.00    ---------  107.75 125.00   0.00   64
 33  \w     34.00  78.00   0.50    6.00    ---------  107.75 -77.00 120.00   88
 34  \w     94.00 123.00   0.50    6.00    ---------  107.75 -77.00 120.00   58
 35  \w     95.00 120.00   0.50    6.00    ---------  107.75  61.00-120.00   50
 36  \w    139.00 165.00   0.50    6.00    ---------  107.75  61.00-120.00   52
 37  \w     79.00 106.00   0.50    6.00    ---------  107.75 -95.00 -60.00   54
 38  \w     40.00  66.00   0.50    6.00    ---------  107.75 -77.00  60.00   52
 39  \w     40.00  66.00   0.50    6.00    ---------  107.75 -45.00 -30.00   52
 40  \w     40.00  73.00   0.50    6.00    ---------  107.75 -45.00 150.00   66
 41  \w     75.00 101.00   0.50    6.00    ---------  107.75 -95.00 150.00   52
 42  \w     36.00  62.00   0.50    6.00    ---------  107.75 -95.00 150.00   52
 43  \w     96.00 124.00   0.50    6.00    ---------  107.75 125.00   0.00   56
 44  \w     59.00 108.00   0.50    6.00    ---------  107.75-104.00 101.92   98
 45  \w     35.00 106.00   0.50    6.00    ---------  107.75 -95.00   0.00  142
 46  \w     34.00  59.00   0.50    6.00    ---------  107.75 -30.00 120.00   50
 47  \w     36.00  93.00   0.50    6.00    ---------  107.75 -61.00 -90.00  114
 48  \w     42.00  67.00   0.50    6.00    ---------  107.75 -45.00   0.00   50
 49  \w     39.00  72.00   0.50    6.00    ---------  107.75 -45.00  30.00   66
 50  \w    103.00 139.00   0.50    6.00    ---------  107.75 125.00 -90.00   72
 51  \w    100.00 173.00   0.50    6.00    ---------  107.75  15.00 -60.00  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32383
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.099
_diffrn_reflns_theta_min         2.545
_exptl_absorpt_coefficient_mu    2.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.85a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_description       block
_exptl_crystal_F_000             974
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     600
_refine_ls_number_reflns         10683
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0384
_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^)+(0.0446P)^2^+0.3858P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.0972
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9809
_reflns_number_total             10683
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc05182j2.cif
_cod_data_source_block           5
_cod_original_cell_volume        2567.41(6)
_cod_database_code               7132329
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.936
_shelx_estimated_absorpt_t_min   0.690
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C30(H30), C39(H39), C27(H27), C42(H42)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C46(H46), C50(H50), C48(H48), C37(H37), C36(H36), C16(H16),
 C25(H25), C47(H47), C3(H3), C6(H6), C23(H23), C49(H49), C35(H35), C15(H15),
 C5(H5), C24(H24), C54(H54), C53(H53), C55(H55), C52(H52), C58(H58), C51(H51),
 C59(H59), C57(H57), C56(H56)
2.c Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C41(H41A,H41B,H41C), C43(H43A,H43B,H43C), C28(H28A,H28B,
 H28C), C20(H20A,H20B,H20C), C29(H29A,H29B,H29C), C40(H40A,H40B,H40C), C32(H32A,
 H32B,H32C), C31(H31A,H31B,H31C), C19(H19A,H19B,H19C), C8(H8A,H8B,H8C),
 C18(H18A,H18B,H18C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_shelx_res_checksum              50253
_shelx_hkl_checksum              81899
_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
;