Stable Borocyclic Radicals via Frustrated Lewis Pair Hydrogenations.
Longobardi, Lauren E.; Liu, Lei; Grimme, Stefan; Stephan, Douglas W.; Journal of the American Chemical Society 138 (2016) 2500–2503; doi:10.1021/jacs.5b12823

data_4130022
_publ_section_title
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 Stable Borocyclic Radicals via Frustrated Lewis Pair Hydrogenations.
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_journal_issue                   8
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2500
_journal_page_last               2503
_journal_paper_doi               10.1021/jacs.5b12823
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         '0.5(C H2 Cl2), C28 H8 B F10 O2'
_chemical_formula_sum            'C28.5 H9 B Cl F10 O2'
_chemical_formula_weight         619.65
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_Int_Tables_number      60
_audit_creation_date             2015-12-07
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.3619(10)
_cell_length_b                   20.3198(13)
_cell_length_c                   13.4759(8)
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    149(2)
_cell_measurement_theta_max      25.73
_cell_measurement_theta_min      2.16
_cell_volume                     4754.2(5)
_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)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      148.82
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1274
_diffrn_reflns_av_unetI/netI     0.0724
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            76541
_diffrn_reflns_theta_full        27.5048
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.269
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0600 before and 0.0527 after correction.
The Ratio of minimum to maximum transmission is 0.9366.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.7313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2467.3547
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.7488
_refine_diff_density_min         -0.7723
_refine_diff_density_rms         0.1605
_refine_ls_d_res_high            0.7695
_refine_ls_d_res_low             13.1998
_refine_ls_goodness_of_fit_ref   1.0415
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    19
_refine_ls_number_parameters     396
_refine_ls_number_reflns         5472
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.0411
_refine_ls_R_factor_all          0.1277
_refine_ls_R_factor_gt           0.0485
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+0.3673P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.1149
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              22
_reflns_limit_h_min              0
_reflns_limit_k_max              26
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2949
_reflns_number_total             5472
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            7-sadx.cif
_cod_data_source_block           sadx
_cod_database_code               4130022
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl2-Cl1
 2.81 with sigma of 0.05
 C29-Cl1
 1.72 with sigma of 0.05
 C29-Cl2
 1.72 with sigma of 0.05
3. Others
 Fixed Sof: Cl1(0.5) Cl2(0.5) C29(0.5) H29a(0.5) H29b(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C29(H29a,H29b)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10)
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_olex2_submission_special_instructions 'No special instructions were received'