Homologation Strategy for the Generation of 1-Chloroalkyl Radicals from Organoboranes.
Xu, Gong; Lüthy, Monique; Habegger, Jacqueline; Renaud, Philippe; The Journal of organic chemistry 81 (2016) 1506–1519; doi:10.1021/acs.joc.5b02610

data_4031857
_publ_section_title
;
 Homologation Strategy for the Generation of 1-Chloroalkyl Radicals from
 Organoboranes.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1506
_journal_page_last               1519
_journal_paper_doi               10.1021/acs.joc.5b02610
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C26 H23 Cl N2 O6'
_chemical_formula_weight         494.91
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
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_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.7728(2)
_cell_length_b                   14.5583(2)
_cell_length_c                   22.2237(4)
_cell_measurement_reflns_used    13820
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.2678
_cell_measurement_theta_min      1.5877
_cell_volume                     4759.48(13)
_computing_cell_refinement
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
        (compiled Jan 20 2011,15:58:25)
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_computing_data_collection
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
        (compiled Jan 20 2011,15:58:25)
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_computing_data_reduction
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
        (compiled Jan 20 2011,15:58:25)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0965
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0440232
_diffrn_orient_matrix_UB_12      -0.002009
_diffrn_orient_matrix_UB_13      0.0156963
_diffrn_orient_matrix_UB_21      0.0009885
_diffrn_orient_matrix_UB_22      -0.0481608
_diffrn_orient_matrix_UB_23      -0.0046352
_diffrn_orient_matrix_UB_31      0.01975
_diffrn_orient_matrix_UB_32      0.0069476
_diffrn_orient_matrix_UB_33      -0.0275332
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
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_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            36440
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_diffrn_reflns_theta_max         27.33
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_T_max  2.05
_exptl_absorpt_correction_T_min  1.144
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_exptl_absorpt_process_details
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
        (compiled Jan 20 2011,15:58:25)
Numerical absorption correction based on gaussian integration over
                        a multifaceted crystal model
;
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.5017
_exptl_crystal_size_mid          0.2353
_exptl_crystal_size_min          0.1535
_refine_diff_density_max         0.377
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_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_parameters     631
_refine_ls_number_reflns         9788
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0433P)^2^+2.4006P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1123
_reflns_number_gt                7728
_reflns_number_total             9788
_reflns_threshold_expression     >2sigma(I)
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_cod_depositor_comments
'Adding full bibliography for 4031857--4031859.cif.'
_cod_database_code               4031857