Radical Hydroxyalkylation of C-H Bond Adjacent to Nitrogen of Tertiary Amides, Ureas, and Amines
Takehiko Yoshimitsu; Yoshimasa Arano; Hiroto Nagaoka; Journal of the American Chemical Society 127 (2005) 11610–11611; doi:10.1021/ja053855q

data_4111878
_publ_contact_author_email       takey@my-pharm.ac.jp
_publ_contact_author_fax         +81-424-95-8849
_publ_contact_author_name        'Takehiko Yoshimitsu'
_publ_contact_author_phone       +81-424-95-8849
_publ_section_title
;
 Radical Hydroxyalkylation of C-H Bond Adjacent to Nitrogen of Tertiary
 Amides, Ureas, and Amines
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11610
_journal_page_last               11611
_journal_paper_doi               10.1021/ja053855q
_journal_volume                  127
_journal_year                    2005
_chemical_formula_moiety         'C20 H18 Br N O5 '
_chemical_formula_sum            'C20 H18 Br N O5'
_chemical_formula_weight         432.27
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             'Mon Apr  4 15:03:11 2005'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 92.05(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.097(8)
_cell_length_b                   8.381(3)
_cell_length_c                   7.193(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291.2
_cell_measurement_theta_max      29.8
_cell_measurement_theta_min      25.1
_cell_volume                     1873.5(10)
_computing_cell_refinement       WinAFC
_computing_data_collection       WinAFC
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SHELXS97
_diffrn_measured_fraction_theta_full 0.9742
_diffrn_measured_fraction_theta_max 0.9742
_diffrn_measurement_device_type  'Rigaku AFC7S'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3636
_diffrn_reflns_theta_full        67.96
_diffrn_reflns_theta_max         67.96
_diffrn_standards_decay_%        0.83
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.271
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_description       block
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.41
_refine_ls_extinction_coef       0.00000
_refine_ls_extinction_method     'Zachariasen(1967) type 2 gaussian isotropic'
_refine_ls_goodness_of_fit_ref   1.540
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3318
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.0011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^) + (0.10000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1762
_reflns_number_gt                3014
_reflns_number_total             3318
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja053855qsi20050615_015609.cif
_cod_data_source_block           4-Bromobenzoate_of_major_threo-3c
_cod_original_cell_volume        1873.6(10)
_cod_original_formula_sum        'C20 H18 Br N O5 '
_cod_database_code               4111878