Direct reductive coupling of secondary amides: chemoselective formation of vicinal diamines and vicinal amino alcohols
Pei-Qiang Huang; Qi-Wei Lang; Ai-E Wang; Jian-Feng Zheng; Chem.Commun. 51 (2015) 1096–; doi:10.1039/C4cc08330J

data_7116337
_publ_section_title
;
 Direct reductive coupling of secondary amides: chemoselective formation
 of vicinal diamines and vicinal amino alcohols
;
_journal_name_full               Chem.Commun.
_journal_page_first              1096
_journal_paper_doi               10.1039/C4cc08330J
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C26 H34 Br2 N2'
_chemical_formula_weight         534.37
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.862(10)
_cell_angle_beta                 91.455(9)
_cell_angle_gamma                96.575(9)
_cell_formula_units_Z            1
_cell_length_a                   5.9858(5)
_cell_length_b                   10.0355(12)
_cell_length_c                   10.1711(12)
_cell_measurement_reflns_used    1266
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.3720
_cell_measurement_theta_min      3.4170
_cell_volume                     605.25(11)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0540
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4235
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    3.364
_exptl_absorpt_correction_T_max  0.7297
_exptl_absorpt_correction_T_min  0.4319
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             274
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.787
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0392P)^2^+0.2410P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0966
_reflns_number_gt                2121
_reflns_number_total             2385
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc08330j2.cif
_cod_data_source_block           m1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7116337