SelectiveN-Methylation of Aliphatic Amines with CO2and Hydrosilanes Using Nickel-Phosphine Catalysts
González-Sebastián, Lucero; Flores-Alamo, Marcos; García, Juventino J.; Organometallics 34 (2015) 763–; doi:10.1021/om501176u

data_4085356
_publ_section_title
;
 SelectiveN-Methylation of Aliphatic Amines with CO2and Hydrosilanes Using
 Nickel-Phosphine Catalysts
;
_journal_issue                   4
_journal_name_full               Organometallics
_journal_page_first              763
_journal_paper_doi               10.1021/om501176u
_journal_volume                  34
_journal_year                    2015
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C15 H14 F2 N2 O'
_chemical_formula_sum            'C15 H14 F2 N2 O'
_chemical_formula_weight         276.28
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      18
_symmetry_space_group_name_Hall  'P 2bc 2'
_symmetry_space_group_name_H-M   'P 2 21 21'
_atom_sites_solution_hydrogens   mixed
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_cell_formula_units_Z            2
_cell_length_a                   4.6293(7)
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_cell_length_c                   23.957(4)
_cell_measurement_reflns_used    270
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
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_computing_data_collection
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 10.4685
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
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_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0003013
_diffrn_orient_matrix_UB_12      -0.0581269
_diffrn_orient_matrix_UB_13      -0.0255192
_diffrn_orient_matrix_UB_21      -0.0010177
_diffrn_orient_matrix_UB_22      0.0991221
_diffrn_orient_matrix_UB_23      -0.0150162
_diffrn_orient_matrix_UB_31      0.1532091
_diffrn_orient_matrix_UB_32      0.0008476
_diffrn_orient_matrix_UB_33      -0.0000564
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0839
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
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_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
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_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.674
_diffrn_reflns_theta_min         3.402
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.98
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_exptl_absorpt_process_details
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.34
_exptl_crystal_description       plate
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.4493
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.0246
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.148
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         1258
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1319
_refine_ls_R_factor_gt           0.0595
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0582P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1459
_reflns_number_gt                675
_reflns_number_total             1258
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om501176u_si_002.cif
_cod_data_source_block           lu-302
_cod_depositor_comments          'Adding full bibliography for 4085356.cif.'
_cod_original_cell_volume        684.5(2)
_cod_database_code               4085356