Stereoselective synthesis of alpha-silylamines by the direct addition of silyl anions to activated imines.
Ballweg, David M.; Miller, Rebecca C.; Gray, Danielle L.; Scheidt, Karl A.; Organic letters 7 (2005) 1403–1406; doi:10.1021/ol050244u

data_1506543
_publ_contact_author             'Karl A. Scheidt'
_publ_section_title
;
 Stereoselective synthesis of alpha-silylamines by the direct addition of
 silyl anions to activated imines.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1403
_journal_page_last               1406
_journal_paper_doi               10.1021/ol050244u
_journal_volume                  7
_journal_year                    2005
_chemical_formula_moiety         'C28 H30 N O P Si'
_chemical_formula_sum            'C28 H30 N O P Si'
_chemical_formula_weight         455.59
_chemical_melting_point          129.5(5)
_chemical_name_systematic
;
 P,P-diphenyl-N-(1-dimethylphenylsilyl-3-methylmethylene)-phosphinic amide
;
_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                101.7890(10)
_cell_angle_beta                 111.8390(10)
_cell_angle_gamma                107.5440(10)
_cell_formula_units_Z            2
_cell_length_a                   9.7494(8)
_cell_length_b                   12.3191(11)
_cell_length_c                   12.4391(11)
_cell_measurement_reflns_used    5086
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      28.632
_cell_measurement_theta_min      2.317
_cell_volume                     1234.86(19)
_computing_cell_refinement       'SMART version 5.054 (Bruker, 2000)'
_computing_data_collection       'SMART version 5.054 (Bruker, 2000)'
_computing_data_reduction        'SAINT-Plus version 6.45 (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.900
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_device_type  'Bruker Smart 1000 CCD'
_diffrn_measurement_method       \w
_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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0515
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11425
_diffrn_reflns_theta_full        28.75
_diffrn_reflns_theta_max         28.75
_diffrn_reflns_theta_min         1.86
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.99153
_exptl_absorpt_correction_T_min  0.95407
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'face indexed'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.266
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.048
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0492
_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^)+(0.0770P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1308
_reflns_number_gt                4084
_reflns_number_total             5762
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol050244usi20050204_043044.cif
_cod_data_source_block           face
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '129-130' was changed to '129.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1234.85(19)
_cod_database_code               1506543