Preparation of silyl substituted crotylzinc reagents and their highly diastereoselective addition to carbonyl compounds.
Helm, Matthew D; Mayer, Peter; Knochel, Paul; Chemical communications (Cambridge, England)  (2008) 1916–1917; doi:10.1039/b802157k

data_7103083
_publ_section_title
;
 Preparation of silyl substituted crotylzinc reagents and their highly
 diastereoselective addition to carbonyl compounds.
;
_journal_issue                   16
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1916
_journal_page_last               1917
_journal_paper_doi               10.1039/b802157k
_journal_year                    2008
_chemical_formula_moiety         'C14 H21 N O3 Si'
_chemical_formula_sum            'C14 H21 N O3 Si'
_chemical_formula_weight         279.407
_chemical_name_common            ?=20
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_block_code                SiC14H21NO3_ln291_knochel=20
_audit_creation_date             14-Jun-07
_audit_creation_method           'form98_non/compatible with = shelxl97-2'
_audit_update_record             09-Jan-07
_cell_angle_alpha                98.8045(14)
_cell_angle_beta                 96.7877(14)
_cell_angle_gamma                112.5813(14)
_cell_formula_units_Z            2
_cell_length_a                   7.1579(2)
_cell_length_b                   8.0414(2)
_cell_length_c                   15.3538(3)
_cell_measurement_reflns_used    13684
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.134
_cell_volume                     791.08(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor = 1997)'
_computing_structure_refinement
'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)'
_computing_structure_solution
;
A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A.
Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new =
tool for
crystal structure determination and refinement; J. Appl. Crystallogr. =
1999,
32, 115-119.
;
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method
;CCD rotation images; thick slices, =
omega-scan
;
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.1524590
_diffrn_orient_matrix_UB_12      0.0646818
_diffrn_orient_matrix_UB_13      0.0048504
_diffrn_orient_matrix_UB_21      0.0225286
_diffrn_orient_matrix_UB_22      -0.0182668
_diffrn_orient_matrix_UB_23      0.0627295
_diffrn_orient_matrix_UB_31      0.0060726
_diffrn_orient_matrix_UB_32      -0.1204712
_diffrn_orient_matrix_UB_33      -0.0235585
_diffrn_radiation_collimation    0.20
_diffrn_radiation_monochromator  'MONTEL, graded multilayered X-ray = optics'
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0266
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6833
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         3.14
_diffrn_source_current           55.00
_diffrn_source_power             3.025
_diffrn_source_type              'FR 591 generator'
_diffrn_source_voltage           55.00
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.17301(4)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0380
_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=3D1/[\s^2^(Fo^2^)+(0.0440P)^2^+0.2222P] where =
P=3D(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1033
_reflns_number_gt                3171
_reflns_number_total             3610
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b802157k.txt
_cod_data_source_block           ln291
_cod_database_code               7103083