Rapid, One-Pot Synthesis of β-Siloxy-α-haloaldehydes
Jakub Saadi; Matsujiro Akakura; Hisashi Yamamoto; Journal of the American Chemical Society 133 (2011) 14248–14251; doi:10.1021/ja2066169

data_4106764
_publ_section_title
;
 Rapid, One-Pot Synthesis of \b-Siloxy-\a-haloaldehydes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14248
_journal_page_last               14251
_journal_paper_doi               10.1021/ja2066169
_journal_volume                  133
_journal_year                    2011
_chemical_formula_sum            'C23 H19 Cl4.5 N2 O9'
_chemical_formula_weight         626.93
_chemical_name_systematic
; 
 (1RS,2SR,3SR,4RS)- 2,4-dichloro-2,4-dideoxy-1-O-(2,3-dinitrobenzoyl)
-5-C-2-naphthyl-pentitol  
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.645(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.888(6)
_cell_length_b                   7.522(3)
_cell_length_c                   24.077(9)
_cell_measurement_temperature    100(2)
_cell_volume                     2690.9(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.1604
_diffrn_reflns_av_sigmaI/netI    0.1750
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            24784
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_T_max  0.9376
_exptl_absorpt_correction_T_min  0.8626
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_F_000             1278
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.862
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         4779
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.862
_refine_ls_R_factor_all          0.1748
_refine_ls_R_factor_gt           0.0814
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0963P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1873
_refine_ls_wR_factor_ref         0.2145
_reflns_number_gt                1945
_reflns_number_total             4779
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja2066169_si_002.cif
_cod_data_source_block           saad06s
_cod_original_formula_sum        'C23 H19 Cl4.50 N2 O9'
_cod_database_code               4106764