1,4-Addition of silicon dienoates to Î±,Î^2^-unsaturated aldehydes catalyzed by in situ-generated silicon Lewis acid
HikaruYanai; Arata Takahashi; Takeo Taguchi; Chem.Commun. 46 (2010) 8728–; doi:10.1039/c0cc02438d

data_7105669
_publ_section_title
;
 1,4-Addition of silicon dienoates to \^I+-,\^I^2^-unsaturated aldehydes
 catalyzed by in situ-generated silicon Lewis acid
;
_journal_name_full               Chem.Commun.
_journal_page_first              8728
_journal_paper_doi               10.1039/c0cc02438d
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C15 H21 Br O4'
_chemical_formula_sum            'C15 H21 Br O4'
_chemical_formula_weight         345.23
_chemical_melting_point          373.6(10)
_chemical_name_common
;(R*)-3-Bromo-5-((S*)-1-cyclohexyl-2-(1,3-dioxolan-2-
yl)ethyl)furan-2(5H)-one
;
_chemical_name_systematic
;
(R*)-3-Bromo-5-((S*)-1-cyclohexyl-2-(1,3-dioxolan-2-yl)ethyl)furan-2(5H)-one
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             '13 November 09'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.1560(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.402(3)
_cell_length_b                   6.4509(7)
_cell_length_c                   20.012(2)
_cell_measurement_reflns_used    6105
_cell_measurement_temperature    90
_cell_measurement_theta_max      27.62
_cell_measurement_theta_min      2.32
_cell_volume                     3010.0(6)
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0264
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16573
_diffrn_reflns_theta_full        27.66
_diffrn_reflns_theta_max         27.66
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    2.742
_exptl_absorpt_correction_T_max  0.6440
_exptl_absorpt_correction_T_min  0.5281
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
Crystal Faces plugin in Bruker APEX2 software
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3496
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0277
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0297P)^2^+4.6826P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0700
_reflns_number_gt                2846
_reflns_number_total             3496
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC02438D.TXT
_cod_data_source_block           anti-5e
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '99.5-101.5 C' was changed to
'373.6(10)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        3010.0(5)
_cod_original_sg_symbol_H-M      'C2/c '
_cod_database_code               7105669