Rhodium-catalyzed highly enantio- and diastereoselective cotrimerization of alkenes and dialkyl acetylenedicarboxylates leading to furylcyclopropanes.
Shibata, Yu; Noguchi, Keiichi; Hirano, Masao; Tanaka, Ken; Organic letters 10 (2008) 2825–2828; doi:10.1021/ol800966f

data_1504732
_publ_section_title
;
 Rhodium-catalyzed highly enantio- and diastereoselective cotrimerization
 of alkenes and dialkyl acetylenedicarboxylates leading to
 furylcyclopropanes.
;
_journal_issue                   13
_journal_name_full               'Organic letters'
_journal_page_first              2825
_journal_page_last               2828
_journal_paper_doi               10.1021/ol800966f
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C44 H38 Br4 O8'
_chemical_formula_sum            'C44 H38 Br4 O8'
_chemical_formula_weight         1014.38
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                100.901(8)
_cell_angle_beta                 93.183(8)
_cell_angle_gamma                95.034(9)
_cell_formula_units_Z            2
_cell_length_a                   9.7120(12)
_cell_length_b                   13.6425(16)
_cell_length_c                   16.0491(18)
_cell_measurement_reflns_used    28946
_cell_measurement_temperature    153
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      3.3
_cell_volume                     2074.4(4)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      153
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            37578
_diffrn_reflns_theta_full        68.44
_diffrn_reflns_theta_max         68.44
_diffrn_reflns_theta_min         3.32
_exptl_absorpt_coefficient_mu    5.169
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_correction_T_min  0.239
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
    Higashi, T. (1999). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.818
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.0023(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     546
_refine_ls_number_reflns         7475
_refine_ls_number_restraints     153
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0617
_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^)+(0.0961P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.1955
_reflns_number_gt                4633
_reflns_number_total             7475
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol800966f-file001.cif
_cod_data_source_block           I
_cod_database_code               1504732