Successive C-C Coupling of Dienes to Vicinally Dioxygenated Hydrocarbons: Ruthenium Catalyzed [4 + 2] Cycloaddition across the Diol, Hydroxycarbonyl, or Dione Oxidation Levels
Laina M. Geary; Ben W. Glasspoole; Mary M. Kim; Michael J. Krische; Journal of the American Chemical Society 135 (2013) 3796–3799; doi:10.1021/ja400691t

data_4119475
_publ_section_title
;
 Successive C-C Coupling of Dienes to Vicinally Dioxygenated Hydrocarbons:
 Ruthenium Catalyzed [4 + 2] Cycloaddition across the Diol,
 Hydroxycarbonyl, or Dione Oxidation Levels
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3796
_journal_page_last               3799
_journal_paper_doi               10.1021/ja400691t
_journal_volume                  135
_journal_year                    2013
_chemical_formula_sum            'C22 H36 O4'
_chemical_formula_weight         364.51
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 102.350(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   10.402(5)
_cell_length_b                   9.940(5)
_cell_length_c                   20.008(5)
_cell_measurement_temperature    153(2)
_cell_volume                     2020.9(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.660
_diffrn_measured_fraction_theta_max 0.660
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0422
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            1755
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         3.28
_exptl_absorpt_coefficient_mu    0.080
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_F_000             800
_refine_diff_density_max         0.554
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.229
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1176
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      2.230
_refine_ls_R_factor_all          0.1363
_refine_ls_R_factor_gt           0.1231
_refine_ls_shift/su_max          1.581
_refine_ls_shift/su_mean         0.075
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2948
_refine_ls_wR_factor_ref         0.3033
_reflns_number_gt                967
_reflns_number_total             1176
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja400691t_si_001.cif
_cod_data_source_block           shelxl
_cod_database_code               4119475