Enantioselective Friedel-Crafts Alkylations Catalyzed by Bis(oxazolinyl)pyridine-Scandium(III) Triflate Complexes
David A. Evans; Keith R. Fandrick; Hyun-Ji Song; Karl A. Scheidt; Risheng Xu; Journal of the American Chemical Society 129 (2007) 10029–10041; doi:10.1021/ja072976i

data_4109766
_publ_section_title
;
 Enantioselective Friedel-Crafts Alkylations Catalyzed by
 Bis(oxazolinyl)pyridine-Scandium(III) Triflate Complexes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10029
_journal_page_last               10041
_journal_paper_doi               10.1021/ja072976i
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C16 H18 N2 O S2'
_chemical_formula_weight         318.44
_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                 95.556(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.696(6)
_cell_length_b                   13.639(3)
_cell_length_c                   8.651(2)
_cell_measurement_temperature    193(2)
_cell_volume                     3017.7(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            23981
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         0.80
_exptl_absorpt_coefficient_mu    0.353
_exptl_absorpt_correction_T_max  0.9723
_exptl_absorpt_correction_T_min  0.9328
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.232
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5316
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.232
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0661
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0371P)^2^+3.9259P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1390
_reflns_number_gt                4647
_reflns_number_total             5316
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja072976isi20070427_053712.cif
_cod_data_source_block           dae12
_cod_original_cell_volume        3017.7(13)
_cod_database_code               4109766