Enediolate-Dilithium Amide Mixed Aggregates in the Enantioselective Alkylation of Arylacetic Acids: Structural Studies and a Stereochemical Model
Yun Ma; Craig E. Stivala; Ashley M. Wright; Trevor Hayton; Jun Liang; Ivan Keresztes; Emil Lobkovsky; David B. Collum; Armen Zakarian; Journal of the American Chemical Society 135 (2013) 16853–16864; doi:10.1021/ja403076u

data_4121103
_publ_section_title
;
 Enediolate-Dilithium Amide Mixed Aggregates in the Enantioselective
 Alkylation of Arylacetic Acids: Structural Studies and a Stereochemical
 Model
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16853
_journal_page_last               16864
_journal_paper_doi               10.1021/ja403076u
_journal_volume                  135
_journal_year                    2013
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C90 H128 Li8 N8 O8'
_chemical_formula_sum            'C90 H128 Li8 N8 O8'
_chemical_formula_weight         1505.52
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.1765(15)
_cell_length_b                   23.7194(17)
_cell_length_c                   24.744(2)
_cell_measurement_temperature    100(2)
_cell_volume                     12428.8(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_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  0.0625
_diffrn_reflns_av_sigmaI/netI    0.1045
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28869
_diffrn_reflns_theta_full        23.82
_diffrn_reflns_theta_max         23.82
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    0.050
_exptl_absorpt_correction_T_max  0.9950
_exptl_absorpt_correction_T_min  0.9926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.805
_exptl_crystal_description       block
_exptl_crystal_F_000             3248
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_platon_squeeze_details
;
;
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.893
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1138
_refine_ls_number_reflns         9929
_refine_ls_number_restraints     291
_refine_ls_restrained_S_all      0.889
_refine_ls_R_factor_all          0.1206
_refine_ls_R_factor_gt           0.0689
_refine_ls_shift/su_max          0.080
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1089P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1657
_refine_ls_wR_factor_ref         0.1836
_reflns_number_gt                4947
_reflns_number_total             9929
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja403076u_si_002.cif
_cod_data_source_block           01
_cod_original_cell_volume        12428.9(16)
_cod_database_code               4121103