Dynamics of Catalytic Resolution of 2-Lithio-N-Boc-piperidine by Ligand Exchange
Timothy K. Beng; William S. Tyree; Trent Parker; Chicheung Su; Paul G. Williard; Robert E. Gawley; Journal of the American Chemical Society 134 (2012) 16845–16855; doi:10.1021/ja307796e

data_4118744
_publ_section_title
;
 Dynamics of Catalytic Resolution of 2-Lithio-N-Boc-piperidine by Ligand
 Exchange
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16845
_journal_page_last               16855
_journal_paper_doi               10.1021/ja307796e
_journal_volume                  134
_journal_year                    2012
_chemical_formula_sum            'C104 H212 Li16 N16 O10'
_chemical_formula_weight         1957.94
_chemical_name_common            ccs27jan11
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                64.950(5)
_cell_angle_beta                 76.278(5)
_cell_angle_gamma                88.581(6)
_cell_formula_units_Z            1
_cell_length_a                   11.668(4)
_cell_length_b                   17.093(6)
_cell_length_c                   18.174(6)
_cell_measurement_temperature    173.(2)
_cell_volume                     3178.2(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.(2)
_diffrn_measured_fraction_theta_full 0.835
_diffrn_measured_fraction_theta_max 0.835
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0720
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21236
_diffrn_reflns_theta_full        26.48
_diffrn_reflns_theta_max         26.48
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.530
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.023
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1076
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.280
_refine_diff_density_max         0.869
_refine_diff_density_min         -0.564
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.9(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1343
_refine_ls_number_reflns         18549
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0923
_refine_ls_R_factor_gt           0.0753
_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^)+(0.1434P)^2^+0.6473P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2011
_refine_ls_wR_factor_ref         0.2277
_reflns_number_gt                14814
_reflns_number_total             18549
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja307796e_si_002.cif
_cod_data_source_block           I
_cod_database_code               4118744