A solid state and theoretical study of the solvent effects controlling the mono- and di-lithiation of aromatic primary amines
Armstrong, David R.; Ball, Sarah C.; Barr, Donald; Clegg, William; Linton, David J.; Kerr, Lesley C.; Moncrieff, David; Raithby, Paul R.; Singer, Robert J.; Snaith, Ronald; Stalke, Dietmar; Wheatley, Andrew E. H.; Wright, Dominic S.; Journal of the Chemical Society, Dalton Transactions  (2002) 2505–; doi:10.1039/b107970k

data_7011138
_publ_section_title
;
 A solid state and theoretical study of the solvent effects controlling
 the mono- and di-lithiation of aromatic primary amines
;
_journal_issue                   12
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              2505
_journal_paper_doi               10.1039/b107970k
_journal_year                    2002
_chemical_formula_sum            'C128 H140 Li20 N10 O7'
_chemical_formula_weight         2069.30
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.84(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.111(2)
_cell_length_b                   14.270(3)
_cell_length_c                   28.866(5)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      17.0
_cell_measurement_theta_min      13.5
_cell_volume                     5799.5(18)
_computing_cell_refinement       'Stoe DIF4'
_computing_data_collection       'Stoe DIF4'
_computing_data_reduction        'local programs'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Stoe-Siemens four-circle diffractometer'
_diffrn_measurement_method       '\w/\q scans with on-line profile fitting'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7116
_diffrn_reflns_theta_full        55.06
_diffrn_reflns_theta_max         55.06
_diffrn_reflns_theta_min         3.07
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.537
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2188
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.60
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.422
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     943
_refine_ls_number_reflns         7116
_refine_ls_number_restraints     1814
_refine_ls_restrained_S_all      1.401
_refine_ls_R_factor_all          0.1965
_refine_ls_R_factor_gt           0.1372
_refine_ls_shift/su_max          0.047
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w3D1/[\s^2^(Fo^2^)+(0.3000P)^2^+0.0000P] where 
P3D(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4305
_refine_ls_wR_factor_ref         0.4970
_reflns_number_gt                3945
_reflns_number_total             7116
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            b107970k.txt
_cod_data_source_block           rs82
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7011138