#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:11:39 +0100 (vie 25 de mar de 2016) $
#$Revision: 179743 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/39/7003976.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7003976
loop_
_publ_author_name
'Dureen, Meghan A.'
'Stephan, Douglas W.'
_publ_section_title
;
 Biphenylamide ligand complexes of Li and Al: hemilabile arene donors?
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              4723
_journal_page_last               4731
_journal_paper_doi               10.1039/b801772g
_journal_year                    2008
_chemical_formula_sum            'C24 H34 Li N O2'
_chemical_formula_weight         375.46
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 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                 107.574(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.1057(19)
_cell_length_b                   12.335(3)
_cell_length_c                   10.325(2)
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.0
_cell_volume                     1105.6(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8897
_diffrn_reflns_theta_full        23.27
_diffrn_reflns_theta_max         23.27
_diffrn_reflns_theta_min         2.62
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.714207
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3160
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0879P)²+0.2551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1393
_reflns_number_gt                2801
_reflns_number_total             3160
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b801772g.txt
_cod_data_source_block           (2-C6H4-Ph)tBuNLi(THF)2
_cod_original_cell_volume        1105.5(4)
_cod_original_sg_symbol_H-M      Pn
_cod_database_code               7003976
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li -0.0844(6) 0.7586(4) -0.0836(5) 0.0472(12) Uani 1 1 d . . .
N1 N 0.0077(3) 0.7189(2) 0.1069(2) 0.0449(6) Uani 1 1 d . . .
O1 O -0.2384(3) 0.87472(19) -0.1468(2) 0.0605(6) Uani 1 1 d . . .
O2 O -0.1232(3) 0.64915(17) -0.2252(2) 0.0583(6) Uani 1 1 d . . .
C1 C 0.1535(3) 0.7414(2) 0.1853(3) 0.0393(7) Uani 1 1 d . . .
C2 C 0.2604(3) 0.7853(2) 0.1215(3) 0.0396(7) Uani 1 1 d . . .
C3 C 0.4104(3) 0.8110(3) 0.1963(3) 0.0468(7) Uani 1 1 d . . .
H3A H 0.4779 0.8388 0.1499 0.056 Uiso 1 1 calc R . .
C4 C 0.4659(4) 0.7979(3) 0.3361(3) 0.0531(8) Uani 1 1 d . . .
H4A H 0.5683 0.8174 0.3859 0.064 Uiso 1 1 calc R . .
C5 C 0.3666(4) 0.7555(3) 0.3992(3) 0.0510(8) Uani 1 1 d . . .
H5A H 0.4019 0.7444 0.4947 0.061 Uiso 1 1 calc R . .
C6 C 0.2163(3) 0.7281(3) 0.3286(3) 0.0458(8) Uani 1 1 d . . .
H6A H 0.1523 0.6993 0.3778 0.055 Uiso 1 1 calc R . .
C7 C 0.2191(3) 0.7989(2) -0.0299(3) 0.0394(7) Uani 1 1 d . . .
C8 C 0.1313(4) 0.8854(3) -0.0972(3) 0.0485(8) Uani 1 1 d . . .
H8A H 0.0911 0.9361 -0.0475 0.058 Uiso 1 1 calc R . .
C9 C 0.1014(4) 0.8991(3) -0.2369(3) 0.0561(8) Uani 1 1 d . . .
H9A H 0.0392 0.9579 -0.2817 0.067 Uiso 1 1 calc R . .
C10 C 0.1608(4) 0.8287(3) -0.3091(3) 0.0569(9) Uani 1 1 d . . .
H10A H 0.1419 0.8389 -0.4040 0.068 Uiso 1 1 calc R . .
C11 C 0.2487(4) 0.7423(3) -0.2445(3) 0.0562(9) Uani 1 1 d . . .
H11A H 0.2891 0.6924 -0.2949 0.067 Uiso 1 1 calc R . .
C12 C 0.2779(4) 0.7283(2) -0.1064(3) 0.0497(8) Uani 1 1 d . . .
H12A H 0.3397 0.6690 -0.0627 0.060 Uiso 1 1 calc R . .
C13 C -0.1031(4) 0.6668(3) 0.1654(3) 0.0531(8) Uani 1 1 d . . .
C14 C -0.0513(5) 0.5538(3) 0.2217(4) 0.0758(12) Uani 1 1 d . . .
H14A H -0.0246 0.5106 0.1523 0.114 Uiso 1 1 calc R . .
H14B H -0.1350 0.5181 0.2467 0.114 Uiso 1 1 calc R . .
H14C H 0.0391 0.5601 0.3021 0.114 Uiso 1 1 calc R . .
C15 C -0.1460(4) 0.7359(3) 0.2726(4) 0.0616(9) Uani 1 1 d . . .
H15A H -0.0548 0.7462 0.3514 0.092 Uiso 1 1 calc R . .
H15B H -0.2264 0.6990 0.3012 0.092 Uiso 1 1 calc R . .
H15C H -0.1842 0.8067 0.2335 0.092 Uiso 1 1 calc R . .
C16 C -0.2541(5) 0.6541(4) 0.0489(4) 0.0830(13) Uani 1 1 d . . .
H16A H -0.2352 0.6107 -0.0239 0.124 Uiso 1 1 calc R . .
H16B H -0.2925 0.7258 0.0137 0.124 Uiso 1 1 calc R . .
H16C H -0.3309 0.6176 0.0828 0.124 Uiso 1 1 calc R . .
C17 C -0.3276(9) 0.9021(6) -0.2795(5) 0.150(3) Uani 1 1 d . . .
H17A H -0.3653 0.8351 -0.3318 0.180 Uiso 1 1 calc R . .
H17B H -0.2632 0.9420 -0.3254 0.180 Uiso 1 1 calc R . .
C18 C -0.4574(4) 0.9686(3) -0.2763(3) 0.0603(9) Uani 1 1 d . . .
H18A H -0.5557 0.9345 -0.3289 0.072 Uiso 1 1 calc R . .
H18B H -0.4505 1.0414 -0.3145 0.072 Uiso 1 1 calc R . .
C19 C -0.4463(4) 0.9762(3) -0.1283(3) 0.0621(9) Uani 1 1 d . . .
H19A H -0.4739 1.0495 -0.1043 0.074 Uiso 1 1 calc R . .
H19B H -0.5130 0.9219 -0.1031 0.074 Uiso 1 1 calc R . .
C20 C -0.2809(6) 0.9524(4) -0.0630(4) 0.0910(15) Uani 1 1 d . . .
H20A H -0.2186 1.0192 -0.0563 0.109 Uiso 1 1 calc R . .
H20B H -0.2643 0.9230 0.0295 0.109 Uiso 1 1 calc R . .
C21 C -0.1976(6) 0.6483(4) -0.3669(4) 0.0835(14) Uani 1 1 d . . .
H21A H -0.1594 0.7081 -0.4121 0.100 Uiso 1 1 calc R . .
H21B H -0.3105 0.6558 -0.3866 0.100 Uiso 1 1 calc R . .
C22 C -0.1576(12) 0.5404(5) -0.4136(6) 0.159(3) Uani 1 1 d . . .
H22A H -0.2502 0.4936 -0.4417 0.191 Uiso 1 1 calc R . .
H22B H -0.1182 0.5499 -0.4924 0.191 Uiso 1 1 calc R . .
C23 C -0.0441(8) 0.4924(4) -0.3051(6) 0.113(2) Uani 1 1 d . . .
H23A H -0.0627 0.4135 -0.3013 0.136 Uiso 1 1 calc R . .
H23B H 0.0596 0.5037 -0.3150 0.136 Uiso 1 1 calc R . .
C24 C -0.0563(6) 0.5439(3) -0.1880(5) 0.0880(14) Uani 1 1 d . . .
H24A H 0.0469 0.5512 -0.1207 0.106 Uiso 1 1 calc R . .
H24B H -0.1219 0.5004 -0.1467 0.106 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Li1 N1 120.6(3) . . ?
O2 Li1 O1 107.8(2) . . ?
N1 Li1 O1 124.1(3) . . ?
O2 Li1 C8 110.7(3) . . ?
N1 Li1 C8 96.1(2) . . ?
O1 Li1 C8 91.1(2) . . ?
O2 Li1 C16 92.7(2) . . ?
N1 Li1 C16 60.29(18) . . ?
O1 Li1 C16 93.2(2) . . ?
C8 Li1 C16 153.6(2) . . ?
O2 Li1 C7 103.0(2) . . ?
N1 Li1 C7 74.78(18) . . ?
O1 Li1 C7 121.1(2) . . ?
C8 Li1 C7 30.54(11) . . ?
C16 Li1 C7 134.1(2) . . ?
C1 N1 C13 120.8(2) . . ?
C1 N1 Li1 126.5(3) . . ?
C13 N1 Li1 112.6(2) . . ?
C17 O1 C20 104.3(3) . . ?
C17 O1 Li1 129.8(3) . . ?
C20 O1 Li1 125.8(3) . . ?
C21 O2 C24 107.6(3) . . ?
C21 O2 Li1 134.9(3) . . ?
C24 O2 Li1 117.4(3) . . ?
N1 C1 C6 127.5(3) . . ?
N1 C1 C2 118.6(2) . . ?
C6 C1 C2 113.9(2) . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 C7 116.7(3) . . ?
C1 C2 C7 121.9(2) . . ?
C4 C3 C2 122.7(3) . . ?
C5 C4 C3 117.0(3) . . ?
C4 C5 C6 122.2(3) . . ?
C5 C6 C1 122.8(3) . . ?
C12 C7 C8 117.4(3) . . ?
C12 C7 C2 120.3(3) . . ?
C8 C7 C2 122.2(3) . . ?
C12 C7 Li1 108.4(2) . . ?
C8 C7 Li1 68.8(2) . . ?
C2 C7 Li1 96.45(19) . . ?
C7 C8 C9 121.0(3) . . ?
C7 C8 Li1 80.6(2) . . ?
C9 C8 Li1 102.6(2) . . ?
C10 C9 C8 120.2(3) . . ?
C9 C10 C11 119.8(3) . . ?
C10 C11 C12 120.0(3) . . ?
C11 C12 C7 121.5(3) . . ?
N1 C13 C14 112.5(3) . . ?
N1 C13 C16 106.6(3) . . ?
C14 C13 C16 107.8(3) . . ?
N1 C13 C15 114.1(3) . . ?
C14 C13 C15 110.4(3) . . ?
C16 C13 C15 105.0(3) . . ?
C13 C16 Li1 80.4(2) . . ?
O1 C17 C18 110.5(4) . . ?
C17 C18 C19 104.7(3) . . ?
C20 C19 C18 101.4(3) . . ?
O1 C20 C19 106.4(3) . . ?
O2 C21 C22 104.7(3) . . ?
C23 C22 C21 108.0(4) . . ?
C24 C23 C22 105.4(5) . . ?
C23 C24 O2 108.5(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 O2 1.943(5) . ?
Li1 N1 1.952(5) . ?
Li1 O1 1.973(5) . ?
Li1 C8 2.548(6) . ?
Li1 C16 2.683(7) . ?
Li1 C7 2.695(6) . ?
N1 C1 1.359(4) . ?
N1 C13 1.472(4) . ?
O1 C17 1.407(5) . ?
O1 C20 1.420(5) . ?
O2 C21 1.414(4) . ?
O2 C24 1.436(4) . ?
C1 C6 1.425(4) . ?
C1 C2 1.436(4) . ?
C2 C3 1.388(4) . ?
C2 C7 1.502(4) . ?
C3 C4 1.387(4) . ?
C4 C5 1.368(5) . ?
C5 C6 1.384(5) . ?
C7 C12 1.386(4) . ?
C7 C8 1.388(4) . ?
C8 C9 1.395(4) . ?
C9 C10 1.360(5) . ?
C10 C11 1.377(5) . ?
C11 C12 1.380(5) . ?
C13 C14 1.529(5) . ?
C13 C16 1.537(5) . ?
C13 C15 1.539(5) . ?
C17 C18 1.448(6) . ?
C18 C19 1.504(5) . ?
C19 C20 1.482(6) . ?
C21 C22 1.498(7) . ?
C22 C23 1.406(9) . ?
C23 C24 1.399(7) . ?
