#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/04/7010492.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_7010492
loop_
_publ_author_name
'Bezombes, Jean Philippe'
'Hitchcock, Peter B.'
'Lappert, Michael F.'
'Merle, Philippe G.'
_publ_section_title
;
 Synthesis and structures of lithium N-trimethylsilyl- and
 -neopentyl-anilides and their Et2O and tmen adducts; crystal
 structures of [(Li{μ-N(Ph)R}-trans)2(μ-tmen)]∞
 (R = SiMe3 1 or CH2But 2) and
 [Li{μ-N(Ph)CH2But}(OEt2)]2 †
;
_journal_issue                   6
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              816
_journal_paper_doi               10.1039/b009724l
_journal_year                    2001
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C14 H24 Li N2'
_chemical_formula_sum            'C14 H24 Li N2'
_chemical_formula_weight         227.29
_chemical_name_common            '[Li(tmeda)(N(Ph)CH2tBu)]'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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_conform_dict_location
ftp://ftp.iucr.org/cifdics/cif_core_2.1beta5.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1beta5
_audit_creation_date             1999-11-02T16:32:05-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 106.504(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.0808(6)
_cell_length_b                   19.835(2)
_cell_length_c                   9.4817(6)
_cell_measurement_reflns_used    19400
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.028
_cell_measurement_theta_min      4.246
_cell_measurement_wavelength     0.71073
_cell_volume                     1457.1(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6759
_diffrn_reflns_theta_full        25.1
_diffrn_reflns_theta_max         25.1
_diffrn_reflns_theta_min         5.36
_exptl_absorpt_coefficient_mu    0.06
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.036
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0697
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0861P)²+0.6372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1819
_refine_ls_wR_factor_ref         0.1945
_reflns_number_gt                2005
_reflns_number_total             2536
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b009724l.txt
_cod_data_source_block           nov499
_cod_original_cell_volume        1457.2(2)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7010492
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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
N1 N 0.0370(2) 0.57776(10) 0.4658(2) 0.0493(5) Uani 1 1 d . . .
N2 N -0.3214(2) 0.54994(10) 0.6323(2) 0.0504(5) Uani 1 1 d . . .
C1 C 0.1281(3) 0.61556(12) 0.5858(3) 0.0476(6) Uani 1 1 d . . .
C2 C 0.1569(3) 0.58667(14) 0.7264(3) 0.0568(6) Uani 1 1 d . . .
H2 H 0.1121 0.543 0.7339 0.068 Uiso 1 1 calc R . .
C3 C 0.2480(4) 0.61932(16) 0.8544(3) 0.0694(8) Uani 1 1 d . . .
H3 H 0.2625 0.5982 0.947 0.083 Uiso 1 1 calc R . .
C4 C 0.3172(4) 0.68200(16) 0.8478(3) 0.0683(8) Uani 1 1 d . . .
H4 H 0.3813 0.7043 0.9349 0.082 Uiso 1 1 calc R . .
C5 C 0.2913(3) 0.71201(14) 0.7108(3) 0.0669(8) Uani 1 1 d . . .
H5 H 0.3382 0.7555 0.7047 0.08 Uiso 1 1 calc R . .
C6 C 0.1990(3) 0.68016(13) 0.5834(3) 0.0563(6) Uani 1 1 d . . .
H6 H 0.1829 0.7024 0.4918 0.068 Uiso 1 1 calc R . .
C7 C 0.0202(3) 0.60514(13) 0.3183(3) 0.0543(6) Uani 1 1 d . . .
H7B H 0.0338 0.5672 0.2546 0.065 Uiso 1 1 calc R . .
H7A H 0.1184 0.6362 0.3261 0.065 Uiso 1 1 calc R . .
C8 C -0.1467(3) 0.64313(12) 0.2379(3) 0.0569(7) Uani 1 1 d . . .
C9 C -0.1668(4) 0.70766(13) 0.3200(3) 0.0715(8) Uani 1 1 d . . .
H9A H -0.0663 0.7368 0.3293 0.107 Uiso 1 1 calc R . .
H9B H -0.1753 0.6961 0.4182 0.107 Uiso 1 1 calc R . .
H9C H -0.2716 0.7314 0.2652 0.107 Uiso 1 1 calc R . .
C10 C -0.3034(4) 0.59857(14) 0.2242(3) 0.0697(8) Uani 1 1 d . . .
H10A H -0.2917 0.5571 0.1717 0.105 Uiso 1 1 calc R . .
H10B H -0.4078 0.6226 0.1696 0.105 Uiso 1 1 calc R . .
H10C H -0.3117 0.5872 0.3226 0.105 Uiso 1 1 calc R . .
C11 C -0.1359(5) 0.66152(18) 0.0844(3) 0.0867(10) Uani 1 1 d . . .
H11A H -0.0352 0.6904 0.0929 0.13 Uiso 1 1 calc R . .
H11B H -0.2408 0.6856 0.0311 0.13 Uiso 1 1 calc R . .
H11C H -0.1247 0.6203 0.0309 0.13 Uiso 1 1 calc R . .
C12 C -0.3058(3) 0.62300(13) 0.6598(3) 0.0630(7) Uani 1 1 d . . .
H12A H -0.1913 0.6332 0.7259 0.094 Uiso 1 1 calc R . .
H12B H -0.3945 0.6376 0.7054 0.094 Uiso 1 1 calc R . .
H12C H -0.3214 0.6469 0.5664 0.094 Uiso 1 1 calc R . .
C13 C -0.2986(4) 0.51613(15) 0.7749(3) 0.0650(7) Uani 1 1 d . . .
H13A H -0.3081 0.4672 0.76 0.097 Uiso 1 1 calc R . .
H13B H -0.3881 0.5315 0.8188 0.097 Uiso 1 1 calc R . .
H13C H -0.1845 0.5271 0.8408 0.097 Uiso 1 1 calc R . .
C14 C -0.4953(3) 0.53516(12) 0.5332(3) 0.0541(6) Uani 1 1 d . . .
H14A H -0.5246 0.569 0.4531 0.065 Uiso 1 1 calc R . .
H14B H -0.5814 0.5389 0.589 0.065 Uiso 1 1 calc R . .
Li Li -0.1299(5) 0.52001(19) 0.5316(4) 0.0474(9) Uani 1 1 d . . .
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 0 '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'
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
C1 N1 C7 117.71(19) . . ?
C1 N1 Li 107.56(17) . . ?
C7 N1 Li 128.32(18) . . ?
C1 N1 Li 112.93(18) . 3_566 ?
C7 N1 Li 106.93(17) . 3_566 ?
Li N1 Li 74.62(17) . 3_566 ?
C12 N2 C13 107.7(2) . . ?
C12 N2 C14 108.96(19) . . ?
C13 N2 C14 109.92(19) . . ?
C12 N2 Li 108.60(18) . . ?
C13 N2 Li 111.66(18) . . ?
C14 N2 Li 109.95(16) . . ?
N1 C1 C6 127.1(2) . . ?
N1 C1 C2 117.6(2) . . ?
C6 C1 C2 115.3(2) . . ?
N1 C1 Li 43.77(13) . . ?
C6 C1 Li 156.02(18) . . ?
C2 C1 Li 79.02(16) . . ?
C3 C2 C1 122.8(3) . . ?
C4 C3 C2 120.3(3) . . ?
C3 C4 C5 118.4(3) . . ?
C6 C5 C4 121.5(3) . . ?
C5 C6 C1 121.6(3) . . ?
N1 C7 C8 118.8(2) . . ?
C10 C8 C11 109.2(2) . . ?
C10 C8 C9 108.9(2) . . ?
C11 C8 C9 109.2(2) . . ?
C10 C8 C7 110.4(2) . . ?
C11 C8 C7 108.0(2) . . ?
C9 C8 C7 111.2(2) . . ?
N2 C14 C14 111.7(2) . 3_466 ?
N1 Li N1 105.38(17) . 3_566 ?
N1 Li N2 128.5(2) . . ?
N1 Li N2 124.29(19) 3_566 . ?
N1 Li Li 54.12(15) . 3_566 ?
N1 Li Li 51.26(14) 3_566 3_566 ?
N2 Li Li 167.8(3) . 3_566 ?
N1 Li C1 28.66(9) . . ?
N1 Li C1 112.87(16) 3_566 . ?
N2 Li C1 109.48(16) . . ?
Li Li C1 67.46(17) 3_566 . ?
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
N1 C1 1.386(3) . ?
N1 C7 1.471(3) . ?
N1 Li 1.999(4) . ?
N1 Li 2.077(4) 3_566 ?
N2 C12 1.472(3) . ?
N2 C13 1.473(3) . ?
N2 C14 1.481(3) . ?
N2 Li 2.121(4) . ?
C1 C6 1.406(3) . ?
C1 C2 1.408(3) . ?
C1 Li 2.755(4) . ?
C2 C3 1.388(4) . ?
C3 C4 1.372(4) . ?
C4 C5 1.390(4) . ?
C5 C6 1.379(4) . ?
C7 C8 1.544(3) . ?
C8 C10 1.519(4) . ?
C8 C11 1.527(4) . ?
C8 C9 1.531(4) . ?
C14 C14 1.523(4) 3_466 ?
Li N1 2.077(4) 3_566 ?
Li Li 2.472(7) 3_566 ?
