#------------------------------------------------------------------------------
#$Date: 2016-02-16 02:10:39 +0100 (mar 16 de feb de 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/93/7009391.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_7009391
loop_
_publ_author_name
'Clegg, William'
'Horsburgh, Lynne'
'Liddle, Stephen T.'
'Mackenzie, Fiona M.'
'Mulvey, Robert E.'
'Robertson, Alan'
_publ_section_title
;
 The changing structural chemistry of lithium anilide on solvation by
 pyridine, 4-methylpyridine or 4-tert-butylpyridine
;
_journal_issue                   7
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1225
_journal_paper_doi               10.1039/b000576m
_journal_year                    2000
_chemical_formula_sum            'C44.5 H44 Li2 N6'
_chemical_formula_weight         676.74
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 98.287(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   42.3971(6)
_cell_length_b                   9.614(2)
_cell_length_c                   18.024(4)
_cell_measurement_reflns_used    7902
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.41
_cell_measurement_theta_min      2.17
_cell_volume                     7270(2)
_computing_cell_refinement       'local programs'
_computing_data_collection       'Siemens SMART'
_computing_data_reduction        'Siemens SAINT'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_structure_solution    'Siemens SHELXTL'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0597
_diffrn_reflns_av_sigmaI/netI    0.0714
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20565
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7850
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2872
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.1291
_refine_ls_R_factor_gt           0.0790
_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)+(0.0775P)²+17.1150P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2038
_refine_ls_wR_factor_ref         0.2258
_reflns_number_gt                4016
_reflns_number_total             6394
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b000576m.txt
_cod_data_source_block           (2)
_cod_original_cell_volume        7270(3)
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_sum        'C44.50 H44 Li2 N6'
_cod_database_code               7009391
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Li1 Li 0.09797(15) -0.1192(7) -0.3301(4) 0.0402(15) Uani 1 1 d . . .
Li2 Li 0.13615(14) -0.2866(7) -0.2524(3) 0.0343(14) Uani 1 1 d . . .
N1 N 0.07177(8) -0.0777(4) -0.43567(18) 0.0409(8) Uani 1 1 d . . .
C1 C 0.04644(9) -0.1468(4) -0.4707(2) 0.0387(9) Uani 1 1 d . . .
H1 H 0.0405 -0.2312 -0.4490 0.046 Uiso 1 1 calc R . .
C2 C 0.02869(9) -0.1028(4) -0.5358(2) 0.0392(10) Uani 1 1 d . . .
H2 H 0.0109 -0.1566 -0.5574 0.047 Uiso 1 1 calc R . .
C3 C 0.03598(9) 0.0166(4) -0.5705(2) 0.0407(10) Uani 1 1 d . . .
C4 C 0.06262(11) 0.0910(5) -0.5343(2) 0.0528(12) Uani 1 1 d . . .
H4 H 0.0691 0.1754 -0.5550 0.063 Uiso 1 1 calc R . .
C5 C 0.07891(11) 0.0391(5) -0.4687(2) 0.0536(12) Uani 1 1 d . . .
H5 H 0.0967 0.0909 -0.4451 0.064 Uiso 1 1 calc R . .
C6 C 0.01808(11) 0.0673(5) -0.6435(2) 0.0595(13) Uani 1 1 d . . .
H6A H -0.0030 0.0235 -0.6521 0.089 Uiso 1 1 calc R . .
H6B H 0.0299 0.0429 -0.6845 0.089 Uiso 1 1 calc R . .
H6C H 0.0156 0.1685 -0.6416 0.089 Uiso 1 1 calc R . .
N2 N 0.08423(7) 0.0489(3) -0.26542(18) 0.0381(8) Uani 1 1 d . . .
C7 C 0.06622(9) 0.1587(4) -0.2874(2) 0.0437(10) Uani 1 1 d . . .
H7 H 0.0562 0.1625 -0.3380 0.052 Uiso 1 1 calc R . .
C8 C 0.06133(9) 0.2679(4) -0.2402(2) 0.0430(10) Uani 1 1 d . . .
H8 H 0.0480 0.3435 -0.2586 0.052 Uiso 1 1 calc R . .
C9 C 0.07587(8) 0.2670(4) -0.1659(2) 0.0368(9) Uani 1 1 d . . .
C10 C 0.09458(9) 0.1540(4) -0.1438(2) 0.0374(9) Uani 1 1 d . . .
H10 H 0.1051 0.1477 -0.0936 0.045 Uiso 1 1 calc R . .
C11 C 0.09816(9) 0.0494(4) -0.1942(2) 0.0404(10) Uani 1 1 d . . .
H11 H 0.1114 -0.0273 -0.1771 0.049 Uiso 1 1 calc R . .
C12 C 0.07134(10) 0.3841(4) -0.1139(3) 0.0504(11) Uani 1 1 d . . .
H12A H 0.0515 0.3700 -0.0929 0.076 Uiso 1 1 calc R . .
H12B H 0.0702 0.4722 -0.1415 0.076 Uiso 1 1 calc R . .
H12C H 0.0894 0.3868 -0.0732 0.076 Uiso 1 1 calc R . .
N3 N 0.14790(7) -0.2434(3) -0.13620(16) 0.0363(8) Uani 1 1 d . . .
C13 C 0.16366(9) -0.1398(4) -0.0971(2) 0.0389(9) Uani 1 1 d . . .
H13 H 0.1728 -0.0694 -0.1242 0.047 Uiso 1 1 calc R . .
C14 C 0.16732(10) -0.1293(4) -0.0209(2) 0.0437(10) Uani 1 1 d . . .
H14 H 0.1783 -0.0518 0.0032 0.052 Uiso 1 1 calc R . .
C15 C 0.15521(10) -0.2306(4) 0.0214(2) 0.0430(10) Uani 1 1 d . . .
C16 C 0.13905(11) -0.3365(5) -0.0178(2) 0.0485(11) Uani 1 1 d . . .
H16 H 0.1300 -0.4089 0.0082 0.058 Uiso 1 1 calc R . .
C17 C 0.13586(10) -0.3384(4) -0.0952(2) 0.0471(11) Uani 1 1 d . . .
H17 H 0.1242 -0.4129 -0.1207 0.057 Uiso 1 1 calc R . .
C18 C 0.15949(13) -0.2250(5) 0.1059(2) 0.0643(14) Uani 1 1 d . . .
H18A H 0.1472 -0.3002 0.1249 0.096 Uiso 1 1 calc R . .
H18B H 0.1519 -0.1352 0.1220 0.096 Uiso 1 1 calc R . .
H18C H 0.1821 -0.2361 0.1258 0.096 Uiso 1 1 calc R . .
N4 N 0.16125(7) -0.4726(3) -0.25504(17) 0.0378(8) Uani 1 1 d . . .
C19 C 0.19220(9) -0.4731(4) -0.2607(2) 0.0442(10) Uani 1 1 d . . .
H19 H 0.2011 -0.3923 -0.2798 0.053 Uiso 1 1 calc R . .
C20 C 0.21209(9) -0.5851(4) -0.2401(2) 0.0440(10) Uani 1 1 d . . .
H20 H 0.2341 -0.5793 -0.2450 0.053 Uiso 1 1 calc R . .
C21 C 0.20016(9) -0.7046(4) -0.2127(2) 0.0382(9) Uani 1 1 d . . .
C22 C 0.16780(10) -0.7043(4) -0.2072(2) 0.0416(10) Uani 1 1 d . . .
H22 H 0.1582 -0.7842 -0.1889 0.050 Uiso 1 1 calc R . .
C23 C 0.14971(9) -0.5891(5) -0.2280(2) 0.0426(10) Uani 1 1 d . . .
H23 H 0.1277 -0.5919 -0.2231 0.051 Uiso 1 1 calc R . .
C24 C 0.22016(11) -0.8298(5) -0.1925(3) 0.0582(12) Uani 1 1 d . . .
H24A H 0.2147 -0.9019 -0.2306 0.087 Uiso 1 1 calc R . .
H24B H 0.2162 -0.8648 -0.1436 0.087 Uiso 1 1 calc R . .
H24C H 0.2427 -0.8050 -0.1899 0.087 Uiso 1 1 calc R . .
N5 N 0.14655(8) -0.1249(4) -0.31883(17) 0.0366(8) Uani 1 1 d . . .
H5N H 0.1593(9) -0.068(4) -0.291(2) 0.044 Uiso 1 1 d . . .
C25 C 0.16478(8) -0.1612(4) -0.3722(2) 0.0318(9) Uani 1 1 d . . .
C26 C 0.19698(9) -0.1226(4) -0.3711(2) 0.0417(10) Uani 1 1 d . . .
H26 H 0.2070 -0.0673 -0.3308 0.050 Uiso 1 1 calc R . .
C27 C 0.21427(10) -0.1628(5) -0.4267(3) 0.0508(12) Uani 1 1 d . . .
H27 H 0.2359 -0.1347 -0.4239 0.061 Uiso 1 1 calc R . .
C28 C 0.20069(12) -0.2431(5) -0.4863(3) 0.0596(13) Uani 1 1 d . . .
H28 H 0.2126 -0.2696 -0.5248 0.072 Uiso 1 1 calc R . .
C29 C 0.16938(11) -0.2838(5) -0.4885(2) 0.0541(12) Uani 1 1 d . . .
H29 H 0.1598 -0.3403 -0.5288 0.065 Uiso 1 1 calc R . .
C30 C 0.15187(9) -0.2449(4) -0.4342(2) 0.0408(10) Uani 1 1 d . . .
H30 H 0.1303 -0.2746 -0.4380 0.049 Uiso 1 1 calc R . .
N6 N 0.08863(7) -0.2974(3) -0.26861(18) 0.0388(8) Uani 1 1 d . . .
H6N H 0.0781(10) -0.267(4) -0.235(2) 0.047 Uiso 1 1 d . . .
C31 C 0.06831(8) -0.3794(4) -0.3144(2) 0.0326(9) Uani 1 1 d . . .
C32 C 0.08016(9) -0.4608(4) -0.3706(2) 0.0360(9) Uani 1 1 d . . .
H32 H 0.1023 -0.4592 -0.3739 0.043 Uiso 1 1 calc R . .
C33 C 0.06029(12) -0.5413(4) -0.4198(2) 0.0545(12) Uani 1 1 d . . .
H33 H 0.0689 -0.5945 -0.4565 0.065 Uiso 1 1 calc R . .
C34 C 0.02742(13) -0.5459(5) -0.4166(3) 0.0689(16) Uani 1 1 d . . .
H34 H 0.0135 -0.6005 -0.4509 0.083 Uiso 1 1 calc R . .
C35 C 0.01602(11) -0.4679(5) -0.3613(3) 0.0619(14) Uani 1 1 d . . .
H35 H -0.0062 -0.4696 -0.3582 0.074 Uiso 1 1 calc R . .
C36 C 0.03523(9) -0.3900(4) -0.3119(2) 0.0444(10) Uani 1 1 d . . .
H36 H 0.0263 -0.3406 -0.2743 0.053 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'
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
N5 Li1 N1 119.3(3) . . ?
N5 Li1 N6 100.9(3) . . ?
N1 Li1 N6 121.1(3) . . ?
N5 Li1 N2 108.6(3) . . ?
N1 Li1 N2 101.6(3) . . ?
N6 Li1 N2 104.1(3) . . ?
N6 Li2 N5 104.6(3) . . ?
N6 Li2 N4 117.4(3) . . ?
N5 Li2 N4 118.9(3) . . ?
N6 Li2 N3 104.1(3) . . ?
N5 Li2 N3 112.9(3) . . ?
N4 Li2 N3 98.2(3) . . ?
C5 N1 C1 115.3(4) . . ?
C5 N1 Li1 116.3(3) . . ?
C1 N1 Li1 128.0(3) . . ?
N1 C1 C2 123.7(4) . . ?
C3 C2 C1 121.4(4) . . ?
C2 C3 C4 115.7(4) . . ?
C2 C3 C6 123.7(4) . . ?
C4 C3 C6 120.6(4) . . ?
C5 C4 C3 118.8(4) . . ?
N1 C5 C4 125.1(4) . . ?
C7 N2 C11 116.1(3) . . ?
C7 N2 Li1 129.3(3) . . ?
C11 N2 Li1 114.3(3) . . ?
N2 C7 C8 123.3(4) . . ?
C7 C8 C9 120.1(4) . . ?
C10 C9 C8 116.3(4) . . ?
C10 C9 C12 122.4(4) . . ?
C8 C9 C12 121.3(4) . . ?
C9 C10 C11 120.0(4) . . ?
N2 C11 C10 124.1(4) . . ?
C17 N3 C13 115.0(3) . . ?
C17 N3 Li2 111.2(3) . . ?
C13 N3 Li2 133.8(3) . . ?
N3 C13 C14 124.0(4) . . ?
C13 C14 C15 120.4(4) . . ?
C16 C15 C14 116.1(4) . . ?
C16 C15 C18 121.7(4) . . ?
C14 C15 C18 122.2(4) . . ?
C15 C16 C17 120.0(4) . . ?
N3 C17 C16 124.4(4) . . ?
C19 N4 C23 116.1(3) . . ?
C19 N4 Li2 121.1(3) . . ?
C23 N4 Li2 119.6(3) . . ?
N4 C19 C20 123.5(4) . . ?
C21 C20 C19 120.3(4) . . ?
C20 C21 C22 116.3(4) . . ?
C20 C21 C24 122.5(4) . . ?
C22 C21 C24 121.2(4) . . ?
C23 C22 C21 120.1(4) . . ?
N4 C23 C22 123.8(4) . . ?
C25 N5 Li1 127.1(3) . . ?
C25 N5 Li2 114.2(3) . . ?
Li1 N5 Li2 77.2(3) . . ?
N5 C25 C26 124.6(4) . . ?
N5 C25 C30 120.5(3) . . ?
C26 C25 C30 114.9(3) . . ?
C27 C26 C25 122.0(4) . . ?
C28 C27 C26 121.1(4) . . ?
C29 C28 C27 118.3(4) . . ?
C30 C29 C28 121.5(4) . . ?
C29 C30 C25 122.2(4) . . ?
C31 N6 Li2 131.2(3) . . ?
C31 N6 Li1 107.7(3) . . ?
Li2 N6 Li1 76.9(3) . . ?
N6 C31 C36 124.7(4) . . ?
N6 C31 C32 119.5(3) . . ?
C36 C31 C32 115.8(4) . . ?
C33 C32 C31 121.5(4) . . ?
C32 C33 C34 120.8(5) . . ?
C35 C34 C33 117.6(4) . . ?
C36 C35 C34 122.4(5) . . ?
C35 C36 C31 121.9(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 N5 2.041(7) . ?
Li1 N1 2.099(7) . ?
Li1 N6 2.108(8) . ?
Li1 N2 2.123(7) . ?
Li2 N6 1.997(7) . ?
Li2 N5 2.049(7) . ?
Li2 N4 2.085(7) . ?
Li2 N3 2.122(6) . ?
N1 C5 1.325(5) . ?
N1 C1 1.341(5) . ?
C1 C2 1.367(5) . ?
C2 C3 1.364(6) . ?
C3 C4 1.414(6) . ?
C3 C6 1.502(6) . ?
C4 C5 1.375(6) . ?
N2 C7 1.329(5) . ?
N2 C11 1.334(5) . ?
C7 C8 1.386(6) . ?
C8 C9 1.390(6) . ?
C9 C10 1.371(5) . ?
C9 C12 1.495(6) . ?
C10 C11 1.378(5) . ?
N3 C17 1.323(5) . ?
N3 C13 1.341(5) . ?
C13 C14 1.363(5) . ?
C14 C15 1.380(6) . ?
C15 C16 1.365(6) . ?
C15 C18 1.510(6) . ?
C16 C17 1.382(5) . ?
N4 C19 1.331(5) . ?
N4 C23 1.342(5) . ?
C19 C20 1.385(6) . ?
C20 C21 1.376(6) . ?
C21 C22 1.390(5) . ?
C21 C24 1.487(6) . ?
C22 C23 1.368(6) . ?
N5 C25 1.363(5) . ?
C25 C26 1.412(5) . ?
C25 C30 1.421(5) . ?
C26 C27 1.380(6) . ?
C27 C28 1.380(7) . ?
C28 C29 1.379(6) . ?
C29 C30 1.363(5) . ?
N6 C31 1.356(5) . ?
C31 C36 1.413(5) . ?
C31 C32 1.428(5) . ?
C32 C33 1.371(6) . ?
C33 C34 1.404(7) . ?
C34 C35 1.389(8) . ?
C35 C36 1.344(6) . ?
