#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:35:12 +0100 (vie 25 de mar de 2016) $
#$Revision: 179797 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/93/7009392.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_7009392
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            'C78 H102 Li4 N10'
_chemical_formula_weight         1207.46
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.324(3)
_cell_angle_beta                 101.859(3)
_cell_angle_gamma                98.673(4)
_cell_formula_units_Z            1
_cell_length_a                   12.0898(18)
_cell_length_b                   12.1766(18)
_cell_length_c                   13.717(2)
_cell_measurement_reflns_used    5740
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.53
_cell_measurement_theta_min      2.22
_cell_volume                     1849.2(5)
_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 0.966
_diffrn_measured_fraction_theta_max 0.966
_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  0.0436
_diffrn_reflns_av_sigmaI/netI    0.0892
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11139
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.77
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4571
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.78
_exptl_crystal_size_mid          0.72
_exptl_crystal_size_min          0.52
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.890
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     430
_refine_ls_number_reflns         6298
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.890
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.0629
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1502
_refine_ls_wR_factor_ref         0.1719
_reflns_number_gt                3595
_reflns_number_total             6298
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b000576m.txt
_cod_data_source_block           (3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7009392
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.5951(4) 0.5732(4) 0.3114(3) 0.0366(11) Uani 1 1 d . . .
Li2 Li 0.5300(4) 0.4958(4) 0.0920(3) 0.0399(12) Uani 1 1 d . . .
N1 N 0.7304(2) 0.5921(2) 0.43919(17) 0.0390(6) Uani 1 1 d . . .
C1 C 0.7253(3) 0.4988(3) 0.4703(2) 0.0491(8) Uani 1 1 d . . .
H1A H 0.6642 0.4323 0.4310 0.059 Uiso 1 1 calc R . .
C2 C 0.8030(3) 0.4916(3) 0.5563(2) 0.0463(8) Uani 1 1 d . . .
H2A H 0.7934 0.4219 0.5750 0.056 Uiso 1 1 calc R . .
C3 C 0.8941(2) 0.5846(2) 0.61494(19) 0.0297(6) Uani 1 1 d . . .
C4 C 0.9000(3) 0.6815(3) 0.5818(2) 0.0475(8) Uani 1 1 d . . .
H4A H 0.9612 0.7486 0.6184 0.057 Uiso 1 1 calc R . .
C5 C 0.8175(3) 0.6819(3) 0.4958(2) 0.0506(8) Uani 1 1 d . . .
H5A H 0.8238 0.7509 0.4760 0.061 Uiso 1 1 calc R . .
C6 C 0.9793(2) 0.5838(2) 0.7137(2) 0.0351(7) Uani 1 1 d . . .
C7 C 0.9422(3) 0.6538(3) 0.8080(2) 0.0653(10) Uani 1 1 d . . .
H7A H 0.8639 0.6154 0.8056 0.098 Uiso 1 1 calc R . .
H7B H 0.9426 0.7336 0.8057 0.098 Uiso 1 1 calc R . .
H7C H 0.9962 0.6573 0.8733 0.098 Uiso 1 1 calc R . .
C8 C 1.1025(3) 0.6432(3) 0.7210(3) 0.0694(11) Uani 1 1 d . . .
H8A H 1.1268 0.6006 0.6600 0.104 Uiso 1 1 calc R . .
H8B H 1.1549 0.6428 0.7857 0.104 Uiso 1 1 calc R . .
H8C H 1.1049 0.7244 0.7222 0.104 Uiso 1 1 calc R . .
C9 C 0.9790(3) 0.4617(3) 0.7191(3) 0.0619(10) Uani 1 1 d . . .
H9A H 0.9961 0.4139 0.6559 0.093 Uiso 1 1 calc R . .
H9B H 0.9026 0.4261 0.7233 0.093 Uiso 1 1 calc R . .
H9C H 1.0380 0.4659 0.7816 0.093 Uiso 1 1 calc R . .
N2 N 0.47306(18) 0.6492(2) 0.37316(16) 0.0375(6) Uani 1 1 d . . .
C10 C 0.3881(2) 0.6736(3) 0.3087(2) 0.0394(7) Uani 1 1 d . . .
H10A H 0.3731 0.6348 0.2353 0.047 Uiso 1 1 calc R . .
C11 C 0.3210(2) 0.7511(2) 0.3416(2) 0.0374(7) Uani 1 1 d . . .
H11A H 0.2635 0.7656 0.2911 0.045 Uiso 1 1 calc R . .
C12 C 0.3367(2) 0.8081(2) 0.4481(2) 0.0342(7) Uani 1 1 d . . .
C13 C 0.4231(2) 0.7810(2) 0.5153(2) 0.0346(7) Uani 1 1 d . . .
H13A H 0.4378 0.8161 0.5892 0.041 Uiso 1 1 calc R . .
C14 C 0.4876(2) 0.7039(2) 0.4759(2) 0.0361(7) Uani 1 1 d . . .
H14A H 0.5462 0.6883 0.5247 0.043 Uiso 1 1 calc R . .
C15 C 0.2682(2) 0.8971(3) 0.4912(2) 0.0431(7) Uani 1 1 d . . .
C16 C 0.3501(3) 1.0171(3) 0.5428(3) 0.0797(12) Uani 1 1 d . . .
H16A H 0.3837 1.0399 0.4903 0.120 Uiso 1 1 calc R . .
H16B H 0.4122 1.0138 0.5997 0.120 Uiso 1 1 calc R . .
H16C H 0.3071 1.0750 0.5716 0.120 Uiso 1 1 calc R . .
C17 C 0.1715(3) 0.9065(4) 0.4058(3) 0.0793(12) Uani 1 1 d . . .
H17A H 0.2050 0.9370 0.3568 0.119 Uiso 1 1 calc R . .
H17B H 0.1263 0.9600 0.4379 0.119 Uiso 1 1 calc R . .
H17C H 0.1209 0.8288 0.3676 0.119 Uiso 1 1 calc R . .
C18 C 0.2151(3) 0.8618(3) 0.5737(3) 0.0744(11) Uani 1 1 d . . .
H18A H 0.1728 0.9202 0.6026 0.112 Uiso 1 1 calc R . .
H18B H 0.2771 0.8580 0.6304 0.112 Uiso 1 1 calc R . .
H18C H 0.1618 0.7848 0.5405 0.112 Uiso 1 1 calc R . .
N3 N 0.65979(18) 0.6878(2) 0.23773(17) 0.0363(6) Uani 1 1 d . . .
C19 C 0.7678(2) 0.6831(3) 0.2289(2) 0.0437(8) Uani 1 1 d . . .
H19A H 0.8016 0.6247 0.2493 0.052 Uiso 1 1 calc R . .
C20 C 0.8324(2) 0.7576(2) 0.1921(2) 0.0373(7) Uani 1 1 d . . .
H20A H 0.9091 0.7511 0.1894 0.045 Uiso 1 1 calc R . .
C21 C 0.7856(2) 0.8421(2) 0.15882(19) 0.0295(6) Uani 1 1 d . . .
C22 C 0.6740(2) 0.8458(2) 0.1664(2) 0.0356(7) Uani 1 1 d . . .
H22A H 0.6369 0.9010 0.1437 0.043 Uiso 1 1 calc R . .
C23 C 0.6160(2) 0.7700(2) 0.2066(2) 0.0380(7) Uani 1 1 d . . .
H23A H 0.5402 0.7769 0.2126 0.046 Uiso 1 1 calc R . .
C24 C 0.8554(2) 0.9234(2) 0.1151(2) 0.0348(7) Uani 1 1 d . . .
C25 C 0.9719(2) 0.9850(3) 0.1952(2) 0.0446(8) Uani 1 1 d . . .
H25A H 0.9587 1.0316 0.2610 0.067 Uiso 1 1 calc R . .
H25B H 1.0171 1.0367 0.1672 0.067 Uiso 1 1 calc R . .
H25C H 1.0146 0.9262 0.2087 0.067 Uiso 1 1 calc R . .
C26 C 0.7910(3) 1.0153(3) 0.0910(3) 0.0548(9) Uani 1 1 d . . .
H26A H 0.7720 1.0597 0.1545 0.082 Uiso 1 1 calc R . .
H26B H 0.7195 0.9762 0.0351 0.082 Uiso 1 1 calc R . .
H26C H 0.8403 1.0689 0.0678 0.082 Uiso 1 1 calc R . .
C27 C 0.8756(3) 0.8469(3) 0.0129(2) 0.0502(8) Uani 1 1 d . . .
H27A H 0.9171 0.7879 0.0280 0.075 Uiso 1 1 calc R . .
H27B H 0.9217 0.8965 -0.0162 0.075 Uiso 1 1 calc R . .
H27C H 0.8007 0.8075 -0.0383 0.075 Uiso 1 1 calc R . .
N4 N 0.56860(19) 0.4182(2) 0.20243(17) 0.0345(6) Uani 1 1 d . . .
H4N H 0.628(2) 0.395(2) 0.183(2) 0.041 Uiso 1 1 d . . .
C28 C 0.5057(2) 0.3166(2) 0.20735(18) 0.0305(6) Uani 1 1 d . . .
C29 C 0.5353(2) 0.2078(2) 0.1811(2) 0.0393(7) Uani 1 1 d . . .
H29A H 0.6039 0.2019 0.1583 0.047 Uiso 1 1 calc R . .
C30 C 0.4690(3) 0.1081(3) 0.1870(2) 0.0439(7) Uani 1 1 d . . .
H30A H 0.4918 0.0353 0.1673 0.053 Uiso 1 1 calc R . .
C31 C 0.3692(3) 0.1141(3) 0.2217(2) 0.0439(8) Uani 1 1 d . . .
H31A H 0.3232 0.0462 0.2263 0.053 Uiso 1 1 calc R . .
C32 C 0.3386(2) 0.2197(3) 0.2491(2) 0.0429(7) Uani 1 1 d . . .
H32A H 0.2711 0.2247 0.2738 0.051 Uiso 1 1 calc R . .
C33 C 0.4030(2) 0.3196(3) 0.2419(2) 0.0368(7) Uani 1 1 d . . .
H33A H 0.3782 0.3913 0.2603 0.044 Uiso 1 1 calc R . .
N5 N 0.3730(2) 0.5012(2) 0.01274(18) 0.0372(6) Uani 1 1 d . . .
H5N H 0.336(2) 0.432(2) 0.010(2) 0.045 Uiso 1 1 d . . .
C34 C 0.3058(2) 0.5816(2) 0.02751(18) 0.0294(6) Uani 1 1 d . . .
C35 C 0.1933(2) 0.5592(3) 0.04389(19) 0.0365(7) Uani 1 1 d . . .
H35A H 0.1594 0.4821 0.0405 0.044 Uiso 1 1 calc R . .
C36 C 0.1324(2) 0.6458(3) 0.0645(2) 0.0451(8) Uani 1 1 d . . .
H36A H 0.0575 0.6271 0.0752 0.054 Uiso 1 1 calc R . .
C37 C 0.1770(3) 0.7592(3) 0.0702(2) 0.0439(8) Uani 1 1 d . . .
H37A H 0.1352 0.8191 0.0862 0.053 Uiso 1 1 calc R . .
C38 C 0.2859(2) 0.7827(3) 0.0517(2) 0.0406(7) Uani 1 1 d . . .
H38A H 0.3184 0.8597 0.0540 0.049 Uiso 1 1 calc R . .
C39 C 0.3467(2) 0.6965(2) 0.03009(19) 0.0315(6) Uani 1 1 d . . .
H39A H 0.4199 0.7155 0.0163 0.038 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
N4 Li1 N2 127.3(2) . . ?
N4 Li1 N1 110.8(2) . . ?
N2 Li1 N1 105.8(2) . . ?
N4 Li1 N3 101.9(2) . . ?
N2 Li1 N3 103.8(2) . . ?
N1 Li1 N3 104.8(2) . . ?
N5 Li2 N4 128.1(3) . . ?
N5 Li2 N5 103.1(2) . 2_665 ?
N4 Li2 N5 121.2(2) . 2_665 ?
N5 Li2 N3 118.8(2) . . ?
N4 Li2 N3 84.93(17) . . ?
N5 Li2 N3 95.0(2) 2_665 . ?
C1 N1 C5 115.5(2) . . ?
C1 N1 Li1 113.3(2) . . ?
C5 N1 Li1 131.1(2) . . ?
N1 C1 C2 124.3(3) . . ?
C3 C2 C1 120.3(3) . . ?
C4 C3 C2 115.4(2) . . ?
C4 C3 C6 121.9(2) . . ?
C2 C3 C6 122.6(2) . . ?
C3 C4 C5 120.5(3) . . ?
N1 C5 C4 124.0(3) . . ?
C9 C6 C8 108.7(2) . . ?
C9 C6 C3 112.8(2) . . ?
C8 C6 C3 111.2(2) . . ?
C9 C6 C7 108.7(2) . . ?
C8 C6 C7 108.5(3) . . ?
C3 C6 C7 106.9(2) . . ?
C10 N2 C14 114.9(2) . . ?
C10 N2 Li1 118.7(2) . . ?
C14 N2 Li1 124.1(2) . . ?
N2 C10 C11 124.4(2) . . ?
C10 C11 C12 120.5(2) . . ?
C11 C12 C13 115.2(2) . . ?
C11 C12 C15 123.9(2) . . ?
C13 C12 C15 120.9(2) . . ?
C14 C13 C12 120.7(2) . . ?
N2 C14 C13 124.2(2) . . ?
C17 C15 C16 107.9(3) . . ?
C17 C15 C12 112.5(3) . . ?
C16 C15 C12 108.7(2) . . ?
C17 C15 C18 108.8(3) . . ?
C16 C15 C18 109.3(3) . . ?
C12 C15 C18 109.6(2) . . ?
C23 N3 C19 115.5(2) . . ?
C23 N3 Li1 130.8(2) . . ?
C19 N3 Li1 113.4(2) . . ?
C23 N3 Li2 101.22(19) . . ?
C19 N3 Li2 103.8(2) . . ?
Li1 N3 Li2 71.46(17) . . ?
N3 C19 C20 124.0(2) . . ?
C19 C20 C21 120.1(2) . . ?
C22 C21 C20 115.9(2) . . ?
C22 C21 C24 123.5(2) . . ?
C20 C21 C24 120.6(2) . . ?
C23 C22 C21 120.6(2) . . ?
N3 C23 C22 123.9(2) . . ?
C26 C24 C25 109.4(2) . . ?
C26 C24 C21 111.7(2) . . ?
C25 C24 C21 109.2(2) . . ?
C26 C24 C27 109.2(2) . . ?
C25 C24 C27 109.7(2) . . ?
C21 C24 C27 107.6(2) . . ?
C28 N4 Li1 123.0(2) . . ?
C28 N4 Li2 127.0(2) . . ?
Li1 N4 Li2 88.5(2) . . ?
N4 C28 C29 124.8(2) . . ?
N4 C28 C33 119.4(2) . . ?
C29 C28 C33 115.8(2) . . ?
C30 C29 C28 122.7(3) . . ?
C29 C30 C31 120.1(3) . . ?
C32 C31 C30 118.6(3) . . ?
C31 C32 C33 121.9(3) . . ?
C32 C33 C28 121.0(3) . . ?
C34 N5 Li2 133.2(2) . . ?
C34 N5 Li2 117.3(2) . 2_665 ?
Li2 N5 Li2 76.9(2) . 2_665 ?
N5 C34 C39 120.5(2) . . ?
N5 C34 C35 124.6(2) . . ?
C39 C34 C35 114.9(2) . . ?
C36 C35 C34 121.9(3) . . ?
C35 C36 C37 121.7(3) . . ?
C36 C37 C38 117.5(3) . . ?
C39 C38 C37 121.1(3) . . ?
C38 C39 C34 122.8(2) . . ?
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 N4 1.983(5) . ?
Li1 N2 2.058(5) . ?
Li1 N1 2.069(5) . ?
Li1 N3 2.091(5) . ?
Li2 N5 2.005(5) . ?
Li2 N4 2.013(4) . ?
Li2 N5 2.036(5) 2_665 ?
Li2 N3 2.627(5) . ?
N1 C1 1.317(3) . ?
N1 C5 1.322(4) . ?
C1 C2 1.382(4) . ?
C2 C3 1.375(4) . ?
C3 C4 1.375(4) . ?
C3 C6 1.528(3) . ?
C4 C5 1.381(4) . ?
C6 C9 1.509(4) . ?
C6 C8 1.524(4) . ?
C6 C7 1.529(4) . ?
N2 C10 1.339(3) . ?
N2 C14 1.340(3) . ?
C10 C11 1.376(4) . ?
C11 C12 1.388(4) . ?
C12 C13 1.390(3) . ?
C12 C15 1.523(4) . ?
C13 C14 1.374(4) . ?
C15 C17 1.518(4) . ?
C15 C16 1.521(4) . ?
C15 C18 1.537(4) . ?
N3 C23 1.331(3) . ?
N3 C19 1.344(3) . ?
C19 C20 1.376(4) . ?
C20 C21 1.386(3) . ?
C21 C22 1.380(4) . ?
C21 C24 1.530(3) . ?
C22 C23 1.378(4) . ?
C24 C26 1.527(4) . ?
C24 C25 1.528(4) . ?
C24 C27 1.539(4) . ?
N4 C28 1.378(3) . ?
C28 C29 1.394(4) . ?
C28 C33 1.418(4) . ?
C29 C30 1.382(4) . ?
C30 C31 1.391(4) . ?
C31 C32 1.363(4) . ?
C32 C33 1.382(4) . ?
N5 C34 1.363(3) . ?
N5 Li2 2.036(5) 2_665 ?
C34 C39 1.400(4) . ?
C34 C35 1.422(4) . ?
C35 C36 1.374(4) . ?
C36 C37 1.379(4) . ?
C37 C38 1.394(4) . ?
C38 C39 1.370(4) . ?
