#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/42/1514249.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_1514249
loop_
_publ_author_name
'McOwen, Dennis W.'
'Delp, Samuel A.'
'Paillard, Elie'
'Herriot, Cristelle'
'Han, Sang-Don'
'Boyle, Paul D.'
'Sommer, Roger D.'
'Henderson, Wesley A.'
_publ_section_title
;
 Anion Coordination Interactions in Solvates with the Lithium Salts LiDCTA
 and LiTDI
;
_journal_issue                   15
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              7781
_journal_paper_doi               10.1021/jp412601x
_journal_volume                  118
_journal_year                    2014
_chemical_formula_sum            'C20 H12 F6 Li2 N12'
_chemical_formula_weight         548.30
_chemical_name_systematic
; 
(AN)2-LiTDI 
;
_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                100.382(15)
_cell_angle_beta                 101.817(15)
_cell_angle_gamma                113.835(12)
_cell_formula_units_Z            1
_cell_length_a                   8.521(3)
_cell_length_b                   8.659(3)
_cell_length_c                   10.512(3)
_cell_measurement_reflns_used    9973
_cell_measurement_temperature    110
_cell_measurement_theta_max      32.99
_cell_measurement_theta_min      2.69
_cell_volume                     663.8(4)
_computing_cell_refinement       SAINT
_computing_data_collection       Apex2
_computing_data_reduction        SAINT
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_computing_structure_refinement  XL
_computing_structure_solution    XS
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_device_type  'Bruker-Nonius Kappa Axis X8 Apex2'
_diffrn_measurement_method       'omega and phi scans'
_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  0.0368
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            37256
_diffrn_reflns_theta_full        34.34
_diffrn_reflns_theta_max         39.43
_diffrn_reflns_theta_min         2.69
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.9781
_exptl_absorpt_correction_T_min  0.9551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         6825
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0833
_refine_ls_R_factor_gt           0.0522
_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)+(0.0793P)²+0.0576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1543
_reflns_number_gt                4653
_reflns_number_total             6825
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp412601x_si_002.cif
_cod_data_source_block           (AN)2-LiTDI
_cod_depositor_comments
;Adding full bibliography for
 ./tmp-cod-update-bibliographies-10461/cifs/1514249.cif.
;
_cod_database_code               1514249
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
Li1 Li 0.7631(2) 0.5415(2) 0.24081(17) 0.0239(3) Uani 1 1 d .
N1 N 0.57151(10) 0.27880(9) 0.17098(7) 0.01968(14) Uani 1 1 d .
N2 N 0.31529(11) 0.33625(10) -0.10888(8) 0.02512(16) Uani 1 1 d .
N3 N 0.00364(13) -0.20456(11) -0.09299(10) 0.0340(2) Uani 1 1 d .
N4 N 0.41678(10) -0.00770(10) 0.17211(8) 0.02209(15) Uani 1 1 d .
C1 C 0.41438(11) 0.19410(10) 0.06549(8) 0.01821(14) Uani 1 1 d .
C2 C 0.32093(11) 0.02075(11) 0.06684(9) 0.01974(15) Uani 1 1 d .
C3 C 0.56233(11) 0.14991(11) 0.22856(9) 0.02037(15) Uani 1 1 d .
C4 C 0.36087(11) 0.27459(11) -0.03022(9) 0.02042(15) Uani 1 1 d .
C5 C 0.14623(12) -0.10788(11) -0.02160(10) 0.02414(17) Uani 1 1 d .
C6 C 0.70365(13) 0.17974(13) 0.35362(10) 0.02688(19) Uani 1 1 d .
F1 F 0.84020(10) 0.33997(9) 0.39482(8) 0.0480(2) Uani 1 1 d .
F2 F 0.77105(12) 0.06557(11) 0.33637(9) 0.0546(2) Uani 1 1 d .
F3 F 0.63691(11) 0.15602(15) 0.45675(7) 0.0613(3) Uani 1 1 d .
N5 N 1.01634(12) 0.59935(12) 0.24088(10) 0.03070(18) Uani 1 1 d .
C7 C 1.15063(13) 0.60278(12) 0.23920(11) 0.02855(19) Uani 1 1 d .
C8 C 1.32157(15) 0.60548(15) 0.23754(17) 0.0454(3) Uani 1 1 d .
H8A H 1.4159 0.7281 0.2659 0.068 Uiso 1 1 calc R
H8B H 1.3116 0.5464 0.1454 0.068 Uiso 1 1 calc R
H8C H 1.3527 0.5438 0.3003 0.068 Uiso 1 1 calc R
N6 N 0.77361(13) 0.68662(13) 0.42213(9) 0.03115(18) Uani 1 1 d .
C9 C 0.80130(13) 0.79139(13) 0.51848(10) 0.02631(18) Uani 1 1 d .
C10 C 0.83709(17) 0.92597(17) 0.64099(11) 0.0361(2) Uani 1 1 d .
H10A H 0.7389 0.9589 0.6302 0.054 Uiso 1 1 calc R
H10B H 0.9511 1.0302 0.6562 0.054 Uiso 1 1 calc R
H10C H 0.8453 0.8793 0.7190 0.054 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'
F F 0.0171 0.0103 '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
N5 Li1 N6 108.48(9) . .
N5 Li1 N2 103.49(8) . 2_665
N6 Li1 N2 101.46(8) . 2_665
N5 Li1 N1 118.10(9) . .
N6 Li1 N1 116.54(9) . .
N2 Li1 N1 106.52(8) 2_665 .
C3 N1 C1 101.61(7) . .
C3 N1 Li1 127.74(8) . .
C1 N1 Li1 130.34(7) . .
C4 N2 Li1 176.78(9) . 2_665
C3 N4 C2 102.08(7) . .
N1 C1 C2 109.32(8) . .
N1 C1 C4 123.87(7) . .
C2 C1 C4 126.81(8) . .
N4 C2 C1 109.47(8) . .
N4 C2 C5 123.74(8) . .
C1 C2 C5 126.69(8) . .
N4 C3 N1 117.52(8) . .
N4 C3 C6 120.12(8) . .
N1 C3 C6 122.32(8) . .
N2 C4 C1 178.68(9) . .
N3 C5 C2 176.60(10) . .
F1 C6 F2 107.36(9) . .
F1 C6 F3 107.35(9) . .
F2 C6 F3 105.06(9) . .
F1 C6 C3 112.85(8) . .
F2 C6 C3 112.22(9) . .
F3 C6 C3 111.56(8) . .
C7 N5 Li1 168.41(10) . .
N5 C7 C8 179.38(12) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C9 N6 Li1 168.08(10) . .
N6 C9 C10 179.63(12) . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 N5 2.008(2) .
Li1 N6 2.048(2) .
Li1 N2 2.0524(19) 2_665
Li1 N1 2.0696(19) .
N1 C3 1.3455(11) .
N1 C1 1.3658(12) .
N2 C4 1.1466(12) .
N2 Li1 2.0524(19) 2_665
N3 C5 1.1482(13) .
N4 C3 1.3385(12) .
N4 C2 1.3576(12) .
C1 C2 1.3905(12) .
C1 C4 1.4239(12) .
C2 C5 1.4286(13) .
C3 C6 1.4910(13) .
C6 F1 1.3185(12) .
C6 F2 1.3331(13) .
C6 F3 1.3339(13) .
N5 C7 1.1365(14) .
C7 C8 1.4511(15) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
N6 C9 1.1412(14) .
C9 C10 1.4562(15) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
N5 Li1 N1 C3 67.59(13) .
N6 Li1 N1 C3 -64.35(13) .
N2 Li1 N1 C3 -176.67(8) 2_665
N5 Li1 N1 C1 -119.93(10) .
N6 Li1 N1 C1 108.13(11) .
N2 Li1 N1 C1 -4.19(13) 2_665
C3 N1 C1 C2 0.26(9) .
Li1 N1 C1 C2 -173.67(9) .
C3 N1 C1 C4 -178.76(8) .
Li1 N1 C1 C4 7.30(14) .
C3 N4 C2 C1 0.14(9) .
C3 N4 C2 C5 -176.36(8) .
N1 C1 C2 N4 -0.27(10) .
C4 C1 C2 N4 178.72(8) .
N1 C1 C2 C5 176.10(8) .
C4 C1 C2 C5 -4.91(15) .
C2 N4 C3 N1 0.04(10) .
C2 N4 C3 C6 177.82(8) .
C1 N1 C3 N4 -0.19(10) .
Li1 N1 C3 N4 173.96(8) .
C1 N1 C3 C6 -177.93(8) .
Li1 N1 C3 C6 -3.77(14) .
Li1 N2 C4 C1 145(4) 2_665
N1 C1 C4 N2 166(4) .
C2 C1 C4 N2 -13(4) .
N4 C2 C5 N3 144.5(17) .
C1 C2 C5 N3 -31.4(18) .
N4 C3 C6 F1 178.47(9) .
N1 C3 C6 F1 -3.85(14) .
N4 C3 C6 F2 57.02(12) .
N1 C3 C6 F2 -125.31(10) .
N4 C3 C6 F3 -60.57(12) .
N1 C3 C6 F3 117.11(10) .
N6 Li1 N5 C7 117.6(5) .
N2 Li1 N5 C7 -135.2(5) 2_665
N1 Li1 N5 C7 -17.8(6) .
Li1 N5 C7 C8 -23(14) .
N5 Li1 N6 C9 48.5(5) .
N2 Li1 N6 C9 -60.1(5) 2_665
N1 Li1 N6 C9 -175.3(4) .
Li1 N6 C9 C10 21(17) .
