#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/42/1514250.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_1514250
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            'C10 H8 F3 Li N4 O'
_chemical_formula_weight         264.14
_chemical_name_systematic
; 
(THF)1-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                73.415(16)
_cell_angle_beta                 85.388(11)
_cell_angle_gamma                88.509(12)
_cell_formula_units_Z            2
_cell_length_a                   8.128(2)
_cell_length_b                   8.606(2)
_cell_length_c                   8.614(2)
_cell_measurement_reflns_used    6190
_cell_measurement_temperature    110
_cell_measurement_theta_max      30.65
_cell_measurement_theta_min      2.47
_cell_volume                     575.6(2)
_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    SIR92
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'Bruker-Nonius Kappa Axis X8 Apex2'
_diffrn_measurement_method       'phi and omega 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  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            27123
_diffrn_reflns_theta_full        33.91
_diffrn_reflns_theta_max         35.32
_diffrn_reflns_theta_min         2.47
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  0.9926
_exptl_absorpt_correction_T_min  0.9702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         4773
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0417
_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)+(0.0465P)²+0.0870P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1103
_reflns_number_gt                3356
_reflns_number_total             4773
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp412601x_si_002.cif
_cod_data_source_block           (THF)1-LiTDI
_cod_depositor_comments
;Adding full bibliography for
 ./tmp-cod-update-bibliographies-10461/cifs/1514250.cif.
;
_cod_original_cell_volume        575.6(3)
_cod_database_code               1514250
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
Li1 Li 0.7547(2) -0.2361(2) 0.1657(2) 0.0189(3) Uani 1 1 d
O1 O 0.79899(10) -0.29823(9) 0.39484(9) 0.02113(16) Uani 1 1 d
N1 N 0.65652(10) -0.00583(10) 0.14688(10) 0.01487(16) Uani 1 1 d
N2 N 1.02210(11) 0.20015(11) -0.03388(11) 0.01953(17) Uani 1 1 d
N3 N 0.67714(11) 0.54965(11) 0.13469(11) 0.02151(18) Uani 1 1 d
N4 N 0.47819(10) 0.17477(10) 0.22272(10) 0.01666(16) Uani 1 1 d
C1 C 0.73038(12) 0.14227(11) 0.10818(11) 0.01462(17) Uani 1 1 d
C2 C 0.62164(12) 0.25139(12) 0.15466(12) 0.01568(18) Uani 1 1 d
C3 C 0.50820(12) 0.02451(11) 0.21405(11) 0.01487(17) Uani 1 1 d
C4 C 0.89200(12) 0.17319(11) 0.02975(12) 0.01622(18) Uani 1 1 d
C5 C 0.65011(12) 0.41731(12) 0.14230(12) 0.01738(18) Uani 1 1 d
C6 C 0.38523(12) -0.10710(12) 0.28531(12) 0.01729(19) Uani 1 1 d
F1 F 0.37713(8) -0.15446(8) 0.44854(7) 0.02580(15) Uani 1 1 d
F2 F 0.42344(8) -0.23981(8) 0.23717(8) 0.02432(15) Uani 1 1 d
F3 F 0.23264(8) -0.06240(8) 0.24419(8) 0.02483(15) Uani 1 1 d
C7 C 0.85643(15) -0.18136(14) 0.46874(14) 0.0249(2) Uani 1 1 d
H7A H 0.7607(18) -0.1146(17) 0.4909(17) 0.028(4) Uiso 1 1 d
H7B H 0.9364(18) -0.1114(18) 0.3859(18) 0.031(4) Uiso 1 1 d
C8 C 0.92628(18) -0.28099(18) 0.62440(17) 0.0335(3) Uani 1 1 d
H8A H 0.909(2) -0.225(2) 0.713(2) 0.055(5) Uiso 1 1 d
H8B H 1.042(2) -0.296(2) 0.608(2) 0.046(5) Uiso 1 1 d
C9 C 0.83599(17) -0.44346(16) 0.66683(15) 0.0310(3) Uani 1 1 d
H9A H 0.915(2) -0.535(2) 0.677(2) 0.044(5) Uiso 1 1 d
H9B H 0.770(2) -0.463(2) 0.772(2) 0.065(6) Uiso 1 1 d
C10 C 0.72821(16) -0.42745(15) 0.52694(14) 0.0270(2) Uani 1 1 d
H10A H 0.728(2) -0.523(2) 0.490(2) 0.044(4) Uiso 1 1 d
H10B H 0.610(2) -0.398(2) 0.555(2) 0.043(4) Uiso 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 0.0000 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'
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
O1 Li1 N2 107.10(9) . 2_755
O1 Li1 N3 102.70(9) . 1_545
N2 Li1 N3 102.50(8) 2_755 1_545
O1 Li1 N1 98.86(8) . .
N2 Li1 N1 105.94(9) 2_755 .
N3 Li1 N1 137.08(10) 1_545 .
C10 O1 C7 105.51(9) . .
C10 O1 Li1 129.13(9) . .
C7 O1 Li1 121.09(8) . .
C3 N1 C1 101.73(8) . .
C3 N1 Li1 125.03(8) . .
C1 N1 Li1 131.16(8) . .
C4 N2 Li1 173.58(10) . 2_755
C5 N3 Li1 167.16(10) . 1_565
C3 N4 C2 101.98(8) . .
N1 C1 C2 108.98(8) . .
N1 C1 C4 123.15(8) . .
C2 C1 C4 127.86(9) . .
N4 C2 C1 109.62(9) . .
N4 C2 C5 122.52(9) . .
C1 C2 C5 127.82(9) . .
N4 C3 N1 117.69(8) . .
N4 C3 C6 120.83(9) . .
N1 C3 C6 121.39(9) . .
N2 C4 C1 179.16(10) . .
N3 C5 C2 178.00(11) . .
F3 C6 F2 107.38(8) . .
F3 C6 F1 106.30(8) . .
F2 C6 F1 106.48(8) . .
F3 C6 C3 112.54(8) . .
F2 C6 C3 111.44(8) . .
F1 C6 C3 112.31(8) . .
O1 C7 C8 105.12(10) . .
O1 C7 H7A 108.3(8) . .
C8 C7 H7A 111.6(8) . .
O1 C7 H7B 105.8(8) . .
C8 C7 H7B 116.2(8) . .
H7A C7 H7B 109.3(12) . .
C7 C8 C9 104.50(10) . .
C7 C8 H8A 111.3(10) . .
C9 C8 H8A 112.7(10) . .
C7 C8 H8B 110.7(10) . .
C9 C8 H8B 110.4(10) . .
H8A C8 H8B 107.3(14) . .
C10 C9 C8 104.44(10) . .
C10 C9 H9A 111.3(10) . .
C8 C9 H9A 111.2(10) . .
C10 C9 H9B 112.2(12) . .
C8 C9 H9B 110.7(12) . .
H9A C9 H9B 107.0(14) . .
O1 C10 C9 105.78(10) . .
O1 C10 H10A 107.3(10) . .
C9 C10 H10A 113.8(10) . .
O1 C10 H10B 109.0(9) . .
C9 C10 H10B 111.6(9) . .
H10A C10 H10B 109.2(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1 1.953(2) .
Li1 N2 2.043(2) 2_755
Li1 N3 2.058(2) 1_545
Li1 N1 2.085(2) .
O1 C10 1.4381(14) .
O1 C7 1.4397(14) .
N1 C3 1.3469(13) .
N1 C1 1.3643(13) .
N2 C4 1.1487(13) .
N2 Li1 2.043(2) 2_755
N3 C5 1.1480(14) .
N3 Li1 2.058(2) 1_565
N4 C3 1.3316(13) .
N4 C2 1.3592(13) .
C1 C2 1.3921(14) .
C1 C4 1.4233(14) .
C2 C5 1.4249(14) .
C3 C6 1.4907(14) .
C6 F3 1.3340(12) .
C6 F2 1.3431(12) .
C6 F1 1.3442(12) .
C7 C8 1.5153(18) .
C7 H7A 0.993(15) .
C7 H7B 0.997(15) .
C8 C9 1.532(2) .
C8 H8A 1.01(2) .
C8 H8B 0.950(18) .
C9 C10 1.5189(18) .
C9 H9A 0.989(17) .
C9 H9B 0.99(2) .
C10 H10A 0.962(18) .
C10 H10B 1.015(17) .
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
N2 Li1 O1 C10 -133.98(11) 2_755
N3 Li1 O1 C10 -26.43(14) 1_545
N1 Li1 O1 C10 116.22(11) .
N2 Li1 O1 C7 72.74(12) 2_755
N3 Li1 O1 C7 -179.71(8) 1_545
N1 Li1 O1 C7 -37.06(12) .
O1 Li1 N1 C3 -70.67(12) .
N2 Li1 N1 C3 178.60(8) 2_755
N3 Li1 N1 C3 48.96(18) 1_545
O1 Li1 N1 C1 89.85(11) .
N2 Li1 N1 C1 -20.89(14) 2_755
N3 Li1 N1 C1 -150.52(12) 1_545
C3 N1 C1 C2 0.01(10) .
Li1 N1 C1 C2 -163.79(9) .
C3 N1 C1 C4 -178.82(9) .
Li1 N1 C1 C4 17.38(16) .
C3 N4 C2 C1 0.17(10) .
C3 N4 C2 C5 -177.71(9) .
N1 C1 C2 N4 -0.12(11) .
C4 C1 C2 N4 178.64(9) .
N1 C1 C2 C5 177.62(9) .
C4 C1 C2 C5 -3.62(17) .
C2 N4 C3 N1 -0.17(11) .
C2 N4 C3 C6 176.28(9) .
C1 N1 C3 N4 0.11(11) .
Li1 N1 C3 N4 165.24(9) .
C1 N1 C3 C6 -176.33(9) .
Li1 N1 C3 C6 -11.19(14) .
Li1 N2 C4 C1 -118(7) 2_755
N1 C1 C4 N2 168(7) .
C2 C1 C4 N2 -11(7) .
Li1 N3 C5 C2 -24(4) 1_565
N4 C2 C5 N3 125(3) .
C1 C2 C5 N3 -53(3) .
N4 C3 C6 F3 47.31(12) .
N1 C3 C6 F3 -136.37(9) .
N4 C3 C6 F2 168.01(9) .
N1 C3 C6 F2 -15.67(13) .
N4 C3 C6 F1 -72.61(12) .
N1 C3 C6 F1 103.71(11) .
C10 O1 C7 C8 38.48(12) .
Li1 O1 C7 C8 -162.74(10) .
O1 C7 C8 C9 -24.88(13) .
C7 C8 C9 C10 3.03(14) .
C7 O1 C10 C9 -36.55(12) .
Li1 O1 C10 C9 167.00(10) .
C8 C9 C10 O1 19.88(13) .
