#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/17/1511786.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_1511786
loop_
_publ_author_name
'Han, Sang-Don'
'Allen, Joshua L.'
'Jónsson, Erlendur'
'Johansson, Patrik'
'McOwen, Dennis W.'
'Boyle, Paul D.'
'Henderson, Wesley A.'
_publ_section_title
;
 Solvate Structures and Computational/Spectroscopic Characterization of
 Lithium Difluoro(oxalato)borate (LiDFOB) Electrolytes
;
_journal_issue                   11
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              5521
_journal_paper_doi               10.1021/jp309102c
_journal_volume                  117
_journal_year                    2013
_chemical_formula_sum            'C8 H9 B F2 Li N3 O4'
_chemical_formula_weight         266.93
_chemical_name_systematic        ?
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0286(3)
_cell_length_b                   6.3995(2)
_cell_length_c                   24.6301(8)
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    110
_cell_measurement_theta_max      42.38
_cell_measurement_theta_min      2.67
_cell_volume                     1265.47(7)
_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 0.992
_diffrn_measured_fraction_theta_max 0.966
_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  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            57897
_diffrn_reflns_theta_full        40.70
_diffrn_reflns_theta_max         42.49
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.9662
_exptl_absorpt_correction_T_min  0.9347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         4673
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0591P)²+0.0847P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1140
_reflns_number_gt                3421
_reflns_number_total             4673
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp309102c_si_004.cif
_cod_data_source_block           x11085
_cod_database_code               1511786
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
'x-1/2, y, -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
Li1 Li 0.78271(17) 0.7500 0.12942(6) 0.0178(2) Uani 1 2 d S
O1 O 0.86659(4) 0.47783(6) 0.151160(15) 0.01671(7) Uani 1 1 d .
O2 O 0.88307(5) 0.43458(6) 0.241602(15) 0.01717(7) Uani 1 1 d .
B1 B 0.89014(10) 0.2500 0.27938(3) 0.01698(13) Uani 1 2 d S
F1 F 0.75393(7) 0.2500 0.31324(2) 0.02464(11) Uani 1 2 d S
F2 F 1.03602(7) 0.2500 0.30780(2) 0.02593(11) Uani 1 2 d S
C1 C 0.87398(5) 0.37034(7) 0.191653(18) 0.01335(8) Uani 1 1 d .
N1 N 0.53922(9) 0.7500 0.14693(3) 0.02459(14) Uani 1 2 d S
C2 C 0.39965(9) 0.7500 0.15632(3) 0.01999(13) Uani 1 2 d S
C3 C 0.22206(9) 0.7500 0.16750(4) 0.02244(14) Uani 1 2 d S
H3A H 0.1648 0.8376 0.1407 0.034 Uiso 0.50 1 calc PR
H3B H 0.2023 0.8056 0.2040 0.034 Uiso 0.50 1 calc PR
H3C H 0.1793 0.6068 0.1653 0.034 Uiso 0.50 1 calc PR
N2 N 0.82240(10) 0.7500 0.04729(3) 0.02527(14) Uani 1 2 d S
C4 C 0.85782(10) 0.7500 0.00219(3) 0.02153(13) Uani 1 2 d S
C5 C 0.90424(12) 0.7500 -0.05475(4) 0.02999(18) Uani 1 2 d S
H5A H 1.0086 0.6725 -0.0594 0.045 Uiso 0.50 1 calc PR
H5B H 0.9194 0.8942 -0.0672 0.045 Uiso 0.50 1 calc PR
H5C H 0.8161 0.6832 -0.0761 0.045 Uiso 0.50 1 calc PR
N3 N 0.28371(15) 0.7500 0.03067(4) 0.0443(2) Uani 1 2 d S
C6 C 0.34827(12) 0.7500 -0.01055(4) 0.02715(16) Uani 1 2 d S
C7 C 0.42799(13) 0.7500 -0.06336(4) 0.03223(19) Uani 1 2 d S
H7A H 0.4717 0.8898 -0.0711 0.048 Uiso 0.50 1 calc PR
H7B H 0.3465 0.7113 -0.0912 0.048 Uiso 0.50 1 calc PR
H7C H 0.5197 0.6489 -0.0634 0.048 Uiso 0.50 1 calc PR
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'
B B 0.0013 0.0007 '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 O1 127.43(8) 7_575 .
O1 Li1 N1 106.21(4) 7_575 .
O1 Li1 N1 106.21(4) . .
O1 Li1 N2 102.61(5) 7_575 .
O1 Li1 N2 102.61(5) . .
N1 Li1 N2 111.39(7) . .
C1 O1 Li1 138.76(5) . .
C1 O2 B1 109.83(4) . .
F2 B1 F1 111.79(6) . .
F2 B1 O2 110.46(4) . 7_565
F1 B1 O2 110.18(4) . 7_565
F2 B1 O2 110.46(4) . .
F1 B1 O2 110.18(4) . .
O2 B1 O2 103.45(6) 7_565 .
O1 C1 O2 127.01(5) . .
O1 C1 C1 124.55(3) . 7_565
O2 C1 C1 108.45(3) . 7_565
C2 N1 Li1 179.22(9) . .
N1 C2 C3 179.27(9) . .
C2 C3 H3A 109.5 . .
C2 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C2 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C4 N2 Li1 174.59(9) . .
N2 C4 C5 179.47(9) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N3 C6 C7 179.15(11) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1 1.9426(7) .
Li1 O1 1.9426(7) 7_575
Li1 N1 2.0019(15) .
Li1 N2 2.0480(16) .
O1 C1 1.2130(6) .
O2 C1 1.2992(6) .
O2 B1 1.5047(6) .
B1 F2 1.3646(10) .
B1 F1 1.3753(9) .
B1 O2 1.5047(6) 7_565
C1 C1 1.5402(9) 7_565
N1 C2 1.1442(10) .
C2 C3 1.4521(10) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
N2 C4 1.1466(11) .
C4 C5 1.4510(12) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
N3 C6 1.1399(14) .
C6 C7 1.4496(14) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 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
_geom_torsion_site_symmetry_4
O1 Li1 O1 C1 68.46(12) 7_575 .
N1 Li1 O1 C1 -57.59(10) . .
N2 Li1 O1 C1 -174.61(5) . .
C1 O2 B1 F2 118.13(5) . .
C1 O2 B1 F1 -117.86(5) . .
C1 O2 B1 O2 -0.09(7) . 7_565
Li1 O1 C1 O2 -30.00(9) . .
Li1 O1 C1 C1 149.99(6) . 7_565
B1 O2 C1 O1 -179.95(5) . .
B1 O2 C1 C1 0.06(4) . 7_565
O1 Li1 N1 C2 110.98(6) 7_575 .
O1 Li1 N1 C2 -110.98(6) . .
N2 Li1 N1 C2 0.000(17) . .
Li1 N1 C2 C3 0.00(2) . .
O1 Li1 N2 C4 66.74(5) 7_575 .
O1 Li1 N2 C4 -66.75(5) . .
N1 Li1 N2 C4 180.000(6) . .
Li1 N2 C4 C5 0.00(8) . .
