#------------------------------------------------------------------------------
#$Date: 2017-09-08 04:43:41 +0200 (vie 08 de sep de 2017) $
#$Revision: 200361 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/41/7044137.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_7044137
loop_
_publ_author_name
'Bunzen, Hana'
'Lamp, Anton'
'Grzywa, Maciej'
'Barkschat, Christa'
'Volkmer, Dirk'
_publ_section_title
;
 Bistriazole-p-benzoquinone and its alkali salts: electrochemical
 behaviour in aqueous alkaline solutions
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT02803B
_journal_year                    2017
_chemical_formula_moiety         'C6 H4 Li2 N6 O4'
_chemical_formula_sum            'C6 H4 Li2 N6 O4'
_chemical_formula_weight         238.03
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-09-07 deposited with the CCDC.
2017-09-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.880(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.40910(10)
_cell_length_b                   9.2113(4)
_cell_length_c                   14.3342(7)
_cell_measurement_reflns_used    4030
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.00
_cell_measurement_theta_min      2.64
_cell_volume                     443.45(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Diamond 4.4'
_computing_publication_material  Word
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11749
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.087
_diffrn_reflns_theta_min         2.640
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.7150
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_description       'block crystal'
_exptl_crystal_F_000             240
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: water'
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.497
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         1544
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0457P)²+0.1856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0965
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1223
_reflns_number_total             1544
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt02803b2.cif
_cod_data_source_block           Li2_btbq_2H2O
_cod_database_code               7044137
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
Li1 Li -0.6099(6) -0.8552(2) -0.71013(15) 0.0105(4) Uani 1 1 d
O1 O -0.5759(2) -0.64784(9) -0.66947(6) 0.00795(19) Uani 1 1 d
O2 O -0.0681(2) -0.93073(10) -0.65439(6) 0.00750(18) Uani 1 1 d
N1 N -0.3330(3) -0.33721(10) -0.64724(7) 0.0057(2) Uani 1 1 d
N2 N -0.2243(3) -0.21174(10) -0.60242(7) 0.0065(2) Uani 1 1 d
N3 N -0.2464(3) -0.22029(11) -0.51006(7) 0.0061(2) Uani 1 1 d
C1 C -0.4270(3) -0.42924(12) -0.58155(8) 0.0049(2) Uani 1 1 d
C2 C -0.3738(3) -0.35565(12) -0.49523(8) 0.0051(2) Uani 1 1 d
C3 C -0.5500(3) -0.58191(12) -0.59437(8) 0.0053(2) Uani 1 1 d
H1 H 0.007(6) -0.899(2) -0.5975(15) 0.034(5) Uiso 1 1 d
H2 H -0.093(6) -1.020(2) -0.6432(14) 0.030(5) 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'
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'
H H 0.0000 0.0000 '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 O2 103.11(10) . 1_455
O1 Li1 O2 102.26(10) . .
O2 Li1 O2 116.70(11) 1_455 .
O1 Li1 N1 101.96(10) . 2_443
O2 Li1 N1 119.04(11) 1_455 2_443
O2 Li1 N1 110.64(10) . 2_443
O1 Li1 Li1 90.46(7) . 1_455
O2 Li1 Li1 31.73(7) 1_455 1_455
O2 Li1 Li1 148.43(7) . 1_455
N1 Li1 Li1 94.41(7) 2_443 1_455
O1 Li1 Li1 89.54(7) . 1_655
O2 Li1 Li1 148.27(7) 1_455 1_655
O2 Li1 Li1 31.57(7) . 1_655
N1 Li1 Li1 85.59(7) 2_443 1_655
Li1 Li1 Li1 180.0 1_455 1_655
C3 O1 Li1 136.29(10) . .
Li1 O2 Li1 116.70(11) 1_655 .
Li1 O2 H1 97.5(14) 1_655 .
Li1 O2 H1 111.2(14) . .
Li1 O2 H2 121.8(14) 1_655 .
Li1 O2 H2 107.2(14) . .
H1 O2 H2 100(2) . .
N2 N1 C1 106.65(9) . .
N2 N1 Li1 121.58(10) . 2_453
C1 N1 Li1 131.37(10) . 2_453
N3 N2 N1 111.35(9) . .
N2 N3 C2 106.50(9) . .
N1 C1 C2 107.71(10) . .
N1 C1 C3 127.75(10) . .
C2 C1 C3 124.51(10) . .
N3 C2 C1 107.80(10) . .
N3 C2 C3 127.52(10) . 3_444
C1 C2 C3 124.68(10) . 3_444
O1 C3 C1 124.03(10) . .
O1 C3 C2 125.19(10) . 3_444
C1 C3 C2 110.76(9) . 3_444
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1 1.995(2) .
Li1 O2 1.998(2) 1_455
Li1 O2 2.007(2) .
Li1 N1 2.027(2) 2_443
Li1 Li1 3.40910(11) 1_455
Li1 Li1 3.40910(11) 1_655
O1 C3 1.2260(13) .
O2 H1 0.86(2) .
O2 H2 0.85(2) .
N1 N2 1.3432(14) .
N1 C1 1.3459(14) .
N2 N3 1.3411(13) .
N3 C2 1.3491(15) .
C1 C2 1.3951(15) .
C1 C3 1.4700(16) .
C2 C3 1.4705(15) 3_444
