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#$Date: 2025-08-04 10:03:09 +0300 (Mon, 04 Aug 2025) $
#$Revision: 301442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/63/7056343.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_7056343
loop_
_publ_author_name
'Safin, Damir A.'
'Railliet, Antoine P.'
'Robeyns, Koen'
'Mitoraj, Mariusz P.'
'Kubisiak, Piotr'
'Sagan, Filip'
'Garcia, Yann'
_publ_section_title
;
 Complexes and salts of the nitrogen-rich triazole--tetrazole hybrid
 ligand with alkali and alkaline earth metal cations: experimental and
 theoretical findings
;
_journal_issue                   14
_journal_name_full               'New J. Chem.'
_journal_page_first              6210
_journal_page_last               6218
_journal_paper_doi               10.1039/C7NJ01391D
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C3 H4 Li N7 O'
_chemical_formula_sum            'C3 H4 Li N7 O'
_chemical_formula_weight         161.07
_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
_audit_update_record
;
2013-06-21 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;
_cell_angle_alpha                115.93(3)
_cell_angle_beta                 92.17(2)
_cell_angle_gamma                98.473(20)
_cell_formula_units_Z            2
_cell_length_a                   3.4344(8)
_cell_length_b                   9.898(2)
_cell_length_c                   10.611(3)
_cell_measurement_reflns_used    799
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.2947
_cell_measurement_theta_min      3.8033
_cell_volume                     318.72(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       MAR
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '141 images, ΔΦ 1.5° '
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_radiation_source         'Rigaku UltraX 18 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0764
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            845
_diffrn_reflns_theta_full        23.25
_diffrn_reflns_theta_max         23.25
_diffrn_reflns_theta_min         3.81
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85041
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             164
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         845
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0925
_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)+(0.1939P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2398
_refine_ls_wR_factor_ref         0.2577
_reflns_number_gt                689
_reflns_number_total             845
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7nj01391d2.cif
_cod_data_source_block           liohim_3
_cod_original_cell_volume        318.72(15)
_cod_database_code               7056343
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 0.987(3) 0.6772(10) 0.9986(11) 0.028(2) Uani 1 1 d .
O2 O 0.5373(11) 0.7832(4) 0.9996(4) 0.0246(11) Uani 1 1 d GD
H2A H 0.5559 0.8663 1.0689 0.037 Uiso 1 1 d GD
H2B H 0.5209 0.8036 0.9329 0.037 Uiso 1 1 d GD
N3 N 0.6395(13) 0.0562(5) 0.2431(5) 0.0250(13) Uani 1 1 d .
N4 N 0.5595(13) 0.1820(5) 0.2437(5) 0.0245(12) Uani 1 1 d .
N5 N 0.6087(12) 0.2943(5) 0.3775(5) 0.0216(12) Uani 1 1 d .
C6 C 0.7171(13) 0.2235(6) 0.4504(5) 0.0202(13) Uani 1 1 d .
N7 N 0.7438(12) 0.0796(5) 0.3759(5) 0.0245(13) Uani 1 1 d .
N8 N 0.8033(12) 0.3006(5) 0.5993(5) 0.0217(12) Uani 1 1 d .
C9 C 0.7941(14) 0.4490(6) 0.6874(6) 0.0211(14) Uani 1 1 d .
H9 H 0.7296 0.5214 0.6576 0.025 Uiso 1 1 calc R
N10 N 0.8850(13) 0.4784(5) 0.8174(5) 0.0224(13) Uani 1 1 d .
N11 N 0.9612(13) 0.3434(5) 0.8177(5) 0.0233(13) Uani 1 1 d .
C12 C 0.9141(15) 0.2401(6) 0.6858(6) 0.0207(14) Uani 1 1 d .
H12 H 0.9516 0.1376 0.6547 0.025 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'
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
O2 Li1 O2 118.0(4) . 1_655
O2 Li1 N10 106.7(5) . .
O2 Li1 N10 105.7(5) 1_655 .
O2 Li1 N11 109.0(5) . 2_767
O2 Li1 N11 102.0(4) 1_655 2_767
N10 Li1 N11 116.0(4) . 2_767
O2 Li1 Li1 148.7(3) . 1_655
O2 Li1 Li1 30.7(3) 1_655 1_655
N10 Li1 Li1 89.6(3) . 1_655
N11 Li1 Li1 86.2(3) 2_767 1_655
O2 Li1 Li1 31.3(3) . 1_455
O2 Li1 Li1 149.3(3) 1_655 1_455
N10 Li1 Li1 90.4(3) . 1_455
N11 Li1 Li1 93.8(3) 2_767 1_455
Li1 Li1 Li1 179.999(5) 1_655 1_455
O2 Li1 Li1 131.2(6) . 2_767
O2 Li1 Li1 110.8(5) 1_655 2_767
N10 Li1 Li1 58.6(3) . 2_767
N11 Li1 Li1 57.7(3) 2_767 2_767
Li1 Li1 Li1 80.1(3) 1_655 2_767
Li1 Li1 Li1 99.9(3) 1_455 2_767
Li1 O2 Li1 118.0(4) . 1_455
Li1 O2 H2A 113.5 . .
Li1 O2 H2A 102.5 1_455 .
Li1 O2 H2B 112.7 . .
Li1 O2 H2B 104.9 1_455 .
H2A O2 H2B 103.8 . .
N4 N3 N7 110.2(4) . .
N3 N4 N5 109.7(4) . .
C6 N5 N4 102.0(4) . .
N7 C6 N5 115.8(5) . .
N7 C6 N8 122.8(5) . .
N5 C6 N8 121.5(5) . .
C6 N7 N3 102.3(5) . .
C9 N8 C12 104.8(4) . .
C9 N8 C6 128.3(5) . .
C12 N8 C6 126.9(5) . .
N10 C9 N8 110.9(5) . .
N10 C9 H9 124.5 . .
N8 C9 H9 124.5 . .
C9 N10 N11 107.3(4) . .
C9 N10 Li1 131.9(5) . .
N11 N10 Li1 120.3(4) . .
C12 N11 N10 106.6(5) . .
C12 N11 Li1 130.9(5) . 2_767
N10 N11 Li1 121.3(4) . 2_767
N11 C12 N8 110.3(5) . .
N11 C12 H12 124.9 . .
N8 C12 H12 124.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O2 1.988(10) .
Li1 O2 2.020(11) 1_655
Li1 N10 2.032(10) .
Li1 N11 2.050(11) 2_767
Li1 Li1 3.4344(8) 1_655
Li1 Li1 3.4344(8) 1_455
Li1 Li1 3.535(17) 2_767
O2 Li1 2.020(11) 1_455
O2 H2A 0.8208 .
O2 H2B 0.8187 .
N3 N4 1.312(7) .
N3 N7 1.349(7) .
N4 N5 1.352(6) .
N5 C6 1.326(7) .
C6 N7 1.312(7) .
C6 N8 1.418(7) .
N8 C9 1.359(7) .
N8 C12 1.367(8) .
C9 N10 1.294(7) .
C9 H9 0.9500 .
N10 N11 1.400(6) .
N11 C12 1.309(7) .
N11 Li1 2.050(11) 2_767
C12 H12 0.9500 .
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
O2 Li1 O2 Li1 180.000(2) 1_655 1_455
N10 Li1 O2 Li1 61.4(7) . 1_455
N11 Li1 O2 Li1 -64.5(7) 2_767 1_455
Li1 Li1 O2 Li1 180.002(2) 1_655 1_455
Li1 Li1 O2 Li1 -1.2(12) 2_767 1_455
N7 N3 N4 N5 0.1(5) . .
N3 N4 N5 C6 -0.4(5) . .
N4 N5 C6 N7 0.6(5) . .
N4 N5 C6 N8 179.7(4) . .
N5 C6 N7 N3 -0.5(6) . .
N8 C6 N7 N3 -179.6(5) . .
N4 N3 N7 C6 0.2(5) . .
N7 C6 N8 C9 178.7(4) . .
N5 C6 N8 C9 -0.4(8) . .
N7 C6 N8 C12 -1.5(8) . .
N5 C6 N8 C12 179.4(4) . .
C12 N8 C9 N10 -0.9(5) . .
C6 N8 C9 N10 179.0(5) . .
N8 C9 N10 N11 0.2(5) . .
N8 C9 N10 Li1 172.4(5) . .
O2 Li1 N10 C9 49.5(7) . .
O2 Li1 N10 C9 -76.9(6) 1_655 .
N11 Li1 N10 C9 171.0(5) 2_767 .
Li1 Li1 N10 C9 -103.4(5) 1_655 .
Li1 Li1 N10 C9 76.6(5) 1_455 .
Li1 Li1 N10 C9 178.0(5) 2_767 .
O2 Li1 N10 N11 -139.2(4) . .
O2 Li1 N10 N11 94.5(5) 1_655 .
N11 Li1 N10 N11 -17.7(7) 2_767 .
Li1 Li1 N10 N11 67.9(4) 1_655 .
Li1 Li1 N10 N11 -112.1(4) 1_455 .
Li1 Li1 N10 N11 -10.7(4) 2_767 .
C9 N10 N11 C12 0.6(5) . .
Li1 N10 N11 C12 -172.7(4) . .
C9 N10 N11 Li1 -168.1(5) . 2_767
Li1 N10 N11 Li1 18.6(7) . 2_767
N10 N11 C12 N8 -1.1(5) . .
Li1 N11 C12 N8 166.1(5) 2_767 .
C9 N8 C12 N11 1.2(5) . .
C6 N8 C12 N11 -178.6(5) . .
