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#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/58/7225831.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_7225831
loop_
_publ_author_name
'Zhang, Yun'
'Lu, Dongmei'
'Zhang, Junjie'
'Wu, Chao'
_publ_section_title
;
 Synthesis and Characterization of Imidazolium Poly(azolyl)borate Ionic
 Liquids and Their Potential Application in SO2 Absorption
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA10356A
_journal_year                    2016
_chemical_formula_sum            'C14 H19 B N8'
_chemical_formula_weight         310.18
_chemical_melting_point          383.9
_chemical_name_systematic
'1,3-dimethylimidazolium hydrotris(pyrazolyl)borate'
_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
;
2016-04-21 deposited with the CCDC.
2016-07-01 downloaded from the CCDC.
;
_cell_angle_alpha                78.447(2)
_cell_angle_beta                 74.927(2)
_cell_angle_gamma                60.694(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7240(14)
_cell_length_b                   8.8303(15)
_cell_length_c                   12.503(2)
_cell_measurement_reflns_used    8453
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.60
_cell_measurement_theta_min      2.66
_cell_volume                     808.0(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0120
_diffrn_reflns_av_sigmaI/netI    0.0092
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13497
_diffrn_reflns_theta_full        27.64
_diffrn_reflns_theta_max         27.64
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9884
_exptl_absorpt_correction_T_min  0.9779
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       colourless
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3734
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0621
_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)+(0.1140P)²+0.4380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1977
_refine_ls_wR_factor_ref         0.2037
_reflns_number_gt                3309
_reflns_number_total             3734
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra10356a2.cif
_cod_data_source_block           1
_cod_original_cell_volume        807.9(2)
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7225831
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
N3 N 0.39266(19) 0.19510(18) 0.28130(12) 0.0329(3) Uani 1 1 d .
N5 N 0.71929(19) 0.05440(19) 0.28742(13) 0.0340(3) Uani 1 1 d .
N7 N 0.5774(2) -0.13098(19) 0.28216(13) 0.0342(3) Uani 1 1 d .
N4 N 0.3488(2) 0.3633(2) 0.23891(15) 0.0442(4) Uani 1 1 d .
N8 N 0.4764(3) -0.1794(2) 0.24305(16) 0.0491(5) Uani 1 1 d .
N6 N 0.6939(3) 0.1392(3) 0.37462(16) 0.0502(5) Uani 1 1 d .
C11 C 0.8976(2) -0.0388(2) 0.24655(17) 0.0369(4) Uani 1 1 d .
H11 H 0.9499 -0.1075 0.1869 0.044 Uiso 1 1 calc R
B1 B 0.5790(3) 0.0452(3) 0.23874(16) 0.0323(4) Uani 1 1 d .
C8 C 0.2598(2) 0.1883(3) 0.36277(16) 0.0405(4) Uani 1 1 d .
H8 H 0.2600 0.0879 0.4036 0.049 Uiso 1 1 calc R
C14 C 0.6575(3) -0.2500(3) 0.36169(17) 0.0423(4) Uani 1 1 d .
H14 H 0.7326 -0.2449 0.4002 0.051 Uiso 1 1 calc R
C12 C 0.4970(3) -0.3299(3) 0.3012(2) 0.0508(5) Uani 1 1 d .
H12 H 0.4425 -0.3933 0.2924 0.061 Uiso 1 1 calc R
C6 C 0.1855(3) 0.4588(3) 0.2969(2) 0.0491(5) Uani 1 1 d .
H6 H 0.1215 0.5795 0.2860 0.059 Uiso 1 1 calc R
C9 C 0.8602(3) 0.0993(3) 0.39166(18) 0.0473(5) Uani 1 1 d .
H9 H 0.8858 0.1376 0.4457 0.057 Uiso 1 1 calc R
C10 C 0.9811(3) -0.0109(3) 0.3099(2) 0.0528(6) Uani 1 1 d .
H10 H 1.1048 -0.0592 0.3007 0.063 Uiso 1 1 calc R
C7 C 0.1236(3) 0.3557(3) 0.3751(2) 0.0489(5) Uani 1 1 d .
H7 H 0.0147 0.3916 0.4247 0.059 Uiso 1 1 calc R
C13 C 0.6094(3) -0.3810(3) 0.3763(2) 0.0516(5) Uani 1 1 d .
H13 H 0.6443 -0.4809 0.4254 0.062 Uiso 1 1 calc R
H1 H 0.613(3) 0.052(3) 0.1475(17) 0.033(5) Uiso 1 1 d .
N1 N 0.8249(2) 0.2847(2) 0.00769(14) 0.0451(4) Uani 1 1 d .
N2 N 1.0619(3) 0.2628(2) 0.04766(15) 0.0466(4) Uani 1 1 d .
C5 C 0.9999(3) 0.2294(3) -0.02619(17) 0.0441(5) Uani 1 1 d .
H5 H 1.0680 0.1759 -0.0912 0.053 Uiso 1 1 calc R
C3 C 0.7723(3) 0.3563(3) 0.10725(19) 0.0575(6) Uani 1 1 d .
H3 H 0.6570 0.4048 0.1493 0.069 Uiso 1 1 calc R
C4 C 0.7074(3) 0.2755(4) -0.0528(2) 0.0593(6) Uani 1 1 d .
H4A H 0.6156 0.2549 -0.0007 0.089 Uiso 1 1 calc R
H4B H 0.7761 0.1820 -0.1003 0.089 Uiso 1 1 calc R
H4C H 0.6533 0.3835 -0.0969 0.089 Uiso 1 1 calc R
C2 C 0.9200(4) 0.3426(3) 0.13206(19) 0.0576(6) Uani 1 1 d .
H2 H 0.9255 0.3802 0.1947 0.069 Uiso 1 1 calc R
C1 C 1.2495(4) 0.2131(4) 0.0441(2) 0.0650(7) Uani 1 1 d .
H1A H 1.3025 0.1035 0.0872 0.097 Uiso 1 1 calc R
H1B H 1.2563 0.3008 0.0744 0.097 Uiso 1 1 calc R
H1C H 1.3129 0.2022 -0.0315 0.097 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'
B B 0.0013 0.0007 '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
C8 N3 N4 110.65(15)
C8 N3 B1 129.06(15)
N4 N3 B1 120.20(14)
N6 N5 C11 110.41(15)
N6 N5 B1 128.93(15)
C11 N5 B1 120.56(15)
C14 N7 N8 110.52(16)
C14 N7 B1 129.08(15)
N8 N7 B1 120.30(15)
C6 N4 N3 104.86(16)
C12 N8 N7 104.89(17)
N5 N6 C9 107.79(18)
C10 C11 N5 105.57(17)
N5 B1 N7 108.46(14)
N5 B1 N3 108.22(14)
N7 B1 N3 108.78(14)
N3 C8 C7 108.22(18)
N7 C14 C13 108.24(19)
N8 C12 C13 112.07(19)
N4 C6 C7 111.85(18)
N6 C9 C10 104.63(18)
C11 C10 C9 111.60(19)
C8 C7 C6 104.43(18)
C14 C13 C12 104.28(19)
C5 N1 C3 108.67(19)
C5 N1 C4 125.47(19)
C3 N1 C4 125.8(2)
C5 N2 C2 108.0(2)
C5 N2 C1 125.9(2)
C2 N2 C1 126.0(2)
N2 C5 N1 108.98(19)
C2 C3 N1 106.7(2)
C3 C2 N2 107.6(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N3 C8 1.347(2)
N3 N4 1.367(2)
N3 B1 1.550(2)
N5 N6 1.356(2)
N5 C11 1.364(2)
N5 B1 1.543(2)
N7 C14 1.344(2)
N7 N8 1.369(2)
N7 B1 1.548(2)
N4 C6 1.340(3)
N8 C12 1.332(3)
N6 C9 1.380(3)
C11 C10 1.332(3)
C8 C7 1.378(3)
C14 C13 1.377(3)
C12 C13 1.387(3)
C6 C7 1.388(3)
C9 C10 1.392(3)
N1 C5 1.329(3)
N1 C3 1.376(3)
N1 C4 1.462(3)
N2 C5 1.325(3)
N2 C2 1.381(3)
N2 C1 1.463(3)
C3 C2 1.346(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139202368
