Coordination Abilities of 4,5-Dicyano-2-(trifluoromethyl)imidazolate Anion toward Sodium Cation: Structural and Spectroscopic Studies of Solid and Liquid Glyme-Solvated Electrolyte Systems
Dranka, Maciej; Żukowska, Grażyna Z.; Jankowski, Piotr; Plewa-Marczewska, Anna; Trzeciak, Tomasz; Zachara, Janusz; The Journal of Physical Chemistry C 121 (2017) 26713–; doi:10.1021/acs.jpcc.7b09705

data_1548153
_publ_section_title
;
 Coordination Abilities of 4,5-Dicyano-2-(trifluoromethyl)imidazolate
 Anion toward Sodium Cation: Structural and Spectroscopic Studies of Solid
 and Liquid Glyme-Solvated Electrolyte Systems
;
_journal_issue                   48
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              26713
_journal_paper_doi               10.1021/acs.jpcc.7b09705
_journal_volume                  121
_journal_year                    2017
_chemical_formula_moiety         'C6 F3 N4, Na, C4 H8 O'
_chemical_formula_sum            'C10 H8 F3 N4 Na O'
_chemical_formula_weight         280.19
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2016-09-13
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.9700(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.0906(2)
_cell_length_b                   8.89160(10)
_cell_length_c                   16.8789(2)
_cell_measurement_reflns_used    28077
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      67.0600
_cell_measurement_theta_min      3.5980
_cell_volume                     2405.80(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3347
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -69.00 -14.00   1.00    1.50    --  -40.95 -43.00  -9.00   55
  2  \w    -94.00 -20.00   1.00    1.50    --  -40.95 125.00 120.00   74
  3  \w    -99.00 -72.00   1.00    1.50    --  -40.95 -43.00  -9.00   27
  4  \w      9.00  75.00   1.00    1.50    --   40.95  77.00-180.00   66
  5  \w      8.00  85.00   1.00    1.50    --   40.95  77.00  30.00   77
  6  \w      8.00  44.00   1.00    1.50    --   40.95  77.00 -90.00   36
  7  \w     31.00  75.00   1.00    1.50    --   40.95  37.00   0.00   44
  8  \w     45.00 116.00   1.00    1.50    --   40.95  77.00 -90.00   71
  9  \w     19.00  99.00   1.00    1.50    --   40.95  37.00 120.00   80
 10  \w    -33.00  75.00   1.00    1.50    --   40.95 -77.00 -30.00  108
 11  \w    -39.00 -12.00   1.00    1.50    --  -46.00 -86.00  63.00   27
 12  \w    -39.00 -13.00   1.00    1.50    --  -48.00 -86.00 -17.00   26
 13  \w    -43.00 -16.00   1.00    1.50    --  -50.00 -83.00-179.00   27
 14  \w    -47.00 -20.00   1.00    1.50    --  -54.00 -82.00  86.00   27
 15  \w    -45.00 -19.00   1.00    1.50    --  -54.00 -82.00 144.00   26
 16  \w    -48.00 -23.00   1.00    1.50    --  -56.00 -81.00 -49.00   25
 17  \w    -46.00 -20.00   1.00    1.50    --  -56.00 -84.00-107.00   26
 18  \w    -47.00 -22.00   1.00    1.50    --  -56.00 -82.00-136.00   25
 19  \w     89.00 141.00   1.00    1.50    --   62.00  79.00 -51.00   52
 20  \w     28.00  59.00   1.00    1.50    --   62.00  79.00 -51.00   31
 21  \w     86.00 113.00   1.00    1.50    --   62.00  79.00  50.00   27
 22  \w     28.00  55.00   1.00    1.50    --   62.00  79.00  50.00   27
 23  \w    -61.00 -34.00   1.00    1.50    --  -68.00 -79.00 141.00   27
 24  \w    -61.00 -34.00   1.00    1.50    --  -68.00 -79.00 -12.00   27
 25  \w    -61.00 -34.00   1.00    1.50    --  -68.00 -79.00  62.00   27
 26  \w    -61.00 -36.00   1.00    1.50    --  -70.00 -77.00 -73.00   25
 27  \w    -62.00 -36.00   1.00    1.50    --  -70.00 -77.00 115.00   26
 28  \w    -63.00 -36.00   1.00    1.50    --  -70.00 -77.00 -35.00   27
 29  \w    -63.00 -36.00   1.00    1.50    --  -70.00 -77.00 166.00   27
 30  \w   -132.00-105.00   1.00    1.50    --  -70.00 -77.00 -73.00   27
 31  \w    -64.00 -36.00   1.00    1.50    --  -70.00 -79.00-154.00   28
 32  \w     38.00  64.00   1.00    1.50    --   72.00  79.00  66.00   26
 33  \w    -67.00 -40.00   1.00    1.50    --  -74.00 -79.00 -85.00   27
 34  \w    -71.00 -44.00   1.00    1.50    --  -78.00 -77.00 112.00   27
 35  \w    -70.00 -44.00   1.00    1.50    --  -78.00 -79.00-107.00   26
 36  \w    -74.00 -47.00   1.00    1.50    --  -80.00 -77.00 173.00   27
 37  \w    -78.00 -48.00   1.00    1.50    --  -80.00 -73.00-157.00   30
 38  \w    -74.00 -47.00   1.00    1.50    --  -80.00 -77.00 151.00   27
 39  \w    -73.00 -46.00   1.00    1.50    --  -80.00 -77.00  67.00   27
 40  \w    -73.00 -47.00   1.00    1.50    --  -80.00 -73.00 -33.00   26
 41  \w    -77.00 -49.00   1.00    1.50    --  -82.00 -75.00 -92.00   28
 42  \w    -76.00 -49.00   1.00    1.50    --  -82.00 -75.00  -0.00   27
 43  \w    -98.00 -51.00   1.00    1.50    --  -84.00 -73.00-130.00   47
 44  \w    -78.00 -52.00   1.00    1.50    --  -86.00 -77.00  99.00   26
 45  \w    -80.00 -54.00   1.00    1.50    --  -86.00 -71.00  23.00   26
 46  \w    -81.00 -54.00   1.00    1.50    --  -88.00 -77.00  -3.00   27
 47  \w    -84.00 -57.00   1.00    1.50    --  -90.00 -77.00  30.00   27
 48  \w    -84.00 -57.00   1.00    1.50    --  -90.00 -73.00-167.00   27
 49  \w    -83.00 -57.00   1.00    1.50    --  -90.00 -73.00 -28.00   26
 50  \w   -111.00 -56.00   1.00    1.50    --  -90.00 -77.00-179.00   55
 51  \w    -83.00 -56.00   1.00    1.50    --  -90.00 -77.00 150.00   27
 52  \w    -87.00 -58.00   1.00    1.50    --  -90.00 -69.00-145.00   29
 53  \w    -82.00 -56.00   1.00    1.50    --  -90.00 -77.00 121.00   26
 54  \w    -83.00 -56.00   1.00    1.50    --  -90.00 -77.00 -30.00   27
 55  \w    -84.00 -57.00   1.00    1.50    --  -90.00 -75.00  54.00   27
 56  \w    -84.00 -58.00   1.00    1.50    --  -90.00 -69.00 -62.00   26
 57  \w   -120.00 -94.00   1.00    1.50    --  -90.00 125.00  60.00   26
 58  \w     48.00 131.00   1.00    1.50    --   93.50  15.00-120.00   83
 59  \w    106.00 167.00   1.00    1.50    --   93.50  45.00 -60.00   61
 60  \w     21.00  77.00   1.00    1.50    --   93.50 -45.00-180.00   56
 61  \w     70.00 103.00   1.00    1.50    --   93.50 -92.00 -82.00   33
 62  \w     60.00 144.00   1.00    1.50    --   93.50  77.00  90.00   84
 63  \w      9.00  51.00   1.00    1.50    --   93.50 -92.00 -82.00   42
 64  \w     91.00 131.00   1.00    1.50    --   93.50 -90.00-170.00   40
 65  \w     14.00  70.00   1.00    1.50    --   93.50 -90.00-170.00   56
 66  \w     14.00  79.00   1.00    1.50    --   93.50 -21.00-118.00   65
 67  \w     58.00  99.00   1.00    1.50    --   93.50  21.00  48.00   41
 68  \w     20.00  87.00   1.00    1.50    --   93.50 -77.00  60.00   67
 69  \w     25.00  69.00   1.00    1.50    --   93.50 -77.00  30.00   44
 70  \w     51.00 124.00   1.00    1.50    --   93.50  21.00 114.00   73
 71  \w     69.00 101.00   1.00    1.50    --   93.50 -18.00 -29.00   32
 72  \w     43.00  70.00   1.00    1.50    --   93.50   0.00 150.00   27
 73  \w     20.00  47.00   1.00    1.50    --   93.50 -18.00 -29.00   27
 74  \w      5.00  30.00   1.00    1.50    --   93.50   0.00 150.00   25
 75  \w     28.00 121.00   1.00    1.50    --   93.50 -63.00 179.00   93
 76  \w    113.00 163.00   1.00    1.50    --   93.50  77.00-150.00   50
 77  \w     62.00  98.00   1.00    1.50    --   93.50  77.00-150.00   36
 78  \w     87.00 127.00   1.00    1.50    --   93.50 -88.00 116.00   40
 79  \w     95.00 122.00   1.00    1.50    --   93.50 -86.00 -36.00   27
 80  \w    143.00 168.00   1.00    1.50    --   93.50  45.00  90.00   25
 81  \w     39.00  78.00   1.00    1.50    --   93.50 -86.00 -36.00   39
 82  \w     20.00  97.00   1.00    1.50    --   93.50 -60.00  81.00   77
 83  \w    132.00 177.00   1.00    1.50    --   93.50   0.00 -30.00   45
 84  \w     30.00 106.00   1.00    1.50    --   93.50 -92.00 -49.00   76
 85  \w     76.00 103.00   1.00    1.50    --   93.50   0.00 -30.00   27
 86  \w      6.00  31.00   1.00    1.50    --   93.50   0.00 -30.00   25
 87  \w     21.00 131.00   1.00    1.50    --   93.50 -92.00  16.00  110
 88  \w     33.00  58.00   1.00    1.50    --   93.50 -45.00 -60.00   25
 89  \w    134.00 161.00   1.00    1.50    --   93.50  45.00   0.00   27
 90  \w     73.00 118.00   1.00    1.50    --   93.50  45.00  90.00   45
 91  \w     69.00  96.00   1.00    1.50    --   93.50  45.00   0.00   27
 92  \w     73.00 137.00   1.00    1.50    --   93.50  45.00-120.00   64
 93  \w     61.00 164.00   1.00    1.50    --   93.50  77.00-120.00  103
 94  \w    127.00 172.00   1.00    1.50    --   93.50  77.00 150.00   45
 95  \w     64.00 100.00   1.00    1.50    --   93.50  77.00 150.00   36
 96  \w     62.00  89.00   1.00    1.50    --   93.50  77.00  30.00   27
 97  \w     94.00 172.00   1.00    1.50    --   93.50  77.00-180.00   78
 98  \w     60.00  87.00   1.00    1.50    --   93.50  77.00-180.00   27
 99  \w     62.00 163.00   1.00    1.50    --   93.50  77.00 -90.00  101
100  \w     78.00 103.00   1.00    1.50    --   93.50   0.00 150.00   25
101  \w    131.00 177.00   1.00    1.50    --   93.50   0.00 150.00   46
102  \w     57.00 104.00   1.00    1.50    --   93.50 -77.00 -30.00   47
103  \w    121.00 146.00   1.00    1.50    --   93.50  77.00 -30.00   25
104  \w     60.00 105.00   1.00    1.50    --   93.50  77.00 -30.00   45
105  \w     99.00 124.00   1.00    1.50    --   93.50 -77.00  60.00   25
106  \w    128.00 153.00   1.00    1.50    --   93.50  77.00 120.00   25
107  \w     65.00 113.00   1.00    1.50    --   93.50  77.00 120.00   48
108  \w    115.00 142.00   1.00    1.50    --   93.50  45.00 -90.00   27
109  \w     28.00  55.00   1.00    1.50    --   93.50 -45.00 120.00   27
110  \w     61.00 152.00   1.00    1.50    --   93.50  77.00   0.00   91
111  \w     60.00 111.00   1.00    1.50    --   93.50  77.00 -60.00   51
112  \w    137.00 162.00   1.00    1.50    --   93.50  77.00  60.00   25
113  \w     62.00  96.00   1.00    1.50    --   93.50  77.00  60.00   34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0104739000
_diffrn_orient_matrix_UB_12      -0.0934287000
_diffrn_orient_matrix_UB_13      0.0754004000
_diffrn_orient_matrix_UB_21      0.0401403000
_diffrn_orient_matrix_UB_22      -0.1363723000
_diffrn_orient_matrix_UB_23      -0.0380602000
_diffrn_orient_matrix_UB_31      0.0866336000
_diffrn_orient_matrix_UB_32      0.0520446000
_diffrn_orient_matrix_UB_33      0.0355559000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            69456
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.750
_diffrn_reflns_theta_max         67.200
_diffrn_reflns_theta_min         3.641
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.508
_exptl_absorpt_correction_T_max  0.796
_exptl_absorpt_correction_T_min  0.694
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1136
_exptl_crystal_recrystallization_method thf
_exptl_crystal_size_max          0.517
_exptl_crystal_size_mid          0.499
_exptl_crystal_size_min          0.395
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.00170(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         4296
_refine_ls_number_restraints     57
_refine_ls_restrained_S_all      1.241
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0313
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+1.0940P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0875
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3912
_reflns_number_total             4296
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jp7b09705_si_002.cif
_cod_data_source_block           8_natdi_thf
_cod_depositor_comments
;
Adding full bibliography for 1548146--1548153.cif.

2023-04-19
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C20 H16 F6 N8 Na2 O2'
_cod_original_formula_weight         560.39
_cod_original_formula_moiety         'C20 H16 F6 N8 Na2 O2'
_cod_original_formula_units_Z            4
_cod_database_code               1548153
_shelx_res_checksum              17790
_shelx_shelxl_version_number     2014/7