Small molecule activation: SbF3 auto-ionization supported by transfer and mesoionic NHC rearrangement.
Alič, Blaž; Štefančič, Aleš; Tavčar, Gašper; Dalton transactions (Cambridge, England : 2003) 46 (2017) 3338–3346; doi:10.1039/c6dt04909e

data_7042045
_publ_section_title
;
 Small molecule activation: SbF3 auto-ionization supported by transfer and
 mesoionic NHC rearrangement.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3338
_journal_page_last               3346
_journal_paper_doi               10.1039/c6dt04909e
_journal_volume                  46
_journal_year                    2017
_chemical_formula_moiety         'C6 H16 F3 N2 Sb'
_chemical_formula_sum            'C6 H16 F3 N2 Sb'
_chemical_formula_weight         294.96
_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
_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             2016-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-12-21 deposited with the CCDC.
2017-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.0310(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.99660(10)
_cell_length_b                   27.9637(3)
_cell_length_c                   6.41870(10)
_cell_measurement_reflns_used    28438
_cell_measurement_temperature    149.98(11)
_cell_measurement_theta_max      72.9890
_cell_measurement_theta_min      4.7310
_cell_volume                     1034.48(3)
_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_environment      N~2~
_diffrn_ambient_temperature      149.98(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3213
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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   -114.00 -10.00   1.00    1.50    --  -39.93 -57.00-180.00  104
  2  \w    -70.00  34.00   1.00    1.50    --  -39.93  57.00 -30.00  104
  3  \w   -114.00 -10.00   1.00    1.50    --  -39.93 -57.00 -30.00  104
  4  \w    -74.00  39.00   1.00    1.50    --  -39.93  77.00 120.00  113
  5  \w    -34.00  70.00   1.00    1.50    --   39.93 -57.00 -60.00  104
  6  \w    -39.00  74.00   1.00    1.50    --   39.93 -77.00-180.00  113
  7  \w     14.00  49.00   1.00    1.50    --   48.00  78.00 -38.85   35
  8  \w     14.00  46.00   1.00    1.50    --   48.00  80.00  54.99   32
  9  \w     14.00  46.00   1.00    1.50    --   48.00  80.00   8.08   32
 10  \w     14.00  46.00   1.00    1.50    --   48.00  80.00 150.03   32
 11  \w     18.00  46.00   1.00    1.50    --   52.00  80.00-109.21   28
 12  \w     18.00  46.00   1.00    1.50    --   52.00  80.00-159.01   28
 13  \w     22.00  49.00   1.00    1.50    --   56.00  78.00 -29.89   27
 14  \w     22.00  49.00   1.00    1.50    --   56.00  78.00  87.25   27
 15  \w     26.00 139.00   1.00    1.50    --   60.00  77.00-118.21  113
 16  \w     26.00 139.00   1.00    1.50    --   60.00  77.00  23.34  113
 17  \w     31.00 142.00   1.00    1.50    --   64.00  75.00 -34.65  111
 18  \w     34.00 147.00   1.00    1.50    --   68.00  77.00 151.06  113
 19  \w     39.00 150.00   1.00    1.50    --   72.00  76.00 119.89  111
 20  \w     38.00 151.00   1.00    1.50    --   72.00  77.00-178.16  113
 21  \w     39.00 150.00   1.00    1.50    --   72.00  76.00-105.25  111
 22  \w     39.00 149.00   1.00    1.50    --   72.00  73.00  66.91  110
 23  \w     45.00 151.00   1.00    6.50    --   76.00  64.00 -24.25  106
 24  \w     73.00 178.00   1.00    6.50    --  106.51  77.00 -30.00  105
 25  \w     27.00 141.00   1.00    6.50    --  106.51 -79.00-108.28  114
 26  \w     73.00 178.00   1.00    6.50    --  106.51  77.00 120.00  105
 27  \w     28.00 140.00   1.00    6.50    --  106.51 -77.00-180.00  112
 28  \w     73.00 178.00   1.00    6.50    --  106.51  77.00-150.00  105
 29  \w     73.00 178.00   1.00    6.50    --  106.51  77.00 150.00  105
 30  \w     73.00 178.00   1.00    6.50    --  106.51  77.00-120.00  105
 31  \w     73.00 178.00   1.00    6.50    --  106.51  77.00 -60.00  105
 32  \w     76.00 178.00   1.00    6.50    --  106.51  61.00  30.00  102
 33  \w     73.00 178.00   1.00    6.50    --  106.51  77.00 -90.00  105
 34  \w     76.00 178.00   1.00    6.50    --  106.51  61.00  90.00  102
 35  \w     73.00 178.00   1.00    6.50    --  106.51  77.00 -90.00  105
 36  \w     79.00 178.00   1.00    6.50    --  106.51  45.00  30.00   99
 37  \w     73.00 178.00   1.00    6.50    --  106.51  77.00  90.00  105
 38  \w     73.00 178.00   1.00    6.50    --  106.51  77.00-180.00  105
 39  \w     27.00 140.00   1.00    6.50    --  106.51 -78.00 -10.79  113
 40  \w     76.00 178.00   1.00    6.50    --  106.51  61.00  60.00  102
 41  \w     27.00 141.00   1.00    6.50    --  106.51 -79.00  76.71  114
 42  \w    -39.00  74.00   1.00    1.50    --   39.93 -77.00-120.00  113
 43  \w      6.00 119.00   1.00    1.50    --   39.93  77.00-120.00  113
 44  \w    -39.00  74.00   1.00    1.50    --   39.93 -77.00 -90.00  113
 45  \w      6.00 119.00   1.00    1.50    --   39.93  77.00 -30.00  113
 46  \w      6.00 119.00   1.00    1.50    --   39.93  77.00-150.00  113
 47  \w      6.00 119.00   1.00    1.50    --   39.93  77.00   0.00  113
 48  \w      6.00 119.00   1.00    1.50    --   39.93  77.00  90.00  113
 49  \w      6.00 119.00   1.00    1.50    --   39.93  77.00 -90.00  113
 50  \w      6.00 119.00   1.00    1.50    --   39.93  77.00 -60.00  113
 51  \w      6.00 119.00   1.00    1.50    --   39.93  77.00 120.00  113
 52  \w     10.00 114.00   1.00    1.50    --   39.93  57.00   0.00  104
 53  \w      6.00 119.00   1.00    1.50    --   39.93  77.00  60.00  113
 54  \w      6.00 119.00   1.00    1.50    --   39.93  77.00  30.00  113
 55  \w      6.00 119.00   1.00    1.50    --   39.93  77.00-180.00  113
 56  \w     10.00 114.00   1.00    1.50    --   39.93  57.00-180.00  104
 57  \w      6.00 119.00   1.00    1.50    --   39.93  77.00 150.00  113
 58  \w    -39.00  74.00   1.00    1.50    --   39.93 -77.00-180.00  113
 59  \w    -39.00  74.00   1.00    1.50    --   39.93 -77.00-150.00  113
 60  \w     26.00 139.00   1.00    1.50    --   60.00  77.00 -11.39  113
 61  \w     30.00 143.00   1.00    1.50    --   64.00  77.00-110.90  113
 62  \w     35.00 146.00   1.00    1.50    --   68.00  76.00-109.76  111
 63  \w     79.00 178.00   1.00    6.50    --  106.51  45.00 -60.00   99
 64  \w     73.00 178.00   1.00    6.50    --  106.51  77.00   0.00  105
 65  \w     76.00 178.00   1.00    6.50    --  106.51  61.00   0.00  102
 66  \w     76.00 178.00   1.00    6.50    --  106.51  61.00 -60.00  102
 67  \w     76.00 178.00   1.00    6.50    --  106.51  61.00 -90.00  102
 68  \w     76.00 178.00   1.00    6.50    --  106.51  61.00-150.00  102
 69  \w     79.00 178.00   1.00    6.50    --  106.51  45.00  60.00   99
 70  \w     76.00 178.00   1.00    6.50    --  106.51  61.00 -30.00  102
 71  \w     76.00 178.00   1.00    6.50    --  106.51  61.00-180.00  102
 72  \w     76.00 178.00   1.00    6.50    --  106.51  61.00-120.00  102
 73  \w     28.00 140.00   1.00    6.50    --  106.51 -77.00   0.00  112
 74  \w     76.00 178.00   1.00    6.50    --  106.51  61.00 150.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1415268000
_diffrn_orient_matrix_UB_12      -0.0260306000
_diffrn_orient_matrix_UB_13      0.2055657000
_diffrn_orient_matrix_UB_21      -0.0514119000
_diffrn_orient_matrix_UB_22      0.0408769000
_diffrn_orient_matrix_UB_23      0.1408803000
_diffrn_orient_matrix_UB_31      -0.2208985000
_diffrn_orient_matrix_UB_32      -0.0262042000
_diffrn_orient_matrix_UB_33      0.0154569000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0756
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            43143
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.228
_diffrn_reflns_theta_min         6.331
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    21.224
_exptl_absorpt_correction_T_max  0.128
_exptl_absorpt_correction_T_min  0.016
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.376
_exptl_crystal_size_mid          0.278
_exptl_crystal_size_min          0.244
_refine_diff_density_max         1.152
_refine_diff_density_min         -0.757
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       0.00182(11)
_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   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         2071
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0241
_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/[\s^2^(Fo^2^)+(0.0300P)^2^+1.9690P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0634
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2049
_reflns_number_total             2071
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt04909e2.cif
_cod_data_source_block           exp_1121_sbf3_tmeda
_cod_depositor_comments
'Adding full bibliography for 7042042--7042045.cif.'
_cod_database_code               7042045
_chemical_oxdiff_formula         'C6 H16 N2 Sb F3'
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_shelx_res_checksum              21676
_shelx_shelxl_version_number     2014/7
_ins_header
;
TITL exp_1121_SbF3_TMEDA in P2(1)/n 
REM P2(1)/n (#14 in standard setting)
CELL 1.54184   5.996585  27.963659   6.418737  90.0000 106.0314  90.0000
ZERR    4.00   0.000084   0.000277   0.000072   0.0000   0.0013   0.0000
LATT  1
SYMM -x+1/2, y+1/2,-z+1/2 
SFAC C H N F Sb
UNIT 24.00 64.00 8.00 12.00 4.00
TREF
HKLF 4
END
;
_olex2_date_sample_data_collection 2016-08-25
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.174
_oxdiff_exptl_absorpt_empirical_full_min 0.467