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_7042044
_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         'C54 H72 F2 N4 Sb, F4 Sb, C6 H6'
_chemical_formula_sum            'C60 H78 F6 N4 Sb2'
_chemical_formula_weight         1212.76
_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -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                112.6600(10)
_cell_angle_beta                 95.7540(10)
_cell_angle_gamma                90.0990(10)
_cell_formula_units_Z            2
_cell_length_a                   10.59920(10)
_cell_length_b                   15.5739(2)
_cell_length_c                   19.6928(2)
_cell_measurement_reflns_used    48070
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.1100
_cell_measurement_theta_min      4.5850
_cell_volume                     2981.78(6)
_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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3213
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     76.00 173.00   1.00   11.89    --  106.51  61.00 -90.00   97
  2  \w     96.00 156.00   1.00   11.89    --  106.51  45.00-120.00   60
  3  \w     79.00 175.00   1.00   11.89    --  106.51  61.00-180.00   96
  4  \w     67.00  94.00   1.00   11.89    --  106.51 -45.00  60.00   27
  5  \w     41.00  98.00   1.00   11.89    --  106.51 -45.00 150.00   57
  6  \w     32.00  89.00   1.00   11.89    --  106.51 -45.00  30.00   57
  7  \w   -113.00 -10.00   1.00    2.97    --  -39.93 -57.00  90.00  103
  8  \w   -114.00 -13.00   1.00    2.97    --  -39.93 -57.00-150.00  101
  9  \w    -24.00   5.00   1.00    2.97    --  -40.18  77.00 150.00   29
 10  \w    -30.00   1.00   1.00    2.97    --  -40.18  37.00 120.00   31
 11  \w    -79.00 -28.00   1.00    2.97    --  -40.18 -37.00-120.00   51
 12  \w    -67.00  28.00   1.00    2.97    --  -40.18  57.00   0.00   95
 13  \w     27.00  53.00   1.00    2.97    --   40.18-125.00  60.00   26
 14  \w     73.00  99.00   1.00   11.89    --  106.51  77.00-120.00   26
 15  \w    146.00 172.00   1.00   11.89    --  106.51  45.00 -30.00   26
 16  \w     51.00  86.00   1.00   11.89    --  106.51 -30.00-150.00   35
 17  \w    153.00 178.00   1.00   11.89    --  106.51  61.00 -60.00   25
 18  \w     78.00 104.00   1.00   11.89    --  106.51  61.00 -60.00   26
 19  \w     86.00 124.00   1.00   11.89    --  106.51  45.00 -30.00   38
 20  \w     41.00 108.00   1.00   11.89    --  106.51 -94.00  60.00   67
 21  \w     81.00 107.00   1.00   11.89    --  106.51  45.00-120.00   26
 22  \w    133.00 177.00   1.00   11.89    --  106.51  77.00-120.00   44
 23  \w     61.00 112.00   1.00   11.89    --  106.51-111.00-180.00   51
 24  \w     76.00 101.00   1.00   11.89    --  106.51  61.00-120.00   25
 25  \w     92.00 118.00   1.00   11.89    --  106.51  30.00  60.00   26
 26  \w    136.00 172.00   1.00   11.89    --  106.51  30.00  60.00   36
 27  \w     65.00  93.00   1.00   11.89    --  106.51 -45.00-180.00   28
 28  \w    129.00 156.00   1.00   11.89    --  106.51  45.00 120.00   27
 29  \w     28.00  86.00   1.00   11.89    --  106.51-111.00  30.00   58
 30  \w     -5.00  20.00   1.00    2.97    --   36.00  97.00 116.30   25
 31  \w   -109.00 -15.00   1.00    2.97    --  -40.18 -37.00 -30.00   94
 32  \w     24.00  95.00   1.00    2.97    --   40.18-125.00-120.00   71
 33  \w     60.00  97.00   1.00    2.97    --   40.18-125.00  30.00   37
 34  \w      6.00  31.00   1.00    2.97    --   44.00  90.00-137.52   25
 35  \w     13.00  38.00   1.00    2.97    --   48.00  83.00  11.29   25
 36  \w     17.00  42.00   1.00    2.97    --   52.00  82.00-108.73   25
 37  \w     18.00  43.00   1.00    2.97    --   52.00  80.00 -47.52   25
 38  \w     17.00  42.00   1.00    2.97    --   52.00  82.00  62.55   25
 39  \w     17.00  42.00   1.00    2.97    --   52.00  81.00 131.42   25
 40  \w     31.00  57.00   1.00    2.97    --   64.00  76.00 -38.67   26
 41  \w    116.00 142.00   1.00    2.97    --   64.00  76.00 -38.67   26
 42  \w     35.00  61.00   1.00    2.97    --   68.00  76.00  83.28   26
 43  \w     35.00  61.00   1.00    2.97    --   68.00  76.00 162.42   26
 44  \w    115.00 146.00   1.00    2.97    --   68.00  77.00-142.89   31
 45  \w     34.00  59.00   1.00    2.97    --   68.00  77.00-142.89   25
 46  \w     35.00  61.00   1.00    2.97    --   68.00  75.00  -9.83   26
 47  \w     82.00 149.00   1.00    2.97    --   72.00  77.00  38.46   67
 48  \w     38.00  66.00   1.00    2.97    --   72.00  77.00  38.46   28
 49  \w     38.00  64.00   1.00    2.97    --   72.00  77.00  11.72   26
 50  \w     38.00  73.00   1.00    2.97    --   72.00  77.00 180.00   35
 51  \w    113.00 139.00   1.00    2.97    --   72.00  76.00-106.15   26
 52  \w    125.00 150.00   1.00    2.97    --   72.00  77.00 -75.77   25
 53  \w     38.00  64.00   1.00    2.97    --   72.00  77.00 -75.77   26
 54  \w     39.00  64.00   1.00    2.97    --   72.00  76.00-106.15   25
 55  \w     38.00  63.00   1.00    2.97    --   72.00  77.00  89.47   25
 56  \w     38.00  67.00   1.00    2.97    --   72.00  77.00 132.47   29
 57  \w     50.00  76.00   1.00   11.89    --   80.00  67.00 -56.65   26
 58  \w     64.00  89.00   1.00   11.89    --   96.00  68.00 -45.55   25
 59  \w     73.00 106.00   1.00   11.89    --  106.51  77.00 120.00   33
 60  \w     76.00 102.00   1.00   11.89    --  106.51  61.00-150.00   26
 61  \w     73.00 118.00   1.00   11.89    --  106.51  77.00  60.00   45
 62  \w     53.00 114.00   1.00   11.89    --  106.51-111.00 -30.00   61
 63  \w    144.00 178.00   1.00   11.89    --  106.51  77.00  90.00   34
 64  \w     73.00 132.00   1.00   11.89    --  106.51  77.00  90.00   59
 65  \w     73.00 137.00   1.00   11.89    --  106.51  77.00 -30.00   64
 66  \w     56.00 107.00   1.00   11.89    --  106.51 -94.00-150.00   51
 67  \w    127.00 153.00   1.00   11.89    --  106.51  61.00 120.00   26
 68  \w     77.00 108.00   1.00   11.89    --  106.51  61.00 120.00   31
 69  \w     76.00 110.00   1.00   11.89    --  106.51  61.00  60.00   34
 70  \w     73.00  99.00   1.00   11.89    --  106.51  77.00-180.00   26
 71  \w    125.00 151.00   1.00   11.89    --  106.51  72.00  24.00   26
 72  \w     74.00 109.00   1.00   11.89    --  106.51  72.00  24.00   35
 73  \w     73.00  99.00   1.00   11.89    --  106.51  77.00 -60.00   26
 74  \w    124.00 172.00   1.00   11.89    --  106.51  77.00 -60.00   48
 75  \w     73.00  99.00   1.00   11.89    --  106.51  77.00 -90.00   26
 76  \w     73.00 161.00   1.00   11.89    --  106.51  77.00 150.00   88
 77  \w    123.00 151.00   1.00   11.89    --  106.51  77.00   0.00   28
 78  \w     73.00 112.00   1.00   11.89    --  106.51  77.00   0.00   39
 79  \w     48.00  76.00   1.00   11.89    --   80.00  74.00-121.72   28
 80  \w   -119.00  -7.00   1.00    2.97    --  -40.18 -77.00  60.00  112
 81  \w     17.00  45.00   1.00    2.97    --   52.00  82.00 -36.55   28
 82  \w     17.00  46.00   1.00    2.97    --   52.00  81.00 163.62   29
 83  \w     18.00  46.00   1.00    2.97    --   52.00  80.00-152.77   28
 84  \w     22.00  49.00   1.00    2.97    --   56.00  78.00-131.52   27
 85  \w     22.00  49.00   1.00    2.97    --   56.00  78.00  29.38   27
 86  \w     34.00 147.00   1.00    2.97    --   68.00  77.00 108.17  113
 87  \w     35.00 120.00   1.00    2.97    --   68.00  76.00 -31.96   85
 88  \w     13.00  40.00   1.00    2.97    --   48.00  83.00  96.99   27
 89  \w     27.00 138.00   1.00    2.97    --   60.00  75.00  72.29  111
 90  \w     31.00 142.00   1.00    2.97    --   64.00  76.00-103.87  111
 91  \w     31.00 142.00   1.00    2.97    --   64.00  76.00 -63.15  111
 92  \w     31.00 116.00   1.00    2.97    --   64.00  76.00 137.51   85
 93  \w     40.00 147.00   1.00    2.97    --   72.00  68.00-122.57  107
;
_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      0.1248561000
_diffrn_orient_matrix_UB_12      0.0266511000
_diffrn_orient_matrix_UB_13      0.0520644000
_diffrn_orient_matrix_UB_21      0.0521686000
_diffrn_orient_matrix_UB_22      -0.0951037000
_diffrn_orient_matrix_UB_23      -0.0449090000
_diffrn_orient_matrix_UB_31      0.0554047000
_diffrn_orient_matrix_UB_32      0.0419142000
_diffrn_orient_matrix_UB_33      -0.0504594000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            71296
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.065
_diffrn_reflns_theta_max         67.065
_diffrn_reflns_theta_min         4.196
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.655
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.942
_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    1.351
_exptl_crystal_description       block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.299
_exptl_crystal_size_min          0.153
_refine_diff_density_max         2.379
_refine_diff_density_min         -1.718
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     666
_refine_ls_number_reflns         10675
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0402
_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^)+(0.0607P)^2^+7.2924P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1084
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10174
_reflns_number_total             10675
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt04909e2.cif
_cod_data_source_block           exp_1365_214_sbf3_iprc_dme
_cod_depositor_comments
'Adding full bibliography for 7042042--7042045.cif.'
_cod_database_code               7042044
_chemical_oxdiff_formula         'C27 H36 N2 Sb F3'
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Sb2A) = Uanis(Sb2B)
Uanis(F4A) = Uanis(F4B) = Uanis(F5)
3. Others
 Sof(Sb2B)=Sof(F4B)=1-FVAR(1)
 Sof(Sb2A)=Sof(F4A)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14), C23(H23), C26(H26), C38(H38), C41(H41), C50(H50), C53(H53)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C19(H19), C20(H20), C21(H21),
 C29(H29), C31(H31), C34(H34), C35(H35), C36(H36), C46(H46), C47(H47), C48(H48),
  C56(H56), C57(H57), C58(H58), C59(H59), C60(H60), C61(H61)
4.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A,
 H28B,H28C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C42(H42A,H42B,H42C),
 C43(H43A,H43B,H43C), C51(H51A,H51B,H51C), C52(H52A,H52B,H52C), C54(H54A,H54B,
 H54C), C55(H55A,H55B,H55C)
;
_shelx_res_checksum              20714
_shelx_shelxl_version_number     2014/7
_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 4.171
_oxdiff_exptl_absorpt_empirical_full_min 0.474