Frustrated N-heterocyclic carbene-silylium ion Lewis pairs.
Silva Valverde, Miguel F.; Theuergarten, Eileen; Bannenberg, Thomas; Freytag, Matthias; Jones, Peter G.; Tamm, Matthias; Dalton transactions (Cambridge, England : 2003) 44 (2015) 9400–9408; doi:10.1039/c5dt01362c

data_7034864
_publ_section_title
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 Frustrated N-heterocyclic carbene-silylium ion Lewis pairs.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9400
_journal_page_last               9408
_journal_paper_doi               10.1039/c5dt01362c
_journal_volume                  44
_journal_year                    2015
_chemical_formula_sum            'C18 H33 F3 N2 O5 S Si'
_chemical_formula_weight         474.61
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
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2015-03-05 deposited with the CCDC.
2015-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6572(3)
_cell_length_b                   10.9091(3)
_cell_length_c                   20.6522(6)
_cell_measurement_reflns_used    23067
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.6820
_cell_measurement_theta_min      4.2770
_cell_volume                     2401.03(12)
_computing_cell_refinement
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
;
_computing_data_collection
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44)  
;
_computing_data_reduction
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
;
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3543
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Atlas, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Nova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            36236
_diffrn_reflns_theta_full        75.00
_diffrn_reflns_theta_max         77.03
_diffrn_reflns_theta_min         4.28
_exptl_absorpt_coefficient_mu    2.156
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.002(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         5022
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0312P)^2^+0.5163P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0595
_refine_ls_wR_factor_ref         0.0598
_reflns_number_gt                4932
_reflns_number_total             5022
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt01362c3.cif
_cod_data_source_block           eileen61
_cod_depositor_comments
'Adding full bibliography for 7034861--7034869.cif.'
_cod_database_code               7034864
_refine_instructions_details
;
TITL eileen61 in P2(1)2(1)2(1)
CELL 1.54184  10.657198  10.909093  20.652223  90.0000  90.0000  90.0000
ZERR    4.00   0.000300   0.000300   0.000600   0.0000   0.0000   0.0000
LATT  -1
SYMM  1/2 - X, - Y, 1/2 + Z
SYMM  - X, 1/2 + Y, 1/2 - Z
SYMM  1/2 + X, 1/2 - Y, - Z
SFAC  C    H    N    O    F    SI   S
UNIT  72  132  8  20  12  4  4
MERG   2
FMAP   2
TEMP -173
 
OMIT 0 7 10
 
ACTA 150
CONF
 
PLAN   10
L.S.   10
WGHT    0.031200    0.516300
FVAR       4.20515
S1    7    0.686785    0.496746    0.003084    11.00000    0.01507    0.02213 =
         0.01500   -0.00014    0.00007   -0.00119
SI    6    0.492153    0.459041    0.331671    11.00000    0.01299    0.02147 =
         0.01610   -0.00412   -0.00281    0.00213
N1    3    0.191088    0.395206    0.153722    11.00000    0.01310    0.01606 =
         0.01219   -0.00047    0.00037   -0.00129
N2    3    0.067788    0.397987    0.239772    11.00000    0.01180    0.01879 =
         0.01198    0.00085   -0.00052   -0.00087
O1    4    0.367658    0.408452    0.284173    11.00000    0.01255    0.01902 =
         0.01474   -0.00038   -0.00168    0.00158
O2    4    0.286020    0.592705    0.259211    11.00000    0.01718    0.01814 =
         0.02167   -0.00252    0.00122    0.00132
O3    4    0.759977    0.492630   -0.055542    11.00000    0.02730    0.03245 =
         0.02051   -0.00222    0.00696   -0.00400
O4    4    0.699688    0.391824    0.044850    11.00000    0.03080    0.02187 =
         0.02062    0.00241   -0.00143   -0.00109
O5    4    0.560652    0.540227   -0.005021    11.00000    0.01897    0.05250 =
         0.02898    0.00667   -0.00223    0.00701
F1    5    0.883265    0.593178    0.060254    11.00000    0.03328    0.05295 =
         0.06278   -0.01320   -0.01457   -0.01407
F2    5    0.756481    0.725675    0.019588    11.00000    0.08928    0.02178 =
         0.05024    0.00391   -0.00073   -0.01062
F3    5    0.708207    0.632156    0.107726    11.00000    0.07015    0.03962 =
         0.02802   -0.01526    0.00619   -0.00403
C1    1    0.185584    0.417840    0.217952    11.00000    0.01156    0.01585 =
         0.01407    0.00123   -0.00031    0.00160
C2    1    0.070283    0.361198    0.133822    11.00000    0.01545    0.01662 =
         0.01539    0.00088   -0.00312   -0.00172
C3    1   -0.005818    0.364324    0.186427    11.00000    0.01430    0.01785 =
         0.01594    0.00194   -0.00264   -0.00150
C4    1    0.299958    0.422922    0.107318    11.00000    0.01556    0.01937 =
         0.01300   -0.00057    0.00433   -0.00173
C5    1    0.424218    0.437079    0.143457    11.00000    0.01403    0.03069 =
         0.01598   -0.00021    0.00311   -0.00016
AFIX 137
H5A   2    0.492808    0.445230    0.112145    11.00000   -1.50000
H5B   2    0.438613    0.364706    0.170569    11.00000   -1.50000
H5C   2    0.420931    0.510382    0.170835    11.00000   -1.50000
AFIX   0
C6    1    0.268097    0.542934    0.073190    11.00000    0.02246    0.02231 =
         0.01955    0.00353    0.00097   -0.00216
AFIX 137
H6A   2    0.334626    0.563102    0.042212    11.00000   -1.50000
H6B   2    0.260963    0.608725    0.105291    11.00000   -1.50000
H6C   2    0.188231    0.534089    0.050139    11.00000   -1.50000
AFIX   0
C7    1    0.316852    0.315969    0.060227    11.00000    0.02398    0.02699 =
         0.02189   -0.00729    0.00690   -0.00287
AFIX 137
H7A   2    0.246704    0.314542    0.029553    11.00000   -1.50000
H7B   2    0.318875    0.238767    0.084467    11.00000   -1.50000
H7C   2    0.395800    0.326074    0.036488    11.00000   -1.50000
AFIX   0
C8    1    0.031686    0.322637    0.067246    11.00000    0.02176    0.03030 =
         0.01402   -0.00290   -0.00370   -0.00397
AFIX 137
H8A   2    0.064579    0.240499    0.058238    11.00000   -1.50000
H8B   2    0.065284    0.380719    0.035468    11.00000   -1.50000
H8C   2   -0.060098    0.321425    0.064407    11.00000   -1.50000
AFIX   0
C9    1   -0.144062    0.338815    0.186227    11.00000    0.01453    0.03054 =
         0.02082    0.00325   -0.00247   -0.00530
AFIX 137
H9A   2   -0.178733    0.357997    0.143461    11.00000   -1.50000
H9B   2   -0.185273    0.389703    0.219044    11.00000   -1.50000
H9C   2   -0.158537    0.252071    0.196047    11.00000   -1.50000
AFIX   0
C10   1    0.017860    0.411967    0.308949    11.00000    0.01390    0.02705 =
         0.01178    0.00117    0.00316   -0.00170
C11   1    0.123328    0.426220    0.358400    11.00000    0.01795    0.03962 =
         0.01282   -0.00008    0.00129   -0.00221
AFIX 137
H11A  2    0.088168    0.423583    0.402225    11.00000   -1.50000
H11B  2    0.165705    0.504914    0.351648    11.00000   -1.50000
H11C  2    0.183815    0.359312    0.353072    11.00000   -1.50000
AFIX   0
C12   1   -0.062383    0.528033    0.310319    11.00000    0.02540    0.03714 =
         0.02278   -0.00271    0.00422    0.00976
AFIX 137
H12A  2   -0.127983    0.522292    0.277205    11.00000   -1.50000
H12B  2   -0.009359    0.599529    0.301556    11.00000   -1.50000
H12C  2   -0.101265    0.536711    0.353076    11.00000   -1.50000
AFIX   0
C13   1   -0.053506    0.295597    0.327551    11.00000    0.02953    0.03619 =
         0.01898    0.00520    0.00249   -0.01284
AFIX 137
H13A  2   -0.128096    0.287480    0.300132    11.00000   -1.50000
H13B  2   -0.079099    0.300580    0.373053    11.00000   -1.50000
H13C  2    0.000932    0.224143    0.321392    11.00000   -1.50000
AFIX   0
C14   1    0.286838    0.482063    0.256494    11.00000    0.01105    0.01914 =
         0.01112   -0.00062    0.00242    0.00080
C15   1    0.587561    0.568346    0.283995    11.00000    0.01626    0.03013 =
         0.02888   -0.00273   -0.00262   -0.00368
AFIX 137
H15A  2    0.616160    0.528603    0.244080    11.00000   -1.50000
H15B  2    0.660426    0.594077    0.309553    11.00000   -1.50000
H15C  2    0.536618    0.640238    0.273107    11.00000   -1.50000
AFIX   0
C16   1    0.574280    0.313945    0.348457    11.00000    0.02448    0.02746 =
         0.03373   -0.00368   -0.01313    0.00477
AFIX 137
H16A  2    0.517467    0.257806    0.371104    11.00000   -1.50000
H16B  2    0.647835    0.330103    0.375626    11.00000   -1.50000
H16C  2    0.601239    0.276716    0.307573    11.00000   -1.50000
AFIX   0
C17   1    0.427278    0.531039    0.405361    11.00000    0.02096    0.04408 =
         0.02089   -0.01129   -0.00387    0.00151
AFIX 137
H17A  2    0.381612    0.605707    0.393496    11.00000   -1.50000
H17B  2    0.495911    0.551925    0.434953    11.00000   -1.50000
H17C  2    0.369886    0.473689    0.426737    11.00000   -1.50000
AFIX   0
C18   1    0.762423    0.618533    0.049745    11.00000    0.03790    0.02363 =
         0.02723   -0.00209   -0.00036   -0.00268
HKLF    4
;