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_7034866
_publ_section_title
;
 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            'C33 H43 F3 N2 O3 S Si'
_chemical_formula_weight         632.84
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-03-05 deposited with the CCDC.
2015-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 99.137(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.0006(2)
_cell_length_b                   13.4769(2)
_cell_length_c                   14.1223(2)
_cell_measurement_reflns_used    30981
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.5130
_cell_measurement_theta_min      4.5550
_cell_volume                     1691.30(5)
_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 0.999
_diffrn_measured_fraction_theta_max 0.998
_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  0.0398
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            38932
_diffrn_reflns_theta_full        75.00
_diffrn_reflns_theta_max         75.67
_diffrn_reflns_theta_min         4.56
_exptl_absorpt_coefficient_mu    1.619
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.04728
_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    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.000(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6988
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0294
_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^)+(0.0474P)^2^+0.3057P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0773
_reflns_number_gt                6891
_reflns_number_total             6988
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt01362c3.cif
_cod_data_source_block           msv05
_cod_depositor_comments
'Adding full bibliography for 7034861--7034869.cif.'
_cod_original_cell_volume        1691.29(5)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7034866
_refine_instructions_details
;
TITL MSV05 in P2(1)
CELL 1.54184   9.000584  13.476861  14.122296  90.0000  99.1372  90.0000
ZERR    2.00   0.000200   0.000200   0.000200   0.0000   0.0020   0.0000
LATT  -1
SYMM  - X, 1/2 + Y, - Z
SFAC  C    H    N    O    F    SI   S
UNIT  66   86   4    6    6    2    2
MERG   2
FMAP   2
 
ACTA 150
CONF
 
OMIT    -6  -3  16
 
TEMP -173
 
PLAN   10
L.S.   4
 
WGHT    0.047400    0.305700
FVAR       5.74649
SI    6    0.383229    0.504688    0.479605    11.00000    0.02290    0.02470 =
         0.01902    0.00173    0.00436   -0.00280
N1    3    0.455734    0.653104    0.165353    11.00000    0.01503    0.01951 =
         0.02297    0.00279    0.00343   -0.00073
N2    3    0.634076    0.539784    0.175034    11.00000    0.01672    0.02179 =
         0.02075   -0.00118    0.00417    0.00050
C1    1    0.500135    0.563313    0.202331    11.00000    0.01633    0.01877 =
         0.01796   -0.00128    0.00259   -0.00186
C2    1    0.565883    0.687400    0.113921    11.00000    0.01912    0.02903 =
         0.03005    0.00973    0.00466   -0.00289
C3    1    0.676856    0.618919    0.121855    11.00000    0.01896    0.02972 =
         0.02471    0.00271    0.00506   -0.00373
C4    1    0.313007    0.713069    0.172713    11.00000    0.01747    0.01809 =
         0.02849   -0.00015    0.00194    0.00291
C5    1    0.217063    0.670702    0.242917    11.00000    0.02571    0.03343 =
         0.02786    0.00324    0.00960    0.01107
AFIX 137
H5A   2    0.274330    0.672352    0.307996    11.00000   -1.50000
H5B   2    0.189752    0.601999    0.225264    11.00000   -1.50000
H5C   2    0.125462    0.710535    0.240596    11.00000   -1.50000
AFIX   0
C6    1    0.361451    0.816592    0.208948    11.00000    0.03363    0.02431 =
         0.07163   -0.01455   -0.00310    0.00037
AFIX 137
H6A   2    0.402042    0.852924    0.158641    11.00000   -1.50000
H6B   2    0.439040    0.811018    0.265827    11.00000   -1.50000
H6C   2    0.274388    0.852331    0.225652    11.00000   -1.50000
AFIX   0
C7    1    0.216045    0.714237    0.073226    11.00000    0.02182    0.03301 =
         0.02661    0.00602    0.00270    0.00499
AFIX 137
H7A   2    0.136953    0.764455    0.071700    11.00000   -1.50000
H7B   2    0.169955    0.648855    0.059539    11.00000   -1.50000
H7C   2    0.279195    0.730148    0.024790    11.00000   -1.50000
AFIX   0
C8    1    0.567492    0.780506    0.056541    11.00000    0.02717    0.04467 =
         0.06358    0.03252    0.01034   -0.00076
AFIX 137
H8A   2    0.629606    0.830502    0.094631    11.00000   -1.50000
H8B   2    0.464531    0.805580    0.039373    11.00000   -1.50000
H8C   2    0.609393    0.766467   -0.001995    11.00000   -1.50000
AFIX   0
C9    1    0.819384    0.632280    0.080866    11.00000    0.02302    0.04444 =
         0.03762    0.00870    0.01171    0.00021
AFIX 137
H9A   2    0.804428    0.608284    0.014525    11.00000   -1.50000
H9B   2    0.900590    0.594501    0.119162    11.00000   -1.50000
H9C   2    0.846273    0.702786    0.082126    11.00000   -1.50000
AFIX   0
C10   1    0.729394    0.446663    0.195104    11.00000    0.01733    0.02271 =
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C11   1    0.646338    0.361924    0.234997    11.00000    0.02536    0.01992 =
         0.06492    0.00139    0.00745    0.00466
AFIX 137
H11A  2    0.554794    0.346299    0.190025    11.00000   -1.50000
H11B  2    0.619263    0.381603    0.296853    11.00000   -1.50000
H11C  2    0.711452    0.303282    0.243814    11.00000   -1.50000
AFIX   0
C12   1    0.869765    0.471672    0.266911    11.00000    0.02012    0.02892 =
         0.03192   -0.00326   -0.00106    0.00438
AFIX 137
H12A  2    0.940774    0.416132    0.270959    11.00000   -1.50000
H12B  2    0.841400    0.483539    0.330136    11.00000   -1.50000
H12C  2    0.917218    0.531399    0.245727    11.00000   -1.50000
AFIX   0
C13   1    0.768765    0.411555    0.098717    11.00000    0.02892    0.04282 =
         0.03924   -0.01897   -0.00003    0.00907
AFIX 137
H13A  2    0.679020    0.415286    0.049462    11.00000   -1.50000
H13B  2    0.804637    0.342839    0.104763    11.00000   -1.50000
H13C  2    0.847778    0.454123    0.080381    11.00000   -1.50000
AFIX   0
C14   1    0.424794    0.506661    0.272408    11.00000    0.01718    0.01702 =
         0.02107    0.00165    0.00422    0.00022
C15   1    0.468983    0.532147    0.366190    11.00000    0.01959    0.01913 =
         0.02155    0.00185    0.00302    0.00007
C16   1    0.594400    0.598081    0.387119    11.00000    0.02274    0.02289 =
         0.01848    0.00027    0.00435    0.00014
C17   1    0.705978    0.647888    0.409849    11.00000    0.02254    0.02415 =
         0.02211   -0.00323    0.00545   -0.00170
C18   1    0.316625    0.428919    0.232816    11.00000    0.01813    0.02004 =
         0.02270   -0.00016    0.00551   -0.00117
C19   1    0.293013    0.344074    0.286199    11.00000    0.02887    0.02240 =
         0.02288    0.00153    0.00424   -0.00249
AFIX  43
H19   2    0.339519    0.339393    0.351311    11.00000   -1.20000
AFIX   0
C20   1    0.202762    0.266991    0.245233    11.00000    0.03200    0.02288 =
         0.03027    0.00084    0.01019   -0.00658
AFIX  43
H20   2    0.188606    0.209965    0.282327    11.00000   -1.20000
AFIX   0
C21   1    0.132763    0.272667    0.150063    11.00000    0.02378    0.02337 =
         0.03173   -0.00819    0.00890   -0.00578
AFIX  43
H21   2    0.070771    0.219871    0.122224    11.00000   -1.20000
AFIX   0
C22   1    0.154356    0.356184    0.096182    11.00000    0.02013    0.02630 =
         0.02521   -0.00517    0.00514   -0.00136
AFIX  43
H22   2    0.106095    0.360898    0.031442    11.00000   -1.20000
AFIX   0
C23   1    0.246458    0.432891    0.136811    11.00000    0.01943    0.02013 =
         0.02188   -0.00123    0.00522    0.00012
AFIX  43
H23   2    0.262138    0.488985    0.098872    11.00000   -1.20000
AFIX   0
C24   1    0.841945    0.702298    0.439740    11.00000    0.01949    0.02240 =
         0.02734   -0.00756    0.00575   -0.00113
C25   1    0.923447    0.685083    0.531358    11.00000    0.02423    0.02789 =
         0.02803   -0.00543    0.00482   -0.00175
AFIX  43
H25   2    0.888190    0.638095    0.572761    11.00000   -1.20000
AFIX   0
C26   1    1.055909    0.736924    0.561436    11.00000    0.02375    0.03828 =
         0.03389   -0.01048   -0.00060   -0.00076
AFIX  43
H26   2    1.111075    0.725356    0.623573    11.00000   -1.20000
AFIX   0
C27   1    1.107851    0.805189    0.501507    11.00000    0.02111    0.03609 =
         0.04549   -0.01585    0.00763   -0.00606
AFIX  43
H27   2    1.198273    0.840587    0.522774    11.00000   -1.20000
AFIX   0
C28   1    1.028333    0.822453    0.409964    11.00000    0.02930    0.02847 =
         0.03999   -0.00809    0.01569   -0.00699
AFIX  43
H28   2    1.064451    0.869493    0.368971    11.00000   -1.20000
AFIX   0
C29   1    0.895953    0.770596    0.378828    11.00000    0.02609    0.02747 =
         0.02822   -0.00517    0.00772   -0.00171
AFIX  43
H29   2    0.842223    0.781571    0.316185    11.00000   -1.20000
AFIX   0
C30   1    0.175223    0.492627    0.452442    11.00000    0.02602    0.03781 =
         0.03001   -0.00138    0.00761   -0.00420
AFIX 137
H30A  2    0.134070    0.488452    0.512534    11.00000   -1.50000
H30B  2    0.148924    0.432414    0.414568    11.00000   -1.50000
H30C  2    0.132937    0.550651    0.415892    11.00000   -1.50000
AFIX   0
C31   1    0.473394    0.393713    0.543163    11.00000    0.04054    0.03683 =
         0.02799    0.00931    0.00472    0.00257
AFIX 137
H31A  2    0.427684    0.380730    0.600461    11.00000   -1.50000
H31B  2    0.581360    0.405957    0.562062    11.00000   -1.50000
H31C  2    0.458576    0.336067    0.500404    11.00000   -1.50000
AFIX   0
C32   1    0.429858    0.614953    0.559039    11.00000    0.03547    0.03655 =
         0.02579   -0.00587    0.01063   -0.00738
AFIX 137
H32A  2    0.395612    0.675462    0.523686    11.00000   -1.50000
H32B  2    0.538964    0.618231    0.579689    11.00000   -1.50000
H32C  2    0.379446    0.608982    0.615393    11.00000   -1.50000
AFIX   0
S     7    0.967633   -0.014956    0.164653    11.00000    0.04185    0.02443 =
         0.03000   -0.00078    0.01046   -0.00423
O1    4    0.996461    0.029672    0.076876    11.00000    0.05844    0.03731 =
         0.03986    0.00383    0.02104   -0.00695
O2    4    1.061726    0.018762    0.250479    11.00000    0.07327    0.04367 =
         0.04341   -0.00315   -0.00335   -0.01680
O3    4    0.940045   -0.120024    0.159754    11.00000    0.04426    0.02284 =
         0.03802   -0.00116    0.00991    0.00055
C33   1    0.784124    0.035843    0.176240    11.00000    0.06134    0.02860 =
         0.05369   -0.00517    0.02514    0.00670
F1    5    0.790339    0.134259    0.188267    11.00000    0.10513    0.02852 =
         0.09009   -0.01397    0.03455    0.01371
F2    5    0.729375   -0.002903    0.249555    11.00000    0.09798    0.06653 =
         0.08068    0.00550    0.06621    0.01275
F3    5    0.681890    0.018211    0.096774    11.00000    0.04886    0.04709 =
         0.08267    0.00081    0.00893    0.00869
 
HKLF    4
;