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_7034861
_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            'C31 H45 F3 N2 O3 S Si'
_chemical_formula_weight         610.84
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     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                 103.0178(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.71654(13)
_cell_length_b                   22.4084(2)
_cell_length_c                   15.65661(18)
_cell_measurement_reflns_used    37763
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.5810
_cell_measurement_theta_min      3.9380
_cell_volume                     3321.34(7)
_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 0.997
_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  0.0448
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            67865
_diffrn_reflns_theta_full        75.00
_diffrn_reflns_theta_max         76.98
_diffrn_reflns_theta_min         3.51
_exptl_absorpt_coefficient_mu    1.627
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51691
_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    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         7001
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0345
_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^)+(0.0429P)^2^+1.5267P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0892
_reflns_number_gt                6406
_reflns_number_total             7001
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt01362c3.cif
_cod_data_source_block           eileen64
_cod_depositor_comments
'Adding full bibliography for 7034861--7034869.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7034861
_refine_instructions_details
;
TITL eileen64 in P2(1)/n
CELL 1.54184   9.716539  22.408394  15.656612  90.0000 103.0178  90.0000
ZERR    4.00   0.00013   0.00020   0.00018   0.0000   0.0012   0.0000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O    F    SI   S
UNIT  124  180  8  12  12  4  4
MERG   2
TEMP -173
 
FMAP   2
PLAN   10
 
ACTA 150
CONF
 
L.S.   4
 
WGHT    0.042900    1.526700
FVAR       3.65196
SI    6    0.828259    0.451620    0.733848    11.00000    0.01580    0.01644 =
         0.02072    0.00441    0.00167   -0.00158
N1    3    0.584896    0.371641    0.727541    11.00000    0.01561    0.01348 =
         0.01864    0.00059    0.00175   -0.00042
N2    3    0.776858    0.332147    0.801926    11.00000    0.01712    0.01370 =
         0.01835    0.00163    0.00216    0.00017
C1    1    0.724378    0.382735    0.759046    11.00000    0.01544    0.01506 =
         0.01577    0.00019    0.00172    0.00089
C2    1    0.552265    0.314399    0.749698    11.00000    0.02143    0.01415 =
         0.02481    0.00083    0.00456   -0.00429
AFIX  43
H2    2    0.461946    0.295985    0.734901    11.00000   -1.20000
AFIX   0
C3    1    0.672055    0.289686    0.796036    11.00000    0.02249    0.01457 =
         0.02426    0.00104    0.00429   -0.00319
AFIX  43
H3    2    0.682595    0.250586    0.820079    11.00000   -1.20000
AFIX   0
C4    1    0.476892    0.412911    0.682640    11.00000    0.01332    0.01458 =
         0.02105    0.00145    0.00207   -0.00029
C5    1    0.428196    0.407322    0.591853    11.00000    0.01566    0.01646 =
         0.02133   -0.00087    0.00276   -0.00193
C6    1    0.315853    0.444210    0.552202    11.00000    0.01892    0.02269 =
         0.02106    0.00168    0.00031    0.00112
AFIX  43
H6    2    0.279070    0.441626    0.490727    11.00000   -1.20000
AFIX   0
C7    1    0.257332    0.484438    0.601047    11.00000    0.01851    0.02235 =
         0.02856    0.00405    0.00300    0.00520
AFIX  43
H7    2    0.180725    0.508914    0.572762    11.00000   -1.20000
AFIX   0
C8    1    0.309277    0.489384    0.690717    11.00000    0.02092    0.01981 =
         0.02765   -0.00028    0.00818    0.00344
AFIX  43
H8    2    0.269186    0.517822    0.723027    11.00000   -1.20000
AFIX   0
C9    1    0.419695    0.453133    0.734143    11.00000    0.01726    0.01790 =
         0.02116   -0.00069    0.00511   -0.00161
C10   1    0.485380    0.361702    0.537069    11.00000    0.01861    0.02328 =
         0.02125   -0.00453    0.00035    0.00215
AFIX  13
H10   2    0.581209    0.348984    0.570233    11.00000   -1.20000
AFIX   0
C11   1    0.498904    0.386598    0.448094    11.00000    0.02582    0.03966 =
         0.02164   -0.00543    0.00485   -0.00078
AFIX 137
H11A  2    0.404527    0.393238    0.411002    11.00000   -1.50000
H11B  2    0.550239    0.357992    0.419518    11.00000   -1.50000
H11C  2    0.550590    0.424475    0.456899    11.00000   -1.50000
AFIX   0
C12   1    0.388957    0.306707    0.522282    11.00000    0.03278    0.02292 =
         0.03432   -0.00859    0.00304   -0.00114
AFIX 137
H12A  2    0.385578    0.288957    0.578980    11.00000   -1.50000
H12B  2    0.426119    0.277407    0.486802    11.00000   -1.50000
H12C  2    0.293562    0.318616    0.491616    11.00000   -1.50000
AFIX   0
C13   1    0.472260    0.456794    0.833244    11.00000    0.02111    0.02617 =
         0.02053   -0.00267    0.00497    0.00022
AFIX  13
H13   2    0.575641    0.447633    0.847300    11.00000   -1.20000
AFIX   0
C14   1    0.453568    0.519107    0.868952    11.00000    0.04379    0.03270 =
         0.02693   -0.00879    0.01038    0.00133
AFIX 137
H14A  2    0.491598    0.548979    0.834757    11.00000   -1.50000
H14B  2    0.504225    0.521436    0.930519    11.00000   -1.50000
H14C  2    0.352907    0.526818    0.864453    11.00000   -1.50000
AFIX   0
C15   1    0.399380    0.410003    0.879653    11.00000    0.02662    0.03644 =
         0.02273    0.00404    0.00672   -0.00021
AFIX 137
H15A  2    0.298450    0.419245    0.869856    11.00000   -1.50000
H15B  2    0.441744    0.410585    0.942682    11.00000   -1.50000
H15C  2    0.411460    0.370333    0.856024    11.00000   -1.50000
AFIX   0
C16   1    0.918910    0.321597    0.853547    11.00000    0.01724    0.01582 =
         0.01954    0.00521   -0.00060   -0.00015
C17   1    1.011397    0.288337    0.815890    11.00000    0.02087    0.02229 =
         0.02269    0.00718    0.00302    0.00332
C18   1    1.144418    0.275398    0.868832    11.00000    0.02033    0.03048 =
         0.03368    0.01145    0.00387    0.00493
AFIX  43
H18   2    1.210303    0.252770    0.845702    11.00000   -1.20000
AFIX   0
C19   1    1.180567    0.295296    0.954468    11.00000    0.02300    0.03303 =
         0.03494    0.01070   -0.00627   -0.00122
AFIX  43
H19   2    1.270848    0.285793    0.989822    11.00000   -1.20000
AFIX   0
C20   1    1.087169    0.328877    0.989511    11.00000    0.03444    0.02488 =
         0.02430    0.00328   -0.00731   -0.00543
AFIX  43
H20   2    1.115023    0.342569    1.048305    11.00000   -1.20000
AFIX   0
C21   1    0.952495    0.343038    0.939974    11.00000    0.02979    0.01545 =
         0.02042    0.00290    0.00063   -0.00170
C22   1    0.973343    0.266084    0.721735    11.00000    0.03129    0.03454 =
         0.02181    0.00492    0.00535    0.01512
AFIX  13
H22   2    0.882930    0.285701    0.691703    11.00000   -1.20000
AFIX   0
C23   1    1.086548    0.282923    0.671892    11.00000    0.05079    0.05727 =
         0.03380    0.01447    0.02209    0.02201
AFIX 137
H23A  2    1.102627    0.326109    0.675862    11.00000   -1.50000
H23B  2    1.054702    0.271391    0.610215    11.00000   -1.50000
H23C  2    1.174717    0.262039    0.697721    11.00000   -1.50000
AFIX   0
C24   1    0.949062    0.198490    0.718864    11.00000    0.05417    0.03707 =
         0.02807   -0.00546    0.00314    0.00904
AFIX 137
H24A  2    1.036773    0.178183    0.747267    11.00000   -1.50000
H24B  2    0.920075    0.185387    0.657724    11.00000   -1.50000
H24C  2    0.874807    0.188662    0.749766    11.00000   -1.50000
AFIX   0
C25   1    0.849276    0.379601    0.978361    11.00000    0.04459    0.02189 =
         0.02052    0.00031    0.00350    0.00677
AFIX  13
H25   2    0.786032    0.401376    0.928950    11.00000   -1.20000
AFIX   0
C26   1    0.924182    0.426389    1.044237    11.00000    0.07333    0.02967 =
         0.03849   -0.01117    0.02240   -0.01340
AFIX 137
H26A  2    0.970978    0.406558    1.098860    11.00000   -1.50000
H26B  2    0.854670    0.455011    1.056275    11.00000   -1.50000
H26C  2    0.994737    0.447479    1.019651    11.00000   -1.50000
AFIX   0
C27   1    0.755723    0.340321    1.022007    11.00000    0.03205    0.03203 =
         0.03759   -0.00729    0.00892    0.00171
AFIX 137
H27A  2    0.707809    0.310418    0.979997    11.00000   -1.50000
H27B  2    0.685181    0.365221    1.040930    11.00000   -1.50000
H27C  2    0.814344    0.320201    1.073007    11.00000   -1.50000
AFIX   0
C28   1    0.743008    0.521205    0.759538    11.00000    0.02478    0.01871 =
         0.05941    0.00471    0.01237   -0.00170
AFIX 137
H28A  2    0.745011    0.522452    0.822374    11.00000   -1.50000
H28B  2    0.644820    0.522265    0.726041    11.00000   -1.50000
H28C  2    0.794079    0.555723    0.743793    11.00000   -1.50000
AFIX   0
C29   1    0.827273    0.445090    0.615946    11.00000    0.03510    0.04584 =
         0.02358    0.00783    0.00332   -0.01332
AFIX 137
H29A  2    0.888042    0.476031    0.599810    11.00000   -1.50000
H29B  2    0.730609    0.450129    0.581226    11.00000   -1.50000
H29C  2    0.862645    0.405651    0.604331    11.00000   -1.50000
AFIX   0
C30   1    1.012166    0.448008    0.799004    11.00000    0.02021    0.02194 =
         0.02897    0.00613    0.00075   -0.00427
AFIX 137
H30A  2    1.058151    0.412161    0.782796    11.00000   -1.50000
H30B  2    1.011944    0.446459    0.861527    11.00000   -1.50000
H30C  2    1.063872    0.483491    0.787223    11.00000   -1.50000
AFIX   0
S     7    0.478053    0.144864    0.801853    11.00000    0.02581    0.01575 =
         0.03221   -0.00362    0.01111   -0.00413
O1    4    0.396648    0.193863    0.756942    11.00000    0.03744    0.03030 =
         0.03126    0.00678    0.00173   -0.00215
O2    4    0.629495    0.151818    0.817437    11.00000    0.02605    0.02168 =
         0.05705   -0.00278    0.02062   -0.00281
O3    4    0.426798    0.086325    0.774108    11.00000    0.04552    0.02323 =
         0.07483   -0.01973    0.02525   -0.01460
C31   1    0.446173    0.150951    0.911095    11.00000    0.02388    0.04171 =
         0.03292    0.00955    0.00733    0.00949
F1    5    0.484192    0.205081    0.945138    11.00000    0.05258    0.06721 =
         0.03686   -0.02143    0.00710    0.00151
F2    5    0.518138    0.110271    0.965404    11.00000    0.04386    0.09176 =
         0.05736    0.04752    0.01653    0.02849
F3    5    0.310280    0.143493    0.911808    11.00000    0.02927    0.05950 =
         0.05617    0.01977    0.02413    0.01300
 
HKLF    4
;