# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2005

data_global

_journal_coden_Cambridge         182

loop_
_publ_author_name
'Mitsuo Kira'
'Natsuki Hamada'
'Chizuko Kabuto'
'Wataru Setaka'

_publ_contact_author_name        'Prof Mitsuo Kira'
_publ_contact_author_address     
;
Department of Chemistry
Tohoku University
Graduate School of Science
Aoba-ku
Sendai
980-8578
JAPAN
;

_publ_contact_author_email       MKIRA@SI.CHEM.TOHOKU.AC.JP

_publ_requested_journal          'Chemical Communications'

_publ_section_title              
;
Intramolecular Charge-Transfer Fluorescence of
1-Phenylbicyclo[2.2.2]octasilane
;

data_crystal
_database_code_depnum_ccdc_archive 'CCDC 269601'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H44 Si8'
_chemical_formula_weight         497.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.9526(5)
_cell_length_b                   16.4089(9)
_cell_length_c                   18.5655(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.026(3)
_cell_angle_gamma                90.00
_cell_volume                     3030.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9023
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.090
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    0.360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8997
_exptl_absorpt_correction_T_max  0.9649
_exptl_absorpt_process_details   '(Jacobson, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 14.62
_diffrn_standards_number         24057
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6868
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0471
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.20
_diffrn_reflns_theta_max         27.48
_reflns_number_total             6868
_reflns_number_gt                5475
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0626P)^2^+0.2189P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6868
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1082
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.80297(5) 0.18886(3) 0.48552(3) 0.02240(13) Uani 1 1 d . . .
Si2 Si 1.02549(5) 0.19923(3) 0.53246(3) 0.02675(14) Uani 1 1 d . . .
Si3 Si 1.03326(6) 0.29120(3) 0.63018(3) 0.02812(14) Uani 1 1 d . . .
Si4 Si 0.81646(6) 0.31403(3) 0.67069(3) 0.02948(14) Uani 1 1 d . . .
Si5 Si 0.71863(6) 0.18602(4) 0.68708(3) 0.03071(15) Uani 1 1 d . . .
Si6 Si 0.67072(6) 0.12812(4) 0.57364(3) 0.02765(14) Uani 1 1 d . . .
Si7 Si 0.71860(6) 0.32021(4) 0.46467(3) 0.02981(14) Uani 1 1 d . . .
Si8 Si 0.69799(7) 0.38730(4) 0.57819(3) 0.03859(17) Uani 1 1 d . . .
C1 C 0.7937(2) 0.12551(12) 0.39943(11) 0.0280(4) Uani 1 1 d . . .
C2 C 0.9039(3) 0.11722(17) 0.35638(13) 0.0485(6) Uani 1 1 d . . .
H2 H 0.9846 0.1453 0.3695 0.058 Uiso 1 1 calc R . .
C3 C 0.9003(3) 0.0692(2) 0.29481(15) 0.0611(8) Uani 1 1 d . . .
H3 H 0.9776 0.0648 0.2665 0.073 Uiso 1 1 calc R . .
C4 C 0.7854(3) 0.02836(16) 0.27507(14) 0.0538(7) Uani 1 1 d . . .
H4 H 0.7823 -0.0045 0.2329 0.065 Uiso 1 1 calc R . .
C5 C 0.6742(3) 0.03502(16) 0.31657(14) 0.0506(7) Uani 1 1 d . . .
H5 H 0.5941 0.0066 0.3031 0.061 Uiso 1 1 calc R . .
C6 C 0.6785(3) 0.08321(15) 0.37823(13) 0.0429(6) Uani 1 1 d . . .
H6 H 0.6008 0.0872 0.4064 0.051 Uiso 1 1 calc R . .
C7 C 1.0821(3) 0.09533(14) 0.56393(15) 0.0439(6) Uani 1 1 d . . .
H7A H 1.0196 0.0745 0.5992 0.066 Uiso 1 1 calc R . .
H7B H 1.1725 0.0992 0.5864 0.066 Uiso 1 1 calc R . .
H7C H 1.0837 0.0582 0.5226 0.066 Uiso 1 1 calc R . .
C8 C 1.1499(2) 0.23677(17) 0.46503(14) 0.0467(6) Uani 1 1 d . . .
H8A H 1.1228 0.2909 0.4477 0.070 Uiso 1 1 calc R . .
H8B H 1.1516 0.1989 0.4243 0.070 Uiso 1 1 calc R . .
H8C H 1.2397 0.2399 0.4883 0.070 Uiso 1 1 calc R . .
C9 C 1.1499(3) 0.25041(16) 0.70387(14) 0.0461(6) Uani 1 1 d . . .
H9A H 1.1152 0.1984 0.7213 0.069 Uiso 1 1 calc R . .
H9B H 1.1556 0.2895 0.7438 0.069 Uiso 1 1 calc R . .
H9C H 1.2395 0.2421 0.6849 0.069 Uiso 1 1 calc R . .
C10 C 1.1075(3) 0.39027(15) 0.59926(15) 0.0486(6) Uani 1 1 d . . .
H10A H 1.0496 0.4137 0.5608 0.073 Uiso 1 1 calc R . .
H10B H 1.1972 0.3803 0.5810 0.073 Uiso 1 1 calc R . .
H10C H 1.1144 0.4284 0.6399 0.073 Uiso 1 1 calc R . .
C11 C 0.8213(3) 0.37358(16) 0.75832(14) 0.0483(6) Uani 1 1 d . . .
H11A H 0.8624 0.4270 0.7506 0.072 Uiso 1 1 calc R . .
H11B H 0.8744 0.3435 0.7950 0.072 Uiso 1 1 calc R . .
H11C H 0.7295 0.3810 0.7746 0.072 Uiso 1 1 calc R . .
C12 C 0.8365(3) 0.11669(16) 0.74060(14) 0.0504(7) Uani 1 1 d . . .
H12A H 0.9205 0.1105 0.7151 0.076 Uiso 1 1 calc R . .
H12B H 0.7943 0.0632 0.7461 0.076 Uiso 1 1 calc R . .
H12C H 0.8558 0.1405 0.7883 0.076 Uiso 1 1 calc R . .
C13 C 0.5590(3) 0.1951(2) 0.73887(15) 0.0590(8) Uani 1 1 d . . .
H13A H 0.4953 0.2307 0.7125 0.089 Uiso 1 1 calc R . .
H13B H 0.5800 0.2183 0.7866 0.089 Uiso 1 1 calc R . .
H13C H 0.5189 0.1410 0.7443 0.089 Uiso 1 1 calc R . .
C14 C 0.7011(3) 0.01509(14) 0.57726(14) 0.0454(6) Uani 1 1 d . . .
H14A H 0.7967 0.0047 0.5879 0.068 Uiso 1 1 calc R . .
H14B H 0.6748 -0.0093 0.5307 0.068 Uiso 1 1 calc R . .
H14C H 0.6477 -0.0090 0.6151 0.068 Uiso 1 1 calc R . .
C15 C 0.4854(2) 0.14633(18) 0.55299(14) 0.0480(6) Uani 1 1 d . . .
H15A H 0.4679 0.2051 0.5510 0.072 Uiso 1 1 calc R . .
H15B H 0.4326 0.1217 0.5908 0.072 Uiso 1 1 calc R . .
H15C H 0.4599 0.1217 0.5064 0.072 Uiso 1 1 calc R . .
C16 C 0.5503(3) 0.31634(17) 0.41531(14) 0.0509(7) Uani 1 1 d . . .
H16A H 0.4864 0.2864 0.4443 0.076 Uiso 1 1 calc R . .
H16B H 0.5596 0.2887 0.3689 0.076 Uiso 1 1 calc R . .
H16C H 0.5172 0.3719 0.4070 0.076 Uiso 1 1 calc R . .
C17 C 0.8351(3) 0.37883(15) 0.40594(15) 0.0521(7) Uani 1 1 d . . .
H17A H 0.9242 0.3823 0.4299 0.078 Uiso 1 1 calc R . .
H17B H 0.7994 0.4339 0.3978 0.078 Uiso 1 1 calc R . .
H17C H 0.8421 0.3508 0.3596 0.078 Uiso 1 1 calc R . .
C18 C 0.7659(4) 0.49443(16) 0.57332(16) 0.0609(8) Uani 1 1 d . . .
H18A H 0.8619 0.4926 0.5633 0.091 Uiso 1 1 calc R . .
H18B H 0.7535 0.5221 0.6194 0.091 Uiso 1 1 calc R . .
H18C H 0.7176 0.5243 0.5347 0.091 Uiso 1 1 calc R . .
C19 C 0.5137(3) 0.3974(2) 0.59758(16) 0.0669(9) Uani 1 1 d . . .
H19A H 0.4735 0.3431 0.6009 0.100 Uiso 1 1 calc R . .
H19B H 0.4680 0.4281 0.5586 0.100 Uiso 1 1 calc R . .
H19C H 0.5041 0.4264 0.6433 0.100 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.0219(3) 0.0240(3) 0.0212(3) 0.0002(2) 0.0005(2) -0.0015(2)
Si2 0.0204(3) 0.0314(3) 0.0285(3) 0.0002(2) 0.0015(2) 0.0011(2)
Si3 0.0235(3) 0.0300(3) 0.0307(3) -0.0003(2) -0.0024(2) -0.0053(2)
Si4 0.0287(3) 0.0303(3) 0.0294(3) -0.0051(2) 0.0008(2) -0.0008(2)
Si5 0.0299(3) 0.0401(3) 0.0222(3) -0.0014(2) 0.0027(2) -0.0100(2)
Si6 0.0264(3) 0.0337(3) 0.0228(3) 0.0000(2) 0.0003(2) -0.0105(2)
Si7 0.0312(3) 0.0296(3) 0.0285(3) 0.0021(2) -0.0009(2) 0.0051(2)
Si8 0.0395(4) 0.0466(4) 0.0297(3) 0.0018(3) 0.0021(3) 0.0109(3)
C1 0.0369(11) 0.0243(10) 0.0227(10) 0.0016(7) -0.0006(8) 0.0019(8)
C2 0.0498(15) 0.0618(16) 0.0342(13) -0.0081(12) 0.0059(11) -0.0058(12)
C3 0.0677(19) 0.081(2) 0.0353(14) -0.0155(14) 0.0098(13) 0.0076(17)
C4 0.081(2) 0.0495(15) 0.0301(13) -0.0100(11) -0.0101(13) 0.0165(14)
C5 0.0596(17) 0.0495(15) 0.0416(14) -0.0104(12) -0.0155(13) -0.0009(13)
C6 0.0443(14) 0.0472(14) 0.0368(13) -0.0068(11) -0.0023(11) -0.0028(11)
C7 0.0406(13) 0.0382(13) 0.0526(15) 0.0007(11) -0.0046(11) 0.0128(10)
C8 0.0302(12) 0.0674(17) 0.0431(14) 0.0050(12) 0.0095(10) -0.0037(11)
C9 0.0375(13) 0.0575(16) 0.0423(14) -0.0006(12) -0.0137(11) -0.0031(11)
C10 0.0469(15) 0.0437(14) 0.0552(16) 0.0033(12) 0.0032(12) -0.0193(11)
C11 0.0549(16) 0.0496(15) 0.0404(14) -0.0179(11) 0.0006(12) -0.0002(12)
C12 0.0648(18) 0.0460(14) 0.0391(14) 0.0127(11) -0.0166(13) -0.0160(13)
C13 0.0494(16) 0.087(2) 0.0421(15) -0.0160(14) 0.0229(12) -0.0193(15)
C14 0.0636(17) 0.0332(12) 0.0397(13) -0.0003(10) 0.0049(12) -0.0158(11)
C15 0.0285(12) 0.0767(18) 0.0386(13) 0.0003(13) -0.0014(10) -0.0158(12)
C16 0.0463(15) 0.0649(17) 0.0403(14) -0.0010(12) -0.0155(12) 0.0158(13)
C17 0.0693(19) 0.0376(13) 0.0502(16) 0.0137(12) 0.0146(14) -0.0008(12)
C18 0.090(2) 0.0415(15) 0.0507(17) 0.0023(12) 0.0011(16) 0.0141(15)
C19 0.0472(16) 0.111(3) 0.0426(16) 0.0000(16) 0.0066(13) 0.0321(17)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 C1 1.906(2) . ?
Si1 Si7 2.3404(8) . ?
Si1 Si6 2.3568(8) . ?
Si1 Si2 2.3573(8) . ?
Si2 C7 1.882(2) . ?
Si2 C8 1.895(2) . ?
Si2 Si3 2.3591(8) . ?
Si3 C10 1.884(2) . ?
Si3 C9 1.886(2) . ?
Si3 Si4 2.3402(8) . ?
Si4 C11 1.897(2) . ?
Si4 Si5 2.3395(8) . ?
Si4 Si8 2.3753(9) . ?
Si5 C12 1.891(3) . ?
Si5 C13 1.892(3) . ?
Si5 Si6 2.3442(8) . ?
Si6 C14 1.880(2) . ?
Si6 C15 1.894(2) . ?
Si7 C16 1.882(3) . ?
Si7 C17 1.883(3) . ?
Si7 Si8 2.3930(9) . ?
Si8 C18 1.887(3) . ?
Si8 C19 1.888(3) . ?
C1 C6 1.386(3) . ?
C1 C2 1.386(3) . ?
C2 C3 1.388(4) . ?
C3 C4 1.364(4) . ?
C4 C5 1.375(4) . ?
C5 C6 1.391(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Si1 Si7 110.93(6) . . ?
C1 Si1 Si6 109.87(7) . . ?
Si7 Si1 Si6 107.36(3) . . ?
C1 Si1 Si2 111.48(7) . . ?
Si7 Si1 Si2 108.76(3) . . ?
Si6 Si1 Si2 108.32(3) . . ?
C7 Si2 C8 107.70(12) . . ?
C7 Si2 Si1 108.45(8) . . ?
C8 Si2 Si1 114.00(8) . . ?
C7 Si2 Si3 109.84(9) . . ?
C8 Si2 Si3 107.20(9) . . ?
Si1 Si2 Si3 109.59(3) . . ?
C10 Si3 C9 106.81(12) . . ?
C10 Si3 Si4 109.63(9) . . ?
C9 Si3 Si4 112.01(9) . . ?
C10 Si3 Si2 108.68(9) . . ?
C9 Si3 Si2 109.49(9) . . ?
Si4 Si3 Si2 110.12(3) . . ?
C11 Si4 Si5 110.42(9) . . ?
C11 Si4 Si3 111.25(9) . . ?
Si5 Si4 Si3 106.90(3) . . ?
C11 Si4 Si8 110.87(9) . . ?
Si5 Si4 Si8 110.50(3) . . ?
Si3 Si4 Si8 106.77(3) . . ?
C12 Si5 C13 107.27(14) . . ?
C12 Si5 Si4 110.81(8) . . ?
C13 Si5 Si4 110.88(10) . . ?
C12 Si5 Si6 109.32(9) . . ?
C13 Si5 Si6 109.91(9) . . ?
Si4 Si5 Si6 108.63(3) . . ?
C14 Si6 C15 108.49(13) . . ?
C14 Si6 Si5 109.90(8) . . ?
C15 Si6 Si5 106.47(9) . . ?
C14 Si6 Si1 110.43(9) . . ?
C15 Si6 Si1 110.88(9) . . ?
Si5 Si6 Si1 110.57(3) . . ?
C16 Si7 C17 106.91(13) . . ?
C16 Si7 Si1 110.94(9) . . ?
C17 Si7 Si1 109.97(9) . . ?
C16 Si7 Si8 109.99(9) . . ?
C17 Si7 Si8 110.40(9) . . ?
Si1 Si7 Si8 108.63(3) . . ?
C18 Si8 C19 106.20(16) . . ?
C18 Si8 Si4 109.68(10) . . ?
C19 Si8 Si4 111.55(10) . . ?
C18 Si8 Si7 110.15(10) . . ?
C19 Si8 Si7 108.81(10) . . ?
Si4 Si8 Si7 110.37(3) . . ?
C6 C1 C2 116.8(2) . . ?
C6 C1 Si1 121.74(17) . . ?
C2 C1 Si1 121.42(17) . . ?
C1 C2 C3 122.2(3) . . ?
C4 C3 C2 119.8(3) . . ?
C3 C4 C5 119.6(2) . . ?
C4 C5 C6 120.3(3) . . ?
C1 C6 C5 121.3(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Si2 Si1 C1 C2 -24.5(2) . . . . ?
Si6 Si1 C1 C2 -144.58(18) . . . . ?
Si7 Si1 C1 C2 96.87(19) . . . . ?
Si1 Si2 Si3 Si4 16.10(4) . . . . ?
Si1 Si6 Si5 Si4 21.15(4) . . . . ?
Si1 Si7 Si8 Si4 13.73(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.885
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.056