# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2008

data_global

_journal_coden_Cambridge         182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Andrew Wee'
'Bao Zhang.'

_publ_contact_author_name        'Andrew Wee'
_publ_contact_author_email       ANDREW.WEE@UREGINA.CA

_publ_section_title              
;
Metal-Catalyzed Reaction of N-(2-indolyl)methyl,
N-bis(trimethylsilyl)methyl
Diazoamides: An Entry into the ?-Carboline Ring System
;

# Attachment 'Cmpd12d.cif'

data_384p21c
_database_code_depnum_ccdc_archive 'CCDC 691157'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H32 N2 O3 S Si2'
_chemical_formula_sum            'C24 H32 N2 O3 S Si2'
_chemical_formula_weight         484.76

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   16.8073(4)
_cell_length_b                   9.1044(2)
_cell_length_c                   23.0328(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 131.7160(10)
_cell_angle_gamma                90.00
_cell_volume                     2630.86(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    41055
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485

_exptl_crystal_description       chip
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.917
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_process_details   'Shelxtl 6.10 (Bruker-AXS, 2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_method       '\f scans and \w scans with \k offsets'
_diffrn_detector_area_resol_mean 9
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            40367
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         25.68
_reflns_number_total             4992
_reflns_number_gt                4064
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Collect (Nonius BV, 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0415P)^2^+1.2851P] 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         4992
_refine_ls_number_parameters     326
_refine_ls_number_restraints     170
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1019
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_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
S1 S 0.33054(4) 0.22235(5) -0.04369(3) 0.03899(14) Uani 1 1 d D . .
Si1 Si 0.80713(5) 0.29191(7) 0.20223(3) 0.04617(16) Uani 1 1 d . . .
Si2 Si 0.81825(5) 0.53674(6) 0.31155(3) 0.04534(16) Uani 1 1 d . . .
O1 O 0.66096(11) 0.28543(14) 0.27371(7) 0.0410(3) Uani 1 1 d . . .
O2 O 0.22237(12) 0.2153(2) -0.11485(9) 0.0628(5) Uani 1 1 d . A .
O3 O 0.41445(11) 0.22854(15) -0.04460(8) 0.0437(3) Uani 1 1 d . A .
N1 N 0.62993(11) 0.40825(16) 0.17357(8) 0.0315(3) Uani 1 1 d . . .
N2 N 0.34173(11) 0.37448(17) 0.00181(8) 0.0336(3) Uani 1 1 d . A .
C1 C 0.59965(14) 0.33531(19) 0.20704(10) 0.0329(4) Uani 1 1 d . . .
C2 C 0.48101(14) 0.32724(19) 0.15153(10) 0.0319(4) Uani 1 1 d . A .
H2 H 0.4442 0.2364 0.1475 0.038 Uiso 1 1 calc R . .
C3 C 0.44513(13) 0.40420(18) 0.07931(10) 0.0300(4) Uani 1 1 d . . .
C4 C 0.54219(13) 0.4480(2) 0.09177(10) 0.0340(4) Uani 1 1 d . A .
H4A H 0.5464 0.3928 0.0569 0.041 Uiso 1 1 calc R . .
H4B H 0.5422 0.5546 0.0833 0.041 Uiso 1 1 calc R . .
C5 C 0.42590(14) 0.47591(19) 0.12745(10) 0.0339(4) Uani 1 1 d . A .
H5 H 0.4674 0.5653 0.1587 0.041 Uiso 1 1 calc R . .
C6 C 0.30814(14) 0.4750(2) 0.07656(11) 0.0376(4) Uani 1 1 d . . .
C7 C 0.24566(16) 0.5336(2) 0.09011(14) 0.0501(5) Uani 1 1 d . A .
H7 H 0.2773 0.5769 0.1388 0.060 Uiso 1 1 calc R . .
C8 C 0.13545(18) 0.5274(3) 0.03061(16) 0.0645(7) Uani 1 1 d . . .
H8 H 0.0911 0.5664 0.0388 0.077 Uiso 1 1 calc R A .
C9 C 0.08987(17) 0.4652(3) -0.04015(15) 0.0647(7) Uani 1 1 d . A .
H9 H 0.0144 0.4616 -0.0798 0.078 Uiso 1 1 calc R . .
C10 C 0.15117(16) 0.4078(3) -0.05503(13) 0.0535(6) Uani 1 1 d . . .
H10 H 0.1193 0.3664 -0.1041 0.064 Uiso 1 1 calc R A .
C11 C 0.26117(15) 0.4135(2) 0.00488(12) 0.0394(4) Uani 1 1 d . A .
C12 C 0.74136(13) 0.4466(2) 0.21240(10) 0.0346(4) Uani 1 1 d . . .
H12 H 0.7335 0.5269 0.1793 0.042 Uiso 1 1 calc R . .
C13 C 0.7327(2) 0.2606(3) 0.09731(14) 0.0614(6) Uani 1 1 d . . .
H13A H 0.7712 0.1892 0.0921 0.092 Uiso 1 1 calc R . .
H13B H 0.7262 0.3535 0.0730 0.092 Uiso 1 1 calc R . .
H13C H 0.6615 0.2226 0.0716 0.092 Uiso 1 1 calc R . .
C14 C 0.8065(2) 0.1181(3) 0.24437(16) 0.0702(7) Uani 1 1 d . . .
H14A H 0.8389 0.0396 0.2370 0.105 Uiso 1 1 calc R . .
H14B H 0.7329 0.0915 0.2183 0.105 Uiso 1 1 calc R . .
H14C H 0.8474 0.1317 0.3001 0.105 Uiso 1 1 calc R . .
C15 C 0.94573(19) 0.3482(4) 0.25065(17) 0.0807(9) Uani 1 1 d . . .
H15A H 0.9792 0.2715 0.2433 0.121 Uiso 1 1 calc R . .
H15B H 0.9870 0.3625 0.3064 0.121 Uiso 1 1 calc R . .
H15C H 0.9438 0.4403 0.2277 0.121 Uiso 1 1 calc R . .
C16 C 0.89855(19) 0.4058(3) 0.39498(12) 0.0627(7) Uani 1 1 d . . .
H16A H 0.9275 0.4571 0.4430 0.094 Uiso 1 1 calc R . .
H16B H 0.9573 0.3670 0.4000 0.094 Uiso 1 1 calc R . .
H16C H 0.8530 0.3246 0.3858 0.094 Uiso 1 1 calc R . .
C17 C 0.9125(2) 0.6711(3) 0.32320(16) 0.0751(8) Uani 1 1 d . . .
H17A H 0.9495 0.7263 0.3716 0.113 Uiso 1 1 calc R . .
H17B H 0.8725 0.7392 0.2791 0.113 Uiso 1 1 calc R . .
H17C H 0.9648 0.6180 0.3250 0.113 Uiso 1 1 calc R . .
C18 C 0.7228(2) 0.6440(3) 0.31083(14) 0.0606(6) Uani 1 1 d . . .
H18A H 0.7621 0.6957 0.3605 0.091 Uiso 1 1 calc R . .
H18B H 0.6710 0.5770 0.3034 0.091 Uiso 1 1 calc R . .
H18C H 0.6853 0.7155 0.2683 0.091 Uiso 1 1 calc R . .
C19B C 0.3676(11) 0.0809(10) 0.0221(7) 0.036(2) Uani 1 1 d . . .
C20B C 0.2961(12) 0.0328(9) 0.0286(8) 0.062(2) Uani 1 1 d . . .
H20B H 0.2248 0.0681 -0.0062 0.074 Uiso 1 1 calc R . .
C21B C 0.3280(15) -0.0666(9) 0.0859(8) 0.071(3) Uani 1 1 d . . .
H21B H 0.2788 -0.0997 0.0904 0.085 Uiso 1 1 calc R . .
C22B C 0.4315(16) -0.1179(10) 0.1366(7) 0.075(3) Uani 1 1 d . . .
H22B H 0.4535 -0.1863 0.1760 0.089 Uiso 1 1 calc R . .
C23B C 0.5031(14) -0.0697(11) 0.1300(7) 0.063(2) Uani 1 1 d . . .
H23B H 0.5743 -0.1050 0.1649 0.075 Uiso 1 1 calc R . .
C24B C 0.4711(12) 0.0296(12) 0.0727(7) 0.042(2) Uani 1 1 d . . .
H24B H 0.5204 0.0628 0.0682 0.050 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
S1 0.0436(3) 0.0418(3) 0.0356(3) -0.0081(2) 0.0280(2) -0.0078(2)
Si1 0.0406(3) 0.0502(3) 0.0444(3) -0.0010(3) 0.0269(3) 0.0072(3)
Si2 0.0460(3) 0.0415(3) 0.0341(3) -0.0062(2) 0.0206(3) -0.0067(2)
O1 0.0492(8) 0.0413(7) 0.0293(7) 0.0085(6) 0.0247(6) 0.0080(6)
O2 0.0443(8) 0.0827(12) 0.0423(8) -0.0274(8) 0.0208(7) -0.0112(8)
O3 0.0552(8) 0.0452(8) 0.0476(8) -0.0003(6) 0.0412(7) -0.0038(6)
N1 0.0307(7) 0.0334(8) 0.0252(7) 0.0046(6) 0.0164(6) 0.0019(6)
N2 0.0305(7) 0.0341(8) 0.0301(8) -0.0029(6) 0.0176(7) -0.0024(6)
C1 0.0421(10) 0.0267(8) 0.0305(9) 0.0014(7) 0.0244(8) 0.0038(7)
C2 0.0398(9) 0.0278(9) 0.0327(9) 0.0008(7) 0.0259(8) 0.0001(7)
C3 0.0313(9) 0.0284(9) 0.0269(9) 0.0013(7) 0.0179(8) -0.0010(7)
C4 0.0308(9) 0.0377(10) 0.0276(9) 0.0072(7) 0.0169(8) 0.0006(7)
C5 0.0344(9) 0.0277(9) 0.0357(10) -0.0035(7) 0.0217(8) -0.0015(7)
C6 0.0369(10) 0.0282(9) 0.0455(11) -0.0076(8) 0.0265(9) -0.0041(8)
C7 0.0453(11) 0.0440(12) 0.0625(14) -0.0186(10) 0.0366(11) -0.0064(9)
C8 0.0445(12) 0.0653(16) 0.0844(18) -0.0285(14) 0.0432(13) -0.0093(11)
C9 0.0342(11) 0.0694(16) 0.0741(17) -0.0239(13) 0.0291(12) -0.0083(11)
C10 0.0365(11) 0.0595(14) 0.0514(13) -0.0164(11) 0.0238(10) -0.0067(10)
C11 0.0356(10) 0.0346(10) 0.0442(11) -0.0062(8) 0.0250(9) -0.0029(8)
C12 0.0306(9) 0.0365(10) 0.0313(9) 0.0016(7) 0.0184(8) -0.0002(7)
C13 0.0703(16) 0.0610(15) 0.0604(15) -0.0115(12) 0.0466(14) -0.0002(12)
C14 0.0846(18) 0.0520(14) 0.0759(17) 0.0127(13) 0.0542(16) 0.0266(13)
C15 0.0472(14) 0.107(2) 0.083(2) -0.0112(18) 0.0408(14) 0.0066(15)
C16 0.0528(13) 0.0696(16) 0.0312(11) -0.0005(11) 0.0135(10) -0.0025(12)
C17 0.0697(17) 0.0675(17) 0.0680(17) -0.0171(14) 0.0374(15) -0.0287(14)
C18 0.0833(17) 0.0425(13) 0.0574(14) -0.0072(11) 0.0474(14) 0.0031(12)
C19B 0.063(5) 0.021(3) 0.050(4) -0.017(2) 0.049(4) -0.021(3)
C20B 0.080(5) 0.053(4) 0.086(5) -0.035(3) 0.069(5) -0.034(3)
C21B 0.132(7) 0.044(4) 0.113(6) -0.032(4) 0.114(6) -0.046(4)
C22B 0.157(9) 0.019(3) 0.122(6) -0.001(3) 0.124(6) -0.012(4)
C23B 0.115(6) 0.027(3) 0.096(5) 0.010(3) 0.091(5) 0.010(4)
C24B 0.071(5) 0.017(3) 0.068(4) 0.004(3) 0.060(4) 0.000(3)

_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
S1 O2 1.4248(15) . ?
S1 O3 1.4255(14) . ?
S1 N2 1.6702(16) . ?
S1 C19B 1.756(2) . ?
Si1 C14 1.860(3) . ?
Si1 C13 1.861(2) . ?
Si1 C15 1.864(3) . ?
Si1 C12 1.8984(19) . ?
Si2 C16 1.866(2) . ?
Si2 C18 1.868(2) . ?
Si2 C17 1.874(3) . ?
Si2 C12 1.9057(19) . ?
O1 C1 1.233(2) . ?
N1 C1 1.348(2) . ?
N1 C4 1.469(2) . ?
N1 C12 1.483(2) . ?
N2 C11 1.446(2) . ?
N2 C3 1.467(2) . ?
C1 C2 1.491(2) . ?
C2 C3 1.512(2) . ?
C2 C5 1.521(2) . ?
C2 H2 1.0000 . ?
C3 C5 1.496(3) . ?
C3 C4 1.510(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.484(2) . ?
C5 H5 1.0000 . ?
C6 C7 1.386(3) . ?
C6 C11 1.388(3) . ?
C7 C8 1.391(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19B C20B 1.3799 . ?
C19B C24B 1.3799 . ?
C20B C21B 1.3800 . ?
C20B H20B 0.9500 . ?
C21B C22B 1.3799 . ?
C21B H21B 0.9500 . ?
C22B C23B 1.3799 . ?
C22B H22B 0.9500 . ?
C23B C24B 1.3800 . ?
C23B H23B 0.9500 . ?
C24B H24B 0.9500 . ?

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
O2 S1 O3 120.17(10) . . ?
O2 S1 N2 106.50(9) . . ?
O3 S1 N2 106.08(8) . . ?
O2 S1 C19B 114.1(5) . . ?
O3 S1 C19B 104.8(4) . . ?
N2 S1 C19B 103.9(4) . . ?
C14 Si1 C13 108.37(13) . . ?
C14 Si1 C15 111.14(14) . . ?
C13 Si1 C15 108.13(13) . . ?
C14 Si1 C12 111.15(11) . . ?
C13 Si1 C12 109.29(10) . . ?
C15 Si1 C12 108.70(11) . . ?
C16 Si2 C18 111.79(12) . . ?
C16 Si2 C17 107.83(12) . . ?
C18 Si2 C17 107.40(13) . . ?
C16 Si2 C12 114.07(10) . . ?
C18 Si2 C12 108.72(10) . . ?
C17 Si2 C12 106.69(11) . . ?
C1 N1 C4 114.59(14) . . ?
C1 N1 C12 125.24(15) . . ?
C4 N1 C12 120.15(14) . . ?
C11 N2 C3 106.54(14) . . ?
C11 N2 S1 121.08(12) . . ?
C3 N2 S1 117.66(12) . . ?
O1 C1 N1 124.96(17) . . ?
O1 C1 C2 125.61(17) . . ?
N1 C1 C2 109.41(15) . . ?
C1 C2 C3 104.32(14) . . ?
C1 C2 C5 114.28(15) . . ?
C3 C2 C5 59.09(12) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C5 C2 H2 120.8 . . ?
N2 C3 C5 108.50(14) . . ?
N2 C3 C4 122.36(15) . . ?
C5 C3 C4 118.87(15) . . ?
N2 C3 C2 122.39(15) . . ?
C5 C3 C2 60.76(12) . . ?
C4 C3 C2 108.89(14) . . ?
N1 C4 C3 102.36(14) . . ?
N1 C4 H4A 111.3 . . ?
C3 C4 H4A 111.3 . . ?
N1 C4 H4B 111.3 . . ?
C3 C4 H4B 111.3 . . ?
H4A C4 H4B 109.2 . . ?
C6 C5 C3 104.14(15) . . ?
C6 C5 C2 116.82(15) . . ?
C3 C5 C2 60.15(11) . . ?
C6 C5 H5 119.9 . . ?
C3 C5 H5 119.9 . . ?
C2 C5 H5 119.9 . . ?
C7 C6 C11 120.43(18) . . ?
C7 C6 C5 129.18(18) . . ?
C11 C6 C5 110.23(17) . . ?
C6 C7 C8 118.3(2) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
C9 C8 C7 120.6(2) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 121.8(2) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C11 117.2(2) . . ?
C9 C10 H10 121.4 . . ?
C11 C10 H10 121.4 . . ?
C6 C11 C10 121.60(19) . . ?
C6 C11 N2 110.31(16) . . ?
C10 C11 N2 127.79(19) . . ?
N1 C12 Si1 110.87(12) . . ?
N1 C12 Si2 113.64(13) . . ?
Si1 C12 Si2 118.76(9) . . ?
N1 C12 H12 103.9 . . ?
Si1 C12 H12 103.9 . . ?
Si2 C12 H12 103.9 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si2 C16 H16A 109.5 . . ?
Si2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si2 C17 H17A 109.5 . . ?
Si2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si2 C18 H18A 109.5 . . ?
Si2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20B C19B C24B 120.0 . . ?
C20B C19B S1 119.5(5) . . ?
C24B C19B S1 120.1(5) . . ?
C19B C20B C21B 120.0 . . ?
C19B C20B H20B 120.0 . . ?
C21B C20B H20B 120.0 . . ?
C22B C21B C20B 120.0 . . ?
C22B C21B H21B 120.0 . . ?
C20B C21B H21B 120.0 . . ?
C21B C22B C23B 120.0 . . ?
C21B C22B H22B 120.0 . . ?
C23B C22B H22B 120.0 . . ?
C22B C23B C24B 120.0 . . ?
C22B C23B H23B 120.0 . . ?
C24B C23B H23B 120.0 . . ?
C19B C24B C23B 120.0 . . ?
C19B C24B H24B 120.0 . . ?
C23B C24B H24B 120.0 . . ?

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
O2 S1 N2 C11 43.19(17) . . . . ?
O3 S1 N2 C11 172.30(14) . . . . ?
C19A S1 N2 C11 -68.2(5) . . . . ?
C19B S1 N2 C11 -77.6(5) . . . . ?
O2 S1 N2 C3 176.91(14) . . . . ?
O3 S1 N2 C3 -53.98(15) . . . . ?
C19B S1 N2 C3 56.2(5) . . . . ?
C4 N1 C1 O1 176.08(17) . . . . ?
C12 N1 C1 O1 -3.0(3) . . . . ?
C4 N1 C1 C2 -5.0(2) . . . . ?
C12 N1 C1 C2 175.94(15) . . . . ?
O1 C1 C2 C3 179.83(17) . . . . ?
N1 C1 C2 C3 0.94(19) . . . . ?
O1 C1 C2 C5 117.6(2) . . . . ?
N1 C1 C2 C5 -61.3(2) . . . . ?
C11 N2 C3 C5 -5.47(18) . . . . ?
S1 N2 C3 C5 -145.25(13) . . . . ?
C11 N2 C3 C4 -150.04(16) . . . . ?
S1 N2 C3 C4 70.18(19) . . . . ?
C11 N2 C3 C2 61.1(2) . . . . ?
S1 N2 C3 C2 -78.68(19) . . . . ?
C1 C2 C3 N2 155.68(15) . . . . ?
C5 C2 C3 N2 -94.33(18) . . . . ?
C1 C2 C3 C5 -109.98(15) . . . . ?
C1 C2 C3 C4 3.18(19) . . . . ?
C5 C2 C3 C4 113.16(16) . . . . ?
C1 N1 C4 C3 6.7(2) . . . . ?
C12 N1 C4 C3 -174.19(15) . . . . ?
N2 C3 C4 N1 -158.20(15) . . . . ?
C5 C3 C4 N1 60.68(19) . . . . ?
C2 C3 C4 N1 -5.69(19) . . . . ?
N2 C3 C5 C6 4.31(18) . . . . ?
C4 C3 C5 C6 150.32(15) . . . . ?
C2 C3 C5 C6 -113.07(16) . . . . ?
N2 C3 C5 C2 117.39(15) . . . . ?
C4 C3 C5 C2 -96.61(17) . . . . ?
C1 C2 C5 C6 -175.89(16) . . . . ?
C3 C2 C5 C6 91.46(18) . . . . ?
C1 C2 C5 C3 92.65(16) . . . . ?
C3 C5 C6 C7 -176.8(2) . . . . ?
C2 C5 C6 C7 119.8(2) . . . . ?
C3 C5 C6 C11 -1.5(2) . . . . ?
C2 C5 C6 C11 -65.0(2) . . . . ?
C11 C6 C7 C8 0.8(3) . . . . ?
C5 C6 C7 C8 175.6(2) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C8 C9 C10 C11 0.9(4) . . . . ?
C7 C6 C11 C10 -0.4(3) . . . . ?
C5 C6 C11 C10 -176.05(19) . . . . ?
C7 C6 C11 N2 173.84(18) . . . . ?
C5 C6 C11 N2 -1.9(2) . . . . ?
C9 C10 C11 C6 -0.5(3) . . . . ?
C9 C10 C11 N2 -173.6(2) . . . . ?
C3 N2 C11 C6 4.6(2) . . . . ?
S1 N2 C11 C6 142.66(14) . . . . ?
C3 N2 C11 C10 178.3(2) . . . . ?
S1 N2 C11 C10 -43.6(3) . . . . ?
C1 N1 C12 Si1 87.89(19) . . . . ?
C4 N1 C12 Si1 -91.11(17) . . . . ?
C1 N1 C12 Si2 -48.9(2) . . . . ?
C4 N1 C12 Si2 132.08(15) . . . . ?
C14 Si1 C12 N1 -58.33(16) . . . . ?
C13 Si1 C12 N1 61.23(16) . . . . ?
C15 Si1 C12 N1 179.05(15) . . . . ?
C14 Si1 C12 Si2 76.00(14) . . . . ?
C13 Si1 C12 Si2 -164.43(12) . . . . ?
C15 Si1 C12 Si2 -46.62(16) . . . . ?
C16 Si2 C12 N1 94.43(15) . . . . ?
C18 Si2 C12 N1 -31.07(16) . . . . ?
C17 Si2 C12 N1 -146.61(15) . . . . ?
C16 Si2 C12 Si1 -38.71(15) . . . . ?
C18 Si2 C12 Si1 -164.22(12) . . . . ?
C17 Si2 C12 Si1 80.24(15) . . . . ?
O2 S1 C19B C20B -37.9(7) . . . . ?
O3 S1 C19B C20B -171.3(5) . . . . ?
N2 S1 C19B C20B 77.6(6) . . . . ?
O2 S1 C19B C24B 149.2(4) . . . . ?
O3 S1 C19B C24B 15.8(6) . . . . ?
N2 S1 C19B C24B -95.3(5) . . . . ?
C19A S1 C19B C24B 155(6) . . . . ?
C24B C19B C20B C21B 0.0 . . . . ?
S1 C19B C20B C21B -172.9(9) . . . . ?
C19B C20B C21B C22B 0.0 . . . . ?
C20B C21B C22B C23B 0.0 . . . . ?
C21B C22B C23B C24B 0.0 . . . . ?
C20B C19B C24B C23B 0.0 . . . . ?
S1 C19B C24B C23B 172.8(9) . . . . ?
C22B C23B C24B C19B 0.0 . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.057