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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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data_cd214277

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H28 N2 O3 Si'
_chemical_formula_weight         408.56

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   32.516(6)
_cell_length_b                   10.7386(19)
_cell_length_c                   13.927(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.348(4)
_cell_angle_gamma                90
_cell_volume                     4464.7(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1390
_cell_measurement_theta_min      4.791
_cell_measurement_theta_max      37.704

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.087
_exptl_absorpt_coefficient_mu    0.131
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6221
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12754
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.015
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4151
_reflns_number_gt                2231
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1055P)²+4.3006P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4151
_refine_ls_number_parameters     340
_refine_ls_number_restraints     79
_refine_ls_R_factor_all          0.1349
_refine_ls_R_factor_gt           0.0800
_refine_ls_wR_factor_ref         0.2523
_refine_ls_wR_factor_gt          0.2120
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.065
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.06071(10) 0.5065(3) 0.3280(2) 0.0669(8) Uani 1 1 d . . . . .
N2 N 0.01259(10) 0.5426(3) 0.3792(2) 0.0663(8) Uani 1 1 d . . . . .
O1 O -0.06149(10) 0.2915(3) 0.3411(2) 0.0923(9) Uani 1 1 d . . . . .
O2 O 0.09953(10) 0.5484(3) 0.4380(2) 0.0896(9) Uani 1 1 d D . . . .
O3 O 0.17007(11) 0.0729(3) 0.4905(3) 0.1176(12) Uani 1 1 d . . . . .
C1 C -0.02706(12) 0.5931(3) 0.3469(2) 0.0631(9) Uani 1 1 d . . . . .
C2 C -0.04135(13) 0.3888(4) 0.3485(3) 0.0711(10) Uani 1 1 d . . . . .
C3 C 0.00670(12) 0.4144(3) 0.3805(3) 0.0664(9) Uani 1 1 d . . . . .
C4 C 0.03775(14) 0.3242(3) 0.4038(3) 0.0734(10) Uani 1 1 d . . . . .
H4 H 0.0258 0.2448 0.3997 0.088 Uiso 1 1 calc R U . . .
C5 C 0.08562(13) 0.3237(4) 0.4337(3) 0.0728(10) Uani 1 1 d . . . . .
C6 C 0.10611(15) 0.2056(4) 0.4488(3) 0.0842(12) Uani 1 1 d . . . . .
H6 H 0.0882 0.1352 0.4383 0.101 Uiso 1 1 calc R U . . .
C7 C 0.15093(17) 0.1905(5) 0.4781(4) 0.0949(14) Uani 1 1 d . . . . .
C8 C 0.17752(16) 0.2942(5) 0.4907(4) 0.1015(14) Uani 1 1 d . . . . .
H8 H 0.2081 0.2851 0.5082 0.122 Uiso 1 1 calc R U . . .
C9 C 0.15888(15) 0.4112(5) 0.4775(4) 0.0947(13) Uani 1 1 d . . . . .
H9 H 0.1773 0.4805 0.4875 0.114 Uiso 1 1 calc R U . . .
C10 C 0.11330(14) 0.4282(4) 0.4497(3) 0.0771(11) Uani 1 1 d . . . . .
C11 C -0.03424(12) 0.7275(3) 0.3323(3) 0.0636(9) Uani 1 1 d . . . . .
C12 C -0.00149(14) 0.8073(3) 0.3953(3) 0.0761(11) Uani 1 1 d . . . . .
H12 H 0.0243 0.7750 0.4472 0.091 Uiso 1 1 calc R U . . .
C13 C -0.00648(16) 0.9339(4) 0.3823(4) 0.0864(12) Uani 1 1 d . . . . .
H13 H 0.0159 0.9866 0.4255 0.104 Uiso 1 1 calc R U . . .
C14 C -0.04417(16) 0.9832(4) 0.3062(4) 0.0891(13) Uani 1 1 d . . . . .
H14 H -0.0475 1.0691 0.2983 0.107 Uiso 1 1 calc R U . . .
C15 C -0.07699(15) 0.9052(4) 0.2418(3) 0.0868(12) Uani 1 1 d . . . . .
H15 H -0.1025 0.9384 0.1896 0.104 Uiso 1 1 calc R U . . .
C16 C -0.07231(13) 0.7775(4) 0.2540(3) 0.0760(11) Uani 1 1 d . . . . .
H16 H -0.0946 0.7251 0.2100 0.091 Uiso 1 1 calc R U . . .
C17 C -0.10807(13) 0.5241(4) 0.3044(3) 0.0825(11) Uani 1 1 d . . . . .
H17A H -0.1121 0.5996 0.3364 0.124 Uiso 1 1 calc R U . . .
H17B H -0.1190 0.4549 0.3311 0.124 Uiso 1 1 calc R U . . .
H17C H -0.1244 0.5293 0.2300 0.124 Uiso 1 1 calc R U . . .
Si1 Si 0.17419(10) -0.0438(3) 0.5657(2) 0.1152(9) Uani 0.6 1 d . U P A 1
C18 C 0.1900(5) -0.1942(12) 0.5087(12) 0.123(4) Uani 0.6 1 d . U P A 1
H18A H 0.1702 -0.2033 0.4365 0.184 Uiso 0.6 1 calc R U P A 1
H18B H 0.1873 -0.2655 0.5473 0.184 Uiso 0.6 1 calc R U P A 1
H18C H 0.2203 -0.1876 0.5142 0.184 Uiso 0.6 1 calc R U P A 1
C19 C 0.1180(3) -0.0942(15) 0.5548(11) 0.106(4) Uani 0.6 1 d . U P A 1
H19A H 0.0981 -0.0992 0.4823 0.159 Uiso 0.6 1 calc R U P A 1
H19B H 0.1065 -0.0351 0.5896 0.159 Uiso 0.6 1 calc R U P A 1
H19C H 0.1202 -0.1746 0.5867 0.159 Uiso 0.6 1 calc R U P A 1
C20 C 0.2104(4) -0.0067(12) 0.7003(10) 0.150(4) Uani 0.6 1 d D U P A 1
C21 C 0.2087(5) -0.1147(14) 0.7707(9) 0.181(5) Uani 0.6 1 d D U P A 1
H21A H 0.2187 -0.0861 0.8417 0.271 Uiso 0.6 1 calc R U P A 1
H21B H 0.2278 -0.1808 0.7667 0.271 Uiso 0.6 1 calc R U P A 1
H21C H 0.1785 -0.1447 0.7479 0.271 Uiso 0.6 1 calc R U P A 1
C23 C 0.2598(4) 0.0094(16) 0.6986(11) 0.160(5) Uani 0.6 1 d D U P A 1
H23A H 0.2804 0.0389 0.7655 0.240 Uiso 0.6 1 calc R U P A 1
H23B H 0.2584 0.0684 0.6455 0.240 Uiso 0.6 1 calc R U P A 1
H23C H 0.2699 -0.0695 0.6838 0.240 Uiso 0.6 1 calc R U P A 1
C22 C 0.1865(8) 0.104(2) 0.731(2) 0.171(11) Uani 0.6 1 d D . P A 1
H22A H 0.1565 0.0801 0.7196 0.257 Uiso 0.6 1 calc R U P A 1
H22B H 0.1856 0.1753 0.6885 0.257 Uiso 0.6 1 calc R U P A 1
H22C H 0.2027 0.1245 0.8033 0.257 Uiso 0.6 1 calc R U P A 1
Si1' Si 0.20022(13) 0.0205(4) 0.6223(4) 0.0983(10) Uani 0.4 1 d . U P A 2
C18' C 0.1956(9) 0.122(2) 0.720(2) 0.086(5) Uani 0.4 1 d . U P A 2
H18D H 0.2045 0.2043 0.7103 0.129 Uiso 0.4 1 calc R U P A 2
H18E H 0.2147 0.0919 0.7881 0.129 Uiso 0.4 1 calc R U P A 2
H18F H 0.1652 0.1227 0.7138 0.129 Uiso 0.4 1 calc R U P A 2
C19' C 0.2581(6) -0.006(2) 0.6280(16) 0.136(6) Uani 0.4 1 d . U P A 2
H19D H 0.2770 0.0623 0.6635 0.205 Uiso 0.4 1 calc R U P A 2
H19E H 0.2570 -0.0124 0.5583 0.205 Uiso 0.4 1 calc R U P A 2
H19F H 0.2699 -0.0820 0.6652 0.205 Uiso 0.4 1 calc R U P A 2
C20' C 0.1737(5) -0.1335(14) 0.6127(11) 0.121(4) Uani 0.4 1 d D U P A 2
C21' C 0.1948(8) -0.2076(19) 0.7149(15) 0.184(8) Uani 0.4 1 d D U P A 2
H21D H 0.1846 -0.1743 0.7656 0.276 Uiso 0.4 1 d R U P A 2
H21E H 0.2268 -0.2015 0.7411 0.276 Uiso 0.4 1 d R U P A 2
H21F H 0.1860 -0.2934 0.7020 0.276 Uiso 0.4 1 d R U P A 2
C22' C 0.1992(11) -0.190(4) 0.550(2) 0.226(18) Uani 0.4 1 d D U P A 2
H22D H 0.2176 -0.2575 0.5890 0.338 Uiso 0.4 1 calc R U P A 2
H22E H 0.2176 -0.1273 0.5381 0.338 Uiso 0.4 1 calc R U P A 2
H22F H 0.1780 -0.2205 0.4842 0.338 Uiso 0.4 1 calc R U P A 2
C23' C 0.1238(8) -0.112(3) 0.597(2) 0.186(15) Uani 0.4 1 d D U P A 2
H23D H 0.1216 -0.1106 0.6635 0.278 Uiso 0.4 1 calc R U P A 2
H23E H 0.1055 -0.1780 0.5549 0.278 Uiso 0.4 1 calc R U P A 2
H23F H 0.1136 -0.0337 0.5619 0.278 Uiso 0.4 1 calc R U P A 2
H2 H 0.0719(7) 0.554(4) 0.422(3) 0.096(16) Uiso 1 1 d D . . . .


_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
N1 C1 1.380(4) . ?
N1 C2 1.391(4) . ?
N1 C17 1.454(5) . ?
N2 C1 1.303(4) . ?
N2 C3 1.391(4) . ?
O1 C2 1.216(4) . ?
O2 C10 1.355(5) . ?
O2 H2 0.837(19) . ?
O3 C7 1.389(5) . ?
O3 Si1 1.605(4) . ?
O3 Si1' 1.795(6) . ?
C1 C11 1.463(5) . ?
C2 C3 1.471(5) . ?
C3 C4 1.343(5) . ?
C4 C5 1.443(6) . ?
C4 H4 0.9300 . ?
C5 C10 1.400(5) . ?
C5 C6 1.409(5) . ?
C6 C7 1.359(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.377(7) . ?
C8 C9 1.375(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(6) . ?
C9 H9 0.9300 . ?
C11 C12 1.378(5) . ?
C11 C16 1.393(5) . ?
C12 C13 1.373(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.374(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
Si1 C20 1.819(13) . ?
Si1 C19 1.854(12) . ?
Si1 C18 1.957(10) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.534(13) . ?
C20 C22 1.569(17) . ?
C20 C23 1.627(13) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
Si1' C18' 1.79(2) . ?
Si1' C20' 1.844(15) . ?
Si1' C19' 1.874(17) . ?
C18' H18D 0.9600 . ?
C18' H18E 0.9600 . ?
C18' H18F 0.9600 . ?
C19' H19D 0.9600 . ?
C19' H19E 0.9600 . ?
C19' H19F 0.9600 . ?
C20' C21' 1.535(15) . ?
C20' C22' 1.545(18) . ?
C20' C23' 1.566(18) . ?
C21' H21D 0.9600 . ?
C21' H21E 0.9600 . ?
C21' H21F 0.9600 . ?
C22' H22D 0.9600 . ?
C22' H22E 0.9600 . ?
C22' H22F 0.9600 . ?
C23' H23D 0.9600 . ?
C23' H23E 0.9600 . ?
C23' H23F 0.9600 . ?

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 N1 C2 108.3(3) . . ?
C1 N1 C17 130.1(3) . . ?
C2 N1 C17 121.2(3) . . ?
C1 N2 C3 107.1(3) . . ?
C10 O2 H2 112(3) . . ?
C7 O3 Si1 135.2(3) . . ?
C7 O3 Si1' 116.7(3) . . ?
N2 C1 N1 112.7(3) . . ?
N2 C1 C11 122.7(3) . . ?
N1 C1 C11 124.6(3) . . ?
O1 C2 N1 125.4(4) . . ?
O1 C2 C3 131.2(4) . . ?
N1 C2 C3 103.4(3) . . ?
C4 C3 N2 128.5(4) . . ?
C4 C3 C2 123.0(3) . . ?
N2 C3 C2 108.5(3) . . ?
C3 C4 C5 134.0(4) . . ?
C3 C4 H4 113.0 . . ?
C5 C4 H4 113.0 . . ?
C10 C5 C6 117.5(4) . . ?
C10 C5 C4 126.5(3) . . ?
C6 C5 C4 116.0(4) . . ?
C7 C6 C5 122.7(4) . . ?
C7 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C6 C7 C8 119.1(4) . . ?
C6 C7 O3 121.4(5) . . ?
C8 C7 O3 119.5(5) . . ?
C9 C8 C7 120.0(5) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 121.5(4) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
O2 C10 C9 115.1(4) . . ?
O2 C10 C5 125.7(4) . . ?
C9 C10 C5 119.1(4) . . ?
C12 C11 C16 118.8(3) . . ?
C12 C11 C1 119.0(3) . . ?
C16 C11 C1 122.2(3) . . ?
C13 C12 C11 120.7(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 120.5(4) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.6(4) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.4(4) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 120.0(4) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 Si1 C20 110.7(5) . . ?
O3 Si1 C19 110.5(5) . . ?
C20 Si1 C19 111.3(6) . . ?
O3 Si1 C18 110.3(6) . . ?
C20 Si1 C18 115.6(6) . . ?
C19 Si1 C18 97.8(7) . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C22 104.6(15) . . ?
C21 C20 C23 112.1(11) . . ?
C22 C20 C23 121.5(14) . . ?
C21 C20 Si1 108.7(9) . . ?
C22 C20 Si1 105.0(12) . . ?
C23 C20 Si1 104.4(9) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18' Si1' O3 114.2(9) . . ?
C18' Si1' C20' 114.9(11) . . ?
O3 Si1' C20' 99.0(5) . . ?
C18' Si1' C19' 116.4(11) . . ?
O3 Si1' C19' 102.9(7) . . ?
C20' Si1' C19' 107.4(9) . . ?
Si1' C18' H18D 109.5 . . ?
Si1' C18' H18E 109.5 . . ?
H18D C18' H18E 109.5 . . ?
Si1' C18' H18F 109.5 . . ?
H18D C18' H18F 109.5 . . ?
H18E C18' H18F 109.5 . . ?
Si1' C19' H19D 109.5 . . ?
Si1' C19' H19E 109.5 . . ?
H19D C19' H19E 109.5 . . ?
Si1' C19' H19F 109.5 . . ?
H19D C19' H19F 109.5 . . ?
H19E C19' H19F 109.5 . . ?
C21' C20' C22' 100.3(19) . . ?
C21' C20' C23' 105.4(17) . . ?
C22' C20' C23' 137(2) . . ?
C21' C20' Si1' 112.0(11) . . ?
C22' C20' Si1' 93.1(18) . . ?
C23' C20' Si1' 107.8(16) . . ?
C20' C21' H21D 109.4 . . ?
C20' C21' H21E 109.6 . . ?
H21D C21' H21E 109.5 . . ?
C20' C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
C20' C22' H22D 109.5 . . ?
C20' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C20' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C20' C23' H23D 109.5 . . ?
C20' C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
C20' C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?

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
C3 N2 C1 N1 1.7(4) . . . . ?
C3 N2 C1 C11 -178.0(3) . . . . ?
C2 N1 C1 N2 -0.8(4) . . . . ?
C17 N1 C1 N2 171.3(3) . . . . ?
C2 N1 C1 C11 178.8(3) . . . . ?
C17 N1 C1 C11 -9.1(5) . . . . ?
C1 N1 C2 O1 179.0(4) . . . . ?
C17 N1 C2 O1 6.0(6) . . . . ?
C1 N1 C2 C3 -0.4(4) . . . . ?
C17 N1 C2 C3 -173.3(3) . . . . ?
C1 N2 C3 C4 176.8(4) . . . . ?
C1 N2 C3 C2 -1.9(4) . . . . ?
O1 C2 C3 C4 3.3(6) . . . . ?
N1 C2 C3 C4 -177.4(3) . . . . ?
O1 C2 C3 N2 -177.9(4) . . . . ?
N1 C2 C3 N2 1.4(4) . . . . ?
N2 C3 C4 C5 -0.4(7) . . . . ?
C2 C3 C4 C5 178.0(4) . . . . ?
C3 C4 C5 C10 2.3(7) . . . . ?
C3 C4 C5 C6 -178.3(4) . . . . ?
C10 C5 C6 C7 0.2(6) . . . . ?
C4 C5 C6 C7 -179.3(4) . . . . ?
C5 C6 C7 C8 -2.0(7) . . . . ?
C5 C6 C7 O3 -178.8(4) . . . . ?
Si1 O3 C7 C6 -62.5(7) . . . . ?
Si1' O3 C7 C6 -105.0(5) . . . . ?
Si1 O3 C7 C8 120.7(5) . . . . ?
Si1' O3 C7 C8 78.2(5) . . . . ?
C6 C7 C8 C9 2.4(7) . . . . ?
O3 C7 C8 C9 179.3(4) . . . . ?
C7 C8 C9 C10 -1.1(7) . . . . ?
C8 C9 C10 O2 -179.1(4) . . . . ?
C8 C9 C10 C5 -0.7(7) . . . . ?
C6 C5 C10 O2 179.3(4) . . . . ?
C4 C5 C10 O2 -1.3(6) . . . . ?
C6 C5 C10 C9 1.2(6) . . . . ?
C4 C5 C10 C9 -179.4(4) . . . . ?
N2 C1 C11 C12 -30.9(5) . . . . ?
N1 C1 C11 C12 149.5(3) . . . . ?
N2 C1 C11 C16 146.4(4) . . . . ?
N1 C1 C11 C16 -33.2(5) . . . . ?
C16 C11 C12 C13 0.9(6) . . . . ?
C1 C11 C12 C13 178.4(4) . . . . ?
C11 C12 C13 C14 0.0(6) . . . . ?
C12 C13 C14 C15 -0.7(7) . . . . ?
C13 C14 C15 C16 0.6(7) . . . . ?
C14 C15 C16 C11 0.3(6) . . . . ?
C12 C11 C16 C15 -1.0(6) . . . . ?
C1 C11 C16 C15 -178.4(4) . . . . ?
C7 O3 Si1 C20 -68.0(7) . . . . ?
Si1' O3 Si1 C20 8.0(5) . . . . ?
C7 O3 Si1 C19 55.8(8) . . . . ?
Si1' O3 Si1 C19 131.7(6) . . . . ?
C7 O3 Si1 C18 162.7(7) . . . . ?
Si1' O3 Si1 C18 -121.3(6) . . . . ?
O3 Si1 C20 C21 173.2(8) . . . . ?
C19 Si1 C20 C21 49.9(11) . . . . ?
C18 Si1 C20 C21 -60.5(11) . . . . ?
O3 Si1 C20 C22 61.7(12) . . . . ?
C19 Si1 C20 C22 -61.6(13) . . . . ?
C18 Si1 C20 C22 -171.9(13) . . . . ?
O3 Si1 C20 C23 -67.1(9) . . . . ?
C19 Si1 C20 C23 169.6(9) . . . . ?
C18 Si1 C20 C23 59.3(11) . . . . ?
C7 O3 Si1' C18' 7.0(11) . . . . ?
Si1 O3 Si1' C18' -123.1(10) . . . . ?
C7 O3 Si1' C20' 129.6(6) . . . . ?
Si1 O3 Si1' C20' -0.5(5) . . . . ?
C7 O3 Si1' C19' -120.1(8) . . . . ?
Si1 O3 Si1' C19' 109.8(8) . . . . ?
C18' Si1' C20' C21' -61.1(18) . . . . ?
O3 Si1' C20' C21' 176.8(14) . . . . ?
C19' Si1' C20' C21' 70.1(16) . . . . ?
C18' Si1' C20' C22' -163.5(16) . . . . ?
O3 Si1' C20' C22' 74.4(14) . . . . ?
C19' Si1' C20' C22' -32.3(16) . . . . ?
C18' Si1' C20' C23' 54.3(18) . . . . ?
O3 Si1' C20' C23' -67.8(15) . . . . ?
C19' Si1' C20' C23' -174.5(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .
O2 H2 N2 0.837(19) 1.78(2) 2.614(4) 171(4) .

_refine_diff_density_max         0.689
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.045

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1011230'
