# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_wa35
_database_code_depnum_ccdc_archive 'CCDC 1521007'
_audit_update_record             
;
2016-12-06 deposited with the CCDC.
2017-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H63 N O2 Si3'
_chemical_formula_weight         530.06

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/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                   12.9620(10)
_cell_length_b                   21.478(2)
_cell_length_c                   13.4990(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.556(6)
_cell_angle_gamma                90.00
_cell_volume                     3361.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    510
_cell_measurement_theta_min      1
_cell_measurement_theta_max      20

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.047
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1184
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.9434
_exptl_absorpt_correction_T_max  0.9935
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_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_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         237
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  1440
_diffrn_standards_decay_%        0
_diffrn_reflns_number            44255
_diffrn_reflns_av_R_equivalents  0.1169
_diffrn_reflns_av_sigmaI/netI    0.1074
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         27.25
_reflns_number_total             6940
_reflns_number_gt                3850
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Siemens SMART'
_computing_cell_refinement       'Siemens SMART'
_computing_data_reduction        'Siemens SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (Siemens XTL-Plus)'
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0521P)²+1.7249P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6940
_refine_ls_number_parameters     335
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1389
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1389
_refine_ls_wR_factor_gt          0.1125
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.016
_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 0.14148(7) 0.61222(4) 0.83078(7) 0.0232(2) Uani 1 1 d . . .
Si2 Si 0.40421(7) 0.65470(4) 0.64089(7) 0.0252(2) Uani 1 1 d . A .
Si3 Si 0.28870(9) 0.45833(4) 0.69538(8) 0.0386(3) Uani 1 1 d . . .
N1 N 0.21247(19) 0.57453(10) 0.76636(18) 0.0215(5) Uani 1 1 d . . .
O2 O 0.31864(15) 0.63648(8) 0.70325(16) 0.0247(5) Uani 1 1 d . . .
O3 O 0.31562(18) 0.53410(9) 0.68093(17) 0.0355(6) Uani 1 1 d . . .
C1 C 0.2774(2) 0.58186(13) 0.7205(2) 0.0242(7) Uani 1 1 d . . .
C11 C 0.0261(2) 0.55334(14) 0.8249(3) 0.0311(8) Uani 1 1 d . . .
C111 C -0.0280(3) 0.57082(16) 0.9028(3) 0.0450(9) Uani 1 1 d . . .
H11A H -0.0590 0.6132 0.8861 0.068 Uiso 1 1 calc R . .
H11B H 0.0312 0.5687 0.9799 0.068 Uiso 1 1 calc R . .
H11C H -0.0903 0.5416 0.8916 0.068 Uiso 1 1 calc R . .
C112 C 0.0752(3) 0.48706(15) 0.8557(3) 0.0413(9) Uani 1 1 d . . .
H11D H 0.1385 0.4871 0.9310 0.062 Uiso 1 1 calc R . .
H11E H 0.1040 0.4731 0.8036 0.062 Uiso 1 1 calc R . .
H11F H 0.0143 0.4588 0.8523 0.062 Uiso 1 1 calc R . .
C113 C -0.0719(3) 0.54892(16) 0.7066(3) 0.0458(9) Uani 1 1 d . . .
H11G H -0.1054 0.5903 0.6818 0.069 Uiso 1 1 calc R . .
H11H H -0.1315 0.5205 0.7055 0.069 Uiso 1 1 calc R . .
H11I H -0.0412 0.5331 0.6569 0.069 Uiso 1 1 calc R . .
C12 C 0.2540(2) 0.62787(14) 0.9812(2) 0.0309(8) Uani 1 1 d . . .
C121 C 0.2913(3) 0.56766(16) 1.0504(3) 0.0435(9) Uani 1 1 d . . .
H12A H 0.2236 0.5478 1.0512 0.065 Uiso 1 1 calc R . .
H12B H 0.3473 0.5777 1.1263 0.065 Uiso 1 1 calc R . .
H12C H 0.3265 0.5392 1.0176 0.065 Uiso 1 1 calc R . .
C122 C 0.2103(3) 0.67308(17) 1.0430(3) 0.0478(10) Uani 1 1 d . . .
H12D H 0.1863 0.7123 1.0017 0.072 Uiso 1 1 calc R . .
H12E H 0.2723 0.6812 1.1172 0.072 Uiso 1 1 calc R . .
H12F H 0.1444 0.6544 1.0492 0.072 Uiso 1 1 calc R . .
C123 C 0.3650(3) 0.65539(16) 0.9838(3) 0.0419(9) Uani 1 1 d . . .
H12G H 0.3464 0.6939 0.9402 0.063 Uiso 1 1 calc R . .
H12H H 0.3990 0.6253 0.9524 0.063 Uiso 1 1 calc R . .
H12I H 0.4201 0.6645 1.0606 0.063 Uiso 1 1 calc R . .
C13 C 0.0690(3) 0.68754(14) 0.7523(3) 0.0306(7) Uani 1 1 d . . .
C131 C -0.0301(3) 0.71167(16) 0.7760(3) 0.0444(9) Uani 1 1 d . . .
H13A H -0.0881 0.6789 0.7591 0.067 Uiso 1 1 calc R . .
H13B H -0.0656 0.7482 0.7296 0.067 Uiso 1 1 calc R . .
H13C H 0.0006 0.7233 0.8542 0.067 Uiso 1 1 calc R . .
C132 C 0.1575(3) 0.74036(14) 0.7817(3) 0.0415(9) Uani 1 1 d . . .
H13D H 0.1904 0.7490 0.8613 0.062 Uiso 1 1 calc R . .
H13E H 0.1194 0.7779 0.7401 0.062 Uiso 1 1 calc R . .
H13F H 0.2191 0.7279 0.7626 0.062 Uiso 1 1 calc R . .
C133 C 0.0211(3) 0.67695(15) 0.6270(3) 0.0397(8) Uani 1 1 d . . .
H13G H -0.0359 0.6433 0.6041 0.060 Uiso 1 1 calc R . .
H13H H 0.0843 0.6656 0.6094 0.060 Uiso 1 1 calc R . .
H13I H -0.0157 0.7152 0.5875 0.060 Uiso 1 1 calc R . .
C21 C 0.4021(3) 0.74403(14) 0.6530(3) 0.0367(8) Uani 1 1 d . . .
C211 C 0.4797(3) 0.78079(16) 0.6134(3) 0.0583(11) Uani 1 1 d . . .
H21A H 0.5597 0.7666 0.6542 0.088 Uiso 1 1 calc R . .
H21B H 0.4754 0.8253 0.6269 0.088 Uiso 1 1 calc R . .
H21C H 0.4531 0.7737 0.5339 0.088 Uiso 1 1 calc R . .
C212 C 0.2785(3) 0.76875(15) 0.5857(3) 0.0494(10) Uani 1 1 d . . .
H21D H 0.2507 0.7574 0.5077 0.074 Uiso 1 1 calc R . .
H21E H 0.2783 0.8142 0.5924 0.074 Uiso 1 1 calc R . .
H21F H 0.2278 0.7505 0.6142 0.074 Uiso 1 1 calc R . .
C213 C 0.4411(3) 0.76350(16) 0.7748(3) 0.0477(10) Uani 1 1 d . . .
H21G H 0.5200 0.7489 0.8203 0.071 Uiso 1 1 calc R . .
H21H H 0.3893 0.7450 0.8018 0.071 Uiso 1 1 calc R . .
H21I H 0.4386 0.8090 0.7794 0.071 Uiso 1 1 calc R . .
C22 C 0.5569(2) 0.62157(14) 0.7275(3) 0.0381(8) Uani 1 1 d D . .
C221 C 0.5826(8) 0.5564(3) 0.7002(8) 0.046(2) Uani 0.567(7) 1 d PD A 1
H22A H 0.5202 0.5282 0.6931 0.069 Uiso 0.567(7) 1 calc PR A 1
H22B H 0.6556 0.5418 0.7597 0.069 Uiso 0.567(7) 1 calc PR A 1
H22C H 0.5884 0.5574 0.6303 0.069 Uiso 0.567(7) 1 calc PR A 1
C222 C 0.5708(5) 0.6147(3) 0.8496(4) 0.048(2) Uani 0.567(7) 1 d PD A 1
H22D H 0.5546 0.6547 0.8745 0.072 Uiso 0.567(7) 1 calc PR A 1
H22E H 0.6498 0.6018 0.8990 0.072 Uiso 0.567(7) 1 calc PR A 1
H22F H 0.5165 0.5832 0.8508 0.072 Uiso 0.567(7) 1 calc PR A 1
C223 C 0.6543(5) 0.6658(3) 0.7403(7) 0.054(2) Uani 0.567(7) 1 d PD A 1
H22G H 0.6360 0.7079 0.7553 0.081 Uiso 0.567(7) 1 calc PR A 1
H22H H 0.6631 0.6659 0.6718 0.081 Uiso 0.567(7) 1 calc PR A 1
H22I H 0.7265 0.6519 0.8020 0.081 Uiso 0.567(7) 1 calc PR A 1
C224 C 0.5603(10) 0.5508(2) 0.7408(10) 0.047(3) Uani 0.433(7) 1 d PD A 2
H22J H 0.5150 0.5314 0.6685 0.070 Uiso 0.433(7) 1 calc PR A 2
H22K H 0.5278 0.5393 0.7913 0.070 Uiso 0.433(7) 1 calc PR A 2
H22L H 0.6404 0.5364 0.7712 0.070 Uiso 0.433(7) 1 calc PR A 2
C225 C 0.6270(7) 0.6557(5) 0.8352(6) 0.064(3) Uani 0.433(7) 1 d PD A 2
H22M H 0.6223 0.7007 0.8212 0.097 Uiso 0.433(7) 1 calc PR A 2
H22N H 0.7077 0.6423 0.8660 0.097 Uiso 0.433(7) 1 calc PR A 2
H22O H 0.5963 0.6463 0.8880 0.097 Uiso 0.433(7) 1 calc PR A 2
C226 C 0.6231(7) 0.6336(5) 0.6559(7) 0.055(3) Uani 0.433(7) 1 d PD A 2
H22P H 0.5824 0.6129 0.5840 0.083 Uiso 0.433(7) 1 calc PR A 2
H22Q H 0.7016 0.6169 0.6946 0.083 Uiso 0.433(7) 1 calc PR A 2
H22R H 0.6267 0.6784 0.6445 0.083 Uiso 0.433(7) 1 calc PR A 2
C23 C 0.3279(3) 0.62755(14) 0.4886(3) 0.0303(7) Uani 1 1 d . . .
C231 C 0.3536(3) 0.67137(16) 0.4113(3) 0.0525(10) Uani 1 1 d . A .
H23A H 0.3342 0.7143 0.4213 0.079 Uiso 1 1 calc R . .
H23B H 0.3071 0.6587 0.3341 0.079 Uiso 1 1 calc R . .
H23C H 0.4356 0.6689 0.4295 0.079 Uiso 1 1 calc R . .
C232 C 0.3602(3) 0.56193(14) 0.4664(3) 0.0390(8) Uani 1 1 d . A .
H23D H 0.3451 0.5317 0.5128 0.059 Uiso 1 1 calc R . .
H23E H 0.4421 0.5609 0.4841 0.059 Uiso 1 1 calc R . .
H23F H 0.3137 0.5513 0.3882 0.059 Uiso 1 1 calc R . .
C233 C 0.1957(3) 0.62658(17) 0.4489(3) 0.0452(9) Uani 1 1 d . A .
H23G H 0.1776 0.5988 0.4965 0.068 Uiso 1 1 calc R . .
H23H H 0.1571 0.6116 0.3723 0.068 Uiso 1 1 calc R . .
H23I H 0.1688 0.6687 0.4527 0.068 Uiso 1 1 calc R . .
C31 C 0.3506(3) 0.43812(16) 0.8437(3) 0.0481(10) Uani 1 1 d . . .
H31A H 0.4328 0.4488 0.8798 0.072 Uiso 1 1 calc R . .
H31B H 0.3414 0.3934 0.8515 0.072 Uiso 1 1 calc R . .
H31C H 0.3106 0.4615 0.8785 0.072 Uiso 1 1 calc R . .
C32 C 0.3665(4) 0.41543(16) 0.6302(4) 0.0672(13) Uani 1 1 d . . .
H32A H 0.4494 0.4236 0.6714 0.101 Uiso 1 1 calc R . .
H32B H 0.3391 0.4293 0.5534 0.101 Uiso 1 1 calc R . .
H32C H 0.3523 0.3707 0.6314 0.101 Uiso 1 1 calc R . .
C33 C 0.1329(3) 0.44187(17) 0.6147(3) 0.0550(11) Uani 1 1 d . . .
H33A H 0.1078 0.4538 0.5372 0.083 Uiso 1 1 calc R . .
H33B H 0.0895 0.4658 0.6453 0.083 Uiso 1 1 calc R . .
H33C H 0.1190 0.3973 0.6188 0.083 Uiso 1 1 calc R . .


_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 N1 1.725(2) . ?
Si1 C12 1.928(3) . ?
Si1 C13 1.932(3) . ?
Si1 C11 1.933(3) . ?
Si2 O2 1.7109(19) . ?
Si2 C21 1.927(3) . ?
Si2 C22 1.929(3) . ?
Si2 C23 1.931(3) . ?
Si3 O3 1.694(2) . ?
Si3 C31 1.845(4) . ?
Si3 C33 1.850(4) . ?
Si3 C32 1.853(3) . ?
N1 C1 1.258(3) . ?
O2 C1 1.352(3) . ?
O3 C1 1.349(3) . ?
C11 C113 1.536(4) . ?
C11 C112 1.539(4) . ?
C11 C111 1.548(4) . ?
C111 H11A 0.9800 . ?
C111 H11B 0.9800 . ?
C111 H11C 0.9800 . ?
C112 H11D 0.9800 . ?
C112 H11E 0.9800 . ?
C112 H11F 0.9800 . ?
C113 H11G 0.9800 . ?
C113 H11H 0.9800 . ?
C113 H11I 0.9800 . ?
C12 C121 1.541(4) . ?
C12 C123 1.541(4) . ?
C12 C122 1.543(4) . ?
C121 H12A 0.9800 . ?
C121 H12B 0.9800 . ?
C121 H12C 0.9800 . ?
C122 H12D 0.9800 . ?
C122 H12E 0.9800 . ?
C122 H12F 0.9800 . ?
C123 H12G 0.9800 . ?
C123 H12H 0.9800 . ?
C123 H12I 0.9800 . ?
C13 C132 1.534(4) . ?
C13 C133 1.536(4) . ?
C13 C131 1.545(4) . ?
C131 H13A 0.9800 . ?
C131 H13B 0.9800 . ?
C131 H13C 0.9800 . ?
C132 H13D 0.9800 . ?
C132 H13E 0.9800 . ?
C132 H13F 0.9800 . ?
C133 H13G 0.9800 . ?
C133 H13H 0.9800 . ?
C133 H13I 0.9800 . ?
C21 C212 1.541(5) . ?
C21 C213 1.546(4) . ?
C21 C211 1.550(4) . ?
C211 H21A 0.9800 . ?
C211 H21B 0.9800 . ?
C211 H21C 0.9800 . ?
C212 H21D 0.9800 . ?
C212 H21E 0.9800 . ?
C212 H21F 0.9800 . ?
C213 H21G 0.9800 . ?
C213 H21H 0.9800 . ?
C213 H21I 0.9800 . ?
C22 C225 1.516(5) . ?
C22 C221 1.521(4) . ?
C22 C223 1.527(4) . ?
C22 C224 1.528(5) . ?
C22 C226 1.575(4) . ?
C22 C222 1.583(4) . ?
C221 H22A 0.9800 . ?
C221 H22B 0.9800 . ?
C221 H22C 0.9800 . ?
C222 H22D 0.9800 . ?
C222 H22E 0.9800 . ?
C222 H22F 0.9800 . ?
C223 H22G 0.9800 . ?
C223 H22H 0.9800 . ?
C223 H22I 0.9800 . ?
C224 H22J 0.9800 . ?
C224 H22K 0.9800 . ?
C224 H22L 0.9800 . ?
C225 H22M 0.9800 . ?
C225 H22N 0.9800 . ?
C225 H22O 0.9800 . ?
C226 H22P 0.9800 . ?
C226 H22Q 0.9800 . ?
C226 H22R 0.9800 . ?
C23 C232 1.537(4) . ?
C23 C231 1.547(4) . ?
C23 C233 1.550(4) . ?
C231 H23A 0.9800 . ?
C231 H23B 0.9800 . ?
C231 H23C 0.9800 . ?
C232 H23D 0.9800 . ?
C232 H23E 0.9800 . ?
C232 H23F 0.9800 . ?
C233 H23G 0.9800 . ?
C233 H23H 0.9800 . ?
C233 H23I 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

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
N1 Si1 C12 106.85(12) . . ?
N1 Si1 C13 110.78(12) . . ?
C12 Si1 C13 112.65(13) . . ?
N1 Si1 C11 104.46(12) . . ?
C12 Si1 C11 111.38(13) . . ?
C13 Si1 C11 110.36(13) . . ?
O2 Si2 C21 98.58(11) . . ?
O2 Si2 C22 109.43(12) . . ?
C21 Si2 C22 111.43(14) . . ?
O2 Si2 C23 108.59(11) . . ?
C21 Si2 C23 111.79(14) . . ?
C22 Si2 C23 115.61(13) . . ?
O3 Si3 C31 109.81(14) . . ?
O3 Si3 C33 110.04(14) . . ?
C31 Si3 C33 115.15(17) . . ?
O3 Si3 C32 103.84(13) . . ?
C31 Si3 C32 109.44(18) . . ?
C33 Si3 C32 107.94(19) . . ?
C1 N1 Si1 144.6(2) . . ?
C1 O2 Si2 132.56(18) . . ?
C1 O3 Si3 123.64(18) . . ?
N1 C1 O3 123.0(3) . . ?
N1 C1 O2 126.6(3) . . ?
O3 C1 O2 110.4(2) . . ?
C113 C11 C112 105.9(3) . . ?
C113 C11 C111 107.8(3) . . ?
C112 C11 C111 107.4(3) . . ?
C113 C11 Si1 110.4(2) . . ?
C112 C11 Si1 112.0(2) . . ?
C111 C11 Si1 113.0(2) . . ?
C11 C111 H11A 109.5 . . ?
C11 C111 H11B 109.5 . . ?
H11A C111 H11B 109.5 . . ?
C11 C111 H11C 109.5 . . ?
H11A C111 H11C 109.5 . . ?
H11B C111 H11C 109.5 . . ?
C11 C112 H11D 109.5 . . ?
C11 C112 H11E 109.5 . . ?
H11D C112 H11E 109.5 . . ?
C11 C112 H11F 109.5 . . ?
H11D C112 H11F 109.5 . . ?
H11E C112 H11F 109.5 . . ?
C11 C113 H11G 109.5 . . ?
C11 C113 H11H 109.5 . . ?
H11G C113 H11H 109.5 . . ?
C11 C113 H11I 109.5 . . ?
H11G C113 H11I 109.5 . . ?
H11H C113 H11I 109.5 . . ?
C121 C12 C123 105.8(2) . . ?
C121 C12 C122 107.0(3) . . ?
C123 C12 C122 108.1(3) . . ?
C121 C12 Si1 112.1(2) . . ?
C123 C12 Si1 110.5(2) . . ?
C122 C12 Si1 113.0(2) . . ?
C12 C121 H12A 109.5 . . ?
C12 C121 H12B 109.5 . . ?
H12A C121 H12B 109.5 . . ?
C12 C121 H12C 109.5 . . ?
H12A C121 H12C 109.5 . . ?
H12B C121 H12C 109.5 . . ?
C12 C122 H12D 109.5 . . ?
C12 C122 H12E 109.5 . . ?
H12D C122 H12E 109.5 . . ?
C12 C122 H12F 109.5 . . ?
H12D C122 H12F 109.5 . . ?
H12E C122 H12F 109.5 . . ?
C12 C123 H12G 109.5 . . ?
C12 C123 H12H 109.5 . . ?
H12G C123 H12H 109.5 . . ?
C12 C123 H12I 109.5 . . ?
H12G C123 H12I 109.5 . . ?
H12H C123 H12I 109.5 . . ?
C132 C13 C133 106.4(3) . . ?
C132 C13 C131 107.0(3) . . ?
C133 C13 C131 108.2(3) . . ?
C132 C13 Si1 110.7(2) . . ?
C133 C13 Si1 109.8(2) . . ?
C131 C13 Si1 114.4(2) . . ?
C13 C131 H13A 109.5 . . ?
C13 C131 H13B 109.5 . . ?
H13A C131 H13B 109.5 . . ?
C13 C131 H13C 109.5 . . ?
H13A C131 H13C 109.5 . . ?
H13B C131 H13C 109.5 . . ?
C13 C132 H13D 109.5 . . ?
C13 C132 H13E 109.5 . . ?
H13D C132 H13E 109.5 . . ?
C13 C132 H13F 109.5 . . ?
H13D C132 H13F 109.5 . . ?
H13E C132 H13F 109.5 . . ?
C13 C133 H13G 109.5 . . ?
C13 C133 H13H 109.5 . . ?
H13G C133 H13H 109.5 . . ?
C13 C133 H13I 109.5 . . ?
H13G C133 H13I 109.5 . . ?
H13H C133 H13I 109.5 . . ?
C212 C21 C213 107.0(3) . . ?
C212 C21 C211 106.6(3) . . ?
C213 C21 C211 106.0(3) . . ?
C212 C21 Si2 110.1(2) . . ?
C213 C21 Si2 110.5(2) . . ?
C211 C21 Si2 116.2(2) . . ?
C21 C211 H21A 109.5 . . ?
C21 C211 H21B 109.5 . . ?
H21A C211 H21B 109.5 . . ?
C21 C211 H21C 109.5 . . ?
H21A C211 H21C 109.5 . . ?
H21B C211 H21C 109.5 . . ?
C21 C212 H21D 109.5 . . ?
C21 C212 H21E 109.5 . . ?
H21D C212 H21E 109.5 . . ?
C21 C212 H21F 109.5 . . ?
H21D C212 H21F 109.5 . . ?
H21E C212 H21F 109.5 . . ?
C21 C213 H21G 109.5 . . ?
C21 C213 H21H 109.5 . . ?
H21G C213 H21H 109.5 . . ?
C21 C213 H21I 109.5 . . ?
H21G C213 H21I 109.5 . . ?
H21H C213 H21I 109.5 . . ?
C225 C22 C221 125.1(6) . . ?
C225 C22 C223 58.6(5) . . ?
C221 C22 C223 109.9(5) . . ?
C225 C22 C224 113.3(7) . . ?
C221 C22 C224 27.9(4) . . ?
C223 C22 C224 128.7(5) . . ?
C225 C22 C226 104.6(5) . . ?
C221 C22 C226 76.3(5) . . ?
C223 C22 C226 46.9(4) . . ?
C224 C22 C226 103.9(5) . . ?
C225 C22 C222 46.1(4) . . ?
C221 C22 C222 103.3(4) . . ?
C223 C22 C222 103.7(4) . . ?
C224 C22 C222 78.5(5) . . ?
C226 C22 C222 144.6(4) . . ?
C225 C22 Si2 114.5(4) . . ?
C221 C22 Si2 118.0(4) . . ?
C223 C22 Si2 114.3(3) . . ?
C224 C22 Si2 114.0(5) . . ?
C226 C22 Si2 105.1(4) . . ?
C222 C22 Si2 105.9(3) . . ?
C22 C221 H22A 109.5 . . ?
C22 C221 H22B 109.5 . . ?
H22A C221 H22B 109.5 . . ?
C22 C221 H22C 109.5 . . ?
H22A C221 H22C 109.5 . . ?
H22B C221 H22C 109.5 . . ?
C22 C222 H22D 109.5 . . ?
C22 C222 H22E 109.5 . . ?
H22D C222 H22E 109.5 . . ?
C22 C222 H22F 109.5 . . ?
H22D C222 H22F 109.5 . . ?
H22E C222 H22F 109.5 . . ?
C22 C223 H22G 109.5 . . ?
C22 C223 H22H 109.5 . . ?
H22G C223 H22H 109.5 . . ?
C22 C223 H22I 109.5 . . ?
H22G C223 H22I 109.5 . . ?
H22H C223 H22I 109.5 . . ?
C22 C224 H22J 109.5 . . ?
C22 C224 H22K 109.5 . . ?
H22J C224 H22K 109.5 . . ?
C22 C224 H22L 109.5 . . ?
H22J C224 H22L 109.5 . . ?
H22K C224 H22L 109.5 . . ?
C22 C225 H22M 109.5 . . ?
C22 C225 H22N 109.5 . . ?
H22M C225 H22N 109.5 . . ?
C22 C225 H22O 109.5 . . ?
H22M C225 H22O 109.5 . . ?
H22N C225 H22O 109.5 . . ?
C22 C226 H22P 109.5 . . ?
C22 C226 H22Q 109.5 . . ?
H22P C226 H22Q 109.5 . . ?
C22 C226 H22R 109.5 . . ?
H22P C226 H22R 109.5 . . ?
H22Q C226 H22R 109.5 . . ?
C232 C23 C231 105.5(2) . . ?
C232 C23 C233 106.0(3) . . ?
C231 C23 C233 108.2(3) . . ?
C232 C23 Si2 115.5(2) . . ?
C231 C23 Si2 111.8(2) . . ?
C233 C23 Si2 109.4(2) . . ?
C23 C231 H23A 109.5 . . ?
C23 C231 H23B 109.5 . . ?
H23A C231 H23B 109.5 . . ?
C23 C231 H23C 109.5 . . ?
H23A C231 H23C 109.5 . . ?
H23B C231 H23C 109.5 . . ?
C23 C232 H23D 109.5 . . ?
C23 C232 H23E 109.5 . . ?
H23D C232 H23E 109.5 . . ?
C23 C232 H23F 109.5 . . ?
H23D C232 H23F 109.5 . . ?
H23E C232 H23F 109.5 . . ?
C23 C233 H23G 109.5 . . ?
C23 C233 H23H 109.5 . . ?
H23G C233 H23H 109.5 . . ?
C23 C233 H23I 109.5 . . ?
H23G C233 H23I 109.5 . . ?
H23H C233 H23I 109.5 . . ?
Si3 C31 H31A 109.5 . . ?
Si3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
Si3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
Si3 C32 H32A 109.5 . . ?
Si3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
Si3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Si3 C33 H33A 109.5 . . ?
Si3 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
Si3 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C12 Si1 N1 C1 -79.9(4) . . . . ?
C13 Si1 N1 C1 43.1(4) . . . . ?
C11 Si1 N1 C1 162.0(4) . . . . ?
C21 Si2 O2 C1 176.6(2) . . . . ?
C22 Si2 O2 C1 -66.9(3) . . . . ?
C23 Si2 O2 C1 60.1(3) . . . . ?
C31 Si3 O3 C1 -61.0(3) . . . . ?
C33 Si3 O3 C1 66.8(3) . . . . ?
C32 Si3 O3 C1 -177.9(3) . . . . ?
Si1 N1 C1 O3 178.5(2) . . . . ?
Si1 N1 C1 O2 -1.6(6) . . . . ?
Si3 O3 C1 N1 -4.2(4) . . . . ?
Si3 O3 C1 O2 175.84(18) . . . . ?
Si2 O2 C1 N1 -178.6(2) . . . . ?
Si2 O2 C1 O3 1.4(4) . . . . ?
N1 Si1 C11 C113 -73.3(2) . . . . ?
C12 Si1 C11 C113 171.7(2) . . . . ?
C13 Si1 C11 C113 45.8(2) . . . . ?
N1 Si1 C11 C112 44.4(2) . . . . ?
C12 Si1 C11 C112 -70.6(2) . . . . ?
C13 Si1 C11 C112 163.5(2) . . . . ?
N1 Si1 C11 C111 165.9(2) . . . . ?
C12 Si1 C11 C111 50.9(3) . . . . ?
C13 Si1 C11 C111 -75.0(2) . . . . ?
N1 Si1 C12 C121 -70.8(2) . . . . ?
C13 Si1 C12 C121 167.3(2) . . . . ?
C11 Si1 C12 C121 42.7(2) . . . . ?
N1 Si1 C12 C123 46.9(2) . . . . ?
C13 Si1 C12 C123 -75.0(2) . . . . ?
C11 Si1 C12 C123 160.4(2) . . . . ?
N1 Si1 C12 C122 168.1(2) . . . . ?
C13 Si1 C12 C122 46.3(3) . . . . ?
C11 Si1 C12 C122 -78.3(3) . . . . ?
N1 Si1 C13 C132 -79.9(2) . . . . ?
C12 Si1 C13 C132 39.7(2) . . . . ?
C11 Si1 C13 C132 164.9(2) . . . . ?
N1 Si1 C13 C133 37.3(2) . . . . ?
C12 Si1 C13 C133 156.9(2) . . . . ?
C11 Si1 C13 C133 -77.9(2) . . . . ?
N1 Si1 C13 C131 159.1(2) . . . . ?
C12 Si1 C13 C131 -81.3(3) . . . . ?
C11 Si1 C13 C131 43.9(3) . . . . ?
O2 Si2 C21 C212 -63.5(2) . . . . ?
C22 Si2 C21 C212 -178.4(2) . . . . ?
C23 Si2 C21 C212 50.6(3) . . . . ?
O2 Si2 C21 C213 54.5(2) . . . . ?
C22 Si2 C21 C213 -60.4(2) . . . . ?
C23 Si2 C21 C213 168.6(2) . . . . ?
O2 Si2 C21 C211 175.3(3) . . . . ?
C22 Si2 C21 C211 60.4(3) . . . . ?
C23 Si2 C21 C211 -70.7(3) . . . . ?
O2 Si2 C22 C225 -72.6(5) . . . . ?
C21 Si2 C22 C225 35.4(5) . . . . ?
C23 Si2 C22 C225 164.5(5) . . . . ?
O2 Si2 C22 C221 90.9(4) . . . . ?
C21 Si2 C22 C221 -161.2(4) . . . . ?
C23 Si2 C22 C221 -32.1(4) . . . . ?
O2 Si2 C22 C223 -137.6(4) . . . . ?
C21 Si2 C22 C223 -29.7(4) . . . . ?
C23 Si2 C22 C223 99.4(4) . . . . ?
O2 Si2 C22 C224 60.1(5) . . . . ?
C21 Si2 C22 C224 168.1(5) . . . . ?
C23 Si2 C22 C224 -62.8(5) . . . . ?
O2 Si2 C22 C226 173.2(4) . . . . ?
C21 Si2 C22 C226 -78.8(4) . . . . ?
C23 Si2 C22 C226 50.2(4) . . . . ?
O2 Si2 C22 C222 -24.1(3) . . . . ?
C21 Si2 C22 C222 83.9(3) . . . . ?
C23 Si2 C22 C222 -147.1(3) . . . . ?
O2 Si2 C23 C232 -92.8(2) . . . . ?
C21 Si2 C23 C232 159.5(2) . . . . ?
C22 Si2 C23 C232 30.6(3) . . . . ?
O2 Si2 C23 C231 146.6(2) . . . . ?
C21 Si2 C23 C231 38.9(3) . . . . ?
C22 Si2 C23 C231 -90.0(2) . . . . ?
O2 Si2 C23 C233 26.6(2) . . . . ?
C21 Si2 C23 C233 -81.1(2) . . . . ?
C22 Si2 C23 C233 150.0(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.922
_diffrn_reflns_theta_full        27.25
_diffrn_measured_fraction_theta_full 0.922
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.058
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_wa23
_audit_block_doi                 10.5517/cc10v6hk
_database_code_depnum_ccdc_archive 'CCDC 948708'
_audit_update_record             
;
2013-07-04 deposited with the CCDC.
2017-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H29 N O2 Si'
_chemical_formula_weight         259.46

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0114(5)
_cell_length_b                   13.1118(8)
_cell_length_c                   14.1657(9)
_cell_angle_alpha                77.3950(10)
_cell_angle_beta                 89.9230(10)
_cell_angle_gamma                82.1430(10)
_cell_volume                     1617.38(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5810
_cell_measurement_theta_min      1
_cell_measurement_theta_max      20

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.066
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.9337
_exptl_absorpt_correction_T_max  0.9931
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_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_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         123
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  3060
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13236
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0709
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         25.03
_reflns_number_total             5519
_reflns_number_gt                4014
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Siemens SMART'
_computing_cell_refinement       'Siemens SMART'
_computing_data_reduction        'Siemens SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (Siemens XTL-Plus)'
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0388P)²+1.9971P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5519
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0718
_refine_ls_wR_factor_ref         0.1511
_refine_ls_wR_factor_gt          0.1356
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
Si1 Si 0.89316(10) 0.26729(7) 0.69819(7) 0.0262(2) Uani 1 1 d . . .
O1 O 0.8567(3) 0.17162(18) 0.79127(17) 0.0378(6) Uani 1 1 d . . .
C1 C 0.9291(4) 0.1060(3) 0.8687(2) 0.0324(8) Uani 1 1 d . . .
N1 N 0.8520(4) 0.0298(3) 0.9068(3) 0.0465(9) Uani 1 1 d . . .
H1B H 0.766(5) 0.027(3) 0.882(3) 0.050(12) Uiso 1 1 d . . .
H1A H 0.885(4) -0.009(3) 0.959(3) 0.041(11) Uiso 1 1 d . . .
O11 O 1.0515(3) 0.11728(18) 0.89919(17) 0.0391(6) Uani 1 1 d . . .
C11 C 0.6920(4) 0.3209(3) 0.6487(3) 0.0415(9) Uani 1 1 d . . .
C111 C 0.6068(5) 0.3858(4) 0.7146(4) 0.0711(15) Uani 1 1 d . . .
H11A H 0.6598 0.4450 0.7193 0.107 Uiso 1 1 calc R . .
H11B H 0.6005 0.3410 0.7792 0.107 Uiso 1 1 calc R . .
H11C H 0.5055 0.4129 0.6875 0.107 Uiso 1 1 calc R . .
C112 C 0.6876(5) 0.3903(3) 0.5452(3) 0.0573(12) Uani 1 1 d . . .
H11D H 0.7416 0.3499 0.5021 0.086 Uiso 1 1 calc R . .
H11E H 0.7353 0.4530 0.5459 0.086 Uiso 1 1 calc R . .
H11F H 0.5833 0.4121 0.5220 0.086 Uiso 1 1 calc R . .
C113 C 0.6014(5) 0.2300(4) 0.6450(4) 0.0751(16) Uani 1 1 d . . .
H11G H 0.6515 0.1858 0.6036 0.113 Uiso 1 1 calc R . .
H11H H 0.5003 0.2594 0.6185 0.113 Uiso 1 1 calc R . .
H11I H 0.5949 0.1872 0.7105 0.113 Uiso 1 1 calc R . .
C12 C 0.9881(4) 0.3695(3) 0.7452(3) 0.0362(9) Uani 1 1 d . . .
C121 C 0.9265(5) 0.3825(3) 0.8441(3) 0.0570(12) Uani 1 1 d . . .
H12A H 0.9417 0.3140 0.8901 0.086 Uiso 1 1 calc R . .
H12B H 0.8191 0.4092 0.8368 0.086 Uiso 1 1 calc R . .
H12C H 0.9794 0.4325 0.8684 0.086 Uiso 1 1 calc R . .
C122 C 1.1584(4) 0.3381(3) 0.7628(3) 0.0522(11) Uani 1 1 d . . .
H12D H 1.1783 0.2696 0.8086 0.078 Uiso 1 1 calc R . .
H12E H 1.1993 0.3916 0.7897 0.078 Uiso 1 1 calc R . .
H12F H 1.2060 0.3330 0.7015 0.078 Uiso 1 1 calc R . .
C123 C 0.9621(5) 0.4785(3) 0.6734(3) 0.0607(13) Uani 1 1 d . . .
H12G H 0.8543 0.5009 0.6611 0.091 Uiso 1 1 calc R . .
H12H H 1.0105 0.4729 0.6123 0.091 Uiso 1 1 calc R . .
H12I H 1.0050 0.5305 0.7012 0.091 Uiso 1 1 calc R . .
C13 C 1.0130(5) 0.2003(3) 0.6115(3) 0.0525(11) Uani 1 1 d . . .
C131 C 1.0705(6) 0.2822(4) 0.5293(3) 0.0845(18) Uani 1 1 d . . .
H13A H 0.9851 0.3295 0.4942 0.127 Uiso 1 1 calc R . .
H13B H 1.1279 0.2457 0.4847 0.127 Uiso 1 1 calc R . .
H13C H 1.1350 0.3234 0.5568 0.127 Uiso 1 1 calc R . .
C132 C 0.9231(7) 0.1308(4) 0.5657(4) 0.092(2) Uani 1 1 d . . .
H13D H 0.8367 0.1747 0.5287 0.138 Uiso 1 1 calc R . .
H13E H 0.8882 0.0768 0.6168 0.138 Uiso 1 1 calc R . .
H13F H 0.9873 0.0965 0.5224 0.138 Uiso 1 1 calc R . .
C133 C 1.1496(5) 0.1264(4) 0.6658(3) 0.0706(15) Uani 1 1 d . . .
H13G H 1.1146 0.0733 0.7178 0.106 Uiso 1 1 calc R . .
H13H H 1.2133 0.1679 0.6936 0.106 Uiso 1 1 calc R . .
H13I H 1.2074 0.0911 0.6205 0.106 Uiso 1 1 calc R . .
Si2 Si 0.55284(10) 0.20929(7) 0.18630(7) 0.0266(2) Uani 1 1 d . . .
O2 O 0.6134(2) 0.08917(17) 0.16356(17) 0.0315(6) Uani 1 1 d . . .
C2 C 0.5406(4) 0.0090(3) 0.1585(3) 0.0361(9) Uani 1 1 d . . .
N2 N 0.6219(4) -0.0660(3) 0.1233(3) 0.0456(9) Uani 1 1 d . . .
H2A H 0.721(5) -0.065(3) 0.115(3) 0.060(14) Uiso 1 1 d . . .
H2B H 0.576(5) -0.123(4) 0.121(3) 0.076(15) Uiso 1 1 d . . .
O21 O 0.4125(3) 0.0038(2) 0.1867(2) 0.0541(8) Uani 1 1 d . . .
C21 C 0.7440(4) 0.2575(3) 0.1885(3) 0.0442(10) Uani 1 1 d . . .
C211 C 0.7314(6) 0.3784(4) 0.1768(4) 0.0816(17) Uani 1 1 d . . .
H21A H 0.6747 0.4137 0.1169 0.122 Uiso 1 1 calc R . .
H21B H 0.8319 0.3992 0.1740 0.122 Uiso 1 1 calc R . .
H21C H 0.6795 0.3989 0.2320 0.122 Uiso 1 1 calc R . .
C212 C 0.8404(5) 0.2283(4) 0.1061(4) 0.0766(16) Uani 1 1 d . . .
H21D H 0.7883 0.2601 0.0438 0.115 Uiso 1 1 calc R . .
H21E H 0.8577 0.1514 0.1145 0.115 Uiso 1 1 calc R . .
H21F H 0.9368 0.2548 0.1076 0.115 Uiso 1 1 calc R . .
C213 C 0.8339(5) 0.2052(4) 0.2818(4) 0.0727(15) Uani 1 1 d . . .
H21G H 0.7782 0.2219 0.3372 0.109 Uiso 1 1 calc R . .
H21H H 0.9307 0.2315 0.2800 0.109 Uiso 1 1 calc R . .
H21I H 0.8504 0.1285 0.2879 0.109 Uiso 1 1 calc R . .
C22 C 0.4547(4) 0.1935(3) 0.3077(3) 0.0410(9) Uani 1 1 d . . .
C221 C 0.2870(5) 0.1809(4) 0.2999(3) 0.0637(13) Uani 1 1 d . . .
H22A H 0.2345 0.2420 0.2538 0.096 Uiso 1 1 calc R . .
H22B H 0.2425 0.1765 0.3636 0.096 Uiso 1 1 calc R . .
H22C H 0.2780 0.1164 0.2774 0.096 Uiso 1 1 calc R . .
C222 C 0.5306(6) 0.0970(4) 0.3800(3) 0.0657(14) Uani 1 1 d . . .
H22D H 0.6372 0.1027 0.3870 0.099 Uiso 1 1 calc R . .
H22E H 0.5202 0.0332 0.3566 0.099 Uiso 1 1 calc R . .
H22F H 0.4834 0.0931 0.4428 0.099 Uiso 1 1 calc R . .
C223 C 0.4579(6) 0.2920(4) 0.3502(3) 0.0689(14) Uani 1 1 d . . .
H22G H 0.4086 0.3545 0.3043 0.103 Uiso 1 1 calc R . .
H22H H 0.5621 0.3008 0.3619 0.103 Uiso 1 1 calc R . .
H22I H 0.4051 0.2832 0.4113 0.103 Uiso 1 1 calc R . .
C23 C 0.4251(4) 0.2868(3) 0.0788(3) 0.0380(9) Uani 1 1 d . . .
C231 C 0.5110(5) 0.3076(4) -0.0157(3) 0.0600(12) Uani 1 1 d . . .
H23A H 0.5938 0.3465 -0.0076 0.090 Uiso 1 1 calc R . .
H23B H 0.4430 0.3493 -0.0682 0.090 Uiso 1 1 calc R . .
H23C H 0.5510 0.2402 -0.0315 0.090 Uiso 1 1 calc R . .
C232 C 0.3528(6) 0.3945(3) 0.0959(3) 0.0700(14) Uani 1 1 d . . .
H23D H 0.2965 0.3838 0.1556 0.105 Uiso 1 1 calc R . .
H23E H 0.2847 0.4304 0.0412 0.105 Uiso 1 1 calc R . .
H23F H 0.4313 0.4379 0.1016 0.105 Uiso 1 1 calc R . .
C233 C 0.2989(5) 0.2258(3) 0.0566(3) 0.0537(11) Uani 1 1 d . . .
H23G H 0.2374 0.2101 0.1137 0.081 Uiso 1 1 calc R . .
H23H H 0.3432 0.1596 0.0401 0.081 Uiso 1 1 calc R . .
H23I H 0.2362 0.2689 0.0020 0.081 Uiso 1 1 calc R . .


_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 O1 1.676(2) . ?
Si1 C13 1.911(4) . ?
Si1 C12 1.917(4) . ?
Si1 C11 1.926(4) . ?
O1 C1 1.344(4) . ?
C1 O11 1.224(4) . ?
C1 N1 1.314(4) . ?
N1 H1B 0.86(4) . ?
N1 H1A 0.83(4) . ?
C11 C111 1.534(6) . ?
C11 C113 1.543(5) . ?
C11 C112 1.545(5) . ?
C111 H11A 0.9800 . ?
C111 H11B 0.9800 . ?
C111 H11C 0.9800 . ?
C112 H11D 0.9800 . ?
C112 H11E 0.9800 . ?
C112 H11F 0.9800 . ?
C113 H11G 0.9800 . ?
C113 H11H 0.9800 . ?
C113 H11I 0.9800 . ?
C12 C122 1.539(5) . ?
C12 C121 1.543(5) . ?
C12 C123 1.551(5) . ?
C121 H12A 0.9800 . ?
C121 H12B 0.9800 . ?
C121 H12C 0.9800 . ?
C122 H12D 0.9800 . ?
C122 H12E 0.9800 . ?
C122 H12F 0.9800 . ?
C123 H12G 0.9800 . ?
C123 H12H 0.9800 . ?
C123 H12I 0.9800 . ?
C13 C132 1.540(7) . ?
C13 C131 1.543(6) . ?
C13 C133 1.548(6) . ?
C131 H13A 0.9800 . ?
C131 H13B 0.9800 . ?
C131 H13C 0.9800 . ?
C132 H13D 0.9800 . ?
C132 H13E 0.9800 . ?
C132 H13F 0.9800 . ?
C133 H13G 0.9800 . ?
C133 H13H 0.9800 . ?
C133 H13I 0.9800 . ?
Si2 O2 1.693(2) . ?
Si2 C22 1.916(4) . ?
Si2 C21 1.917(4) . ?
Si2 C23 1.920(4) . ?
O2 C2 1.327(4) . ?
C2 O21 1.227(4) . ?
C2 N2 1.329(5) . ?
N2 H2A 0.90(4) . ?
N2 H2B 0.91(5) . ?
C21 C213 1.526(6) . ?
C21 C212 1.538(6) . ?
C21 C211 1.545(6) . ?
C211 H21A 0.9800 . ?
C211 H21B 0.9800 . ?
C211 H21C 0.9800 . ?
C212 H21D 0.9800 . ?
C212 H21E 0.9800 . ?
C212 H21F 0.9800 . ?
C213 H21G 0.9800 . ?
C213 H21H 0.9800 . ?
C213 H21I 0.9800 . ?
C22 C222 1.522(5) . ?
C22 C223 1.543(5) . ?
C22 C221 1.549(6) . ?
C221 H22A 0.9800 . ?
C221 H22B 0.9800 . ?
C221 H22C 0.9800 . ?
C222 H22D 0.9800 . ?
C222 H22E 0.9800 . ?
C222 H22F 0.9800 . ?
C223 H22G 0.9800 . ?
C223 H22H 0.9800 . ?
C223 H22I 0.9800 . ?
C23 C231 1.535(5) . ?
C23 C232 1.541(5) . ?
C23 C233 1.546(5) . ?
C231 H23A 0.9800 . ?
C231 H23B 0.9800 . ?
C231 H23C 0.9800 . ?
C232 H23D 0.9800 . ?
C232 H23E 0.9800 . ?
C232 H23F 0.9800 . ?
C233 H23G 0.9800 . ?
C233 H23H 0.9800 . ?
C233 H23I 0.9800 . ?

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
O1 Si1 C13 106.92(16) . . ?
O1 Si1 C12 109.77(14) . . ?
C13 Si1 C12 113.50(19) . . ?
O1 Si1 C11 99.63(14) . . ?
C13 Si1 C11 113.10(18) . . ?
C12 Si1 C11 112.81(16) . . ?
C1 O1 Si1 138.7(2) . . ?
O11 C1 N1 125.0(3) . . ?
O11 C1 O1 123.4(3) . . ?
N1 C1 O1 111.6(3) . . ?
C1 N1 H1B 120(3) . . ?
C1 N1 H1A 116(3) . . ?
H1B N1 H1A 123(4) . . ?
C111 C11 C113 106.2(4) . . ?
C111 C11 C112 108.4(3) . . ?
C113 C11 C112 107.0(3) . . ?
C111 C11 Si1 111.1(3) . . ?
C113 C11 Si1 111.1(3) . . ?
C112 C11 Si1 112.7(3) . . ?
C11 C111 H11A 109.5 . . ?
C11 C111 H11B 109.5 . . ?
H11A C111 H11B 109.5 . . ?
C11 C111 H11C 109.5 . . ?
H11A C111 H11C 109.5 . . ?
H11B C111 H11C 109.5 . . ?
C11 C112 H11D 109.5 . . ?
C11 C112 H11E 109.5 . . ?
H11D C112 H11E 109.5 . . ?
C11 C112 H11F 109.5 . . ?
H11D C112 H11F 109.5 . . ?
H11E C112 H11F 109.5 . . ?
C11 C113 H11G 109.5 . . ?
C11 C113 H11H 109.5 . . ?
H11G C113 H11H 109.5 . . ?
C11 C113 H11I 109.5 . . ?
H11G C113 H11I 109.5 . . ?
H11H C113 H11I 109.5 . . ?
C122 C12 C121 105.1(3) . . ?
C122 C12 C123 107.6(3) . . ?
C121 C12 C123 108.7(3) . . ?
C122 C12 Si1 113.5(3) . . ?
C121 C12 Si1 110.6(3) . . ?
C123 C12 Si1 111.1(3) . . ?
C12 C121 H12A 109.5 . . ?
C12 C121 H12B 109.5 . . ?
H12A C121 H12B 109.5 . . ?
C12 C121 H12C 109.5 . . ?
H12A C121 H12C 109.5 . . ?
H12B C121 H12C 109.5 . . ?
C12 C122 H12D 109.5 . . ?
C12 C122 H12E 109.5 . . ?
H12D C122 H12E 109.5 . . ?
C12 C122 H12F 109.5 . . ?
H12D C122 H12F 109.5 . . ?
H12E C122 H12F 109.5 . . ?
C12 C123 H12G 109.5 . . ?
C12 C123 H12H 109.5 . . ?
H12G C123 H12H 109.5 . . ?
C12 C123 H12I 109.5 . . ?
H12G C123 H12I 109.5 . . ?
H12H C123 H12I 109.5 . . ?
C132 C13 C131 108.3(4) . . ?
C132 C13 C133 106.5(4) . . ?
C131 C13 C133 108.6(4) . . ?
C132 C13 Si1 111.0(3) . . ?
C131 C13 Si1 111.4(3) . . ?
C133 C13 Si1 110.9(3) . . ?
C13 C131 H13A 109.5 . . ?
C13 C131 H13B 109.5 . . ?
H13A C131 H13B 109.5 . . ?
C13 C131 H13C 109.5 . . ?
H13A C131 H13C 109.5 . . ?
H13B C131 H13C 109.5 . . ?
C13 C132 H13D 109.5 . . ?
C13 C132 H13E 109.5 . . ?
H13D C132 H13E 109.5 . . ?
C13 C132 H13F 109.5 . . ?
H13D C132 H13F 109.5 . . ?
H13E C132 H13F 109.5 . . ?
C13 C133 H13G 109.5 . . ?
C13 C133 H13H 109.5 . . ?
H13G C133 H13H 109.5 . . ?
C13 C133 H13I 109.5 . . ?
H13G C133 H13I 109.5 . . ?
H13H C133 H13I 109.5 . . ?
O2 Si2 C22 109.99(14) . . ?
O2 Si2 C21 97.90(15) . . ?
C22 Si2 C21 113.88(18) . . ?
O2 Si2 C23 107.21(14) . . ?
C22 Si2 C23 113.26(17) . . ?
C21 Si2 C23 113.26(17) . . ?
C2 O2 Si2 131.3(2) . . ?
O21 C2 O2 122.7(3) . . ?
O21 C2 N2 123.7(4) . . ?
O2 C2 N2 113.5(3) . . ?
C2 N2 H2A 120(3) . . ?
C2 N2 H2B 115(3) . . ?
H2A N2 H2B 123(4) . . ?
C213 C21 C212 105.7(4) . . ?
C213 C21 C211 108.1(4) . . ?
C212 C21 C211 107.3(4) . . ?
C213 C21 Si2 111.9(3) . . ?
C212 C21 Si2 110.6(3) . . ?
C211 C21 Si2 112.9(3) . . ?
C21 C211 H21A 109.5 . . ?
C21 C211 H21B 109.5 . . ?
H21A C211 H21B 109.5 . . ?
C21 C211 H21C 109.5 . . ?
H21A C211 H21C 109.5 . . ?
H21B C211 H21C 109.5 . . ?
C21 C212 H21D 109.5 . . ?
C21 C212 H21E 109.5 . . ?
H21D C212 H21E 109.5 . . ?
C21 C212 H21F 109.5 . . ?
H21D C212 H21F 109.5 . . ?
H21E C212 H21F 109.5 . . ?
C21 C213 H21G 109.5 . . ?
C21 C213 H21H 109.5 . . ?
H21G C213 H21H 109.5 . . ?
C21 C213 H21I 109.5 . . ?
H21G C213 H21I 109.5 . . ?
H21H C213 H21I 109.5 . . ?
C222 C22 C223 108.8(4) . . ?
C222 C22 C221 107.3(4) . . ?
C223 C22 C221 105.6(3) . . ?
C222 C22 Si2 110.7(3) . . ?
C223 C22 Si2 110.6(3) . . ?
C221 C22 Si2 113.5(3) . . ?
C22 C221 H22A 109.5 . . ?
C22 C221 H22B 109.5 . . ?
H22A C221 H22B 109.5 . . ?
C22 C221 H22C 109.5 . . ?
H22A C221 H22C 109.5 . . ?
H22B C221 H22C 109.5 . . ?
C22 C222 H22D 109.5 . . ?
C22 C222 H22E 109.5 . . ?
H22D C222 H22E 109.5 . . ?
C22 C222 H22F 109.5 . . ?
H22D C222 H22F 109.5 . . ?
H22E C222 H22F 109.5 . . ?
C22 C223 H22G 109.5 . . ?
C22 C223 H22H 109.5 . . ?
H22G C223 H22H 109.5 . . ?
C22 C223 H22I 109.5 . . ?
H22G C223 H22I 109.5 . . ?
H22H C223 H22I 109.5 . . ?
C231 C23 C232 107.6(3) . . ?
C231 C23 C233 104.4(3) . . ?
C232 C23 C233 108.4(3) . . ?
C231 C23 Si2 112.0(3) . . ?
C232 C23 Si2 111.6(3) . . ?
C233 C23 Si2 112.6(2) . . ?
C23 C231 H23A 109.5 . . ?
C23 C231 H23B 109.5 . . ?
H23A C231 H23B 109.5 . . ?
C23 C231 H23C 109.5 . . ?
H23A C231 H23C 109.5 . . ?
H23B C231 H23C 109.5 . . ?
C23 C232 H23D 109.5 . . ?
C23 C232 H23E 109.5 . . ?
H23D C232 H23E 109.5 . . ?
C23 C232 H23F 109.5 . . ?
H23D C232 H23F 109.5 . . ?
H23E C232 H23F 109.5 . . ?
C23 C233 H23G 109.5 . . ?
C23 C233 H23H 109.5 . . ?
H23G C233 H23H 109.5 . . ?
C23 C233 H23I 109.5 . . ?
H23G C233 H23I 109.5 . . ?
H23H C233 H23I 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
C13 Si1 O1 C1 72.4(4) . . . . ?
C12 Si1 O1 C1 -51.1(4) . . . . ?
C11 Si1 O1 C1 -169.7(4) . . . . ?
Si1 O1 C1 O11 14.3(6) . . . . ?
Si1 O1 C1 N1 -165.9(3) . . . . ?
O1 Si1 C11 C111 74.0(3) . . . . ?
C13 Si1 C11 C111 -172.8(3) . . . . ?
C12 Si1 C11 C111 -42.3(3) . . . . ?
O1 Si1 C11 C113 -44.0(3) . . . . ?
C13 Si1 C11 C113 69.2(4) . . . . ?
C12 Si1 C11 C113 -160.3(3) . . . . ?
O1 Si1 C11 C112 -164.1(3) . . . . ?
C13 Si1 C11 C112 -50.9(3) . . . . ?
C12 Si1 C11 C112 79.6(3) . . . . ?
O1 Si1 C12 C122 83.3(3) . . . . ?
C13 Si1 C12 C122 -36.3(3) . . . . ?
C11 Si1 C12 C122 -166.6(3) . . . . ?
O1 Si1 C12 C121 -34.6(3) . . . . ?
C13 Si1 C12 C121 -154.1(3) . . . . ?
C11 Si1 C12 C121 75.6(3) . . . . ?
O1 Si1 C12 C123 -155.3(3) . . . . ?
C13 Si1 C12 C123 85.1(3) . . . . ?
C11 Si1 C12 C123 -45.2(3) . . . . ?
O1 Si1 C13 C132 66.6(3) . . . . ?
C12 Si1 C13 C132 -172.3(3) . . . . ?
C11 Si1 C13 C132 -42.1(4) . . . . ?
O1 Si1 C13 C131 -172.7(3) . . . . ?
C12 Si1 C13 C131 -51.5(4) . . . . ?
C11 Si1 C13 C131 78.6(4) . . . . ?
O1 Si1 C13 C133 -51.6(4) . . . . ?
C12 Si1 C13 C133 69.6(4) . . . . ?
C11 Si1 C13 C133 -160.2(3) . . . . ?
C22 Si2 O2 C2 56.2(3) . . . . ?
C21 Si2 O2 C2 175.2(3) . . . . ?
C23 Si2 O2 C2 -67.4(3) . . . . ?
Si2 O2 C2 O21 -12.8(5) . . . . ?
Si2 O2 C2 N2 169.5(3) . . . . ?
O2 Si2 C21 C213 -75.4(3) . . . . ?
C22 Si2 C21 C213 40.6(4) . . . . ?
C23 Si2 C21 C213 172.0(3) . . . . ?
O2 Si2 C21 C212 42.1(3) . . . . ?
C22 Si2 C21 C212 158.2(3) . . . . ?
C23 Si2 C21 C212 -70.5(4) . . . . ?
O2 Si2 C21 C211 162.4(3) . . . . ?
C22 Si2 C21 C211 -81.5(4) . . . . ?
C23 Si2 C21 C211 49.8(4) . . . . ?
O2 Si2 C22 C222 35.6(3) . . . . ?
C21 Si2 C22 C222 -73.1(3) . . . . ?
C23 Si2 C22 C222 155.5(3) . . . . ?
O2 Si2 C22 C223 156.3(3) . . . . ?
C21 Si2 C22 C223 47.6(3) . . . . ?
C23 Si2 C22 C223 -83.7(3) . . . . ?
O2 Si2 C22 C221 -85.2(3) . . . . ?
C21 Si2 C22 C221 166.1(3) . . . . ?
C23 Si2 C22 C221 34.8(3) . . . . ?
O2 Si2 C23 C231 -64.2(3) . . . . ?
C22 Si2 C23 C231 174.3(3) . . . . ?
C21 Si2 C23 C231 42.7(3) . . . . ?
O2 Si2 C23 C232 175.2(3) . . . . ?
C22 Si2 C23 C232 53.7(3) . . . . ?
C21 Si2 C23 C232 -77.9(3) . . . . ?
O2 Si2 C23 C233 53.1(3) . . . . ?
C22 Si2 C23 C233 -68.5(3) . . . . ?
C21 Si2 C23 C233 159.9(3) . . . . ?

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
N1 H1B O21 0.86(4) 2.01(4) 2.860(5) 169(4) 2_656
N1 H1A O11 0.83(4) 2.22(4) 3.044(4) 173(4) 2_757
N2 H2A O11 0.90(4) 2.10(4) 2.961(5) 160(4) 2_756

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.053
