# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
Department of Chemistry
University of Anywhere
Sometown
Somewhere, UK
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H25 N5 O5 Si'

_chemical_formula_sum            'C20 H25 N5 O5 Si'
_chemical_formula_weight         443.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'

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

_cell_length_a                   22.8796(5)
_cell_length_b                   7.19450(10)
_cell_length_c                   25.1019(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4132.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    143
_cell_measurement_reflns_used    2446
_cell_measurement_theta_min      6.7
_cell_measurement_theta_max      71.5

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872
_exptl_absorpt_coefficient_mu    1.388
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7687
_exptl_absorpt_correction_T_max  0.8084
_exptl_absorpt_process_details   
'Rigaku CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2005)'


_exptl_special_details           
;
Department of Chemistry
University of Anywhere
Sometown
Somewhere, UK
;

_diffrn_ambient_temperature      143
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30638
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         6.69
_diffrn_reflns_theta_max         72.08
_reflns_number_total             3981
_reflns_number_gt                3618
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_structure_solution    'SIR92 (Altomare et al., 1993)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'

_computing_publication_material  'WinGX (Farrugia, 1999)'


_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)+(0.0555P)²+2.9505P] where P=(Fo²+2Fc²)/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         3981
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1295
_refine_ls_wR_factor_gt          0.1277
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_restrained_S_all      1.150
_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
C1 C 0.77420(9) 1.7331(3) 0.94584(9) 0.0316(4) Uani 1 1 d . . .
H1 H 0.8002 1.7103 0.9181 0.038 Uiso 1 1 calc R . .
C2 C 0.79326(9) 1.7951(3) 0.99552(9) 0.0346(5) Uani 1 1 d . . .
H2 H 0.8330 1.8127 1.0012 0.042 Uiso 1 1 calc R . .
C3 C 0.75439(9) 1.8313(3) 1.03679(9) 0.0346(5) Uani 1 1 d . . .
H3 H 0.7685 1.8760 1.0691 0.042 Uiso 1 1 calc R . .
C4 C 0.69453(9) 1.8015(3) 1.03046(8) 0.0318(4) Uani 1 1 d . . .
H4 H 0.6683 1.8239 1.0580 0.038 Uiso 1 1 calc R . .
C5 C 0.67588(8) 1.7375(3) 0.98156(8) 0.0276(4) Uani 1 1 d . . .
C6 C 0.71491(8) 1.7072(3) 0.93983(8) 0.0270(4) Uani 1 1 d . . .
C7 C 0.68159(8) 1.6323(3) 0.89364(8) 0.0279(4) Uani 1 1 d . . .
C8 C 0.61723(8) 1.6759(3) 0.96374(8) 0.0279(4) Uani 1 1 d . . .
C9 C 0.57660(8) 1.5388(3) 0.87950(8) 0.0296(4) Uani 1 1 d . . .
H9A H 0.5886 1.5360 0.8425 0.036 Uiso 1 1 calc R . .
H9B H 0.5433 1.6216 0.8823 0.036 Uiso 1 1 calc R . .
C10 C 0.55823(8) 1.3476(3) 0.89588(8) 0.0272(4) Uani 1 1 d . . .
C11 C 0.50522(9) 1.2856(3) 0.91322(8) 0.0296(4) Uani 1 1 d . . .
H11 H 0.4715 1.3555 0.9185 0.036 Uiso 1 1 calc R . .
C12 C 0.46744(8) 0.9612(3) 0.93205(8) 0.0281(4) Uani 1 1 d . . .
H12A H 0.4374 1.0135 0.9549 0.034 Uiso 1 1 calc R . .
H12B H 0.4851 0.8570 0.9506 0.034 Uiso 1 1 calc R . .
C13 C 0.44008(9) 0.8944(3) 0.88004(8) 0.0304(4) Uani 1 1 d . . .
H13A H 0.4709 0.8555 0.8560 0.037 Uiso 1 1 calc R . .
H13B H 0.4196 0.9972 0.8635 0.037 Uiso 1 1 calc R . .
C14 C 0.39731(9) 0.7326(3) 0.88784(8) 0.0319(4) Uani 1 1 d . . .
H14A H 0.3605 0.7816 0.9009 0.038 Uiso 1 1 calc R . .
H14B H 0.4128 0.6500 0.9149 0.038 Uiso 1 1 calc R . .
C15 C 0.47004(10) 0.4102(3) 0.77430(10) 0.0431(6) Uani 1 1 d . . .
H15A H 0.4711 0.2882 0.7907 0.052 Uiso 1 1 calc R . .
H15B H 0.5088 0.4385 0.7609 0.052 Uiso 1 1 calc R . .
C16 C 0.42614(10) 0.4120(3) 0.72897(9) 0.0406(5) Uani 1 1 d . . .
H16A H 0.4334 0.5166 0.7055 0.049 Uiso 1 1 calc R . .
H16B H 0.4288 0.2982 0.7084 0.049 Uiso 1 1 calc R . .
C17 C 0.34008(10) 0.7397(3) 0.73435(9) 0.0389(5) Uani 1 1 d . . .
H17A H 0.3744 0.7789 0.7146 0.047 Uiso 1 1 calc R . .
H17B H 0.3075 0.8177 0.7238 0.047 Uiso 1 1 calc R . .
C18 C 0.32652(10) 0.5386(3) 0.72206(9) 0.0387(5) Uani 1 1 d . . .
H18A H 0.2866 0.5090 0.7318 0.046 Uiso 1 1 calc R . .
H18B H 0.3317 0.5136 0.6844 0.046 Uiso 1 1 calc R . .
C19 C 0.30977(13) 0.2972(4) 0.82321(10) 0.0514(7) Uani 1 1 d . . .
H19A H 0.2720 0.3484 0.8135 0.062 Uiso 1 1 calc R . .
H19B H 0.3033 0.1854 0.8440 0.062 Uiso 1 1 calc R . .
C20 C 0.34418(12) 0.2511(3) 0.77357(10) 0.0456(6) Uani 1 1 d . . .
H20A H 0.3756 0.1652 0.7818 0.055 Uiso 1 1 calc R . .
H20B H 0.3190 0.1947 0.7470 0.055 Uiso 1 1 calc R . .
N1 N 0.62427(7) 1.6131(2) 0.91155(7) 0.0272(4) Uani 1 1 d . . .
N2 N 0.59514(7) 1.1999(2) 0.89332(8) 0.0352(4) Uani 1 1 d . . .
N3 N 0.56680(7) 1.0494(3) 0.90861(8) 0.0349(4) Uani 1 1 d . . .
N4 N 0.51198(7) 1.1023(2) 0.92096(7) 0.0266(4) Uani 1 1 d . . .
N5 N 0.36792(8) 0.4283(2) 0.75388(7) 0.0330(4) Uani 1 1 d . . .
O1 O 0.69875(7) 1.5940(2) 0.84930(6) 0.0369(4) Uani 1 1 d . . .
O2 O 0.57150(6) 1.6720(2) 0.98812(6) 0.0351(3) Uani 1 1 d . . .
O3 O 0.45286(6) 0.5455(2) 0.81222(6) 0.0364(4) Uani 1 1 d . . .
O4 O 0.35034(6) 0.7589(2) 0.79001(6) 0.0351(3) Uani 1 1 d . . .
O5 O 0.34193(8) 0.4292(2) 0.85382(6) 0.0447(4) Uani 1 1 d . . .
Si1 Si 0.38277(2) 0.59362(8) 0.82562(2) 0.02845(17) Uani 1 1 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
C1 C6 1.378(3) . ?
C1 C2 1.395(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.390(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(3) . ?
C5 C8 1.482(3) . ?
C6 C7 1.488(3) . ?
C7 O1 1.212(2) . ?
C7 N1 1.393(2) . ?
C8 O2 1.212(2) . ?
C8 N1 1.395(3) . ?
C9 N1 1.457(2) . ?
C9 C10 1.496(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N2 1.359(3) . ?
C10 C11 1.364(3) . ?
C11 N4 1.342(3) . ?
C11 H11 0.9300 . ?
C12 N4 1.465(2) . ?
C12 C13 1.526(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.533(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 Si1 1.884(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O3 1.417(3) . ?
C15 C16 1.518(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N5 1.476(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 O4 1.424(3) . ?
C17 C18 1.512(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 N5 1.471(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O5 1.426(3) . ?
C19 C20 1.511(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N5 1.471(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
N2 N3 1.319(2) . ?
N3 N4 1.347(2) . ?
N5 Si1 2.1847(18) . ?
O3 Si1 1.6745(15) . ?
O4 Si1 1.6625(16) . ?
O5 Si1 1.6653(16) . ?

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
C6 C1 C2 116.69(19) . . ?
C6 C1 H1 121.7 . . ?
C2 C1 H1 121.7 . . ?
C3 C2 C1 121.75(19) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 120.97(19) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 117.15(19) . . ?
C5 C4 H4 121.4 . . ?
C3 C4 H4 121.4 . . ?
C4 C5 C6 121.55(18) . . ?
C4 C5 C8 130.44(19) . . ?
C6 C5 C8 107.84(17) . . ?
C1 C6 C5 121.83(19) . . ?
C1 C6 C7 129.68(19) . . ?
C5 C6 C7 108.31(17) . . ?
O1 C7 N1 125.36(19) . . ?
O1 C7 C6 129.18(18) . . ?
N1 C7 C6 105.46(17) . . ?
O2 C8 N1 124.47(19) . . ?
O2 C8 C5 129.5(2) . . ?
N1 C8 C5 106.00(16) . . ?
N1 C9 C10 113.31(16) . . ?
N1 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
N1 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
N2 C10 C11 108.18(18) . . ?
N2 C10 C9 122.11(17) . . ?
C11 C10 C9 129.67(18) . . ?
N4 C11 C10 105.38(18) . . ?
N4 C11 H11 127.3 . . ?
C10 C11 H11 127.3 . . ?
N4 C12 C13 109.95(16) . . ?
N4 C12 H12A 109.7 . . ?
C13 C12 H12A 109.7 . . ?
N4 C12 H12B 109.7 . . ?
C13 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
C12 C13 C14 113.08(17) . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 Si1 114.18(14) . . ?
C13 C14 H14A 108.7 . . ?
Si1 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
Si1 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
O3 C15 C16 108.30(18) . . ?
O3 C15 H15A 110.0 . . ?
C16 C15 H15A 110.0 . . ?
O3 C15 H15B 110.0 . . ?
C16 C15 H15B 110.0 . . ?
H15A C15 H15B 108.4 . . ?
N5 C16 C15 106.27(19) . . ?
N5 C16 H16A 110.5 . . ?
C15 C16 H16A 110.5 . . ?
N5 C16 H16B 110.5 . . ?
C15 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
O4 C17 C18 109.08(18) . . ?
O4 C17 H17A 109.9 . . ?
C18 C17 H17A 109.9 . . ?
O4 C17 H17B 109.9 . . ?
C18 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
N5 C18 C17 105.86(17) . . ?
N5 C18 H18A 110.6 . . ?
C17 C18 H18A 110.6 . . ?
N5 C18 H18B 110.6 . . ?
C17 C18 H18B 110.6 . . ?
H18A C18 H18B 108.7 . . ?
O5 C19 C20 108.8(2) . . ?
O5 C19 H19A 109.9 . . ?
C20 C19 H19A 109.9 . . ?
O5 C19 H19B 109.9 . . ?
C20 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
N5 C20 C19 106.21(19) . . ?
N5 C20 H20A 110.5 . . ?
C19 C20 H20A 110.5 . . ?
N5 C20 H20B 110.5 . . ?
C19 C20 H20B 110.5 . . ?
H20A C20 H20B 108.7 . . ?
C7 N1 C8 112.31(16) . . ?
C7 N1 C9 124.26(17) . . ?
C8 N1 C9 123.43(16) . . ?
N3 N2 C10 108.81(16) . . ?
N2 N3 N4 107.05(16) . . ?
C11 N4 N3 110.57(16) . . ?
C11 N4 C12 128.90(17) . . ?
N3 N4 C12 119.75(16) . . ?
C18 N5 C20 114.33(18) . . ?
C18 N5 C16 113.18(18) . . ?
C20 N5 C16 114.00(19) . . ?
C18 N5 Si1 104.72(13) . . ?
C20 N5 Si1 104.62(13) . . ?
C16 N5 Si1 104.59(13) . . ?
C15 O3 Si1 122.87(14) . . ?
C17 O4 Si1 122.14(13) . . ?
C19 O5 Si1 122.25(14) . . ?
O4 Si1 O5 119.08(9) . . ?
O4 Si1 O3 117.87(8) . . ?
O5 Si1 O3 118.41(9) . . ?
O4 Si1 C14 98.33(9) . . ?
O5 Si1 C14 97.10(9) . . ?
O3 Si1 C14 96.15(8) . . ?
O4 Si1 N5 82.93(7) . . ?
O5 Si1 N5 82.90(7) . . ?
O3 Si1 N5 82.58(7) . . ?
C14 Si1 N5 178.53(9) . . ?

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
C6 C1 C2 C3 -0.8(3) . . . . ?
C1 C2 C3 C4 1.9(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C3 C4 C5 C8 173.5(2) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
C2 C1 C6 C7 -175.84(19) . . . . ?
C4 C5 C6 C1 2.4(3) . . . . ?
C8 C5 C6 C1 -173.39(18) . . . . ?
C4 C5 C6 C7 177.95(18) . . . . ?
C8 C5 C6 C7 2.2(2) . . . . ?
C1 C6 C7 O1 -7.8(4) . . . . ?
C5 C6 C7 O1 177.1(2) . . . . ?
C1 C6 C7 N1 172.2(2) . . . . ?
C5 C6 C7 N1 -3.0(2) . . . . ?
C4 C5 C8 O2 2.0(4) . . . . ?
C6 C5 C8 O2 177.2(2) . . . . ?
C4 C5 C8 N1 -175.8(2) . . . . ?
C6 C5 C8 N1 -0.6(2) . . . . ?
N1 C9 C10 N2 -62.2(3) . . . . ?
N1 C9 C10 C11 120.3(2) . . . . ?
N2 C10 C11 N4 0.5(2) . . . . ?
C9 C10 C11 N4 178.19(19) . . . . ?
N4 C12 C13 C14 174.26(17) . . . . ?
C12 C13 C14 Si1 -160.00(14) . . . . ?
O3 C15 C16 N5 -42.0(3) . . . . ?
O4 C17 C18 N5 -42.0(2) . . . . ?
O5 C19 C20 N5 -41.9(3) . . . . ?
O1 C7 N1 C8 -177.42(19) . . . . ?
C6 C7 N1 C8 2.7(2) . . . . ?
O1 C7 N1 C9 1.7(3) . . . . ?
C6 C7 N1 C9 -178.26(17) . . . . ?
O2 C8 N1 C7 -179.34(19) . . . . ?
C5 C8 N1 C7 -1.4(2) . . . . ?
O2 C8 N1 C9 1.6(3) . . . . ?
C5 C8 N1 C9 179.54(17) . . . . ?
C10 C9 N1 C7 107.0(2) . . . . ?
C10 C9 N1 C8 -74.1(2) . . . . ?
C11 C10 N2 N3 -0.2(2) . . . . ?
C9 C10 N2 N3 -178.14(18) . . . . ?
C10 N2 N3 N4 -0.1(2) . . . . ?
C10 C11 N4 N3 -0.6(2) . . . . ?
C10 C11 N4 C12 -170.29(18) . . . . ?
N2 N3 N4 C11 0.4(2) . . . . ?
N2 N3 N4 C12 171.25(17) . . . . ?
C13 C12 N4 C11 84.1(2) . . . . ?
C13 C12 N4 N3 -84.8(2) . . . . ?
C17 C18 N5 C20 145.7(2) . . . . ?
C17 C18 N5 C16 -81.5(2) . . . . ?
C17 C18 N5 Si1 31.8(2) . . . . ?
C19 C20 N5 C18 -82.0(2) . . . . ?
C19 C20 N5 C16 145.6(2) . . . . ?
C19 C20 N5 Si1 31.9(2) . . . . ?
C15 C16 N5 C18 145.52(19) . . . . ?
C15 C16 N5 C20 -81.5(2) . . . . ?
C15 C16 N5 Si1 32.1(2) . . . . ?
C16 C15 O3 Si1 34.7(3) . . . . ?
C18 C17 O4 Si1 34.8(2) . . . . ?
C20 C19 O5 Si1 34.7(3) . . . . ?
C17 O4 Si1 O5 -89.79(17) . . . . ?
C17 O4 Si1 O3 65.70(18) . . . . ?
C17 O4 Si1 C14 167.24(16) . . . . ?
C17 O4 Si1 N5 -12.00(16) . . . . ?
C19 O5 Si1 O4 65.8(2) . . . . ?
C19 O5 Si1 O3 -89.5(2) . . . . ?
C19 O5 Si1 C14 169.5(2) . . . . ?
C19 O5 Si1 N5 -12.0(2) . . . . ?
C15 O3 Si1 O4 -90.03(19) . . . . ?
C15 O3 Si1 O5 65.6(2) . . . . ?
C15 O3 Si1 C14 167.15(18) . . . . ?
C15 O3 Si1 N5 -12.11(18) . . . . ?
C13 C14 Si1 O4 -64.67(16) . . . . ?
C13 C14 Si1 O5 174.45(16) . . . . ?
C13 C14 Si1 O3 54.73(16) . . . . ?
C18 N5 Si1 O4 -13.39(14) . . . . ?
C20 N5 Si1 O4 -133.97(15) . . . . ?
C16 N5 Si1 O4 105.88(14) . . . . ?
C18 N5 Si1 O5 107.21(14) . . . . ?
C20 N5 Si1 O5 -13.37(15) . . . . ?
C16 N5 Si1 O5 -133.52(15) . . . . ?
C18 N5 Si1 O3 -132.81(14) . . . . ?
C20 N5 Si1 O3 106.61(15) . . . . ?
C16 N5 Si1 O3 -13.54(14) . . . . ?
_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        72.08
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.053
_database_code_depnum_ccdc_archive 'CCDC 982458'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H24 N4 O3 Si'
_chemical_formula_sum            'C17 H24 N4 O3 Si'
_chemical_formula_weight         360.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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/c'

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                   11.151(5)
_cell_length_b                   18.583(3)
_cell_length_c                   8.759(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.395(5)
_cell_angle_gamma                90.00
_cell_volume                     1779.3(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    140
_cell_measurement_reflns_used    12113
_cell_measurement_theta_min      7.0
_cell_measurement_theta_max      71.9

_exptl_crystal_description       chip
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    1.375
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.701
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'Rigaku CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      140
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18489
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         7.02
_diffrn_reflns_theta_max         72.01
_reflns_number_total             3369
_reflns_number_gt                3095
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_structure_solution    'SIR92 (Altomare et al., 1993)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'

_computing_publication_material  'WinGX (Farrugia, 1999)'



_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)+(0.0784P)²+2.2246P] where P=(Fo²+2Fc²)/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     SHELXL
_refine_ls_extinction_coef       0.0030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3369
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1739
_refine_ls_wR_factor_gt          0.1327
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_restrained_S_all      1.168
_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
C1 C 1.0540(3) -0.20190(15) 0.6762(4) 0.0385(7) Uani 1 1 d . . .
H1 H 1.0933 -0.2460 0.6759 0.046 Uiso 1 1 calc R . .
C2 C 1.0659(3) -0.16215(15) 0.8128(4) 0.0366(6) Uani 1 1 d . . .
H2 H 1.1129 -0.1800 0.9046 0.044 Uiso 1 1 calc R . .
C3 C 1.0085(2) -0.09622(14) 0.8133(3) 0.0322(6) Uani 1 1 d . . .
H3 H 1.0166 -0.0703 0.9056 0.039 Uiso 1 1 calc R . .
C4 C 0.9383(2) -0.06833(13) 0.6760(3) 0.0283(5) Uani 1 1 d . . .
C5 C 0.9249(3) -0.10916(14) 0.5398(3) 0.0337(6) Uani 1 1 d . . .
H5 H 0.8767 -0.0920 0.4481 0.040 Uiso 1 1 calc R . .
C6 C 0.9828(3) -0.17505(15) 0.5406(4) 0.0384(7) Uani 1 1 d . . .
H6 H 0.9739 -0.2016 0.4490 0.046 Uiso 1 1 calc R . .
C7 C 0.8832(2) 0.00380(13) 0.6746(3) 0.0273(5) Uani 1 1 d . . .
C8 C 0.7886(2) 0.03507(14) 0.5711(3) 0.0279(5) Uani 1 1 d . . .
H8 H 0.7407 0.0141 0.4833 0.034 Uiso 1 1 calc R . .
C9 C 0.6953(2) 0.16028(15) 0.5619(3) 0.0324(6) Uani 1 1 d . . .
H9A H 0.6542 0.1479 0.4570 0.039 Uiso 1 1 calc R . .
H9B H 0.7414 0.2041 0.5562 0.039 Uiso 1 1 calc R . .
C10 C 0.6004(2) 0.17381(14) 0.6606(4) 0.0342(6) Uani 1 1 d . . .
H10A H 0.5541 0.2165 0.6218 0.041 Uiso 1 1 calc R . .
H10B H 0.6422 0.1837 0.7665 0.041 Uiso 1 1 calc R . .
C11 C 0.5112(3) 0.11174(14) 0.6633(3) 0.0335(6) Uani 1 1 d . . .
H11A H 0.5579 0.0674 0.6782 0.040 Uiso 1 1 calc R . .
H11B H 0.4576 0.1091 0.5618 0.040 Uiso 1 1 calc R . .
C12 C 0.5126(3) 0.11671(16) 1.1233(3) 0.0382(7) Uani 1 1 d . . .
H12A H 0.5730 0.1469 1.1883 0.046 Uiso 1 1 calc R . .
H12B H 0.5240 0.0677 1.1613 0.046 Uiso 1 1 calc R . .
C13 C 0.3846(3) 0.14241(16) 1.1327(3) 0.0383(7) Uani 1 1 d . . .
H13A H 0.3603 0.1235 1.2253 0.046 Uiso 1 1 calc R . .
H13B H 0.3818 0.1945 1.1362 0.046 Uiso 1 1 calc R . .
C14 C 0.2553(2) 0.22341(14) 0.8442(3) 0.0340(6) Uani 1 1 d . . .
H14A H 0.1906 0.2489 0.7748 0.041 Uiso 1 1 calc R . .
H14B H 0.2993 0.2576 0.9184 0.041 Uiso 1 1 calc R . .
C15 C 0.2014(2) 0.16419(15) 0.9292(4) 0.0352(6) Uani 1 1 d . . .
H15A H 0.1664 0.1842 1.0129 0.042 Uiso 1 1 calc R . .
H15B H 0.1377 0.1387 0.8581 0.042 Uiso 1 1 calc R . .
C16 C 0.2510(2) 0.00876(15) 0.8385(4) 0.0368(6) Uani 1 1 d . . .
H16A H 0.2572 -0.0433 0.8431 0.044 Uiso 1 1 calc R . .
H16B H 0.1708 0.0214 0.7795 0.044 Uiso 1 1 calc R . .
C17 C 0.2677(3) 0.03942(14) 1.0024(4) 0.0377(7) Uani 1 1 d . . .
H17A H 0.1920 0.0359 1.0407 0.045 Uiso 1 1 calc R . .
H17B H 0.3309 0.0133 1.0727 0.045 Uiso 1 1 calc R . .
N1 N 0.9270(2) 0.05346(12) 0.7861(3) 0.0310(5) Uani 1 1 d . . .
N2 N 0.8637(2) 0.11352(12) 0.7552(3) 0.0323(5) Uani 1 1 d . . .
N3 N 0.7803(2) 0.10221(12) 0.6241(3) 0.0290(5) Uani 1 1 d . . .
N4 N 0.3033(2) 0.11533(11) 0.9918(3) 0.0292(5) Uani 1 1 d . . .
O1 O 0.34309(17) 0.03733(9) 0.7644(2) 0.0315(4) Uani 1 1 d . . .
O2 O 0.33667(17) 0.19125(10) 0.7572(2) 0.0320(4) Uani 1 1 d . . .
O3 O 0.52830(17) 0.11983(11) 0.9689(2) 0.0374(5) Uani 1 1 d . . .
Si1 Si 0.41320(6) 0.11581(3) 0.81515(8) 0.0258(2) Uani 1 1 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
C1 C6 1.384(4) . ?
C1 C2 1.390(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.396(4) . ?
C4 C7 1.474(4) . ?
C5 C6 1.384(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N1 1.362(3) . ?
C7 C8 1.376(4) . ?
C8 N3 1.341(3) . ?
C8 H8 0.9300 . ?
C9 N3 1.468(3) . ?
C9 C10 1.514(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.526(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 Si1 1.883(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O3 1.399(4) . ?
C12 C13 1.523(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N4 1.469(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 O2 1.426(3) . ?
C14 C15 1.518(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N4 1.473(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 O1 1.421(3) . ?
C16 C17 1.522(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N4 1.473(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
N1 N2 1.320(3) . ?
N2 N3 1.344(3) . ?
N4 Si1 2.155(2) . ?
O1 Si1 1.6727(19) . ?
O2 Si1 1.6675(18) . ?
O3 Si1 1.668(2) . ?

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
C6 C1 C2 119.2(3) . . ?
C6 C1 H1 120.4 . . ?
C2 C1 H1 120.4 . . ?
C3 C2 C1 120.5(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 C7 120.9(2) . . ?
C3 C4 C7 120.4(2) . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.7(3) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N1 C7 C8 107.8(2) . . ?
N1 C7 C4 121.3(2) . . ?
C8 C7 C4 130.8(2) . . ?
N3 C8 C7 105.1(2) . . ?
N3 C8 H8 127.4 . . ?
C7 C8 H8 127.4 . . ?
N3 C9 C10 112.5(2) . . ?
N3 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
N3 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C9 C10 C11 114.5(2) . . ?
C9 C10 H10A 108.6 . . ?
C11 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 Si1 116.9(2) . . ?
C10 C11 H11A 108.1 . . ?
Si1 C11 H11A 108.1 . . ?
C10 C11 H11B 108.1 . . ?
Si1 C11 H11B 108.1 . . ?
H11A C11 H11B 107.3 . . ?
O3 C12 C13 109.7(2) . . ?
O3 C12 H12A 109.7 . . ?
C13 C12 H12A 109.7 . . ?
O3 C12 H12B 109.7 . . ?
C13 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
N4 C13 C12 106.1(2) . . ?
N4 C13 H13A 110.5 . . ?
C12 C13 H13A 110.5 . . ?
N4 C13 H13B 110.5 . . ?
C12 C13 H13B 110.5 . . ?
H13A C13 H13B 108.7 . . ?
O2 C14 C15 108.3(2) . . ?
O2 C14 H14A 110.0 . . ?
C15 C14 H14A 110.0 . . ?
O2 C14 H14B 110.0 . . ?
C15 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
N4 C15 C14 106.1(2) . . ?
N4 C15 H15A 110.5 . . ?
C14 C15 H15A 110.5 . . ?
N4 C15 H15B 110.5 . . ?
C14 C15 H15B 110.5 . . ?
H15A C15 H15B 108.7 . . ?
O1 C16 C17 109.1(2) . . ?
O1 C16 H16A 109.9 . . ?
C17 C16 H16A 109.9 . . ?
O1 C16 H16B 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
N4 C17 C16 106.4(2) . . ?
N4 C17 H17A 110.4 . . ?
C16 C17 H17A 110.4 . . ?
N4 C17 H17B 110.4 . . ?
C16 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
N2 N1 C7 108.9(2) . . ?
N1 N2 N3 107.1(2) . . ?
C8 N3 N2 111.0(2) . . ?
C8 N3 C9 129.7(2) . . ?
N2 N3 C9 119.3(2) . . ?
C13 N4 C15 113.9(2) . . ?
C13 N4 C17 113.8(2) . . ?
C15 N4 C17 114.6(2) . . ?
C13 N4 Si1 104.93(17) . . ?
C15 N4 Si1 103.68(16) . . ?
C17 N4 Si1 104.36(16) . . ?
C16 O1 Si1 123.11(17) . . ?
C14 O2 Si1 122.06(16) . . ?
C12 O3 Si1 123.72(19) . . ?
O2 Si1 O3 118.29(10) . . ?
O2 Si1 O1 117.89(10) . . ?
O3 Si1 O1 119.88(10) . . ?
O2 Si1 C11 98.75(11) . . ?
O3 Si1 C11 96.35(12) . . ?
O1 Si1 C11 94.79(11) . . ?
O2 Si1 N4 83.84(9) . . ?
O3 Si1 N4 82.92(11) . . ?
O1 Si1 N4 83.39(9) . . ?
C11 Si1 N4 177.33(10) . . ?

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
C6 C1 C2 C3 -0.6(4) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C2 C3 C4 C5 1.7(4) . . . . ?
C2 C3 C4 C7 -176.4(2) . . . . ?
C3 C4 C5 C6 -1.7(4) . . . . ?
C7 C4 C5 C6 176.3(2) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C2 C1 C6 C5 0.5(4) . . . . ?
C5 C4 C7 N1 -157.3(3) . . . . ?
C3 C4 C7 N1 20.7(4) . . . . ?
C5 C4 C7 C8 20.7(4) . . . . ?
C3 C4 C7 C8 -161.2(3) . . . . ?
N1 C7 C8 N3 0.5(3) . . . . ?
C4 C7 C8 N3 -177.8(3) . . . . ?
N3 C9 C10 C11 -65.7(3) . . . . ?
C9 C10 C11 Si1 167.22(19) . . . . ?
O3 C12 C13 N4 37.6(3) . . . . ?
O2 C14 C15 N4 42.6(3) . . . . ?
O1 C16 C17 N4 38.8(3) . . . . ?
C8 C7 N1 N2 -0.1(3) . . . . ?
C4 C7 N1 N2 178.3(2) . . . . ?
C7 N1 N2 N3 -0.2(3) . . . . ?
C7 C8 N3 N2 -0.6(3) . . . . ?
C7 C8 N3 C9 -179.5(2) . . . . ?
N1 N2 N3 C8 0.6(3) . . . . ?
N1 N2 N3 C9 179.5(2) . . . . ?
C10 C9 N3 C8 107.3(3) . . . . ?
C10 C9 N3 N2 -71.4(3) . . . . ?
C12 C13 N4 C15 -145.4(2) . . . . ?
C12 C13 N4 C17 80.7(3) . . . . ?
C12 C13 N4 Si1 -32.7(2) . . . . ?
C14 C15 N4 C13 77.7(3) . . . . ?
C14 C15 N4 C17 -148.8(2) . . . . ?
C14 C15 N4 Si1 -35.7(2) . . . . ?
C16 C17 N4 C13 -148.4(2) . . . . ?
C16 C17 N4 C15 78.1(3) . . . . ?
C16 C17 N4 Si1 -34.6(2) . . . . ?
C17 C16 O1 Si1 -24.8(3) . . . . ?
C15 C14 O2 Si1 -30.0(3) . . . . ?
C13 C12 O3 Si1 -25.1(3) . . . . ?
C14 O2 Si1 O3 -71.8(2) . . . . ?
C14 O2 Si1 O1 85.9(2) . . . . ?
C14 O2 Si1 C11 -174.0(2) . . . . ?
C14 O2 Si1 N4 6.7(2) . . . . ?
C12 O3 Si1 O2 83.1(2) . . . . ?
C12 O3 Si1 O1 -74.1(2) . . . . ?
C12 O3 Si1 C11 -173.4(2) . . . . ?
C12 O3 Si1 N4 4.0(2) . . . . ?
C16 O1 Si1 O2 -76.4(2) . . . . ?
C16 O1 Si1 O3 81.0(2) . . . . ?
C16 O1 Si1 C11 -178.9(2) . . . . ?
C16 O1 Si1 N4 3.1(2) . . . . ?
C10 C11 Si1 O2 62.1(2) . . . . ?
C10 C11 Si1 O3 -57.9(2) . . . . ?
C10 C11 Si1 O1 -178.7(2) . . . . ?
C13 N4 Si1 O2 -101.37(17) . . . . ?
C15 N4 Si1 O2 18.34(17) . . . . ?
C17 N4 Si1 O2 138.63(19) . . . . ?
C13 N4 Si1 O3 18.22(17) . . . . ?
C15 N4 Si1 O3 137.93(18) . . . . ?
C17 N4 Si1 O3 -101.78(18) . . . . ?
C13 N4 Si1 O1 139.54(17) . . . . ?
C15 N4 Si1 O1 -100.75(18) . . . . ?
C17 N4 Si1 O1 19.54(18) . . . . ?


_diffrn_measured_fraction_theta_max 0.961
_diffrn_reflns_theta_full        72.01
_diffrn_measured_fraction_theta_full 0.961
_refine_diff_density_max         0.725
_refine_diff_density_min         -0.760
_refine_diff_density_rms         0.083
_database_code_depnum_ccdc_archive 'CCDC 982459'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
Department of Chemistry
University of Anywhere
Sometown
Somewhere, UK
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H29 N5 O4 Si'
_chemical_formula_sum            'C16 H29 N5 O4 Si'
_chemical_formula_weight         383.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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                   10.480(5)
_cell_length_b                   10.536(4)
_cell_length_c                   11.090(5)
_cell_angle_alpha                63.047(5)
_cell_angle_beta                 73.639(3)
_cell_angle_gamma                65.682(5)
_cell_volume                     987.8(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    163
_cell_measurement_reflns_used    6008
_cell_measurement_theta_min      6.9
_cell_measurement_theta_max      72.0

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             412
_exptl_absorpt_coefficient_mu    1.318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7785
_exptl_absorpt_correction_T_max  0.8168
_exptl_absorpt_process_details   
'Rigaku CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2005)'


_exptl_special_details           
;
Department of Chemistry
University of Anywhere
Sometown
Somewhere, UK
;

_diffrn_ambient_temperature      163
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13309
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         6.86
_diffrn_reflns_theta_max         71.96
_reflns_number_total             3631
_reflns_number_gt                3328
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_structure_solution    'SIR92 (Altomare et al., 1993)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'

_computing_publication_material  'WinGX (Farrugia, 1999)'

_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)+(0.0894P)²+0.6803P] where P=(Fo²+2Fc²)/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     SHELXL
_refine_ls_extinction_coef       0.0078(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3631
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1740
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.204
_refine_ls_restrained_S_all      1.204
_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
C1 C -0.2189(3) 0.0992(3) 0.1708(3) 0.0349(6) Uani 1 1 d . . .
H1A H -0.2027 -0.0067 0.1960 0.042 Uiso 1 1 calc R . .
H1B H -0.1306 0.1183 0.1279 0.042 Uiso 1 1 calc R . .
C2 C -0.3286(3) 0.1957(3) 0.0729(3) 0.0411(6) Uani 1 1 d . . .
H2A H -0.3438 0.3014 0.0475 0.049 Uiso 1 1 calc R . .
H2B H -0.2953 0.1744 -0.0091 0.049 Uiso 1 1 calc R . .
C3 C -0.5081(3) 0.1953(4) 0.2552(4) 0.0566(9) Uani 1 1 d . . .
H3A H -0.5938 0.1702 0.2972 0.068 Uiso 1 1 calc R . .
H3B H -0.5310 0.3020 0.2326 0.068 Uiso 1 1 calc R . .
C4 C -0.4011(3) 0.1056(4) 0.3550(3) 0.0415(6) Uani 1 1 d . . .
H4A H -0.4366 0.1326 0.4340 0.050 Uiso 1 1 calc R . .
H4B H -0.3852 -0.0012 0.3854 0.050 Uiso 1 1 calc R . .
C5 C -0.1628(3) 0.0507(3) 0.3893(3) 0.0362(6) Uani 1 1 d . . .
H5A H -0.0698 0.0470 0.3397 0.043 Uiso 1 1 calc R . .
H5B H -0.1637 -0.0521 0.4384 0.043 Uiso 1 1 calc R . .
C6 C -0.1911(2) 0.1209(3) 0.4884(2) 0.0291(5) Uani 1 1 d . . .
C7 C -0.1631(3) 0.2454(3) 0.4695(2) 0.0321(5) Uani 1 1 d . . .
H7 H -0.1194 0.3039 0.3914 0.038 Uiso 1 1 calc R . .
C8 C -0.2023(3) 0.3746(3) 0.6286(3) 0.0320(5) Uani 1 1 d . . .
H8A H -0.2811 0.3953 0.6960 0.038 Uiso 1 1 calc R . .
H8B H -0.2083 0.4684 0.5498 0.038 Uiso 1 1 calc R . .
C15 C 0.2499(2) 0.3931(3) 0.9849(3) 0.0319(5) Uani 1 1 d . . .
H15A H 0.3344 0.3976 1.0001 0.038 Uiso 1 1 calc R . .
H15B H 0.1942 0.3599 1.0721 0.038 Uiso 1 1 calc R . .
C13 C 0.3784(3) 0.2670(3) 0.7007(3) 0.0351(6) Uani 1 1 d . . .
H13A H 0.4326 0.3071 0.6145 0.042 Uiso 1 1 calc R . .
H13B H 0.4071 0.1586 0.7278 0.042 Uiso 1 1 calc R . .
C14 C 0.4064(2) 0.3010(3) 0.8076(3) 0.0346(6) Uani 1 1 d . . .
H14A H 0.4943 0.2289 0.8436 0.041 Uiso 1 1 calc R . .
H14B H 0.4123 0.4017 0.7689 0.041 Uiso 1 1 calc R . .
C9 C -0.0656(2) 0.3180(3) 0.6870(3) 0.0312(5) Uani 1 1 d . . .
H9A H 0.0130 0.2939 0.6206 0.037 Uiso 1 1 calc R . .
H9B H -0.0612 0.2259 0.7674 0.037 Uiso 1 1 calc R . .
C10 C -0.0511(2) 0.4338(3) 0.7251(3) 0.0311(5) Uani 1 1 d . . .
H10A H -0.1348 0.4647 0.7843 0.037 Uiso 1 1 calc R . .
H10B H -0.0479 0.5223 0.6428 0.037 Uiso 1 1 calc R . .
C16 C 0.1652(2) 0.5464(3) 0.8902(3) 0.0309(5) Uani 1 1 d . . .
H16A H 0.1111 0.6109 0.9404 0.037 Uiso 1 1 calc R . .
H16B H 0.2282 0.5944 0.8182 0.037 Uiso 1 1 calc R . .
C12 C 0.2993(2) 0.1318(3) 1.0108(3) 0.0324(5) Uani 1 1 d . . .
H12A H 0.3463 0.1030 1.0877 0.039 Uiso 1 1 calc R . .
H12B H 0.3528 0.0627 0.9650 0.039 Uiso 1 1 calc R . .
C11 C 0.1494(2) 0.1292(3) 1.0577(2) 0.0308(5) Uani 1 1 d . . .
H11A H 0.1493 0.0263 1.0945 0.037 Uiso 1 1 calc R . .
H11B H 0.1071 0.1691 1.1286 0.037 Uiso 1 1 calc R . .
N1 N -0.2682(2) 0.1352(2) 0.2921(2) 0.0297(5) Uani 1 1 d . . .
N2 N -0.2556(2) 0.0698(2) 0.6169(2) 0.0365(5) Uani 1 1 d . . .
N3 N -0.2683(2) 0.1575(2) 0.6784(2) 0.0358(5) Uani 1 1 d . . .
N4 N -0.2127(2) 0.2648(2) 0.5884(2) 0.0291(5) Uani 1 1 d . . .
N5 N 0.28673(19) 0.2892(2) 0.9158(2) 0.0271(4) Uani 1 1 d . . .
O4 O 0.07247(16) 0.52540(17) 0.83293(17) 0.0282(4) Uani 1 1 d . . .
O2 O 0.07070(16) 0.21954(17) 0.94312(16) 0.0286(4) Uani 1 1 d . . .
O3 O 0.23170(17) 0.33402(19) 0.68590(17) 0.0328(4) Uani 1 1 d . . .
O1 O -0.4583(2) 0.1666(3) 0.1333(2) 0.0477(5) Uani 1 1 d . . .
Si1 Si 0.10893(6) 0.36567(6) 0.81284(6) 0.0247(2) Uani 1 1 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
C1 N1 1.459(3) . ?
C1 C2 1.509(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 O1 1.426(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O1 1.426(4) . ?
C3 C4 1.502(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.462(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N1 1.471(3) . ?
C5 C6 1.488(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N2 1.356(3) . ?
C6 C7 1.373(3) . ?
C7 N4 1.350(3) . ?
C7 H7 0.9300 . ?
C8 N4 1.465(3) . ?
C8 C9 1.516(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C15 N5 1.477(3) . ?
C15 C16 1.518(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C13 O3 1.426(3) . ?
C13 C14 1.512(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 N5 1.475(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C9 C10 1.532(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 Si1 1.889(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C16 O4 1.432(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C12 N5 1.480(3) . ?
C12 C11 1.517(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 O2 1.431(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
N2 N3 1.324(3) . ?
N3 N4 1.344(3) . ?
N5 Si1 2.134(2) . ?
O4 Si1 1.6703(18) . ?
O2 Si1 1.6685(17) . ?
O3 Si1 1.6734(18) . ?

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 C1 C2 109.1(2) . . ?
N1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
O1 C2 C1 110.6(2) . . ?
O1 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
O1 C3 C4 112.1(2) . . ?
O1 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
O1 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
N1 C4 C3 110.4(2) . . ?
N1 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
N1 C4 H4B 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
N1 C5 C6 111.8(2) . . ?
N1 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
N1 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
N2 C6 C7 108.0(2) . . ?
N2 C6 C5 123.4(2) . . ?
C7 C6 C5 128.6(2) . . ?
N4 C7 C6 105.3(2) . . ?
N4 C7 H7 127.4 . . ?
C6 C7 H7 127.4 . . ?
N4 C8 C9 111.94(19) . . ?
N4 C8 H8A 109.2 . . ?
C9 C8 H8A 109.2 . . ?
N4 C8 H8B 109.2 . . ?
C9 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N5 C15 C16 105.8(2) . . ?
N5 C15 H15A 110.6 . . ?
C16 C15 H15A 110.6 . . ?
N5 C15 H15B 110.6 . . ?
C16 C15 H15B 110.6 . . ?
H15A C15 H15B 108.7 . . ?
O3 C13 C14 109.18(19) . . ?
O3 C13 H13A 109.8 . . ?
C14 C13 H13A 109.8 . . ?
O3 C13 H13B 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
N5 C14 C13 106.12(19) . . ?
N5 C14 H14A 110.5 . . ?
C13 C14 H14A 110.5 . . ?
N5 C14 H14B 110.5 . . ?
C13 C14 H14B 110.5 . . ?
H14A C14 H14B 108.7 . . ?
C8 C9 C10 112.51(19) . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C9 C10 Si1 115.14(16) . . ?
C9 C10 H10A 108.5 . . ?
Si1 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
Si1 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
O4 C16 C15 108.59(19) . . ?
O4 C16 H16A 110.0 . . ?
C15 C16 H16A 110.0 . . ?
O4 C16 H16B 110.0 . . ?
C15 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
N5 C12 C11 105.66(18) . . ?
N5 C12 H12A 110.6 . . ?
C11 C12 H12A 110.6 . . ?
N5 C12 H12B 110.6 . . ?
C11 C12 H12B 110.6 . . ?
H12A C12 H12B 108.7 . . ?
O2 C11 C12 108.35(19) . . ?
O2 C11 H11A 110.0 . . ?
C12 C11 H11A 110.0 . . ?
O2 C11 H11B 110.0 . . ?
C12 C11 H11B 110.0 . . ?
H11A C11 H11B 108.4 . . ?
C1 N1 C4 108.8(2) . . ?
C1 N1 C5 112.09(19) . . ?
C4 N1 C5 111.2(2) . . ?
N3 N2 C6 109.0(2) . . ?
N2 N3 N4 107.2(2) . . ?
N3 N4 C7 110.5(2) . . ?
N3 N4 C8 120.6(2) . . ?
C7 N4 C8 128.7(2) . . ?
C14 N5 C15 113.66(19) . . ?
C14 N5 C12 113.35(18) . . ?
C15 N5 C12 113.6(2) . . ?
C14 N5 Si1 105.13(15) . . ?
C15 N5 Si1 104.81(14) . . ?
C12 N5 Si1 105.07(14) . . ?
C16 O4 Si1 122.38(14) . . ?
C11 O2 Si1 122.63(14) . . ?
C13 O3 Si1 122.25(16) . . ?
C3 O1 C2 110.4(2) . . ?
O2 Si1 O4 119.81(9) . . ?
O2 Si1 O3 118.92(9) . . ?
O4 Si1 O3 117.66(9) . . ?
O2 Si1 C10 95.79(10) . . ?
O4 Si1 C10 95.70(9) . . ?
O3 Si1 C10 97.55(11) . . ?
O2 Si1 N5 83.53(8) . . ?
O4 Si1 N5 83.75(8) . . ?
O3 Si1 N5 83.70(9) . . ?
C10 Si1 N5 178.75(10) . . ?

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
N1 C1 C2 O1 -60.9(3) . . . . ?
O1 C3 C4 N1 55.9(4) . . . . ?
N1 C5 C6 N2 99.9(3) . . . . ?
N1 C5 C6 C7 -78.2(3) . . . . ?
N2 C6 C7 N4 -0.2(3) . . . . ?
C5 C6 C7 N4 178.1(2) . . . . ?
O3 C13 C14 N5 39.1(3) . . . . ?
N4 C8 C9 C10 178.1(2) . . . . ?
C8 C9 C10 Si1 174.89(17) . . . . ?
N5 C15 C16 O4 40.2(2) . . . . ?
N5 C12 C11 O2 40.4(3) . . . . ?
C2 C1 N1 C4 59.5(3) . . . . ?
C2 C1 N1 C5 -177.0(2) . . . . ?
C3 C4 N1 C1 -57.2(3) . . . . ?
C3 C4 N1 C5 178.8(2) . . . . ?
C6 C5 N1 C1 161.5(2) . . . . ?
C6 C5 N1 C4 -76.4(3) . . . . ?
C7 C6 N2 N3 -0.2(3) . . . . ?
C5 C6 N2 N3 -178.6(2) . . . . ?
C6 N2 N3 N4 0.4(3) . . . . ?
N2 N3 N4 C7 -0.5(3) . . . . ?
N2 N3 N4 C8 -176.00(19) . . . . ?
C6 C7 N4 N3 0.4(3) . . . . ?
C6 C7 N4 C8 175.4(2) . . . . ?
C9 C8 N4 N3 88.4(3) . . . . ?
C9 C8 N4 C7 -86.1(3) . . . . ?
C13 C14 N5 C15 -147.7(2) . . . . ?
C13 C14 N5 C12 80.6(2) . . . . ?
C13 C14 N5 Si1 -33.6(2) . . . . ?
C16 C15 N5 C14 79.1(2) . . . . ?
C16 C15 N5 C12 -149.33(19) . . . . ?
C16 C15 N5 Si1 -35.18(19) . . . . ?
C11 C12 N5 C14 -149.0(2) . . . . ?
C11 C12 N5 C15 79.3(2) . . . . ?
C11 C12 N5 Si1 -34.7(2) . . . . ?
C15 C16 O4 Si1 -27.2(3) . . . . ?
C12 C11 O2 Si1 -28.7(3) . . . . ?
C14 C13 O3 Si1 -27.1(3) . . . . ?
C4 C3 O1 C2 -56.1(3) . . . . ?
C1 C2 O1 C3 58.4(3) . . . . ?
C11 O2 Si1 O4 -72.82(19) . . . . ?
C11 O2 Si1 O3 85.28(19) . . . . ?
C11 O2 Si1 C10 -172.78(18) . . . . ?
C11 O2 Si1 N5 6.16(17) . . . . ?
C16 O4 Si1 O2 83.56(18) . . . . ?
C16 O4 Si1 O3 -74.80(19) . . . . ?
C16 O4 Si1 C10 -176.42(17) . . . . ?
C16 O4 Si1 N5 4.71(17) . . . . ?
C13 O3 Si1 O2 -73.7(2) . . . . ?
C13 O3 Si1 O4 84.86(19) . . . . ?
C13 O3 Si1 C10 -174.63(18) . . . . ?
C13 O3 Si1 N5 5.32(18) . . . . ?
C9 C10 Si1 O2 -58.05(19) . . . . ?
C9 C10 Si1 O4 -178.87(18) . . . . ?
C9 C10 Si1 O3 62.19(19) . . . . ?
C9 C10 Si1 N5 -115(4) . . . . ?
C14 N5 Si1 O2 137.90(15) . . . . ?
C15 N5 Si1 O2 -101.99(15) . . . . ?
C12 N5 Si1 O2 18.03(15) . . . . ?
C14 N5 Si1 O4 -101.05(15) . . . . ?
C15 N5 Si1 O4 19.05(15) . . . . ?
C12 N5 Si1 O4 139.08(16) . . . . ?
C14 N5 Si1 O3 17.76(15) . . . . ?
C15 N5 Si1 O3 137.86(15) . . . . ?
C12 N5 Si1 O3 -102.11(16) . . . . ?
C14 N5 Si1 C10 -165(4) . . . . ?
C15 N5 Si1 C10 -45(4) . . . . ?
C12 N5 Si1 C10 75(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.939
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.979

_refine_diff_density_max         0.527
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 982460'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H22 N4 O4 Si'
_chemical_formula_sum            'C12 H22 N4 O4 Si'
_chemical_formula_weight         314.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_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                   23.2106(5)
_cell_length_b                   11.4407(3)
_cell_length_c                   14.1836(10)
_cell_angle_alpha                90
_cell_angle_beta                 127.208(9)
_cell_angle_gamma                90
_cell_volume                     2999.7(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    1.592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7625
_exptl_absorpt_correction_T_max  0.7847
_exptl_absorpt_process_details   
'Rigaku CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19477
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         6.89
_diffrn_reflns_theta_max         72.03
_reflns_number_total             2878
_reflns_number_gt                2343
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_cell_refinement       
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_data_reduction        
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'

_computing_structure_solution    'SIR92 (Altomare et al., 1993)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'

_computing_publication_material  'WinGX (Farrugia, 1999)'

_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)+(0.0820P)²+3.1999P] 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         2878
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1653
_refine_ls_wR_factor_gt          0.1443
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_restrained_S_all      1.154
_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
C1 C 0.04090(14) 0.3984(3) 1.1674(2) 0.0463(7) Uani 1 1 d . . .
H1A H 0.0527 0.4808 1.1845 0.056 Uiso 1 1 calc R . .
H1B H -0.0090 0.3884 1.1374 0.056 Uiso 1 1 calc R . .
C2 C 0.04837(13) 0.3621(2) 1.0748(2) 0.0396(6) Uani 1 1 d . . .
C3 C 0.09959(13) 0.3887(3) 1.0587(2) 0.0417(6) Uani 1 1 d . . .
H3 H 0.1390 0.4385 1.1047 0.050 Uiso 1 1 calc R . .
C4 C 0.11528(13) 0.3205(2) 0.9036(2) 0.0397(6) Uani 1 1 d . . .
H4A H 0.0781 0.3286 0.8190 0.048 Uiso 1 1 calc R . .
H4B H 0.1366 0.2435 0.9178 0.048 Uiso 1 1 calc R . .
C5 C 0.17290(13) 0.4109(2) 0.9432(2) 0.0370(6) Uani 1 1 d . . .
H5A H 0.2117 0.4014 1.0270 0.044 Uiso 1 1 calc R . .
H5B H 0.1526 0.4885 0.9310 0.044 Uiso 1 1 calc R . .
C6 C 0.20304(13) 0.3976(2) 0.8725(2) 0.0367(6) Uani 1 1 d . . .
H6A H 0.1629 0.4057 0.7892 0.044 Uiso 1 1 calc R . .
H6B H 0.2212 0.3185 0.8840 0.044 Uiso 1 1 calc R . .
C7 C 0.33531(18) 0.4787(3) 0.7897(3) 0.0571(9) Uani 1 1 d . . .
H7A H 0.3179 0.4734 0.7081 0.068 Uiso 1 1 calc R . .
H7B H 0.3755 0.4250 0.8369 0.068 Uiso 1 1 calc R . .
C8 C 0.35956(17) 0.6025(3) 0.8349(3) 0.0511(7) Uani 1 1 d . . .
H8A H 0.4070 0.6173 0.8551 0.061 Uiso 1 1 calc R . .
H8B H 0.3256 0.6586 0.7754 0.061 Uiso 1 1 calc R . .
C9 C 0.40540(15) 0.5161(3) 1.1231(3) 0.0531(8) Uani 1 1 d . . .
H9A H 0.4409 0.4597 1.1798 0.064 Uiso 1 1 calc R . .
H9B H 0.4030 0.5791 1.1664 0.064 Uiso 1 1 calc R . .
C10 C 0.42732(14) 0.5641(3) 1.0489(3) 0.0540(8) Uani 1 1 d . . .
H10A H 0.4634 0.6250 1.0917 0.065 Uiso 1 1 calc R . .
H10B H 0.4474 0.5024 1.0298 0.065 Uiso 1 1 calc R . .
C11 C 0.26097(17) 0.7359(3) 0.8765(3) 0.0539(8) Uani 1 1 d . . .
H11A H 0.2454 0.7979 0.9030 0.065 Uiso 1 1 calc R . .
H11B H 0.2431 0.7531 0.7960 0.065 Uiso 1 1 calc R . .
C12 C 0.34212(16) 0.7290(3) 0.9557(3) 0.0510(7) Uani 1 1 d . . .
H12A H 0.3619 0.7883 0.9338 0.061 Uiso 1 1 calc R . .
H12B H 0.3612 0.7415 1.0375 0.061 Uiso 1 1 calc R . .
N1 N 0.00144(13) 0.2873(3) 0.9880(2) 0.0619(8) Uani 1 1 d . . .
N2 N 0.02121(14) 0.2664(3) 0.9201(2) 0.0612(8) Uani 1 1 d . . .
N3 N 0.08120(10) 0.3284(2) 0.96338(18) 0.0372(5) Uani 1 1 d . . .
N4 N 0.36186(11) 0.6111(2) 0.94111(19) 0.0388(5) Uani 1 1 d . . .
O1 O 0.08620(11) 0.3336(2) 1.27363(18) 0.0567(6) Uani 1 1 d . . .
H1 H 0.136(2) 0.3448(5) 1.3052(14) 0.085 Uiso 1 1 calc R . .
O2 O 0.23255(9) 0.62588(16) 0.87997(17) 0.0426(5) Uani 1 1 d . . .
O3 O 0.33664(9) 0.46173(18) 1.04640(16) 0.0439(5) Uani 1 1 d . . .
O4 O 0.27887(11) 0.4494(2) 0.79807(19) 0.0548(6) Uani 1 1 d . . .
Si1 Si 0.27641(3) 0.49981(6) 0.90568(6) 0.0329(2) Uani 1 1 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
C1 O1 1.417(3) . ?
C1 C2 1.485(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.346(4) . ?
C2 C3 1.373(3) . ?
C3 N3 1.337(3) . ?
C3 H3 0.9300 . ?
C4 N3 1.471(3) . ?
C4 C5 1.505(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.539(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 Si1 1.876(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O4 1.425(3) . ?
C7 C8 1.516(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N4 1.478(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 O3 1.421(3) . ?
C9 C10 1.522(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N4 1.458(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O2 1.436(3) . ?
C11 C12 1.502(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N4 1.479(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N1 N2 1.315(3) . ?
N2 N3 1.336(3) . ?
N4 Si1 2.145(2) . ?
O1 H1 0.9697 . ?
O2 Si1 1.6736(19) . ?
O3 Si1 1.6593(19) . ?
O4 Si1 1.6643(19) . ?

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 C1 C2 112.7(2) . . ?
O1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
O1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
N1 C2 C3 107.0(2) . . ?
N1 C2 C1 121.6(2) . . ?
C3 C2 C1 131.4(3) . . ?
N3 C3 C2 105.9(2) . . ?
N3 C3 H3 127.0 . . ?
C2 C3 H3 127.0 . . ?
N3 C4 C5 114.1(2) . . ?
N3 C4 H4A 108.7 . . ?
C5 C4 H4A 108.7 . . ?
N3 C4 H4B 108.7 . . ?
C5 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C4 C5 C6 109.9(2) . . ?
C4 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
C6 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 Si1 118.44(18) . . ?
C5 C6 H6A 107.7 . . ?
Si1 C6 H6A 107.7 . . ?
C5 C6 H6B 107.7 . . ?
Si1 C6 H6B 107.7 . . ?
H6A C6 H6B 107.1 . . ?
O4 C7 C8 108.0(2) . . ?
O4 C7 H7A 110.1 . . ?
C8 C7 H7A 110.1 . . ?
O4 C7 H7B 110.1 . . ?
C8 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
N4 C8 C7 105.6(2) . . ?
N4 C8 H8A 110.6 . . ?
C7 C8 H8A 110.6 . . ?
N4 C8 H8B 110.6 . . ?
C7 C8 H8B 110.6 . . ?
H8A C8 H8B 108.8 . . ?
O3 C9 C10 108.6(2) . . ?
O3 C9 H9A 110.0 . . ?
C10 C9 H9A 110.0 . . ?
O3 C9 H9B 110.0 . . ?
C10 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
N4 C10 C9 106.6(2) . . ?
N4 C10 H10A 110.4 . . ?
C9 C10 H10A 110.4 . . ?
N4 C10 H10B 110.4 . . ?
C9 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
O2 C11 C12 108.8(2) . . ?
O2 C11 H11A 109.9 . . ?
C12 C11 H11A 109.9 . . ?
O2 C11 H11B 109.9 . . ?
C12 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
N4 C12 C11 107.3(2) . . ?
N4 C12 H12A 110.3 . . ?
C11 C12 H12A 110.3 . . ?
N4 C12 H12B 110.3 . . ?
C11 C12 H12B 110.3 . . ?
H12A C12 H12B 108.5 . . ?
N2 N1 C2 109.7(2) . . ?
N1 N2 N3 107.2(2) . . ?
N2 N3 C3 110.2(2) . . ?
N2 N3 C4 118.5(2) . . ?
C3 N3 C4 131.3(2) . . ?
C10 N4 C8 114.6(2) . . ?
C10 N4 C12 113.9(2) . . ?
C8 N4 C12 112.4(2) . . ?
C10 N4 Si1 104.82(16) . . ?
C8 N4 Si1 105.25(16) . . ?
C12 N4 Si1 104.68(15) . . ?
C1 O1 H1 109.5 . . ?
C11 O2 Si1 122.10(17) . . ?
C9 O3 Si1 123.04(18) . . ?
C7 O4 Si1 122.52(18) . . ?
O3 Si1 O4 122.76(12) . . ?
O3 Si1 O2 116.57(11) . . ?
O4 Si1 O2 116.90(12) . . ?
O3 Si1 C6 96.59(11) . . ?
O4 Si1 C6 94.78(10) . . ?
O2 Si1 C6 98.16(10) . . ?
O3 Si1 N4 83.52(9) . . ?
O4 Si1 N4 83.17(9) . . ?
O2 Si1 N4 83.91(9) . . ?
C6 Si1 N4 177.60(10) . . ?

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
O1 C1 C2 N1 97.8(3) . . . . ?
O1 C1 C2 C3 -79.8(4) . . . . ?
N1 C2 C3 N3 -0.2(3) . . . . ?
C1 C2 C3 N3 177.7(3) . . . . ?
N3 C4 C5 C6 -178.0(2) . . . . ?
C4 C5 C6 Si1 -179.61(18) . . . . ?
O4 C7 C8 N4 41.7(3) . . . . ?
O3 C9 C10 N4 38.8(4) . . . . ?
O2 C11 C12 N4 38.9(3) . . . . ?
C3 C2 N1 N2 0.2(4) . . . . ?
C1 C2 N1 N2 -177.9(3) . . . . ?
C2 N1 N2 N3 -0.1(4) . . . . ?
N1 N2 N3 C3 0.0(4) . . . . ?
N1 N2 N3 C4 179.7(3) . . . . ?
C2 C3 N3 N2 0.1(3) . . . . ?
C2 C3 N3 C4 -179.5(3) . . . . ?
C5 C4 N3 N2 168.2(3) . . . . ?
C5 C4 N3 C3 -12.1(4) . . . . ?
C9 C10 N4 C8 -148.2(3) . . . . ?
C9 C10 N4 C12 80.4(3) . . . . ?
C9 C10 N4 Si1 -33.4(3) . . . . ?
C7 C8 N4 C10 81.5(3) . . . . ?
C7 C8 N4 C12 -146.4(2) . . . . ?
C7 C8 N4 Si1 -33.1(3) . . . . ?
C11 C12 N4 C10 -146.0(2) . . . . ?
C11 C12 N4 C8 81.6(3) . . . . ?
C11 C12 N4 Si1 -32.1(3) . . . . ?
C12 C11 O2 Si1 -28.9(3) . . . . ?
C10 C9 O3 Si1 -26.7(4) . . . . ?
C8 C7 O4 Si1 -33.6(4) . . . . ?
C9 O3 Si1 O4 82.9(3) . . . . ?
C9 O3 Si1 O2 -74.5(2) . . . . ?
C9 O3 Si1 C6 -177.0(2) . . . . ?
C9 O3 Si1 N4 5.4(2) . . . . ?
C7 O4 Si1 O3 -67.0(3) . . . . ?
C7 O4 Si1 O2 90.4(3) . . . . ?
C7 O4 Si1 C6 -168.0(3) . . . . ?
C7 O4 Si1 N4 10.8(3) . . . . ?
C11 O2 Si1 O3 87.3(2) . . . . ?
C11 O2 Si1 O4 -71.5(2) . . . . ?
C11 O2 Si1 C6 -171.1(2) . . . . ?
C11 O2 Si1 N4 7.6(2) . . . . ?
C5 C6 Si1 O3 60.6(2) . . . . ?
C5 C6 Si1 O4 -175.6(2) . . . . ?
C5 C6 Si1 O2 -57.5(2) . . . . ?
C10 N4 Si1 O3 17.74(19) . . . . ?
C8 N4 Si1 O3 139.0(2) . . . . ?
C12 N4 Si1 O3 -102.41(18) . . . . ?
C10 N4 Si1 O4 -106.5(2) . . . . ?
C8 N4 Si1 O4 14.8(2) . . . . ?
C12 N4 Si1 O4 133.39(19) . . . . ?
C10 N4 Si1 O2 135.44(19) . . . . ?
C8 N4 Si1 O2 -103.33(19) . . . . ?
C12 N4 Si1 O2 15.29(18) . . . . ?



_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        72.03
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.069
_database_code_depnum_ccdc_archive 'CCDC 982461'
