# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_TPPbeSi
_database_code_depnum_ccdc_archive 'CCDC 1503314'
_audit_update_record             
;
2016-09-08 deposited with the CCDC.
2016-10-14 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C45 H46 N4 O2 Si3'
_chemical_formula_moiety         'C45 H46 N4 O2 Si3'
_chemical_formula_weight         759.14
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   6.48478(12)
_cell_length_b                   10.65822(19)
_cell_length_c                   30.3573(6)
_cell_angle_alpha                85.3716(8)
_cell_angle_beta                 88.6754(7)
_cell_angle_gamma                78.2900(7)
_cell_volume                     2047.77(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12299
_cell_measurement_theta_min      4.25
_cell_measurement_theta_max      67.95
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.024
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             804.00
_exptl_absorpt_coefficient_mu    1.396
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.886
_exptl_absorpt_correction_T_max  0.967

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            37521
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_theta_max         68.223
_diffrn_reflns_theta_min         4.249
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       36
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             7379
_reflns_number_gt                5526
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1694
_refine_ls_wR_factor_gt          0.1527
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         7379
_refine_ls_number_parameters     495
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0861P)²+0.9579P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Si Si 0.2541 0.3302
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si -0.03239(12) 0.88557(7) 0.87666(2) 0.0377(2) Uani 1 1 d . . . . .
Si2 Si 0.07651(13) 1.11557(8) 0.92014(3) 0.0444(2) Uani 1 1 d . . . . .
Si3 Si 0.21368(14) 0.61758(8) 0.91365(3) 0.0470(2) Uani 1 1 d . . . . .
O1 O 0.0717(3) 0.96826(19) 0.90930(6) 0.0454(5) Uani 1 1 d . . . . .
O2 O 0.1058(3) 0.74012(19) 0.88028(6) 0.0479(5) Uani 1 1 d . . . . .
N1 N 0.0826(4) 1.0003(2) 0.74821(8) 0.0314(5) Uani 1 1 d . . . . .
N2 N 0.0605(3) 1.14701(19) 0.66328(7) 0.0305(5) Uani 1 1 d . . . . .
N3 N 0.4943(4) 1.0210(2) 0.63728(8) 0.0313(5) Uani 1 1 d . . . . .
N4 N 0.5181(3) 0.8754(2) 0.72167(7) 0.0319(5) Uani 1 1 d . . . . .
C1 C 0.1433(4) 0.9253(2) 0.78616(8) 0.0309(6) Uani 1 1 d . . . . .
C2 C -0.0219(4) 0.9550(3) 0.81859(9) 0.0353(6) Uani 1 1 d . . . . .
C3 C -0.1726(4) 1.0492(3) 0.79845(9) 0.0349(6) Uani 1 1 d . . . . .
H3A H -0.3009 1.0883 0.8119 0.042 Uiso 1 1 calc R U . . .
C4 C -0.1087(4) 1.0801(2) 0.75410(8) 0.0306(6) Uani 1 1 d . . . . .
C5 C -0.2073(4) 1.1777(2) 0.72355(8) 0.0308(6) Uani 1 1 d . . . . .
C6 C -0.1282(4) 1.2046(2) 0.68082(8) 0.0312(6) Uani 1 1 d . . . . .
C7 C -0.2438(4) 1.3004(2) 0.64903(9) 0.0342(6) Uani 1 1 d . . . . .
H7 H -0.3789 1.3527 0.6532 0.041 Uiso 1 1 calc R U . . .
C8 C -0.1231(4) 1.3007(2) 0.61259(9) 0.0341(6) Uani 1 1 d . . . . .
H8 H -0.1563 1.3535 0.5860 0.041 Uiso 1 1 calc R U . . .
C9 C 0.0684(4) 1.2048(2) 0.62154(8) 0.0303(6) Uani 1 1 d . . . . .
C10 C 0.2342(4) 1.1775(2) 0.59087(8) 0.0290(5) Uani 1 1 d . . . . .
C11 C 0.4267(4) 1.0896(2) 0.59837(8) 0.0303(6) Uani 1 1 d . . . . .
C12 C 0.5837(4) 1.0486(2) 0.56592(9) 0.0337(6) Uani 1 1 d . . . . .
H12 H 0.5802 1.0792 0.5356 0.040 Uiso 1 1 calc R U . . .
C13 C 0.7378(4) 0.9590(2) 0.58569(9) 0.0344(6) Uani 1 1 d . . . . .
H13 H 0.8618 0.9162 0.5717 0.041 Uiso 1 1 calc R U . . .
C14 C 0.6832(4) 0.9391(2) 0.63129(8) 0.0307(6) Uani 1 1 d . . . . .
C15 C 0.7902(4) 0.8468(2) 0.66282(8) 0.0308(6) Uani 1 1 d . . . . .
C16 C 0.7143(4) 0.8231(2) 0.70598(9) 0.0320(6) Uani 1 1 d . . . . .
C17 C 0.8341(4) 0.7363(3) 0.73996(9) 0.0353(6) Uani 1 1 d . . . . .
H17 H 0.9745 0.6895 0.7374 0.042 Uiso 1 1 calc R U . . .
C18 C 0.7084(4) 0.7351(3) 0.77545(9) 0.0365(6) Uani 1 1 d . . . . .
H18 H 0.7424 0.6870 0.8030 0.044 Uiso 1 1 calc R U . . .
C19 C 0.5095(4) 0.8214(2) 0.76395(9) 0.0331(6) Uani 1 1 d . . . . .
C20 C 0.3382(4) 0.8427(2) 0.79281(9) 0.0337(6) Uani 1 1 d . . . . .
H20 H 0.3565 0.7947 0.8207 0.040 Uiso 1 1 calc R U . . .
C21 C -0.4048(4) 1.2643(2) 0.73803(8) 0.0315(6) Uani 1 1 d . . . . .
C22 C -0.5866(4) 1.2174(3) 0.74803(9) 0.0356(6) Uani 1 1 d . . . . .
H22 H -0.5866 1.1290 0.7459 0.043 Uiso 1 1 calc R U . . .
C23 C -0.7683(4) 1.2994(3) 0.76116(9) 0.0385(6) Uani 1 1 d . . . . .
H23 H -0.8922 1.2667 0.7678 0.046 Uiso 1 1 calc R U . . .
C24 C -0.7709(5) 1.4283(3) 0.76465(9) 0.0402(7) Uani 1 1 d . . . . .
H24 H -0.8954 1.4838 0.7739 0.048 Uiso 1 1 calc R U . . .
C25 C -0.5897(5) 1.4761(3) 0.75453(9) 0.0424(7) Uani 1 1 d . . . . .
H25 H -0.5904 1.5647 0.7566 0.051 Uiso 1 1 calc R U . . .
C26 C -0.4083(4) 1.3944(3) 0.74144(9) 0.0369(6) Uani 1 1 d . . . . .
H26 H -0.2848 1.4274 0.7347 0.044 Uiso 1 1 calc R U . . .
C27 C 0.2063(4) 1.2466(2) 0.54576(8) 0.0322(6) Uani 1 1 d . . . . .
C28 C 0.0390(4) 1.2361(3) 0.51908(9) 0.0356(6) Uani 1 1 d . . . . .
H28 H -0.0568 1.1837 0.5295 0.043 Uiso 1 1 calc R U . . .
C29 C 0.0112(5) 1.3018(3) 0.47742(9) 0.0410(7) Uani 1 1 d . . . . .
H29 H -0.1047 1.2954 0.4598 0.049 Uiso 1 1 calc R U . . .
C30 C 0.1523(5) 1.3761(3) 0.46180(9) 0.0453(7) Uani 1 1 d . . . . .
H30 H 0.1340 1.4207 0.4333 0.054 Uiso 1 1 calc R U . . .
C31 C 0.3204(5) 1.3856(3) 0.48759(9) 0.0432(7) Uani 1 1 d . . . . .
H31 H 0.4191 1.4353 0.4765 0.052 Uiso 1 1 calc R U . . .
C32 C 0.3459(5) 1.3231(3) 0.52944(9) 0.0370(6) Uani 1 1 d . . . . .
H32 H 0.4596 1.3325 0.5472 0.044 Uiso 1 1 calc R U . . .
C33 C 0.9904(4) 0.7627(2) 0.64889(8) 0.0331(6) Uani 1 1 d . . . . .
C34 C 1.0094(4) 0.6294(2) 0.65184(8) 0.0327(6) Uani 1 1 d . . . . .
H34 H 0.8955 0.5926 0.6633 0.039 Uiso 1 1 calc R U . . .
C35 C 1.1934(4) 0.5500(3) 0.63822(9) 0.0363(6) Uani 1 1 d . . . . .
H35 H 1.2057 0.4593 0.6407 0.044 Uiso 1 1 calc R U . . .
C36 C 1.3588(4) 0.6033(3) 0.62100(9) 0.0365(6) Uani 1 1 d . . . . .
H36 H 1.4836 0.5492 0.6113 0.044 Uiso 1 1 calc R U . . .
C37 C 1.3427(4) 0.7357(3) 0.61794(9) 0.0369(6) Uani 1 1 d . . . . .
H37 H 1.4568 0.7720 0.6064 0.044 Uiso 1 1 calc R U . . .
C38 C 1.1595(4) 0.8149(3) 0.63183(9) 0.0353(6) Uani 1 1 d . . . . .
H38 H 1.1489 0.9053 0.6297 0.042 Uiso 1 1 calc R U . . .
C39 C -0.3056(5) 0.8848(3) 0.89381(10) 0.0504(8) Uani 1 1 d . . . . .
H39A H -0.3681 0.8347 0.8740 0.060 Uiso 1 1 calc R U . . .
H39B H -0.3077 0.8460 0.9242 0.060 Uiso 1 1 calc R U . . .
H39C H -0.3868 0.9732 0.8924 0.060 Uiso 1 1 calc R U . . .
C40 C -0.1997(5) 1.2039(3) 0.92484(12) 0.0603(9) Uani 1 1 d . . . . .
H40A H -0.2009 1.2927 0.9313 0.072 Uiso 1 1 calc R U . . .
H40B H -0.2727 1.2040 0.8969 0.072 Uiso 1 1 calc R U . . .
H40C H -0.2713 1.1618 0.9487 0.072 Uiso 1 1 calc R U . . .
C41 C 0.2177(5) 1.1069(3) 0.97296(10) 0.0519(8) Uani 1 1 d . . . . .
H41A H 0.2233 1.1939 0.9804 0.062 Uiso 1 1 calc R U . . .
H41B H 0.1433 1.0651 0.9965 0.062 Uiso 1 1 calc R U . . .
H41C H 0.3613 1.0570 0.9700 0.062 Uiso 1 1 calc R U . . .
C42 C 0.2119(6) 1.1944(4) 0.87482(11) 0.0620(9) Uani 1 1 d . . . . .
H42A H 0.2142 1.2825 0.8815 0.074 Uiso 1 1 calc R U . . .
H42B H 0.3566 1.1462 0.8718 0.074 Uiso 1 1 calc R U . . .
H42C H 0.1365 1.1962 0.8471 0.074 Uiso 1 1 calc R U . . .
C43 C 0.4303(6) 0.5226(3) 0.88250(12) 0.0634(10) Uani 1 1 d . . . . .
H43A H 0.4998 0.4477 0.9013 0.076 Uiso 1 1 calc R U . . .
H43B H 0.3734 0.4938 0.8563 0.076 Uiso 1 1 calc R U . . .
H43C H 0.5326 0.5760 0.8733 0.076 Uiso 1 1 calc R U . . .
C44 C 0.0099(6) 0.5242(4) 0.93040(15) 0.0768(12) Uani 1 1 d . . . . .
H44A H 0.0716 0.4501 0.9505 0.092 Uiso 1 1 calc R U . . .
H44B H -0.1057 0.5788 0.9455 0.092 Uiso 1 1 calc R U . . .
H44C H -0.0441 0.4942 0.9041 0.092 Uiso 1 1 calc R U . . .
C45 C 0.3164(6) 0.6749(4) 0.96304(12) 0.0664(10) Uani 1 1 d . . . . .
H45A H 0.3808 0.6010 0.9829 0.080 Uiso 1 1 calc R U . . .
H45B H 0.4223 0.7258 0.9539 0.080 Uiso 1 1 calc R U . . .
H45C H 0.2005 0.7283 0.9784 0.080 Uiso 1 1 calc R U . . .
H1 H 0.142(5) 1.001(3) 0.7262(10) 0.036(9) Uiso 1 1 d . . . . .
H3 H 0.435(5) 1.020(3) 0.6567(10) 0.037(10) Uiso 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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 1.621(2) . ?
Si1 O2 1.622(2) . ?
Si1 C39 1.837(3) . ?
Si1 C2 1.861(3) . ?
Si2 O1 1.637(2) . ?
Si2 C42 1.851(3) . ?
Si2 C41 1.851(3) . ?
Si2 C40 1.855(4) . ?
Si3 O2 1.634(2) . ?
Si3 C43 1.846(4) . ?
Si3 C44 1.848(4) . ?
Si3 C45 1.851(4) . ?
N1 C1 1.366(3) . ?
N1 C4 1.371(3) . ?
N1 H1 0.77(3) . ?
N2 C9 1.368(3) . ?
N2 C6 1.369(3) . ?
N3 C14 1.370(3) . ?
N3 C11 1.370(3) . ?
N3 H3 0.70(3) . ?
N4 C19 1.368(3) . ?
N4 C16 1.373(3) . ?
C1 C20 1.394(4) . ?
C1 C2 1.442(3) . ?
C2 C3 1.367(4) . ?
C3 C4 1.432(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.397(3) . ?
C5 C6 1.413(3) . ?
C5 C21 1.499(3) . ?
C6 C7 1.449(3) . ?
C7 C8 1.340(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.455(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.406(3) . ?
C10 C11 1.411(3) . ?
C10 C27 1.499(3) . ?
C11 C12 1.428(3) . ?
C12 C13 1.349(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.431(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.402(3) . ?
C15 C16 1.411(4) . ?
C15 C33 1.494(4) . ?
C16 C17 1.454(3) . ?
C17 C18 1.337(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.455(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.392(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(4) . ?
C21 C26 1.394(4) . ?
C22 C23 1.389(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.383(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C32 1.394(4) . ?
C27 C28 1.396(4) . ?
C28 C29 1.392(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.380(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.381(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.383(4) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.398(4) . ?
C33 C34 1.397(4) . ?
C34 C35 1.391(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.386(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.389(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.389(4) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 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 O2 107.68(11) . . ?
O1 Si1 C39 109.65(13) . . ?
O2 Si1 C39 110.04(14) . . ?
O1 Si1 C2 109.91(12) . . ?
O2 Si1 C2 108.85(12) . . ?
C39 Si1 C2 110.66(13) . . ?
O1 Si2 C42 109.94(15) . . ?
O1 Si2 C41 107.49(13) . . ?
C42 Si2 C41 110.83(17) . . ?
O1 Si2 C40 107.92(15) . . ?
C42 Si2 C40 109.57(17) . . ?
C41 Si2 C40 111.03(16) . . ?
O2 Si3 C43 106.65(14) . . ?
O2 Si3 C44 108.19(16) . . ?
C43 Si3 C44 111.7(2) . . ?
O2 Si3 C45 109.88(15) . . ?
C43 Si3 C45 110.54(18) . . ?
C44 Si3 C45 109.8(2) . . ?
Si1 O1 Si2 142.57(13) . . ?
Si1 O2 Si3 145.70(14) . . ?
C1 N1 C4 110.6(2) . . ?
C1 N1 H1 128(2) . . ?
C4 N1 H1 122(2) . . ?
C9 N2 C6 105.7(2) . . ?
C14 N3 C11 110.6(2) . . ?
C14 N3 H3 124(3) . . ?
C11 N3 H3 125(3) . . ?
C19 N4 C16 105.5(2) . . ?
N1 C1 C20 125.2(2) . . ?
N1 C1 C2 107.9(2) . . ?
C20 C1 C2 126.7(2) . . ?
C3 C2 C1 105.9(2) . . ?
C3 C2 Si1 125.6(2) . . ?
C1 C2 Si1 128.5(2) . . ?
C2 C3 C4 109.9(2) . . ?
C2 C3 H3A 125.0 . . ?
C4 C3 H3A 125.0 . . ?
N1 C4 C5 125.6(2) . . ?
N1 C4 C3 105.8(2) . . ?
C5 C4 C3 128.4(2) . . ?
C4 C5 C6 124.6(2) . . ?
C4 C5 C21 117.6(2) . . ?
C6 C5 C21 117.7(2) . . ?
N2 C6 C5 126.8(2) . . ?
N2 C6 C7 110.6(2) . . ?
C5 C6 C7 122.6(2) . . ?
C8 C7 C6 106.6(2) . . ?
C8 C7 H7 126.7 . . ?
C6 C7 H7 126.7 . . ?
C7 C8 C9 107.0(2) . . ?
C7 C8 H8 126.5 . . ?
C9 C8 H8 126.5 . . ?
N2 C9 C10 126.2(2) . . ?
N2 C9 C8 110.1(2) . . ?
C10 C9 C8 123.7(2) . . ?
C9 C10 C11 126.1(2) . . ?
C9 C10 C27 117.8(2) . . ?
C11 C10 C27 116.1(2) . . ?
N3 C11 C10 127.1(2) . . ?
N3 C11 C12 106.4(2) . . ?
C10 C11 C12 126.4(2) . . ?
C13 C12 C11 108.3(2) . . ?
C13 C12 H12 125.9 . . ?
C11 C12 H12 125.9 . . ?
C12 C13 C14 108.6(2) . . ?
C12 C13 H13 125.7 . . ?
C14 C13 H13 125.7 . . ?
N3 C14 C15 126.3(2) . . ?
N3 C14 C13 106.1(2) . . ?
C15 C14 C13 127.3(2) . . ?
C14 C15 C16 124.2(2) . . ?
C14 C15 C33 117.9(2) . . ?
C16 C15 C33 117.9(2) . . ?
N4 C16 C15 125.5(2) . . ?
N4 C16 C17 110.4(2) . . ?
C15 C16 C17 124.1(2) . . ?
C18 C17 C16 106.7(2) . . ?
C18 C17 H17 126.6 . . ?
C16 C17 H17 126.6 . . ?
C17 C18 C19 107.0(2) . . ?
C17 C18 H18 126.5 . . ?
C19 C18 H18 126.5 . . ?
N4 C19 C20 126.4(2) . . ?
N4 C19 C18 110.3(2) . . ?
C20 C19 C18 123.2(2) . . ?
C19 C20 C1 128.5(2) . . ?
C19 C20 H20 115.7 . . ?
C1 C20 H20 115.7 . . ?
C22 C21 C26 118.9(2) . . ?
C22 C21 C5 121.1(2) . . ?
C26 C21 C5 120.0(2) . . ?
C21 C22 C23 120.2(3) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 120.7(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 119.5(3) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C21 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C32 C27 C28 118.4(2) . . ?
C32 C27 C10 121.0(2) . . ?
C28 C27 C10 120.6(2) . . ?
C29 C28 C27 120.7(3) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C30 C29 C28 119.9(3) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C29 C30 C31 119.9(3) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 C32 120.4(3) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
C31 C32 C27 120.6(3) . . ?
C31 C32 H32 119.7 . . ?
C27 C32 H32 119.7 . . ?
C38 C33 C34 118.7(2) . . ?
C38 C33 C15 121.3(2) . . ?
C34 C33 C15 120.0(2) . . ?
C35 C34 C33 120.6(2) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C36 C35 C34 119.9(2) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 120.2(3) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C36 C37 C38 119.8(3) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C37 C38 C33 120.7(2) . . ?
C37 C38 H38 119.7 . . ?
C33 C38 H38 119.7 . . ?
Si1 C39 H39A 109.5 . . ?
Si1 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
Si1 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
Si2 C40 H40A 109.5 . . ?
Si2 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
Si2 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
Si2 C41 H41A 109.5 . . ?
Si2 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
Si2 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
Si2 C42 H42A 109.5 . . ?
Si2 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
Si2 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
Si3 C43 H43A 109.5 . . ?
Si3 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
Si3 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
Si3 C44 H44A 109.5 . . ?
Si3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
Si3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
Si3 C45 H45A 109.5 . . ?
Si3 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
Si3 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 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
O2 Si1 O1 Si2 163.5(2) . . . . ?
C39 Si1 O1 Si2 -76.8(2) . . . . ?
C2 Si1 O1 Si2 45.1(3) . . . . ?
C42 Si2 O1 Si1 -69.4(3) . . . . ?
C41 Si2 O1 Si1 169.9(2) . . . . ?
C40 Si2 O1 Si1 50.1(3) . . . . ?
O1 Si1 O2 Si3 48.9(3) . . . . ?
C39 Si1 O2 Si3 -70.6(3) . . . . ?
C2 Si1 O2 Si3 168.0(2) . . . . ?
C43 Si3 O2 Si1 -156.5(3) . . . . ?
C44 Si3 O2 Si1 83.2(3) . . . . ?
C45 Si3 O2 Si1 -36.6(3) . . . . ?
C4 N1 C1 C20 -173.5(3) . . . . ?
C4 N1 C1 C2 1.9(3) . . . . ?
N1 C1 C2 C3 -1.3(3) . . . . ?
C20 C1 C2 C3 174.1(3) . . . . ?
N1 C1 C2 Si1 -179.8(2) . . . . ?
C20 C1 C2 Si1 -4.5(4) . . . . ?
O1 Si1 C2 C3 -89.1(3) . . . . ?
O2 Si1 C2 C3 153.2(2) . . . . ?
C39 Si1 C2 C3 32.1(3) . . . . ?
O1 Si1 C2 C1 89.1(3) . . . . ?
O2 Si1 C2 C1 -28.6(3) . . . . ?
C39 Si1 C2 C1 -149.6(3) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
Si1 C2 C3 C4 178.8(2) . . . . ?
C1 N1 C4 C5 173.5(3) . . . . ?
C1 N1 C4 C3 -1.8(3) . . . . ?
C2 C3 C4 N1 1.0(3) . . . . ?
C2 C3 C4 C5 -174.1(3) . . . . ?
N1 C4 C5 C6 3.2(4) . . . . ?
C3 C4 C5 C6 177.4(3) . . . . ?
N1 C4 C5 C21 -173.3(2) . . . . ?
C3 C4 C5 C21 0.9(4) . . . . ?
C9 N2 C6 C5 -179.6(3) . . . . ?
C9 N2 C6 C7 0.7(3) . . . . ?
C4 C5 C6 N2 -4.5(4) . . . . ?
C21 C5 C6 N2 172.0(2) . . . . ?
C4 C5 C6 C7 175.2(3) . . . . ?
C21 C5 C6 C7 -8.3(4) . . . . ?
N2 C6 C7 C8 -0.5(3) . . . . ?
C5 C6 C7 C8 179.8(3) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C6 N2 C9 C10 179.6(2) . . . . ?
C6 N2 C9 C8 -0.6(3) . . . . ?
C7 C8 C9 N2 0.4(3) . . . . ?
C7 C8 C9 C10 -179.9(3) . . . . ?
N2 C9 C10 C11 -3.1(4) . . . . ?
C8 C9 C10 C11 177.2(3) . . . . ?
N2 C9 C10 C27 176.5(2) . . . . ?
C8 C9 C10 C27 -3.2(4) . . . . ?
C14 N3 C11 C10 176.0(3) . . . . ?
C14 N3 C11 C12 -0.3(3) . . . . ?
C9 C10 C11 N3 -4.5(4) . . . . ?
C27 C10 C11 N3 175.8(2) . . . . ?
C9 C10 C11 C12 171.1(3) . . . . ?
C27 C10 C11 C12 -8.6(4) . . . . ?
N3 C11 C12 C13 -0.2(3) . . . . ?
C10 C11 C12 C13 -176.5(3) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C11 N3 C14 C15 -174.3(2) . . . . ?
C11 N3 C14 C13 0.6(3) . . . . ?
C12 C13 C14 N3 -0.7(3) . . . . ?
C12 C13 C14 C15 174.2(3) . . . . ?
N3 C14 C15 C16 1.4(4) . . . . ?
C13 C14 C15 C16 -172.5(3) . . . . ?
N3 C14 C15 C33 177.3(2) . . . . ?
C13 C14 C15 C33 3.4(4) . . . . ?
C19 N4 C16 C15 177.1(3) . . . . ?
C19 N4 C16 C17 -1.5(3) . . . . ?
C14 C15 C16 N4 7.6(4) . . . . ?
C33 C15 C16 N4 -168.3(2) . . . . ?
C14 C15 C16 C17 -173.9(2) . . . . ?
C33 C15 C16 C17 10.2(4) . . . . ?
N4 C16 C17 C18 1.1(3) . . . . ?
C15 C16 C17 C18 -177.6(3) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C16 N4 C19 C20 -178.2(3) . . . . ?
C16 N4 C19 C18 1.4(3) . . . . ?
C17 C18 C19 N4 -0.8(3) . . . . ?
C17 C18 C19 C20 178.9(3) . . . . ?
N4 C19 C20 C1 -2.5(5) . . . . ?
C18 C19 C20 C1 177.9(3) . . . . ?
N1 C1 C20 C19 1.7(5) . . . . ?
C2 C1 C20 C19 -172.8(3) . . . . ?
C4 C5 C21 C22 -65.5(3) . . . . ?
C6 C5 C21 C22 117.8(3) . . . . ?
C4 C5 C21 C26 114.8(3) . . . . ?
C6 C5 C21 C26 -61.9(3) . . . . ?
C26 C21 C22 C23 0.0(4) . . . . ?
C5 C21 C22 C23 -179.7(2) . . . . ?
C21 C22 C23 C24 -0.3(4) . . . . ?
C22 C23 C24 C25 0.5(4) . . . . ?
C23 C24 C25 C26 -0.5(4) . . . . ?
C24 C25 C26 C21 0.3(4) . . . . ?
C22 C21 C26 C25 -0.1(4) . . . . ?
C5 C21 C26 C25 179.6(2) . . . . ?
C9 C10 C27 C32 121.1(3) . . . . ?
C11 C10 C27 C32 -59.2(3) . . . . ?
C9 C10 C27 C28 -58.7(3) . . . . ?
C11 C10 C27 C28 121.0(3) . . . . ?
C32 C27 C28 C29 -0.7(4) . . . . ?
C10 C27 C28 C29 179.1(2) . . . . ?
C27 C28 C29 C30 1.3(4) . . . . ?
C28 C29 C30 C31 -0.2(4) . . . . ?
C29 C30 C31 C32 -1.4(4) . . . . ?
C30 C31 C32 C27 1.9(4) . . . . ?
C28 C27 C32 C31 -0.9(4) . . . . ?
C10 C27 C32 C31 179.3(2) . . . . ?
C14 C15 C33 C38 57.5(3) . . . . ?
C16 C15 C33 C38 -126.4(3) . . . . ?
C14 C15 C33 C34 -121.0(3) . . . . ?
C16 C15 C33 C34 55.1(3) . . . . ?
C38 C33 C34 C35 0.3(4) . . . . ?
C15 C33 C34 C35 178.8(2) . . . . ?
C33 C34 C35 C36 -0.9(4) . . . . ?
C34 C35 C36 C37 1.0(4) . . . . ?
C35 C36 C37 C38 -0.6(4) . . . . ?
C36 C37 C38 C33 0.0(4) . . . . ?
C34 C33 C38 C37 0.2(4) . . . . ?
C15 C33 C38 C37 -178.3(2) . . . . ?

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 N2 . . . 2.896(3) 0.77(3) 2.36(3) 128(2) no
N1 H1 N4 . . . 2.990(3) 0.77(3) 2.54(3) 120(2) no
N3 H3 N2 . . . 2.979(3) 0.70(3) 2.54(3) 123(3) no
N3 H3 N4 . . . 2.877(3) 0.70(3) 2.41(3) 127(3) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        TPPbeSi
