# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_ch1ppx79_0m
_database_code_depnum_ccdc_archive 'CCDC 1493371'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H30 N P2, C7 H5 N4, C2 H3 N'
_chemical_formula_sum            'C45 H38 N6 P2'
_chemical_formula_weight         724.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   Pc
_symmetry_space_group_name_Hall  'P -2yc'

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

_cell_length_a                   10.1537(6)
_cell_length_b                   9.6892(7)
_cell_length_c                   19.2381(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.323(3)
_cell_angle_gamma                90.00
_cell_volume                     1887.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    9017
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.52

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9342
_exptl_absorpt_correction_T_max  0.9545
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 100
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            61813
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         27.51
_reflns_number_total             8432
_reflns_number_gt                8161
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0409P)²+0.2709P] 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_abs_structure_details 'Flack (1983), 4093 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.02(4)
_refine_ls_number_reflns         8432
_refine_ls_number_parameters     479
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0665
_refine_ls_wR_factor_gt          0.0655
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
P1 P -0.09124(3) 0.16017(3) 0.305124(16) 0.01519(7) Uani 1 1 d . . .
P2 P 0.07766(3) 0.28055(3) 0.200859(16) 0.01564(7) Uani 1 1 d . . .
N1 N 0.41348(11) 0.46500(13) 0.54367(6) 0.0247(2) Uani 1 1 d . . .
N2 N 0.42592(12) 0.35007(13) 0.58347(7) 0.0284(3) Uani 1 1 d . . .
N3 N 0.50985(13) 0.37367(15) 0.63801(7) 0.0325(3) Uani 1 1 d . . .
N4 N 0.55477(12) 0.50490(15) 0.63581(7) 0.0312(3) Uani 1 1 d . . .
N5 N -0.05187(10) 0.22781(11) 0.23421(6) 0.0190(2) Uani 1 1 d . . .
N6 N -0.06199(15) 0.91775(17) 0.04894(7) 0.0412(3) Uani 1 1 d . . .
C1 C 0.49385(12) 0.55783(14) 0.57699(7) 0.0210(3) Uani 1 1 d . . .
C2 C 0.51513(13) 0.69822(15) 0.55056(8) 0.0239(3) Uani 1 1 d . . .
C3 C 0.57130(15) 0.80124(17) 0.59449(10) 0.0359(4) Uani 1 1 d . . .
H3 H 0.5913 0.7825 0.6426 0.043 Uiso 1 1 calc R . .
C4 C 0.59789(17) 0.93106(18) 0.56772(12) 0.0484(5) Uani 1 1 d . . .
H4 H 0.6364 1.0003 0.5977 0.058 Uiso 1 1 calc R . .
C5 C 0.56876(17) 0.95995(18) 0.49801(13) 0.0495(5) Uani 1 1 d . . .
H5 H 0.5889 1.0481 0.4800 0.059 Uiso 1 1 calc R . .
C6 C 0.50995(17) 0.85994(18) 0.45416(10) 0.0417(4) Uani 1 1 d . . .
H6 H 0.4884 0.8803 0.4064 0.050 Uiso 1 1 calc R . .
C7 C 0.48256(15) 0.72940(16) 0.48044(8) 0.0292(3) Uani 1 1 d . . .
H7 H 0.4416 0.6615 0.4505 0.035 Uiso 1 1 calc R . .
C8 C -0.22054(12) 0.26197(13) 0.33986(7) 0.0181(2) Uani 1 1 d . . .
C9 C -0.24379(14) 0.25411(15) 0.41081(7) 0.0245(3) Uani 1 1 d . . .
H9 H -0.1860 0.2026 0.4421 0.029 Uiso 1 1 calc R . .
C10 C -0.35240(15) 0.32253(16) 0.43512(8) 0.0308(3) Uani 1 1 d . . .
H10 H -0.3684 0.3181 0.4831 0.037 Uiso 1 1 calc R . .
C11 C -0.43695(14) 0.39704(15) 0.38911(9) 0.0303(3) Uani 1 1 d . . .
H11 H -0.5120 0.4415 0.4056 0.036 Uiso 1 1 calc R . .
C12 C -0.41284(13) 0.40720(14) 0.31916(8) 0.0274(3) Uani 1 1 d . . .
H12 H -0.4703 0.4601 0.2883 0.033 Uiso 1 1 calc R . .
C13 C -0.30403(12) 0.33965(13) 0.29389(7) 0.0206(3) Uani 1 1 d . . .
H13 H -0.2872 0.3466 0.2461 0.025 Uiso 1 1 calc R . .
C14 C -0.15968(12) -0.00978(13) 0.28788(7) 0.0178(2) Uani 1 1 d . . .
C15 C -0.16675(13) -0.06162(14) 0.21972(7) 0.0213(3) Uani 1 1 d . . .
H15 H -0.1324 -0.0092 0.1835 0.026 Uiso 1 1 calc R . .
C16 C -0.22406(14) -0.19012(15) 0.20500(7) 0.0245(3) Uani 1 1 d . . .
H16 H -0.2301 -0.2244 0.1586 0.029 Uiso 1 1 calc R . .
C17 C -0.27263(13) -0.26848(14) 0.25845(8) 0.0245(3) Uani 1 1 d . . .
H17 H -0.3107 -0.3565 0.2484 0.029 Uiso 1 1 calc R . .
C18 C -0.26549(13) -0.21803(14) 0.32631(7) 0.0242(3) Uani 1 1 d . . .
H18 H -0.2984 -0.2719 0.3624 0.029 Uiso 1 1 calc R . .
C19 C -0.21021(13) -0.08849(14) 0.34164(7) 0.0224(3) Uani 1 1 d . . .
H19 H -0.2066 -0.0536 0.3879 0.027 Uiso 1 1 calc R . .
C20 C 0.04170(12) 0.14574(13) 0.37216(6) 0.0181(2) Uani 1 1 d . . .
C21 C 0.09598(13) 0.01834(14) 0.39300(7) 0.0241(3) Uani 1 1 d . . .
H21 H 0.0579 -0.0649 0.3747 0.029 Uiso 1 1 calc R . .
C22 C 0.20661(14) 0.01398(16) 0.44094(8) 0.0303(3) Uani 1 1 d . . .
H22 H 0.2433 -0.0724 0.4555 0.036 Uiso 1 1 calc R . .
C23 C 0.26276(14) 0.13564(17) 0.46721(8) 0.0290(3) Uani 1 1 d . . .
H23 H 0.3388 0.1321 0.4991 0.035 Uiso 1 1 calc R . .
C24 C 0.20855(14) 0.26278(16) 0.44721(7) 0.0256(3) Uani 1 1 d . . .
H24 H 0.2473 0.3456 0.4655 0.031 Uiso 1 1 calc R . .
C25 C 0.09738(13) 0.26818(14) 0.40029(7) 0.0213(3) Uani 1 1 d . . .
H25 H 0.0591 0.3548 0.3873 0.026 Uiso 1 1 calc R . .
C26 C 0.03375(12) 0.30972(14) 0.10935(7) 0.0194(2) Uani 1 1 d . . .
C27 C -0.09962(14) 0.32146(19) 0.08653(8) 0.0321(3) Uani 1 1 d . . .
H27 H -0.1657 0.3056 0.1180 0.039 Uiso 1 1 calc R . .
C28 C -0.13563(16) 0.3565(2) 0.01739(8) 0.0419(4) Uani 1 1 d . . .
H28 H -0.2263 0.3657 0.0020 0.050 Uiso 1 1 calc R . .
C29 C -0.03924(16) 0.37825(19) -0.02908(8) 0.0344(3) Uani 1 1 d . . .
H29 H -0.0642 0.4014 -0.0762 0.041 Uiso 1 1 calc R . .
C30 C 0.09380(15) 0.36605(16) -0.00667(8) 0.0281(3) Uani 1 1 d . . .
H30 H 0.1595 0.3808 -0.0385 0.034 Uiso 1 1 calc R . .
C31 C 0.13079(13) 0.33215(14) 0.06247(7) 0.0233(3) Uani 1 1 d . . .
H31 H 0.2216 0.3242 0.0778 0.028 Uiso 1 1 calc R . .
C32 C 0.21779(12) 0.16488(13) 0.20916(7) 0.0194(2) Uani 1 1 d . . .
C33 C 0.22731(14) 0.05745(14) 0.16043(7) 0.0249(3) Uani 1 1 d . . .
H33 H 0.1631 0.0491 0.1221 0.030 Uiso 1 1 calc R . .
C34 C 0.33123(15) -0.03658(15) 0.16863(9) 0.0314(3) Uani 1 1 d . . .
H34 H 0.3377 -0.1093 0.1360 0.038 Uiso 1 1 calc R . .
C35 C 0.42555(14) -0.02404(15) 0.22459(9) 0.0315(3) Uani 1 1 d . . .
H35 H 0.4970 -0.0874 0.2295 0.038 Uiso 1 1 calc R . .
C36 C 0.41594(14) 0.08083(15) 0.27350(8) 0.0279(3) Uani 1 1 d . . .
H36 H 0.4799 0.0878 0.3120 0.033 Uiso 1 1 calc R . .
C37 C 0.31250(13) 0.17561(14) 0.26593(7) 0.0228(3) Uani 1 1 d . . .
H37 H 0.3061 0.2474 0.2992 0.027 Uiso 1 1 calc R . .
C38 C 0.13070(12) 0.44707(13) 0.23650(6) 0.0168(2) Uani 1 1 d . . .
C39 C 0.25701(12) 0.50007(13) 0.22676(7) 0.0203(3) Uani 1 1 d . . .
H39 H 0.3179 0.4473 0.2026 0.024 Uiso 1 1 calc R . .
C40 C 0.29245(13) 0.63050(14) 0.25265(8) 0.0242(3) Uani 1 1 d . . .
H40 H 0.3782 0.6659 0.2468 0.029 Uiso 1 1 calc R . .
C41 C 0.20216(14) 0.70901(14) 0.28708(8) 0.0249(3) Uani 1 1 d . . .
H41 H 0.2270 0.7972 0.3053 0.030 Uiso 1 1 calc R . .
C42 C 0.07598(13) 0.65852(14) 0.29481(7) 0.0228(3) Uani 1 1 d . . .
H42 H 0.0140 0.7134 0.3171 0.027 Uiso 1 1 calc R . .
C43 C 0.03996(12) 0.52723(14) 0.26994(7) 0.0193(2) Uani 1 1 d . . .
H43 H -0.0460 0.4925 0.2758 0.023 Uiso 1 1 calc R . .
C44 C 0.0570(2) 0.6967(2) 0.09877(9) 0.0434(4) Uani 1 1 d . . .
H44A H 0.1519 0.7033 0.0929 0.065 Uiso 1 1 calc R . .
H44B H 0.0208 0.6151 0.0741 0.065 Uiso 1 1 calc R . .
H44C H 0.0430 0.6890 0.1485 0.065 Uiso 1 1 calc R . .
C45 C -0.00966(15) 0.82069(17) 0.07009(7) 0.0299(3) 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
P1 N5 1.5914(11) . ?
P1 C20 1.8007(12) . ?
P1 C14 1.8083(13) . ?
P1 C8 1.8098(13) . ?
P2 N5 1.5906(11) . ?
P2 C26 1.8054(13) . ?
P2 C32 1.8089(13) . ?
P2 C38 1.8187(13) . ?
N1 C1 1.3442(18) . ?
N1 N2 1.3520(17) . ?
N2 N3 1.3208(18) . ?
N3 N4 1.353(2) . ?
N4 C1 1.3493(18) . ?
N6 C45 1.140(2) . ?
C1 C2 1.474(2) . ?
C2 C7 1.398(2) . ?
C2 C3 1.401(2) . ?
C3 C4 1.393(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.3980(18) . ?
C8 C9 1.4047(19) . ?
C9 C10 1.397(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.4023(19) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.4009(19) . ?
C14 C19 1.4123(18) . ?
C15 C16 1.3943(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.398(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.391(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.397(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.3982(19) . ?
C20 C25 1.4049(18) . ?
C21 C22 1.3993(19) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.392(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.3922(18) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.3964(19) . ?
C26 C31 1.4020(19) . ?
C27 C28 1.395(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.390(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.392(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.394(2) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C37 1.4035(19) . ?
C32 C33 1.4090(19) . ?
C33 C34 1.394(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.391(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.393(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.3945(19) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C43 1.3983(18) . ?
C38 C39 1.4071(17) . ?
C39 C40 1.3956(19) . ?
C39 H39 0.9500 . ?
C40 C41 1.396(2) . ?
C40 H40 0.9500 . ?
C41 C42 1.390(2) . ?
C41 H41 0.9500 . ?
C42 C43 1.3980(19) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 C45 1.466(2) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
N5 P1 C20 115.01(6) . . ?
N5 P1 C14 109.61(6) . . ?
C20 P1 C14 108.52(6) . . ?
N5 P1 C8 109.16(6) . . ?
C20 P1 C8 107.66(6) . . ?
C14 P1 C8 106.54(6) . . ?
N5 P2 C26 107.02(6) . . ?
N5 P2 C32 115.73(6) . . ?
C26 P2 C32 108.54(6) . . ?
N5 P2 C38 111.30(6) . . ?
C26 P2 C38 105.85(6) . . ?
C32 P2 C38 107.93(6) . . ?
C1 N1 N2 104.69(11) . . ?
N3 N2 N1 109.54(11) . . ?
N2 N3 N4 109.68(11) . . ?
C1 N4 N3 104.43(12) . . ?
P2 N5 P1 138.32(7) . . ?
N1 C1 N4 111.66(13) . . ?
N1 C1 C2 123.54(12) . . ?
N4 C1 C2 124.77(12) . . ?
C7 C2 C3 118.96(14) . . ?
C7 C2 C1 120.15(13) . . ?
C3 C2 C1 120.87(14) . . ?
C4 C3 C2 120.11(17) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 120.60(17) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.95(16) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C7 119.97(18) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C2 C7 C6 120.37(16) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C13 C8 C9 120.37(12) . . ?
C13 C8 P1 118.81(10) . . ?
C9 C8 P1 120.60(10) . . ?
C10 C9 C8 119.62(13) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 119.94(14) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 120.59(13) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C13 120.25(13) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C8 C13 C12 119.21(13) . . ?
C8 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C15 C14 C19 119.74(11) . . ?
C15 C14 P1 119.34(10) . . ?
C19 C14 P1 120.88(10) . . ?
C16 C15 C14 120.09(12) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.04(13) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.22(12) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.37(12) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C18 C19 C14 119.52(12) . . ?
C18 C19 H19 120.2 . . ?
C14 C19 H19 120.2 . . ?
C21 C20 C25 119.78(11) . . ?
C21 C20 P1 122.13(10) . . ?
C25 C20 P1 117.93(10) . . ?
C20 C21 C22 119.68(13) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 120.10(13) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.54(13) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C25 119.81(13) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C20 120.07(13) . . ?
C24 C25 H25 120.0 . . ?
C20 C25 H25 120.0 . . ?
C27 C26 C31 119.81(13) . . ?
C27 C26 P2 118.79(10) . . ?
C31 C26 P2 121.18(10) . . ?
C28 C27 C26 119.86(14) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C29 C28 C27 120.23(14) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 120.12(14) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C31 120.07(13) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 C26 119.90(13) . . ?
C30 C31 H31 120.0 . . ?
C26 C31 H31 120.0 . . ?
C37 C32 C33 119.68(12) . . ?
C37 C32 P2 120.73(10) . . ?
C33 C32 P2 119.47(10) . . ?
C34 C33 C32 119.79(13) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C35 C34 C33 120.09(14) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C35 C36 120.48(13) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C35 C36 C37 120.01(14) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C36 C37 C32 119.93(13) . . ?
C36 C37 H37 120.0 . . ?
C32 C37 H37 120.0 . . ?
C43 C38 C39 119.82(12) . . ?
C43 C38 P2 118.66(9) . . ?
C39 C38 P2 121.37(10) . . ?
C40 C39 C38 119.74(12) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C39 C40 C41 120.12(12) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 H40 119.9 . . ?
C42 C41 C40 120.17(13) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C41 C42 C43 120.21(12) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C42 C43 C38 119.90(12) . . ?
C42 C43 H43 120.1 . . ?
C38 C43 H43 120.1 . . ?
C45 C44 H44A 109.5 . . ?
C45 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C45 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N6 C45 C44 178.79(17) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.034
####################################################################### 
# 
# 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_ch1ppx80_0m
_database_code_depnum_ccdc_archive 'CCDC 1493372'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 N16 Si'
_chemical_formula_weight         558.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   22.7377(5)
_cell_length_b                   10.3383(2)
_cell_length_c                   10.6088(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.2180(10)
_cell_angle_gamma                90
_cell_volume                     2461.60(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    87(2)
_cell_measurement_reflns_used    5857
_cell_measurement_theta_min      2.1689
_cell_measurement_theta_max      27.1949

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   0.6541
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.148
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9459
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      87(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15600
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.169
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2839
_reflns_number_gt                2337
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0765P)²+1.5081P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2839
_refine_ls_number_parameters     391
_refine_ls_number_restraints     603
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1307
_refine_ls_wR_factor_gt          0.1192
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.002

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 0.0000 0.1309 0.2500 0.0195(4) Uani 0.55 2 d S T P A 1
Si1A Si 0.0000 0.1101 0.2500 0.0186(5) Uani 0.45 2 d S T P B 2
N1 N -0.0673(3) -0.1883(6) 0.3191(5) 0.0347(11) Uani 0.460(4) 1 d . U P A 1
N2 N -0.0483(4) -0.0850(8) 0.3318(6) 0.0241(10) Uani 0.460(4) 1 d . U P A 1
N3 N -0.0305(6) 0.0221(9) 0.3548(13) 0.0245(11) Uani 0.460(4) 1 d . U P A 1
N4 N -0.0273(8) 0.2793(9) 0.3404(16) 0.0232(16) Uani 0.460(4) 1 d . U P A 1
C1 C -0.0583(3) 0.2679(6) 0.4296(7) 0.0320(9) Uani 0.460(4) 1 d . U P A 1
H1 H -0.0646 0.1858 0.4654 0.038 Uiso 0.460(4) 1 calc R U P A 1
C2 C -0.0826(2) 0.3787(6) 0.4726(5) 0.0324(7) Uani 0.460(4) 1 d . U P A 1
H2 H -0.1066 0.3745 0.5379 0.039 Uiso 0.460(4) 1 calc R U P A 1
C3 C -0.0712(2) 0.4953(5) 0.4189(5) 0.0313(8) Uani 0.460(4) 1 d . U P A 1
H3 H -0.0884 0.5725 0.4452 0.038 Uiso 0.460(4) 1 calc R U P A 1
C4 C -0.0344(2) 0.5001(5) 0.3260(5) 0.0297(8) Uani 0.460(4) 1 d . U P A 1
H4 H -0.0250 0.5808 0.2913 0.036 Uiso 0.460(4) 1 calc R U P A 1
C5 C -0.0117(3) 0.3864(7) 0.2846(6) 0.0271(10) Uani 0.460(4) 1 d . U P A 1
N1A N -0.0654(3) -0.2115(5) 0.2792(4) 0.0341(10) Uani 0.540(4) 1 d . U P B 2
N2A N -0.0481(4) -0.1118(6) 0.3084(6) 0.0242(9) Uani 0.540(4) 1 d . U P B 2
N3A N -0.0284(5) -0.0046(7) 0.3478(10) 0.0223(10) Uani 0.540(4) 1 d . U P B 2
N4A N -0.0301(7) 0.2480(8) 0.3445(14) 0.0245(13) Uani 0.540(4) 1 d . U P B 2
C5A C -0.0247(2) 0.3781(6) 0.3123(5) 0.0282(9) Uani 0.540(4) 1 d . U P B 2
C1A C -0.0634(3) 0.2323(4) 0.4453(6) 0.0284(8) Uani 0.540(4) 1 d . U P B 2
H1A H -0.0675 0.1471 0.4763 0.034 Uiso 0.540(4) 1 calc R U P A 2
C2A C -0.09040(18) 0.3323(4) 0.5022(4) 0.0312(7) Uani 0.540(4) 1 d . U P B 2
H2A H -0.1122 0.3154 0.5697 0.037 Uiso 0.540(4) 1 calc R U P A 2
C3A C -0.08492(18) 0.4562(5) 0.4586(4) 0.0321(7) Uani 0.540(4) 1 d . U P B 2
H3A H -0.1046 0.5252 0.4938 0.038 Uiso 0.540(4) 1 calc R U P A 2
C4A C -0.0512(2) 0.4818(4) 0.3644(4) 0.0313(7) Uani 0.540(4) 1 d . U P B 2
H4A H -0.0463 0.5678 0.3362 0.038 Uiso 0.540(4) 1 calc R U P A 2
C6 C -0.1543(7) 0.0996(13) 0.0191(15) 0.0188(15) Uani 0.460(4) 1 d . U P A 1
N6 N -0.0760(4) 0.1428(8) 0.1355(11) 0.0210(8) Uani 0.460(4) 1 d . U P A 1
N7 N -0.10571(18) 0.2542(4) 0.1147(4) 0.0241(7) Uani 0.460(4) 1 d . U P A 1
N8 N -0.15566(18) 0.2294(4) 0.0366(4) 0.0245(7) Uani 0.460(4) 1 d . U P A 1
N5 N -0.1058(4) 0.0438(6) 0.0739(7) 0.0211(8) Uani 0.460(4) 1 d . U P A 1
C6A C -0.1487(6) 0.0706(11) 0.0066(13) 0.0215(14) Uani 0.540(4) 1 d . U P B 2
N6A N -0.0706(4) 0.1246(7) 0.1337(10) 0.0226(8) Uani 0.540(4) 1 d . U P B 2
N7A N -0.09479(17) 0.2318(4) 0.0796(3) 0.0268(6) Uani 0.540(4) 1 d . U P B 2
N8A N -0.14395(16) 0.1994(4) 0.0021(3) 0.0274(6) Uani 0.540(4) 1 d . U P B 2
N5A N -0.1033(3) 0.0199(5) 0.0924(5) 0.0217(8) Uani 0.540(4) 1 d . U P B 2
C7 C -0.20170(7) 0.0316(2) -0.07238(19) 0.0239(7) Uani 0.523(4) 1 d G U P A 1
C8 C -0.26023(8) 0.07349(17) -0.07943(19) 0.0269(6) Uani 0.523(4) 1 d G U P A 1
H8 H -0.2692 0.1441 -0.0285 0.032 Uiso 0.516 1 calc R U P A 1
C9 C -0.30562(7) 0.0120(2) -0.1610(2) 0.0287(6) Uani 0.516 1 d G U P A 1
H9 H -0.3456 0.0406 -0.1658 0.034 Uiso 0.516 1 calc R U P A 1
C10 C -0.29247(8) -0.0914(2) -0.23551(19) 0.0320(6) Uani 0.516 1 d G U P A 1
H10 H -0.3235 -0.1334 -0.2913 0.038 Uiso 0.516 1 calc R U P A 1
C11 C -0.23394(9) -0.13326(17) -0.22847(19) 0.0323(6) Uani 0.516 1 d G U P A 1
H11 H -0.2250 -0.2039 -0.2794 0.039 Uiso 0.516 1 calc R U P A 1
C12 C -0.18856(7) -0.0717(2) -0.1469(2) 0.0284(6) Uani 0.516 1 d G U P A 1
H12 H -0.1486 -0.1003 -0.1421 0.034 Uiso 0.516 1 calc R U P A 1
C7A C -0.1998(4) -0.0001(10) -0.0575(10) 0.0253(9) Uani 0.1475 1 d G U P B 2
C8A C -0.2394(4) 0.0644(7) -0.1499(8) 0.0271(8) Uani 0.1475 1 d G U P B 2
H8A H -0.2328 0.1527 -0.1682 0.033 Uiso 0.1475 1 calc R U P B 2
C9A C -0.2886(3) -0.0001(8) -0.2154(8) 0.0291(9) Uani 0.1475 1 d G U P B 2
H9A H -0.3156 0.0440 -0.2786 0.035 Uiso 0.1475 1 calc R U P B 2
C10A C -0.2982(4) -0.1293(8) -0.1886(9) 0.0355(10) Uani 0.1475 1 d G U P B 2
H10A H -0.3319 -0.1734 -0.2335 0.043 Uiso 0.1475 1 calc R U P B 2
C11A C -0.2587(6) -0.1939(8) -0.0963(12) 0.0365(9) Uani 0.1475 1 d G U P B 2
H11A H -0.2653 -0.2822 -0.0780 0.044 Uiso 0.1475 1 calc R U P B 2
C12A C -0.2095(6) -0.1293(11) -0.0307(12) 0.032(5) Uani 0.1475 1 d G . P B 2
H12A H -0.1824 -0.1734 0.0324 0.038 Uiso 0.1475 1 calc R U P B 2
C7B C -0.1952(2) -0.0145(4) -0.0632(4) 0.0249(8) Uani 0.340(3) 1 d G U P B 3
C8B C -0.21850(15) 0.0198(3) -0.1879(3) 0.0271(7) Uani 0.340(3) 1 d G U P B 3
H8B H -0.2058 0.0972 -0.2236 0.033 Uiso 0.340(3) 1 calc R U P B 3
C9B C -0.26040(16) -0.0592(3) -0.2604(3) 0.0305(8) Uani 0.340(3) 1 d G U P B 3
H9B H -0.2763 -0.0358 -0.3456 0.037 Uiso 0.340(3) 1 calc R U P B 3
C10B C -0.27897(17) -0.1726(3) -0.2082(4) 0.0352(8) Uani 0.340(3) 1 d G U P B 3
H10B H -0.3076 -0.2266 -0.2577 0.042 Uiso 0.340(3) 1 calc R U P B 3
C11B C -0.2556(3) -0.2068(4) -0.0835(4) 0.0399(8) Uani 0.340(3) 1 d G U P B 3
H11B H -0.2683 -0.2843 -0.0478 0.048 Uiso 0.340(3) 1 calc R U P B 3
C12B C -0.2137(3) -0.1278(5) -0.0110(4) 0.038(3) Uani 0.340(3) 1 d G . P B 3
H12B H -0.1978 -0.1512 0.0742 0.046 Uiso 0.340(3) 1 calc R U P B 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 N3 1.797(13) . ?
Si1 N3 1.797(13) 2 ?
Si1 N6 1.950(10) . ?
Si1 N6 1.950(10) 2 ?
Si1 N4 1.962(14) . ?
Si1 N4 1.962(14) 2 ?
Si1A N3A 1.764(11) . ?
Si1A N3A 1.764(11) 2 ?
Si1A N6A 1.867(9) . ?
Si1A N6A 1.867(9) 2 ?
Si1A N4A 1.931(14) 2 ?
Si1A N4A 1.931(14) . ?
N1 N2 1.152(8) . ?
N2 N3 1.191(7) . ?
N4 C1 1.274(19) . ?
N4 C5 1.330(13) . ?
C1 C2 1.380(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.376(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(7) . ?
C4 H4 0.9500 . ?
C5 C5 0.971(11) 2 ?
N1A N2A 1.129(6) . ?
N2A N3A 1.242(6) . ?
N4A C5A 1.398(9) . ?
N4A C1A 1.414(17) . ?
C5A C4A 1.388(7) . ?
C5A C5A 1.866(10) 2 ?
C1A C2A 1.389(6) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.375(5) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.379(6) . ?
C3A H3A 0.9500 . ?
C4A H4A 0.9500 . ?
C6 N5 1.296(17) . ?
C6 N8 1.356(12) . ?
C6 C7 1.505(16) . ?
N6 N7 1.336(7) . ?
N6 N5 1.338(10) . ?
N7 N8 1.319(5) . ?
C6A N8A 1.338(12) . ?
C6A N5A 1.367(15) . ?
C6A C7A 1.447(17) . ?
C6A C7B 1.479(15) . ?
N6A N7A 1.327(7) . ?
N6A N5A 1.346(9) . ?
N7A N8A 1.320(4) . ?
C7 C8 1.3900 . ?
C7 C12 1.3900 . ?
C8 C9 1.3900 . ?
C8 H8 0.9500 . ?
C9 C10 1.3900 . ?
C9 H9 0.9500 . ?
C10 C11 1.3900 . ?
C10 H10 0.9500 . ?
C11 C12 1.3900 . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C7A C8A 1.3900 . ?
C7A C12A 1.3900 . ?
C8A C9A 1.3900 . ?
C8A H8A 0.9500 . ?
C9A C10A 1.3900 . ?
C9A H9A 0.9500 . ?
C10A C11A 1.3900 . ?
C10A H10A 0.9500 . ?
C11A C12A 1.3900 . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C7B C8B 1.3900 . ?
C7B C12B 1.3900 . ?
C8B C9B 1.3900 . ?
C8B H8B 0.9500 . ?
C9B C10B 1.3900 . ?
C9B H9B 0.9500 . ?
C10B C11B 1.3900 . ?
C10B H10B 0.9500 . ?
C11B C12B 1.3900 . ?
C11B C11B 1.964(7) 7_445 ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Si1 N3 102.6(6) . 2 ?
N3 Si1 N6 91.9(5) . . ?
N3 Si1 N6 92.6(5) 2 . ?
N3 Si1 N6 92.6(5) . 2 ?
N3 Si1 N6 91.9(5) 2 2 ?
N6 Si1 N6 172.8(5) . 2 ?
N3 Si1 N4 90.2(5) . . ?
N3 Si1 N4 167.3(5) 2 . ?
N6 Si1 N4 86.4(6) . . ?
N6 Si1 N4 87.9(6) 2 . ?
N3 Si1 N4 167.3(5) . 2 ?
N3 Si1 N4 90.2(5) 2 2 ?
N6 Si1 N4 87.9(6) . 2 ?
N6 Si1 N4 86.4(6) 2 2 ?
N4 Si1 N4 77.1(8) . 2 ?
N3A Si1A N3A 95.6(5) . 2 ?
N3A Si1A N6A 94.9(5) . . ?
N3A Si1A N6A 91.3(4) 2 . ?
N3A Si1A N6A 91.3(4) . 2 ?
N3A Si1A N6A 94.9(5) 2 2 ?
N6A Si1A N6A 170.8(5) . 2 ?
N3A Si1A N4A 174.4(4) . 2 ?
N3A Si1A N4A 89.8(4) 2 2 ?
N6A Si1A N4A 86.4(5) . 2 ?
N6A Si1A N4A 86.8(5) 2 2 ?
N3A Si1A N4A 89.8(4) . . ?
N3A Si1A N4A 174.4(4) 2 . ?
N6A Si1A N4A 86.8(5) . . ?
N6A Si1A N4A 86.4(5) 2 . ?
N4A Si1A N4A 84.8(7) 2 . ?
N1 N2 N3 174.2(7) . . ?
N2 N3 Si1 127.3(8) . . ?
C1 N4 C5 128.9(11) . . ?
C1 N4 Si1 123.1(7) . . ?
C5 N4 Si1 107.8(11) . . ?
N4 C1 C2 117.8(6) . . ?
N4 C1 H1 121.1 . . ?
C2 C1 H1 121.1 . . ?
C3 C2 C1 118.7(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.9(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 119.5(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C5 C5 N4 123.6(7) 2 . ?
C5 C5 C4 121.1(3) 2 . ?
N4 C5 C4 115.2(8) . . ?
N1A N2A N3A 176.3(6) . . ?
N2A N3A Si1A 123.2(7) . . ?
C5A N4A C1A 112.0(10) . . ?
C5A N4A Si1A 122.1(10) . . ?
C1A N4A Si1A 125.8(5) . . ?
C4A C5A N4A 125.8(8) . . ?
C4A C5A C5A 129.1(3) . 2 ?
N4A C5A C5A 105.1(7) . 2 ?
C2A C1A N4A 124.7(5) . . ?
C2A C1A H1A 117.6 . . ?
N4A C1A H1A 117.6 . . ?
C3A C2A C1A 118.5(4) . . ?
C3A C2A H2A 120.7 . . ?
C1A C2A H2A 120.7 . . ?
C2A C3A C4A 120.9(4) . . ?
C2A C3A H3A 119.6 . . ?
C4A C3A H3A 119.6 . . ?
C3A C4A C5A 117.9(4) . . ?
C3A C4A H4A 121.1 . . ?
C5A C4A H4A 121.1 . . ?
N5 C6 N8 114.6(12) . . ?
N5 C6 C7 123.5(9) . . ?
N8 C6 C7 121.4(11) . . ?
N7 N6 N5 112.0(7) . . ?
N7 N6 Si1 122.1(6) . . ?
N5 N6 Si1 125.8(5) . . ?
N8 N7 N6 107.4(5) . . ?
N7 N8 C6 104.0(8) . . ?
C6 N5 N6 101.9(7) . . ?
N8A C6A N5A 110.4(10) . . ?
N8A C6A C7A 123.4(11) . . ?
N5A C6A C7A 125.7(10) . . ?
N7A N6A N5A 111.2(6) . . ?
N7A N6A Si1A 127.3(6) . . ?
N5A N6A Si1A 121.5(4) . . ?
N8A N7A N6A 108.0(4) . . ?
N7A N8A C6A 107.2(7) . . ?
C6A N5A N6A 103.2(7) . . ?
C8 C7 C12 120.0 . . ?
C8 C7 C6 118.0(4) . . ?
C12 C7 C6 121.9(4) . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C11 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 120.0 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C7 120.0 . . ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?
C8A C7A C12A 120.0 . . ?
C8A C7A C6A 118.0(8) . . ?
C12A C7A C6A 122.0(8) . . ?
C9A C8A C7A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C8A C9A C10A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C11A C10A C9A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C10A C11A C12A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C11A C12A C7A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C7A C12A H12A 120.0 . . ?
C8B C7B C12B 120.0 . . ?
C9B C8B C7B 120.0 . . ?
C9B C8B H8B 120.0 . . ?
C7B C8B H8B 120.0 . . ?
C10B C9B C8B 120.0 . . ?
C10B C9B H9B 120.0 . . ?
C8B C9B H9B 120.0 . . ?
C9B C10B C11B 120.0 . . ?
C9B C10B H10B 120.0 . . ?
C11B C10B H10B 120.0 . . ?
C10B C11B C12B 120.0 . . ?
C10B C11B C11B 161.7(5) . 7_445 ?
C12B C11B C11B 77.8(5) . 7_445 ?
C10B C11B H11B 120.0 . . ?
C12B C11B H11B 120.0 . . ?
C11B C11B H11B 42.4 7_445 . ?
C11B C12B C7B 120.0 . . ?
C11B C12B H12B 120.0 . . ?
C7B C12B H12B 120.0 . . ?

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_ch1ppx86_0m
_database_code_depnum_ccdc_archive 'CCDC 1493373'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 N16 Si, C2 H3 N'
_chemical_formula_sum            'C28 H25 N17 Si'
_chemical_formula_weight         627.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   10.8508(6)
_cell_length_b                   24.9343(13)
_cell_length_c                   11.6091(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.092(2)
_cell_angle_gamma                90.00
_cell_volume                     2949.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2640
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      22.02

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9752
_exptl_absorpt_correction_T_max  0.9960
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 100
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            33202
_diffrn_reflns_av_R_equivalents  0.1171
_diffrn_reflns_av_sigmaI/netI    0.0763
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5181
_reflns_number_gt                3374
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0522P)²+0.2920P] 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         5181
_refine_ls_number_parameters     418
_refine_ls_number_restraints     210
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.78643(8) 0.98437(3) 0.09983(7) 0.0164(2) Uani 1 1 d . . .
N1 N 0.8575(2) 0.97808(9) -0.0183(2) 0.0196(6) Uani 1 1 d . . .
N2 N 0.7984(2) 0.96788(9) -0.1257(3) 0.0219(6) Uani 1 1 d . . .
N3 N 0.7530(3) 0.95860(11) -0.2283(3) 0.0320(7) Uani 1 1 d . . .
N4 N 0.6421(2) 1.02009(9) 0.0125(2) 0.0187(6) Uani 1 1 d . . .
N5 N 0.6364(2) 1.05693(10) -0.0589(2) 0.0210(6) Uani 1 1 d . . .
N6 N 0.6212(3) 1.09096(12) -0.1274(3) 0.0341(7) Uani 1 1 d . . .
N7 N 0.7326(2) 0.98574(9) 0.2426(2) 0.0161(5) Uani 1 1 d . . .
N8 N 0.9364(2) 0.94715(9) 0.2134(2) 0.0165(5) Uani 1 1 d . . .
N9 N 0.5985(2) 0.90564(9) -0.0421(2) 0.0201(6) Uani 1 1 d . . .
N10 N 0.6963(2) 0.91792(9) 0.0622(2) 0.0183(6) Uani 1 1 d . . .
N11 N 0.7227(3) 0.87690(10) 0.1413(2) 0.0265(6) Uani 1 1 d . . .
N12 N 0.6421(3) 0.83713(10) 0.0885(2) 0.0277(6) Uani 1 1 d . . .
N13 N 0.9183(2) 1.08592(9) 0.0923(2) 0.0186(6) Uani 1 1 d . . .
N14 N 0.8839(2) 1.04861(9) 0.1599(2) 0.0174(6) Uani 1 1 d . . .
N15 N 0.9236(2) 1.06259(10) 0.2783(2) 0.0219(6) Uani 1 1 d . . .
N16 N 0.9836(2) 1.10952(10) 0.2892(2) 0.0234(6) Uani 1 1 d . . .
N17 N 0.5285(3) 0.38535(13) 0.0095(3) 0.0461(8) Uani 1 1 d . . .
C1 C 0.6192(3) 1.00706(11) 0.2444(3) 0.0199(6) Uani 1 1 d U . .
H1 H 0.5598 1.0226 0.1718 0.024 Uiso 1 1 calc R . .
C2 C 0.5880(3) 1.00666(11) 0.3501(3) 0.0221(6) Uani 1 1 d U . .
H2 H 0.5081 1.0221 0.3502 0.027 Uiso 1 1 calc R . .
C3 C 0.6733(3) 0.98372(12) 0.4554(3) 0.0223(6) Uani 1 1 d U . .
H3 H 0.6528 0.9835 0.5286 0.027 Uiso 1 1 calc R . .
C4 C 0.7889(3) 0.96104(11) 0.4535(3) 0.0200(6) Uani 1 1 d U . .
H4 H 0.8486 0.9449 0.5251 0.024 Uiso 1 1 calc R . .
C5 C 0.8159(3) 0.96241(11) 0.3453(3) 0.0171(5) Uani 1 1 d U . .
C6 C 0.9348(3) 0.94071(11) 0.3292(3) 0.0177(5) Uani 1 1 d U . .
C7 C 1.0374(3) 0.91688(11) 0.4197(3) 0.0219(6) Uani 1 1 d U . .
H7 H 1.0341 0.9124 0.4999 0.026 Uiso 1 1 calc R . .
C8 C 1.1456(3) 0.89941(12) 0.3926(3) 0.0241(6) Uani 1 1 d U . .
H8 H 1.2173 0.8828 0.4538 0.029 Uiso 1 1 calc R . .
C9 C 1.1479(3) 0.90653(11) 0.2755(3) 0.0220(6) Uani 1 1 d U . .
H9 H 1.2218 0.8952 0.2557 0.026 Uiso 1 1 calc R . .
C10 C 1.0423(3) 0.93025(11) 0.1873(3) 0.0188(6) Uani 1 1 d U . .
H10 H 1.0441 0.9348 0.1066 0.023 Uiso 1 1 calc R . .
C11 C 0.5669(3) 0.85572(12) -0.0235(3) 0.0246(7) Uani 1 1 d U . .
C12 C 0.4693(3) 0.82260(12) -0.1136(3) 0.0294(6) Uani 1 1 d U . .
C13 C 0.3643(3) 0.84513(13) -0.2068(3) 0.0295(6) Uani 1 1 d U . .
H13 H 0.3500 0.8827 -0.2078 0.035 Uiso 1 1 calc R . .
C14 C 0.2799(3) 0.81304(13) -0.2985(3) 0.0339(7) Uani 1 1 d U . .
H14 H 0.2087 0.8292 -0.3612 0.041 Uiso 1 1 calc R . .
C15 C 0.2980(4) 0.75814(14) -0.2999(4) 0.0438(8) Uani 1 1 d U . .
C16 C 0.4000(4) 0.73546(15) -0.2030(4) 0.0494(8) Uani 1 1 d U . .
H16 H 0.4126 0.6977 -0.2002 0.059 Uiso 1 1 calc R . .
C17 C 0.4831(4) 0.76725(13) -0.1111(4) 0.0429(8) Uani 1 1 d U . .
H17 H 0.5506 0.7509 -0.0453 0.051 Uiso 1 1 calc R . .
C18 C 0.2124(4) 0.72400(16) -0.4031(4) 0.0665(13) Uani 1 1 d U . .
H18A H 0.1545 0.7471 -0.4673 0.100 Uiso 1 1 calc R . .
H18B H 0.1594 0.7000 -0.3721 0.100 Uiso 1 1 calc R . .
H18C H 0.2676 0.7026 -0.4371 0.100 Uiso 1 1 calc R . .
C19 C 0.9791(3) 1.12289(11) 0.1747(3) 0.0184(6) Uani 1 1 d U . .
C20 C 1.0369(3) 1.17237(11) 0.1475(3) 0.0198(5) Uani 1 1 d U . .
C21 C 1.0363(3) 1.21887(11) 0.2140(3) 0.0214(6) Uani 1 1 d U . .
H21 H 0.9976 1.2185 0.2760 0.026 Uiso 1 1 calc R . .
C22 C 1.0925(3) 1.26587(12) 0.1897(3) 0.0228(6) Uani 1 1 d U . .
H22 H 1.0913 1.2973 0.2355 0.027 Uiso 1 1 calc R . .
C23 C 1.1500(3) 1.26750(12) 0.0999(3) 0.0234(6) Uani 1 1 d U . .
C24 C 1.1503(3) 1.22084(12) 0.0346(3) 0.0239(6) Uani 1 1 d U . .
H24 H 1.1890 1.2213 -0.0275 0.029 Uiso 1 1 calc R . .
C25 C 1.0953(3) 1.17361(12) 0.0580(3) 0.0219(6) Uani 1 1 d U . .
H25 H 1.0975 1.1421 0.0128 0.026 Uiso 1 1 calc R . .
C26 C 1.2103(3) 1.31838(12) 0.0743(3) 0.0293(7) Uani 1 1 d U . .
H26A H 1.1528 1.3340 -0.0030 0.044 Uiso 1 1 calc R . .
H26B H 1.2961 1.3104 0.0679 0.044 Uiso 1 1 calc R . .
H26C H 1.2211 1.3439 0.1413 0.044 Uiso 1 1 calc R . .
C27 C 0.3828(4) 0.32698(19) -0.1677(4) 0.0588(11) Uani 1 1 d U . .
H27A H 0.3587 0.3474 -0.2443 0.088 Uiso 1 1 calc R . .
H27B H 0.3031 0.3168 -0.1513 0.088 Uiso 1 1 calc R . .
H27C H 0.4307 0.2946 -0.1749 0.088 Uiso 1 1 calc R . .
C28 C 0.4647(4) 0.35952(17) -0.0683(4) 0.0400(9) Uani 1 1 d U . .


_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 N4 1.784(3) . ?
Si1 N1 1.796(2) . ?
Si1 N10 1.897(2) . ?
Si1 N14 1.914(2) . ?
Si1 N7 1.937(2) . ?
Si1 N8 1.943(3) . ?
N1 N2 1.217(3) . ?
N2 N3 1.145(3) . ?
N4 N5 1.225(3) . ?
N5 N6 1.136(3) . ?
N7 C1 1.347(3) . ?
N7 C5 1.355(4) . ?
N8 C10 1.353(4) . ?
N8 C6 1.359(3) . ?
N9 C11 1.328(4) . ?
N9 N10 1.343(3) . ?
N10 N11 1.338(3) . ?
N11 N12 1.325(3) . ?
N12 C11 1.357(4) . ?
N13 C19 1.329(4) . ?
N13 N14 1.349(3) . ?
N14 N15 1.339(3) . ?
N15 N16 1.324(3) . ?
N16 C19 1.355(4) . ?
N17 C28 1.131(4) . ?
C1 C2 1.381(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.379(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.383(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.469(4) . ?
C6 C7 1.376(4) . ?
C7 C8 1.387(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.462(4) . ?
C12 C17 1.388(4) . ?
C12 C13 1.392(5) . ?
C13 C14 1.394(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.398(5) . ?
C15 C18 1.502(5) . ?
C16 C17 1.385(5) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.467(4) . ?
C20 C25 1.391(4) . ?
C20 C21 1.394(4) . ?
C21 C22 1.393(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(4) . ?
C23 C26 1.503(4) . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.441(6) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 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
N4 Si1 N1 97.67(11) . . ?
N4 Si1 N10 91.31(11) . . ?
N1 Si1 N10 94.04(11) . . ?
N4 Si1 N14 93.25(11) . . ?
N1 Si1 N14 91.28(11) . . ?
N10 Si1 N14 172.48(11) . . ?
N4 Si1 N7 90.76(11) . . ?
N1 Si1 N7 171.57(12) . . ?
N10 Si1 N7 85.96(10) . . ?
N14 Si1 N7 88.00(10) . . ?
N4 Si1 N8 172.43(11) . . ?
N1 Si1 N8 89.84(11) . . ?
N10 Si1 N8 89.10(10) . . ?
N14 Si1 N8 85.60(10) . . ?
N7 Si1 N8 81.73(10) . . ?
N2 N1 Si1 126.0(2) . . ?
N3 N2 N1 174.1(3) . . ?
N5 N4 Si1 126.1(2) . . ?
N6 N5 N4 174.9(3) . . ?
C1 N7 C5 119.5(2) . . ?
C1 N7 Si1 124.4(2) . . ?
C5 N7 Si1 116.03(18) . . ?
C10 N8 C6 119.0(3) . . ?
C10 N8 Si1 125.1(2) . . ?
C6 N8 Si1 115.81(18) . . ?
C11 N9 N10 103.6(2) . . ?
N11 N10 N9 111.1(2) . . ?
N11 N10 Si1 122.54(19) . . ?
N9 N10 Si1 126.29(18) . . ?
N12 N11 N10 107.6(2) . . ?
N11 N12 C11 105.8(2) . . ?
C19 N13 N14 103.2(2) . . ?
N15 N14 N13 111.2(2) . . ?
N15 N14 Si1 122.29(18) . . ?
N13 N14 Si1 126.45(19) . . ?
N16 N15 N14 107.6(2) . . ?
N15 N16 C19 105.8(2) . . ?
N7 C1 C2 121.0(3) . . ?
N7 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 118.6(3) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N7 C5 C4 121.6(3) . . ?
N7 C5 C6 113.3(2) . . ?
C4 C5 C6 125.1(3) . . ?
N8 C6 C7 121.7(3) . . ?
N8 C6 C5 113.1(2) . . ?
C7 C6 C5 125.2(3) . . ?
C6 C7 C8 119.2(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C9 C8 C7 119.1(3) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 119.7(3) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
N8 C10 C9 121.3(3) . . ?
N8 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
N9 C11 N12 111.8(3) . . ?
N9 C11 C12 125.2(3) . . ?
N12 C11 C12 122.8(3) . . ?
C17 C12 C13 118.1(3) . . ?
C17 C12 C11 120.0(3) . . ?
C13 C12 C11 121.8(3) . . ?
C12 C13 C14 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 121.2(3) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 117.8(3) . . ?
C14 C15 C18 121.2(3) . . ?
C16 C15 C18 120.9(3) . . ?
C17 C16 C15 121.0(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C12 121.1(3) . . ?
C16 C17 H17 119.5 . . ?
C12 C17 H17 119.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N13 C19 N16 112.1(3) . . ?
N13 C19 C20 124.9(3) . . ?
N16 C19 C20 122.9(3) . . ?
C25 C20 C21 119.0(3) . . ?
C25 C20 C19 121.2(3) . . ?
C21 C20 C19 119.8(3) . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 121.1(3) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 118.2(3) . . ?
C22 C23 C26 120.8(3) . . ?
C24 C23 C26 121.1(3) . . ?
C25 C24 C23 121.4(3) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C20 120.1(3) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N17 C28 C27 179.5(5) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.067
####################################################################### 
# 
# 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_ch1ppx87_0m
_database_code_depnum_ccdc_archive 'CCDC 1493374'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 N16 Si, C2 H3 N1'
_chemical_formula_sum            'C28 H21 N17 Si'
_chemical_formula_weight         623.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P1
_symmetry_space_group_name_Hall  'P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   11.1045(3)
_cell_length_b                   11.9991(4)
_cell_length_c                   12.7949(4)
_cell_angle_alpha                96.0600(10)
_cell_angle_beta                 108.5450(10)
_cell_angle_gamma                111.1680(10)
_cell_volume                     1459.66(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8186
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             644
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9458
_exptl_absorpt_correction_T_max  0.9711
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 100
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            18046
_diffrn_reflns_av_R_equivalents  0.0143
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.99
_reflns_number_total             8948
_reflns_number_gt                8568
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
 Attemps to solve in P-1 proved problamatic, the dissorder element was difficult  to model hence P1 was used. 
;

_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)+(0.0618P)²+0.6145P] 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_abs_structure_details 'Flack (1983), 3312 Friedel pairs'
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         8948
_refine_ls_number_parameters     831
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.44735(7) 1.01569(6) 0.22631(5) 0.01523(16) Uani 1 1 d . . .
Si2 Si 0.34942(6) 0.04038(6) 0.66215(5) 0.01428(15) Uani 1 1 d . . .
N1 N 0.3453(3) 0.8248(2) 0.0204(2) 0.0246(6) Uani 1 1 d . . .
N2 N 0.3552(2) 0.8546(2) 0.1285(2) 0.0190(5) Uani 1 1 d . . .
N3 N 0.3097(3) 0.7539(2) 0.1657(2) 0.0294(6) Uani 1 1 d . . .
N4 N 0.2723(3) 0.6572(3) 0.0844(2) 0.0381(7) Uani 1 1 d . . .
N5 N 0.5267(2) 1.2496(2) 0.3785(2) 0.0189(5) Uani 1 1 d . . .
N6 N 0.5669(2) 1.1727(2) 0.32930(19) 0.0169(5) Uani 1 1 d . . .
N7 N 0.7049(2) 1.2198(2) 0.3600(2) 0.0220(5) Uani 1 1 d . . .
N8 N 0.7580(3) 1.3292(2) 0.4309(2) 0.0242(5) Uani 1 1 d . . .
N9 N 0.3536(2) 1.0778(2) 0.1230(2) 0.0198(5) Uani 1 1 d . . .
N10 N 0.2694(3) 1.1129(2) 0.1371(2) 0.0242(6) Uani 1 1 d . . .
N11 N 0.1871(3) 1.1468(3) 0.1431(3) 0.0423(8) Uani 1 1 d . . .
N12 N 0.3383(2) 0.9874(2) 0.3063(2) 0.0199(5) Uani 1 1 d . . .
N13 N 0.2187(3) 0.9081(2) 0.2729(2) 0.0230(6) Uani 1 1 d . . .
N14 N 0.1073(3) 0.8382(3) 0.2502(2) 0.0318(6) Uani 1 1 d . . .
N15 N 0.5664(2) 0.9506(2) 0.32561(19) 0.0161(5) Uani 1 1 d . . .
N16 N 0.5840(2) 1.0434(2) 0.15613(19) 0.0157(5) Uani 1 1 d . . .
N17 N 0.2694(2) -0.1942(2) 0.5133(2) 0.0186(5) Uani 1 1 d . . .
N18 N 0.2289(2) -0.1158(2) 0.56126(19) 0.0169(5) Uani 1 1 d . . .
N19 N 0.0903(2) -0.1643(2) 0.5311(2) 0.0206(5) Uani 1 1 d . . .
N20 N 0.0376(3) -0.2751(2) 0.4631(2) 0.0212(5) Uani 1 1 d . . .
N21 N 0.4659(3) 0.2256(2) 0.8727(2) 0.0213(5) Uani 1 1 d . . .
N22 N 0.4470(2) 0.2011(2) 0.76226(19) 0.0149(5) Uani 1 1 d . . .
N23 N 0.5064(3) 0.3028(2) 0.7313(2) 0.0240(5) Uani 1 1 d . . .
N24 N 0.5703(3) 0.3961(2) 0.8233(2) 0.0297(6) Uani 1 1 d . . .
N25 N 0.4416(2) -0.0232(2) 0.76507(19) 0.0184(5) Uani 1 1 d . . .
N26 N 0.5301(2) -0.0541(2) 0.7537(2) 0.0203(5) Uani 1 1 d . . .
N27 N 0.6149(3) -0.0842(3) 0.7494(2) 0.0362(7) Uani 1 1 d . . .
N28 N 0.4578(2) 0.0682(2) 0.5815(2) 0.0188(5) Uani 1 1 d . . .
N29 N 0.5785(2) 0.1440(2) 0.61405(19) 0.0177(5) Uani 1 1 d . . .
N30 N 0.6897(3) 0.2129(3) 0.6371(2) 0.0307(6) Uani 1 1 d . . .
N31 N 0.2324(2) 0.1080(2) 0.56505(19) 0.0148(5) Uani 1 1 d . . .
N32 N 0.2164(2) 0.0163(2) 0.73576(18) 0.0146(5) Uani 1 1 d . . .
N33 N 0.9176(4) 0.2536(4) 0.9209(3) 0.0610(11) Uani 1 1 d . . .
N34 N 0.8883(4) 0.8127(4) 0.9730(3) 0.0561(10) Uani 1 1 d . . .
C1 C 0.2954(3) 0.7019(3) -0.0029(2) 0.0269(6) Uani 1 1 d . . .
C2 C 0.2772(3) 0.6212(3) -0.1081(2) 0.0277(5) Uani 1 1 d . . .
C3 C 0.2672(3) 0.5010(3) -0.1089(2) 0.0296(6) Uani 1 1 d . . .
H3 H 0.2666 0.4699 -0.0438 0.036 Uiso 1 1 calc R . .
C4 C 0.2584(3) 0.4280(3) -0.2047(2) 0.0351(6) Uani 1 1 d . . .
H4 H 0.2516 0.3467 -0.2050 0.042 Uiso 1 1 calc R . .
C5 C 0.2596(3) 0.4723(3) -0.2997(3) 0.0402(7) Uani 1 1 d . . .
H5 H 0.2571 0.4229 -0.3641 0.048 Uiso 1 1 calc R . .
C6 C 0.2644(4) 0.5919(3) -0.3009(3) 0.0428(9) Uani 1 1 d . . .
H6 H 0.2599 0.6209 -0.3677 0.051 Uiso 1 1 calc R . .
C7 C 0.2758(4) 0.6659(3) -0.2050(3) 0.0319(7) Uani 1 1 d . . .
H7 H 0.2827 0.7472 -0.2047 0.038 Uiso 1 1 calc R . .
C8 C 0.6479(3) 1.3456(3) 0.4405(2) 0.0201(6) Uani 1 1 d . . .
C9 C 0.6645(3) 1.4570(3) 0.5153(2) 0.0222(6) Uani 1 1 d . . .
C10 C 0.7988(4) 1.5482(3) 0.5777(3) 0.0446(9) Uani 1 1 d . . .
H10 H 0.8774 1.5385 0.5709 0.053 Uiso 1 1 calc R . .
C11 C 0.8177(5) 1.6541(4) 0.6506(3) 0.0495(10) Uani 1 1 d . . .
H11 H 0.9092 1.7165 0.6934 0.059 Uiso 1 1 calc R . .
C12 C 0.7041(4) 1.6673(3) 0.6600(3) 0.0385(9) Uani 1 1 d . . .
H12 H 0.7173 1.7386 0.7105 0.046 Uiso 1 1 calc R . .
C13 C 0.5710(4) 1.5786(3) 0.5972(3) 0.0431(9) Uani 1 1 d . . .
H13 H 0.4926 1.5893 0.6031 0.052 Uiso 1 1 calc R . .
C14 C 0.5516(4) 1.4725(3) 0.5246(3) 0.0356(8) Uani 1 1 d . . .
H14 H 0.4597 1.4109 0.4815 0.043 Uiso 1 1 calc R . .
C15 C 0.5530(3) 0.9066(3) 0.4142(2) 0.0182(6) Uani 1 1 d . . .
H15 H 0.4824 0.9106 0.4390 0.022 Uiso 1 1 calc R . .
C16 C 0.6404(3) 0.8546(3) 0.4718(2) 0.0225(6) Uani 1 1 d . . .
H16 H 0.6281 0.8233 0.5346 0.027 Uiso 1 1 calc R . .
C17 C 0.7452(3) 0.8484(3) 0.4376(2) 0.0206(6) Uani 1 1 d . . .
H17 H 0.8043 0.8124 0.4760 0.025 Uiso 1 1 calc R . .
C18 C 0.7622(3) 0.8966(3) 0.3449(2) 0.0182(6) Uani 1 1 d . . .
C19 C 0.8668(3) 0.8990(3) 0.3013(3) 0.0225(6) Uani 1 1 d . . .
H19 H 0.9291 0.8636 0.3343 0.027 Uiso 1 1 calc R . .
C20 C 0.8786(3) 0.9513(3) 0.2132(3) 0.0217(6) Uani 1 1 d . . .
H20 H 0.9500 0.9531 0.1868 0.026 Uiso 1 1 calc R . .
C21 C 0.7846(3) 1.0034(3) 0.1601(2) 0.0180(6) Uani 1 1 d . . .
C22 C 0.7897(3) 1.0621(3) 0.0692(2) 0.0211(6) Uani 1 1 d . . .
H22 H 0.8594 1.0697 0.0390 0.025 Uiso 1 1 calc R . .
C23 C 0.6920(3) 1.1072(3) 0.0262(2) 0.0215(6) Uani 1 1 d . . .
H23 H 0.6943 1.1462 -0.0344 0.026 Uiso 1 1 calc R . .
C24 C 0.5894(3) 1.0968(2) 0.0699(2) 0.0174(6) Uani 1 1 d . . .
H24 H 0.5223 1.1280 0.0380 0.021 Uiso 1 1 calc R . .
C25 C 0.6797(3) 0.9985(2) 0.1994(2) 0.0160(5) Uani 1 1 d . . .
C26 C 0.6699(3) 0.9468(2) 0.2926(2) 0.0164(5) Uani 1 1 d . . .
C27 C 0.1487(3) -0.2917(3) 0.4526(2) 0.0181(6) Uani 1 1 d . . .
C28 C 0.1337(3) -0.4035(3) 0.3811(2) 0.0209(6) Uani 1 1 d . . .
C29 C 0.0058(3) -0.5054(3) 0.3346(3) 0.0291(7) Uani 1 1 d . . .
H29 H -0.0692 -0.5052 0.3551 0.035 Uiso 1 1 calc R . .
C30 C -0.0136(4) -0.6063(3) 0.2591(3) 0.0337(7) Uani 1 1 d . . .
H30 H -0.1021 -0.6752 0.2277 0.040 Uiso 1 1 calc R . .
C31 C 0.0943(4) -0.6095(3) 0.2280(3) 0.0341(8) Uani 1 1 d . . .
H31 H 0.0796 -0.6789 0.1742 0.041 Uiso 1 1 calc R . .
C32 C 0.2227(4) -0.5104(3) 0.2765(3) 0.0371(8) Uani 1 1 d . . .
H32 H 0.2980 -0.5125 0.2574 0.044 Uiso 1 1 calc R . .
C33 C 0.2441(4) -0.4076(3) 0.3528(3) 0.0319(7) Uani 1 1 d . . .
H33 H 0.3336 -0.3400 0.3858 0.038 Uiso 1 1 calc R . .
C34 C 0.5439(3) 0.3456(3) 0.9085(2) 0.0246(6) Uani 1 1 d . . .
C35 C 0.5923(3) 0.4156(2) 1.0265(2) 0.0246(5) Uani 1 1 d . . .
C36 C 0.7218(3) 0.5165(3) 1.0768(2) 0.0312(6) Uani 1 1 d . . .
H36 H 0.7794 0.5403 1.0347 0.037 Uiso 1 1 calc R . .
C37 C 0.7671(3) 0.5823(3) 1.1880(2) 0.0377(7) Uani 1 1 d . . .
H37 H 0.8560 0.6506 1.2222 0.045 Uiso 1 1 calc R . .
C38 C 0.6816(4) 0.5479(3) 1.2497(2) 0.0402(7) Uani 1 1 d . . .
H38 H 0.7132 0.5916 1.3265 0.048 Uiso 1 1 calc R . .
C39 C 0.5515(4) 0.4504(3) 1.1988(3) 0.0411(8) Uani 1 1 d . . .
H39 H 0.4914 0.4297 1.2393 0.049 Uiso 1 1 calc R . .
C40 C 0.5077(3) 0.3820(3) 1.0880(3) 0.0271(7) Uani 1 1 d . . .
H40 H 0.4199 0.3123 1.0547 0.033 Uiso 1 1 calc R . .
C41 C 0.2482(3) 0.1538(3) 0.4766(2) 0.0184(6) Uani 1 1 d . . .
H41 H 0.3194 0.1508 0.4520 0.022 Uiso 1 1 calc R . .
C42 C 0.1595(3) 0.2061(3) 0.4203(2) 0.0198(6) Uani 1 1 d . . .
H42 H 0.1705 0.2367 0.3568 0.024 Uiso 1 1 calc R . .
C43 C 0.0575(3) 0.2139(3) 0.4550(2) 0.0219(6) Uani 1 1 d . . .
H43 H -0.0001 0.2514 0.4173 0.026 Uiso 1 1 calc R . .
C44 C 0.0393(3) 0.1653(3) 0.5478(2) 0.0189(6) Uani 1 1 d . . .
C45 C -0.0641(3) 0.1654(3) 0.5934(2) 0.0214(6) Uani 1 1 d . . .
H45 H -0.1262 0.2012 0.5609 0.026 Uiso 1 1 calc R . .
C46 C -0.0734(3) 0.1152(3) 0.6817(3) 0.0218(6) Uani 1 1 d . . .
H46 H -0.1428 0.1161 0.7097 0.026 Uiso 1 1 calc R . .
C47 C 0.0182(3) 0.0605(3) 0.7345(2) 0.0188(6) Uani 1 1 d . . .
C48 C 0.0133(3) 0.0037(3) 0.8240(2) 0.0201(6) Uani 1 1 d . . .
H48 H -0.0555 -0.0019 0.8548 0.024 Uiso 1 1 calc R . .
C49 C 0.1089(3) -0.0441(3) 0.8673(2) 0.0187(6) Uani 1 1 d . . .
H49 H 0.1054 -0.0838 0.9274 0.022 Uiso 1 1 calc R . .
C50 C 0.2120(3) -0.0342(3) 0.8226(2) 0.0176(6) Uani 1 1 d . . .
H50 H 0.2798 -0.0644 0.8553 0.021 Uiso 1 1 calc R . .
C51 C 0.1199(3) 0.0613(2) 0.6915(2) 0.0156(5) Uani 1 1 d . . .
C52 C 0.1300(3) 0.1138(2) 0.5984(2) 0.0159(5) Uani 1 1 d . . .
C53 C 0.9184(4) 0.3436(4) 0.8964(3) 0.0572(10) Uani 1 1 d . . .
C54 C 0.9212(4) 0.4584(4) 0.8629(5) 0.0763(14) Uani 1 1 d . . .
H54A H 0.9596 0.4690 0.8036 0.114 Uiso 1 1 calc R . .
H54B H 0.9799 0.5289 0.9293 0.114 Uiso 1 1 calc R . .
H54C H 0.8259 0.4533 0.8335 0.114 Uiso 1 1 calc R . .
C55 C 0.7712(4) 0.7653(3) 0.9522(2) 0.0399(7) Uani 1 1 d . . .
C56 C 0.6231(3) 0.7043(3) 0.9268(3) 0.0478(8) Uani 1 1 d . . .
H56A H 0.5838 0.6232 0.8740 0.072 Uiso 1 1 calc R . .
H56B H 0.5767 0.7544 0.8920 0.072 Uiso 1 1 calc R . .
H56C H 0.6083 0.6938 0.9974 0.072 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 N12 1.788(2) . ?
Si1 N9 1.811(2) . ?
Si1 N2 1.896(3) . ?
Si1 N6 1.899(2) . ?
Si1 N16 1.945(2) . ?
Si1 N15 1.964(2) . ?
Si2 N28 1.788(2) . ?
Si2 N25 1.812(2) . ?
Si2 N18 1.884(2) . ?
Si2 N22 1.903(2) . ?
Si2 N32 1.946(2) . ?
Si2 N31 1.959(2) . ?
N1 C1 1.335(4) . ?
N1 N2 1.351(3) . ?
N2 N3 1.333(3) . ?
N3 N4 1.312(4) . ?
N4 C1 1.345(4) . ?
N5 C8 1.333(4) . ?
N5 N6 1.342(3) . ?
N6 N7 1.329(3) . ?
N7 N8 1.320(4) . ?
N8 C8 1.347(4) . ?
N9 N10 1.208(3) . ?
N10 N11 1.146(4) . ?
N12 N13 1.221(4) . ?
N13 N14 1.136(4) . ?
N15 C15 1.327(3) . ?
N15 C26 1.358(3) . ?
N16 C24 1.340(3) . ?
N16 C25 1.352(4) . ?
N17 C27 1.335(4) . ?
N17 N18 1.350(3) . ?
N18 N19 1.335(3) . ?
N19 N20 1.319(3) . ?
N20 C27 1.362(4) . ?
N21 C34 1.320(4) . ?
N21 N22 1.344(3) . ?
N22 N23 1.329(3) . ?
N23 N24 1.326(4) . ?
N24 C34 1.361(4) . ?
N25 N26 1.212(3) . ?
N26 N27 1.138(4) . ?
N28 N29 1.218(3) . ?
N29 N30 1.128(4) . ?
N31 C41 1.343(3) . ?
N31 C52 1.356(3) . ?
N32 C50 1.326(3) . ?
N32 C51 1.363(3) . ?
N33 C53 1.154(6) . ?
N34 C55 1.140(5) . ?
C1 C2 1.484(4) . ?
C2 C7 1.399(4) . ?
C2 C3 1.405(4) . ?
C3 C4 1.384(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.418(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.379(5) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.476(4) . ?
C9 C14 1.371(5) . ?
C9 C10 1.392(5) . ?
C10 C11 1.400(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.367(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.376(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.397(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.398(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.389(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.409(4) . ?
C17 H17 0.9500 . ?
C18 C26 1.398(4) . ?
C18 C19 1.433(4) . ?
C19 C20 1.366(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.434(4) . ?
C20 H20 0.9500 . ?
C21 C25 1.393(4) . ?
C21 C22 1.428(4) . ?
C22 C23 1.371(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.394(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.417(4) . ?
C27 C28 1.465(4) . ?
C28 C29 1.386(4) . ?
C28 C33 1.400(4) . ?
C29 C30 1.371(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.388(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.375(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.385(5) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.472(4) . ?
C35 C40 1.389(4) . ?
C35 C36 1.391(4) . ?
C36 C37 1.385(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.400(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.378(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.396(5) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 C42 1.404(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.370(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.416(4) . ?
C43 H43 0.9500 . ?
C44 C52 1.392(4) . ?
C44 C45 1.443(4) . ?
C45 C46 1.350(4) . ?
C45 H45 0.9500 . ?
C46 C47 1.435(4) . ?
C46 H46 0.9500 . ?
C47 C51 1.402(4) . ?
C47 C48 1.400(4) . ?
C48 C49 1.377(4) . ?
C48 H48 0.9500 . ?
C49 C50 1.408(4) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?
C51 C52 1.422(4) . ?
C53 C54 1.477(7) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 C56 1.445(5) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 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
N12 Si1 N9 97.89(11) . . ?
N12 Si1 N2 95.79(11) . . ?
N9 Si1 N2 93.13(11) . . ?
N12 Si1 N6 89.87(11) . . ?
N9 Si1 N6 93.60(11) . . ?
N2 Si1 N6 170.54(11) . . ?
N12 Si1 N16 172.36(11) . . ?
N9 Si1 N16 89.53(10) . . ?
N2 Si1 N16 85.61(10) . . ?
N6 Si1 N16 87.80(10) . . ?
N12 Si1 N15 90.42(10) . . ?
N9 Si1 N15 171.67(11) . . ?
N2 Si1 N15 85.45(10) . . ?
N6 Si1 N15 86.94(10) . . ?
N16 Si1 N15 82.18(10) . . ?
N28 Si2 N25 98.36(11) . . ?
N28 Si2 N18 90.57(11) . . ?
N25 Si2 N18 93.02(10) . . ?
N28 Si2 N22 95.25(11) . . ?
N25 Si2 N22 92.08(10) . . ?
N18 Si2 N22 171.64(10) . . ?
N28 Si2 N32 172.86(11) . . ?
N25 Si2 N32 88.74(10) . . ?
N18 Si2 N32 88.35(10) . . ?
N22 Si2 N32 85.14(10) . . ?
N28 Si2 N31 90.42(10) . . ?
N25 Si2 N31 171.16(11) . . ?
N18 Si2 N31 87.85(10) . . ?
N22 Si2 N31 86.11(10) . . ?
N32 Si2 N31 82.49(9) . . ?
C1 N1 N2 102.4(2) . . ?
N3 N2 N1 111.2(2) . . ?
N3 N2 Si1 122.25(19) . . ?
N1 N2 Si1 125.90(18) . . ?
N4 N3 N2 108.1(2) . . ?
N3 N4 C1 105.8(3) . . ?
C8 N5 N6 102.5(2) . . ?
N7 N6 N5 111.8(2) . . ?
N7 N6 Si1 122.03(18) . . ?
N5 N6 Si1 126.18(18) . . ?
N8 N7 N6 107.6(2) . . ?
N7 N8 C8 105.7(2) . . ?
N10 N9 Si1 122.3(2) . . ?
N11 N10 N9 175.4(3) . . ?
N13 N12 Si1 125.5(2) . . ?
N14 N13 N12 174.3(3) . . ?
C15 N15 C26 118.5(2) . . ?
C15 N15 Si1 128.26(19) . . ?
C26 N15 Si1 113.17(18) . . ?
C24 N16 C25 118.5(2) . . ?
C24 N16 Si1 127.50(19) . . ?
C25 N16 Si1 113.99(18) . . ?
C27 N17 N18 103.0(2) . . ?
N19 N18 N17 111.4(2) . . ?
N19 N18 Si2 123.09(18) . . ?
N17 N18 Si2 125.46(18) . . ?
N20 N19 N18 107.9(2) . . ?
N19 N20 C27 105.8(2) . . ?
C34 N21 N22 103.0(2) . . ?
N23 N22 N21 111.9(2) . . ?
N23 N22 Si2 123.83(18) . . ?
N21 N22 Si2 124.30(16) . . ?
N24 N23 N22 107.4(2) . . ?
N23 N24 C34 105.4(2) . . ?
N26 N25 Si2 122.58(19) . . ?
N27 N26 N25 175.9(3) . . ?
N29 N28 Si2 126.6(2) . . ?
N30 N29 N28 175.6(3) . . ?
C41 N31 C52 118.6(2) . . ?
C41 N31 Si2 127.53(18) . . ?
C52 N31 Si2 113.73(17) . . ?
C50 N32 C51 118.3(2) . . ?
C50 N32 Si2 128.22(19) . . ?
C51 N32 Si2 113.43(17) . . ?
N1 C1 N4 112.5(3) . . ?
N1 C1 C2 125.2(2) . . ?
N4 C1 C2 122.1(3) . . ?
C7 C2 C3 119.8(3) . . ?
C7 C2 C1 120.4(3) . . ?
C3 C2 C1 119.7(2) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 119.9(3) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C2 120.0(3) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
N5 C8 N8 112.4(3) . . ?
N5 C8 C9 125.3(3) . . ?
N8 C8 C9 122.3(3) . . ?
C14 C9 C10 119.6(3) . . ?
C14 C9 C8 121.7(3) . . ?
C10 C9 C8 118.6(3) . . ?
C9 C10 C11 119.8(4) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 119.8(4) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C14 119.8(4) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C9 C14 C13 120.3(3) . . ?
C9 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
N15 C15 C16 121.7(2) . . ?
N15 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 118.7(3) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C26 C18 C17 116.9(2) . . ?
C26 C18 C19 118.0(2) . . ?
C17 C18 C19 125.1(3) . . ?
C20 C19 C18 121.2(3) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C21 120.8(3) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C25 C21 C22 116.3(2) . . ?
C25 C21 C20 118.6(3) . . ?
C22 C21 C20 125.1(3) . . ?
C23 C22 C21 118.6(2) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
C22 C23 C24 121.2(3) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
N16 C24 C23 121.0(2) . . ?
N16 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
N16 C25 C21 124.4(2) . . ?
N16 C25 C26 115.2(2) . . ?
C21 C25 C26 120.4(2) . . ?
N15 C26 C18 123.9(2) . . ?
N15 C26 C25 115.1(2) . . ?
C18 C26 C25 121.0(2) . . ?
N17 C27 N20 111.9(2) . . ?
N17 C27 C28 125.3(3) . . ?
N20 C27 C28 122.9(3) . . ?
C29 C28 C33 118.6(3) . . ?
C29 C28 C27 119.9(3) . . ?
C33 C28 C27 121.3(3) . . ?
C30 C29 C28 120.6(3) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C31 121.0(3) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C32 C31 C30 118.8(3) . . ?
C32 C31 H31 120.6 . . ?
C30 C31 H31 120.6 . . ?
C31 C32 C33 121.0(3) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C32 C33 C28 119.9(3) . . ?
C32 C33 H33 120.0 . . ?
C28 C33 H33 120.0 . . ?
N21 C34 N24 112.2(3) . . ?
N21 C34 C35 123.1(2) . . ?
N24 C34 C35 124.7(3) . . ?
C40 C35 C36 119.6(3) . . ?
C40 C35 C34 119.9(3) . . ?
C36 C35 C34 120.5(2) . . ?
C37 C36 C35 120.4(3) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 119.8(3) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C39 C38 C37 119.9(3) . . ?
C39 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C38 C39 C40 120.2(4) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C35 C40 C39 120.1(3) . . ?
C35 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
N31 C41 C42 120.1(2) . . ?
N31 C41 H41 119.9 . . ?
C42 C41 H41 119.9 . . ?
C43 C42 C41 121.4(2) . . ?
C43 C42 H42 119.3 . . ?
C41 C42 H42 119.3 . . ?
C42 C43 C44 119.1(2) . . ?
C42 C43 H43 120.5 . . ?
C44 C43 H43 120.5 . . ?
C52 C44 C43 116.2(3) . . ?
C52 C44 C45 118.2(3) . . ?
C43 C44 C45 125.6(3) . . ?
C46 C45 C44 120.8(3) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C45 C46 C47 122.0(3) . . ?
C45 C46 H46 119.0 . . ?
C47 C46 H46 119.0 . . ?
C51 C47 C48 116.6(2) . . ?
C51 C47 C46 117.6(2) . . ?
C48 C47 C46 125.8(2) . . ?
C49 C48 C47 119.6(2) . . ?
C49 C48 H48 120.2 . . ?
C47 C48 H48 120.2 . . ?
C48 C49 C50 120.1(2) . . ?
C48 C49 H49 120.0 . . ?
C50 C49 H49 120.0 . . ?
N32 C50 C49 121.5(2) . . ?
N32 C50 H50 119.3 . . ?
C49 C50 H50 119.3 . . ?
N32 C51 C47 123.8(2) . . ?
N32 C51 C52 115.5(2) . . ?
C47 C51 C52 120.6(2) . . ?
N31 C52 C44 124.6(2) . . ?
N31 C52 C51 114.6(2) . . ?
C44 C52 C51 120.8(2) . . ?
N33 C53 C54 178.5(4) . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N34 C55 C56 179.3(4) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_ch1ppx105_0m
_database_code_depnum_ccdc_archive 'CCDC 1493375'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H14 N16 Si'
_chemical_formula_sum            'C14 H14 N16 Si'
_chemical_formula_weight         434.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  '-C 2yc'

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                   11.7941(6)
_cell_length_b                   13.5508(6)
_cell_length_c                   12.6135(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.555(2)
_cell_angle_gamma                90.00
_cell_volume                     1951.19(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    6410
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      27.45

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9378
_exptl_absorpt_correction_T_max  0.9589
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 100
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11099
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0260
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         27.53
_reflns_number_total             2237
_reflns_number_gt                1984
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0429P)²+1.4588P] 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         2237
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0876
_refine_ls_wR_factor_gt          0.0837
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 1.0000 0.46053(3) 0.2500 0.01567(13) Uani 1 2 d S . .
C1 C 0.70716(11) 0.43659(9) 0.34531(10) 0.0193(2) Uani 1 1 d . . .
C2 C 0.63687(11) 0.42049(10) 0.42678(11) 0.0253(3) Uani 1 1 d . . .
H2A H 0.6436 0.3514 0.4504 0.038 Uiso 1 1 calc R . .
H2B H 0.5545 0.4361 0.3932 0.038 Uiso 1 1 calc R . .
H2C H 0.6663 0.4634 0.4903 0.038 Uiso 1 1 calc R . .
C3 C 0.91693(10) 0.36314(10) 0.03761(10) 0.0203(3) Uani 1 1 d . . .
H3 H 0.9051 0.4275 0.0070 0.024 Uiso 1 1 calc R . .
C4 C 0.89139(11) 0.28173(10) -0.03067(10) 0.0239(3) Uani 1 1 d . . .
H4 H 0.8619 0.2903 -0.1074 0.029 Uiso 1 1 calc R . .
C5 C 0.90914(12) 0.18805(10) 0.01359(11) 0.0273(3) Uani 1 1 d . . .
H5 H 0.8915 0.1317 -0.0324 0.033 Uiso 1 1 calc R . .
C6 C 0.95302(12) 0.17703(10) 0.12571(11) 0.0269(3) Uani 1 1 d . . .
H6 H 0.9666 0.1132 0.1576 0.032 Uiso 1 1 calc R . .
C7 C 0.97664(10) 0.26063(9) 0.19018(9) 0.0190(3) Uani 1 1 d . . .
N1 N 0.84734(9) 0.45179(7) 0.27236(8) 0.0176(2) Uani 1 1 d . . .
N2 N 0.75038(10) 0.45873(9) 0.19229(9) 0.0283(3) Uani 1 1 d . . .
N3 N 0.66041(10) 0.44974(10) 0.23716(9) 0.0298(3) Uani 1 1 d . . .
N4 N 0.82324(9) 0.43796(8) 0.36992(8) 0.0208(2) Uani 1 1 d . . .
N5 N 0.95828(9) 0.54925(8) 0.14047(8) 0.0210(2) Uani 1 1 d . . .
N6 N 0.89624(10) 0.61915(8) 0.14915(9) 0.0251(3) Uani 1 1 d . . .
N7 N 0.83881(13) 0.68580(10) 0.15309(12) 0.0440(4) Uani 1 1 d . . .
N8 N 0.95829(8) 0.35249(7) 0.14663(8) 0.0166(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
Si1 N5 1.8040(11) 2_755 ?
Si1 N5 1.8040(11) . ?
Si1 N1 1.8949(10) 2_755 ?
Si1 N1 1.8949(10) . ?
Si1 N8 1.9399(10) . ?
Si1 N8 1.9399(10) 2_755 ?
C1 N4 1.3257(16) . ?
C1 N3 1.3486(16) . ?
C1 C2 1.4897(17) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 N8 1.3463(15) . ?
C3 C4 1.3853(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3864(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.3815(17) . ?
C6 H6 0.9500 . ?
C7 N8 1.3558(16) . ?
C7 C7 1.471(2) 2_755 ?
N1 N2 1.3252(14) . ?
N1 N4 1.3439(14) . ?
N2 N3 1.3278(15) . ?
N5 N6 1.2186(15) . ?
N6 N7 1.1375(17) . ?

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
N5 Si1 N5 96.42(7) 2_755 . ?
N5 Si1 N1 93.97(5) 2_755 2_755 ?
N5 Si1 N1 90.81(5) . 2_755 ?
N5 Si1 N1 90.81(5) 2_755 . ?
N5 Si1 N1 93.97(5) . . ?
N1 Si1 N1 172.83(6) 2_755 . ?
N5 Si1 N8 172.74(5) 2_755 . ?
N5 Si1 N8 90.80(5) . . ?
N1 Si1 N8 86.72(4) 2_755 . ?
N1 Si1 N8 87.87(4) . . ?
N5 Si1 N8 90.80(5) 2_755 2_755 ?
N5 Si1 N8 172.74(5) . 2_755 ?
N1 Si1 N8 87.87(4) 2_755 2_755 ?
N1 Si1 N8 86.72(4) . 2_755 ?
N8 Si1 N8 82.00(6) . 2_755 ?
N4 C1 N3 111.76(11) . . ?
N4 C1 C2 124.16(11) . . ?
N3 C1 C2 124.07(11) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N8 C3 C4 121.06(12) . . ?
N8 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 119.56(11) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 119.41(12) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C7 C6 C5 118.72(12) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
N8 C7 C6 121.76(11) . . ?
N8 C7 C7 113.34(6) . 2_755 ?
C6 C7 C7 124.90(8) . 2_755 ?
N2 N1 N4 111.54(10) . . ?
N2 N1 Si1 123.53(8) . . ?
N4 N1 Si1 124.93(8) . . ?
N1 N2 N3 107.32(10) . . ?
N2 N3 C1 106.02(10) . . ?
C1 N4 N1 103.36(10) . . ?
N6 N5 Si1 120.24(9) . . ?
N7 N6 N5 177.11(14) . . ?
C3 N8 C7 119.49(10) . . ?
C3 N8 Si1 124.83(9) . . ?
C7 N8 Si1 115.65(8) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_ch1ppx127_0m
_database_code_depnum_ccdc_archive 'CCDC 1493376'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H14 N16 Si, C2 H3 N'
_chemical_formula_sum            'C16 H17 N17 Si'
_chemical_formula_weight         475.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   10.8760(3)
_cell_length_b                   14.5601(4)
_cell_length_c                   14.9281(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.732(2)
_cell_angle_gamma                90.00
_cell_volume                     2210.87(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    96(2)
_cell_measurement_reflns_used    2858
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      24.36

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9617
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      96(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 100
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            16411
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_av_sigmaI/netI    0.0672
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3878
_reflns_number_gt                2718
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0424P)²+1.9318P] 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       0.0068(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3878
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1278
_refine_ls_wR_factor_gt          0.1079
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.26908(7) 0.35639(5) 0.24351(6) 0.0250(2) Uani 1 1 d . . .
N1 N 0.2218(2) 0.27193(16) 0.31341(17) 0.0298(6) Uani 1 1 d . . .
N2 N 0.2993(2) 0.22790(17) 0.37749(19) 0.0314(6) Uani 1 1 d . . .
N3 N 0.3671(3) 0.1846(2) 0.4391(2) 0.0463(8) Uani 1 1 d . . .
N4 N 0.4122(2) 0.39962(16) 0.33972(17) 0.0293(6) Uani 1 1 d . . .
N5 N 0.5219(2) 0.36592(17) 0.36993(18) 0.0317(6) Uani 1 1 d . . .
N6 N 0.6270(3) 0.3396(2) 0.4023(2) 0.0478(8) Uani 1 1 d . . .
N7 N 0.1208(2) 0.31928(15) 0.13155(17) 0.0237(5) Uani 1 1 d . . .
N8 N 0.2926(2) 0.44328(15) 0.15273(16) 0.0240(5) Uani 1 1 d . . .
N9 N 0.3696(2) 0.27109(15) 0.20161(17) 0.0269(6) Uani 1 1 d . . .
N10 N 0.3385(2) 0.18233(16) 0.1899(2) 0.0362(7) Uani 1 1 d . . .
N11 N 0.4287(2) 0.14164(17) 0.16257(19) 0.0351(6) Uani 1 1 d . . .
N12 N 0.4793(2) 0.28945(17) 0.18298(19) 0.0339(6) Uani 1 1 d . . .
N13 N 0.1663(2) 0.44487(15) 0.27452(17) 0.0266(6) Uani 1 1 d . . .
N14 N 0.0883(2) 0.50260(16) 0.20593(18) 0.0292(6) Uani 1 1 d . . .
N15 N 0.0286(2) 0.55700(16) 0.24587(19) 0.0331(6) Uani 1 1 d . . .
N16 N 0.0650(3) 0.53927(18) 0.34026(19) 0.0376(7) Uani 1 1 d . . .
N17 N 0.1296(3) 0.6538(2) 0.7600(2) 0.0534(8) Uani 1 1 d . . .
C1 C 0.0342(3) 0.25260(19) 0.1291(2) 0.0278(7) Uani 1 1 d . . .
H1 H 0.0382 0.2239 0.1872 0.033 Uiso 1 1 calc R . .
C2 C -0.0607(3) 0.22465(19) 0.0439(2) 0.0314(7) Uani 1 1 d . . .
H2 H -0.1220 0.1782 0.0439 0.038 Uiso 1 1 calc R . .
C3 C -0.0652(3) 0.26463(19) -0.0406(2) 0.0327(7) Uani 1 1 d . . .
H3 H -0.1294 0.2457 -0.0996 0.039 Uiso 1 1 calc R . .
C4 C 0.0247(3) 0.33301(19) -0.0391(2) 0.0287(7) Uani 1 1 d . . .
H4 H 0.0244 0.3606 -0.0969 0.034 Uiso 1 1 calc R . .
C5 C 0.1140(3) 0.35966(18) 0.0476(2) 0.0239(6) Uani 1 1 d . . .
C6 C 0.2095(2) 0.43440(18) 0.0609(2) 0.0249(6) Uani 1 1 d . . .
C7 C 0.2130(3) 0.4942(2) -0.0100(2) 0.0320(7) Uani 1 1 d . . .
H7 H 0.1544 0.4864 -0.0741 0.038 Uiso 1 1 calc R . .
C8 C 0.3027(3) 0.5653(2) 0.0136(2) 0.0367(8) Uani 1 1 d . . .
H8 H 0.3074 0.6070 -0.0340 0.044 Uiso 1 1 calc R . .
C9 C 0.3857(3) 0.5749(2) 0.1078(2) 0.0359(8) Uani 1 1 d . . .
H9 H 0.4467 0.6243 0.1255 0.043 Uiso 1 1 calc R . .
C10 C 0.3800(3) 0.51289(19) 0.1758(2) 0.0301(7) Uani 1 1 d . . .
H10 H 0.4387 0.5192 0.2401 0.036 Uiso 1 1 calc R . .
C11 C 0.5129(3) 0.2080(2) 0.1589(2) 0.0307(7) Uani 1 1 d . . .
C12 C 0.6296(3) 0.1898(2) 0.1316(3) 0.0494(9) Uani 1 1 d . . .
H12A H 0.6267 0.2298 0.0780 0.074 Uiso 1 1 calc R . .
H12B H 0.6290 0.1254 0.1123 0.074 Uiso 1 1 calc R . .
H12C H 0.7100 0.2022 0.1864 0.074 Uiso 1 1 calc R . .
C13 C 0.1485(3) 0.4699(2) 0.3567(2) 0.0343(8) Uani 1 1 d . . .
C14 C 0.2119(4) 0.4283(2) 0.4531(2) 0.0469(9) Uani 1 1 d . . .
H14A H 0.1912 0.4651 0.5009 0.070 Uiso 1 1 calc R . .
H14B H 0.3074 0.4267 0.4691 0.070 Uiso 1 1 calc R . .
H14C H 0.1790 0.3656 0.4530 0.070 Uiso 1 1 calc R . .
C15 C 0.2609(4) 0.5123(3) 0.7405(3) 0.0620(11) Uani 1 1 d . . .
H15A H 0.2961 0.4800 0.8020 0.093 Uiso 1 1 calc R . .
H15B H 0.3336 0.5318 0.7206 0.093 Uiso 1 1 calc R . .
H15C H 0.2028 0.4710 0.6920 0.093 Uiso 1 1 calc R . .
C16 C 0.1871(3) 0.5924(2) 0.7507(3) 0.0405(8) 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
Si1 N1 1.802(3) . ?
Si1 N4 1.816(2) . ?
Si1 N13 1.868(2) . ?
Si1 N9 1.901(2) . ?
Si1 N8 1.936(2) . ?
Si1 N7 1.944(2) . ?
N1 N2 1.211(3) . ?
N2 N3 1.143(3) . ?
N4 N5 1.219(3) . ?
N5 N6 1.139(3) . ?
N7 C1 1.344(3) . ?
N7 C5 1.362(4) . ?
N8 C10 1.349(3) . ?
N8 C6 1.355(3) . ?
N9 N10 1.332(3) . ?
N9 N12 1.344(3) . ?
N10 N11 1.327(3) . ?
N11 C11 1.345(4) . ?
N12 C11 1.328(4) . ?
N13 C13 1.358(4) . ?
N13 N14 1.364(3) . ?
N14 N15 1.296(3) . ?
N15 N16 1.347(4) . ?
N16 C13 1.322(4) . ?
N17 C16 1.128(4) . ?
C1 C2 1.384(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.375(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.371(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.469(4) . ?
C6 C7 1.381(4) . ?
C7 C8 1.381(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.382(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.488(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.487(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.455(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Si1 N4 96.84(11) . . ?
N1 Si1 N13 90.49(11) . . ?
N4 Si1 N13 89.18(11) . . ?
N1 Si1 N9 93.45(11) . . ?
N4 Si1 N9 93.14(11) . . ?
N13 Si1 N9 175.16(11) . . ?
N1 Si1 N8 170.76(10) . . ?
N4 Si1 N8 92.21(10) . . ?
N13 Si1 N8 87.80(10) . . ?
N9 Si1 N8 87.87(10) . . ?
N1 Si1 N7 89.32(10) . . ?
N4 Si1 N7 173.83(11) . . ?
N13 Si1 N7 91.01(10) . . ?
N9 Si1 N7 86.23(10) . . ?
N8 Si1 N7 81.64(10) . . ?
N2 N1 Si1 123.8(2) . . ?
N3 N2 N1 176.4(3) . . ?
N5 N4 Si1 127.3(2) . . ?
N6 N5 N4 175.2(3) . . ?
C1 N7 C5 118.5(2) . . ?
C1 N7 Si1 125.8(2) . . ?
C5 N7 Si1 115.44(18) . . ?
C10 N8 C6 119.2(2) . . ?
C10 N8 Si1 124.6(2) . . ?
C6 N8 Si1 116.10(18) . . ?
N10 N9 N12 111.6(2) . . ?
N10 N9 Si1 121.88(19) . . ?
N12 N9 Si1 126.45(18) . . ?
N11 N10 N9 107.0(2) . . ?
N10 N11 C11 106.2(2) . . ?
C11 N12 N9 103.1(2) . . ?
C13 N13 N14 105.3(2) . . ?
C13 N13 Si1 134.3(2) . . ?
N14 N13 Si1 120.45(19) . . ?
N15 N14 N13 108.1(2) . . ?
N14 N15 N16 110.8(2) . . ?
C13 N16 N15 105.6(3) . . ?
N7 C1 C2 121.7(3) . . ?
N7 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 118.5(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N7 C5 C4 122.5(3) . . ?
N7 C5 C6 112.9(2) . . ?
C4 C5 C6 124.6(3) . . ?
N8 C6 C7 121.7(2) . . ?
N8 C6 C5 113.2(2) . . ?
C7 C6 C5 125.0(3) . . ?
C6 C7 C8 119.1(3) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C7 C8 C9 118.9(3) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C10 C9 C8 120.0(3) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
N8 C10 C9 121.1(3) . . ?
N8 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
N12 C11 N11 112.0(3) . . ?
N12 C11 C12 125.2(3) . . ?
N11 C11 C12 122.9(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N16 C13 N13 110.2(3) . . ?
N16 C13 C14 123.0(3) . . ?
N13 C13 C14 126.8(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N17 C16 C15 178.8(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.058
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ch1ppx130_0p
_database_code_depnum_ccdc_archive 'CCDC 1493377'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-09-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 N16 Si'
_chemical_formula_sum            'C12 H8 N16 Si'
_chemical_formula_weight         404.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn
_symmetry_space_group_name_Hall  '-P 2n 2ab '

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

_cell_length_a                   12.030(4)
_cell_length_b                   9.833(3)
_cell_length_c                   13.979(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1653.6(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    773
_cell_measurement_theta_min      3.37
_cell_measurement_theta_max      21.04

_exptl_crystal_description       Needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.185
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9413
_exptl_absorpt_correction_T_max  0.9908
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 100
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7694
_diffrn_reflns_av_R_equivalents  0.0970
_diffrn_reflns_av_sigmaI/netI    0.0726
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.96
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1453
_reflns_number_gt                955
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0543P)²+0.1328P] 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         1453
_refine_ls_number_parameters     132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1212
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 1.0000 0.07622(13) 0.7500 0.0156(3) Uani 1 2 d S . .
C1 C 1.0014(3) -0.1082(3) 0.8982(2) 0.0161(7) Uani 1 1 d . . .
N4 N 0.9509(2) -0.2065(3) 0.94582(18) 0.0205(6) Uani 1 1 d . . .
N7 N 1.0470(2) 0.3108(3) 0.65721(18) 0.0225(7) Uani 1 1 d . . .
N1 N 0.93875(19) -0.0625(3) 0.82640(17) 0.0154(6) Uani 1 1 d . . .
N2 N 0.8439(2) -0.1354(3) 0.82777(18) 0.0209(7) Uani 1 1 d . . .
N3 N 0.8514(2) -0.2212(3) 0.89968(19) 0.0228(7) Uani 1 1 d . . .
N5 N 0.8760(2) 0.0518(3) 0.66292(16) 0.0167(6) Uani 1 1 d . . .
N6 N 1.0750(2) 0.1946(3) 0.67703(17) 0.0199(6) Uani 1 1 d . . .
C4 C 0.7065(3) -0.0120(3) 0.5375(2) 0.0225(8) Uani 1 1 d . . .
H4 H 0.6476 -0.0338 0.4949 0.027 Uiso 1 1 calc R . .
C6 C 0.7777(2) 0.1160(3) 0.6685(2) 0.0197(7) Uani 1 1 d . . .
H6 H 0.7673 0.1838 0.7160 0.024 Uiso 1 1 calc R . .
C3 C 0.8071(3) -0.0776(3) 0.5303(2) 0.0200(7) Uani 1 1 d . . .
H3 H 0.8192 -0.1439 0.4821 0.024 Uiso 1 1 calc R . .
C5 C 0.6921(3) 0.0863(4) 0.6075(2) 0.0238(8) Uani 1 1 d . . .
H5 H 0.6231 0.1327 0.6131 0.029 Uiso 1 1 calc R . .
N8 N 1.0285(3) 0.4192(3) 0.6337(2) 0.0380(9) Uani 1 1 d . . .
C2 C 0.8898(3) -0.0455(3) 0.5942(2) 0.0168(7) 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
Si1 N6 1.792(3) 3_756 ?
Si1 N6 1.792(3) . ?
Si1 N1 1.882(3) . ?
Si1 N1 1.882(3) 3_756 ?
Si1 N5 1.941(2) . ?
Si1 N5 1.941(2) 3_756 ?
C1 N4 1.321(4) . ?
C1 N1 1.333(4) . ?
C1 C2 1.451(4) 3_756 ?
N4 N3 1.367(3) . ?
N7 N8 1.137(4) . ?
N7 N6 1.222(4) . ?
N1 N2 1.348(3) . ?
N2 N3 1.315(3) . ?
N5 C6 1.343(4) . ?
N5 C2 1.366(4) . ?
C4 C3 1.375(4) . ?
C4 C5 1.386(5) . ?
C4 H4 0.9500 . ?
C6 C5 1.368(4) . ?
C6 H6 0.9500 . ?
C3 C2 1.373(4) . ?
C3 H3 0.9500 . ?
C5 H5 0.9500 . ?
C2 C1 1.451(4) 3_756 ?

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
N6 Si1 N6 98.93(18) 3_756 . ?
N6 Si1 N1 87.18(11) 3_756 . ?
N6 Si1 N1 172.28(12) . . ?
N6 Si1 N1 172.28(12) 3_756 3_756 ?
N6 Si1 N1 87.18(11) . 3_756 ?
N1 Si1 N1 87.14(16) . 3_756 ?
N6 Si1 N5 92.90(11) 3_756 . ?
N6 Si1 N5 96.34(11) . . ?
N1 Si1 N5 88.00(10) . . ?
N1 Si1 N5 81.68(11) 3_756 . ?
N6 Si1 N5 96.34(11) 3_756 3_756 ?
N6 Si1 N5 92.90(11) . 3_756 ?
N1 Si1 N5 81.68(11) . 3_756 ?
N1 Si1 N5 88.00(10) 3_756 3_756 ?
N5 Si1 N5 165.76(16) . 3_756 ?
N4 C1 N1 111.5(3) . . ?
N4 C1 C2 133.5(3) . 3_756 ?
N1 C1 C2 115.0(3) . 3_756 ?
C1 N4 N3 104.0(2) . . ?
N8 N7 N6 174.2(3) . . ?
C1 N1 N2 106.8(2) . . ?
C1 N1 Si1 116.8(2) . . ?
N2 N1 Si1 136.5(2) . . ?
N3 N2 N1 107.1(2) . . ?
N2 N3 N4 110.7(2) . . ?
C6 N5 C2 118.5(3) . . ?
C6 N5 Si1 125.6(2) . . ?
C2 N5 Si1 115.8(2) . . ?
N7 N6 Si1 126.7(2) . . ?
C3 C4 C5 119.2(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N5 C6 C5 121.8(3) . . ?
N5 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
N5 C2 C3 122.0(3) . . ?
N5 C2 C1 110.8(3) . 3_756 ?
C3 C2 C1 127.1(3) . 3_756 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.072
