# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_shelx
_audit_block_doi                 10.5517/ccdc.csd.cc27dkpx
_database_code_depnum_ccdc_archive 'CCDC 2067659'
loop_
_audit_author_name
_audit_author_address
'Jeffrey Ovens'
;University of Ottawa
Canada
;
_audit_update_record             
;
2021-03-02 deposited with the CCDC.	2021-12-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
'Bis(tri-n-isopropylsilyl oxide) silicon phthalocyanine'
_chemical_name_common            (3PS)2-SiPc
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H58 N8 O2 Si3'
_chemical_formula_weight         887.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2294(10)
_cell_length_b                   16.4272(16)
_cell_length_c                   14.6251(14)
_cell_angle_alpha                90
_cell_angle_beta                 108.981(3)
_cell_angle_gamma                90
_cell_volume                     2324.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9891
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      30.61
_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.780
_exptl_crystal_size_mid          0.780
_exptl_crystal_size_min          0.510
_exptl_absorpt_coefficient_mu    0.152
_shelx_estimated_absorpt_T_min   0.891
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6560
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64839
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.925
_diffrn_reflns_theta_max         33.042
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8403
_reflns_number_gt                6089
_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       'APEX II (Bruker, 2009)'
_computing_cell_refinement       'APEX II (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'

_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)+(0.0613P)²+0.5611P] 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         8403
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1254
_refine_ls_wR_factor_gt          0.1101
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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_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
C1 C 0.63029(12) 0.47968(7) 0.34827(8) 0.0234(2) Uani 1 1 d . . . . .
C2 C 0.68231(12) 0.52641(7) 0.28344(8) 0.0248(2) Uani 1 1 d . . . . .
C3 C 0.74210(14) 0.50320(8) 0.21447(9) 0.0307(3) Uani 1 1 d . . . . .
H3 H 0.756206 0.447515 0.202829 0.037 Uiso 1 1 calc R U . . .
C4 C 0.78014(15) 0.56482(9) 0.16357(10) 0.0356(3) Uani 1 1 d . . . . .
H4 H 0.820509 0.551117 0.115570 0.043 Uiso 1 1 calc R U . . .
C5 C 0.76037(14) 0.64673(9) 0.18133(10) 0.0361(3) Uani 1 1 d . . . . .
H5 H 0.788254 0.687478 0.145430 0.043 Uiso 1 1 calc R U . . .
C6 C 0.70112(13) 0.66992(8) 0.25001(9) 0.0309(3) Uani 1 1 d . . . . .
H6 H 0.687843 0.725635 0.262004 0.037 Uiso 1 1 calc R U . . .
C7 C 0.66186(12) 0.60807(7) 0.30071(8) 0.0245(2) Uani 1 1 d . . . . .
C8 C 0.59628(11) 0.60961(7) 0.37491(8) 0.0228(2) Uani 1 1 d . . . . .
C9 C 0.50102(12) 0.67857(7) 0.47529(8) 0.0227(2) Uani 1 1 d . . . . .
C10 C 0.45834(12) 0.75330(7) 0.51063(9) 0.0249(2) Uani 1 1 d . . . . .
C11 C 0.46013(14) 0.83446(8) 0.48331(11) 0.0330(3) Uani 1 1 d . . . . .
H11 H 0.495621 0.850172 0.433442 0.040 Uiso 1 1 calc R U . . .
C12 C 0.40756(15) 0.89127(8) 0.53246(12) 0.0398(3) Uani 1 1 d . . . . .
H12 H 0.406488 0.947133 0.515432 0.048 Uiso 1 1 calc R U . . .
C13 C 0.35647(16) 0.86854(8) 0.60594(12) 0.0399(3) Uani 1 1 d . . . . .
H13 H 0.322598 0.909349 0.638445 0.048 Uiso 1 1 calc R U . . .
C14 C 0.35369(14) 0.78781(8) 0.63298(10) 0.0325(3) Uani 1 1 d . . . . .
H14 H 0.318461 0.772323 0.683057 0.039 Uiso 1 1 calc R U . . .
C15 C 0.40498(12) 0.73057(7) 0.58325(9) 0.0253(2) Uani 1 1 d . . . . .
C16 C 0.41345(12) 0.64255(7) 0.58968(8) 0.0229(2) Uani 1 1 d . . . . .
C17 C 0.11407(13) 0.60728(8) 0.37564(9) 0.0286(2) Uani 1 1 d . . . . .
H17A H 0.011974 0.605196 0.356476 0.034 Uiso 1 1 calc R U . . .
H17B H 0.149290 0.622862 0.444752 0.034 Uiso 1 1 calc R U . . .
C18 C 0.15335(15) 0.67427(8) 0.31703(10) 0.0352(3) Uani 1 1 d . . . . .
H18A H 0.254520 0.672753 0.329953 0.042 Uiso 1 1 calc R U . . .
H18B H 0.107789 0.663234 0.247333 0.042 Uiso 1 1 calc R U . . .
C19 C 0.11266(17) 0.75924(9) 0.34009(13) 0.0461(4) Uani 1 1 d . . . . .
H19A H 0.012252 0.761747 0.325718 0.069 Uiso 1 1 calc R U . . .
H19B H 0.140791 0.799467 0.300641 0.069 Uiso 1 1 calc R U . . .
H19C H 0.158796 0.771101 0.408740 0.069 Uiso 1 1 calc R U . . .
C20 C 0.14000(14) 0.47610(9) 0.23247(9) 0.0323(3) Uani 1 1 d . . . . .
H20A H 0.046738 0.451392 0.208493 0.039 Uiso 1 1 calc R U . . .
H20B H 0.136882 0.527242 0.196011 0.039 Uiso 1 1 calc R U . . .
C21 C 0.24088(18) 0.41863(11) 0.20931(11) 0.0460(4) Uani 1 1 d . . . . .
H21A H 0.334266 0.443254 0.232035 0.055 Uiso 1 1 calc R U . . .
H21B H 0.244592 0.367210 0.245378 0.055 Uiso 1 1 calc R U . . .
C22 C 0.2036(2) 0.39930(14) 0.10255(14) 0.0693(6) Uani 1 1 d . . . . .
H22A H 0.111379 0.374698 0.079413 0.104 Uiso 1 1 calc R U . . .
H22B H 0.271416 0.361123 0.092650 0.104 Uiso 1 1 calc R U . . .
H22C H 0.203974 0.449563 0.066542 0.104 Uiso 1 1 calc R U . . .
C23 C 0.08785(13) 0.42960(8) 0.42090(9) 0.0289(2) Uani 1 1 d . . . . .
H23A H 0.118887 0.440157 0.491361 0.035 Uiso 1 1 calc R U . . .
H23B H -0.012622 0.440842 0.395471 0.035 Uiso 1 1 calc R U . . .
C24 C 0.11102(14) 0.33953(8) 0.40479(10) 0.0308(3) Uani 1 1 d . . . . .
H24A H 0.083660 0.328967 0.334421 0.037 Uiso 1 1 calc R U . . .
H24B H 0.210810 0.327163 0.433203 0.037 Uiso 1 1 calc R U . . .
C25 C 0.0306(2) 0.28298(10) 0.44867(14) 0.0506(4) Uani 1 1 d . . . . .
H25A H 0.062975 0.289560 0.519102 0.076 Uiso 1 1 calc R U . . .
H25B H 0.044866 0.226524 0.432417 0.076 Uiso 1 1 calc R U . . .
H25C H -0.068024 0.296270 0.422897 0.076 Uiso 1 1 calc R U . . .
N1 N 0.57985(10) 0.53132(6) 0.40301(7) 0.02150(18) Uani 1 1 d . . . . .
N2 N 0.55895(10) 0.67828(6) 0.40659(7) 0.0252(2) Uani 1 1 d . . . . .
N3 N 0.47196(10) 0.61305(6) 0.52361(7) 0.02146(18) Uani 1 1 d . . . . .
N4 N 0.36623(10) 0.60076(6) 0.64932(7) 0.0252(2) Uani 1 1 d . . . . .
O1 O 0.34459(8) 0.49708(5) 0.41403(6) 0.02365(17) Uani 1 1 d . . . . .
Si1 Si 0.500000 0.500000 0.500000 0.01891(9) Uani 1 2 d S . P . .
Si2 Si 0.17830(3) 0.50250(2) 0.36355(2) 0.02228(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
C1 N4 1.3220(15) 3_666 ?
C1 N1 1.3767(14) . ?
C1 C2 1.4491(16) . ?
C2 C3 1.3922(16) . ?
C2 C7 1.3933(17) . ?
C3 C4 1.3853(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3847(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.3917(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.4498(15) . ?
C8 N2 1.3222(15) . ?
C8 N1 1.3770(15) . ?
C9 N2 1.3221(15) . ?
C9 N3 1.3723(14) . ?
C9 C10 1.4531(16) . ?
C10 C11 1.3937(17) . ?
C10 C15 1.3938(17) . ?
C11 C12 1.3886(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.390(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.3917(16) . ?
C14 H14 0.9500 . ?
C15 C16 1.4497(16) . ?
C16 N4 1.3188(15) . ?
C16 N3 1.3794(14) . ?
C17 C18 1.5269(18) . ?
C17 Si2 1.8711(13) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.525(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.516(2) . ?
C20 Si2 1.8784(13) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.516(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.5288(18) . ?
C23 Si2 1.8704(12) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.5149(19) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
N1 Si1 1.9230(9) . ?
N3 Si1 1.9273(10) . ?
O1 Si2 1.6216(9) . ?
O1 Si1 1.6764(8) . ?

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 C1 N1 127.76(10) 3_666 . ?
N4 C1 C2 122.32(10) 3_666 . ?
N1 C1 C2 109.93(10) . . ?
C3 C2 C7 121.48(11) . . ?
C3 C2 C1 132.09(12) . . ?
C7 C2 C1 106.42(10) . . ?
C4 C3 C2 117.10(12) . . ?
C4 C3 H3 121.4 . . ?
C2 C3 H3 121.4 . . ?
C3 C4 C5 121.38(12) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C6 C5 C4 121.58(12) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 117.12(13) . . ?
C5 C6 H6 121.4 . . ?
C7 C6 H6 121.4 . . ?
C6 C7 C2 121.33(11) . . ?
C6 C7 C8 132.07(12) . . ?
C2 C7 C8 106.60(10) . . ?
N2 C8 N1 127.96(10) . . ?
N2 C8 C7 122.27(10) . . ?
N1 C8 C7 109.77(10) . . ?
N2 C9 N3 127.90(10) . . ?
N2 C9 C10 122.28(10) . . ?
N3 C9 C10 109.82(10) . . ?
C11 C10 C15 121.31(11) . . ?
C11 C10 C9 132.28(12) . . ?
C15 C10 C9 106.39(10) . . ?
C12 C11 C10 116.81(13) . . ?
C12 C11 H11 121.6 . . ?
C10 C11 H11 121.6 . . ?
C11 C12 C13 121.73(13) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C14 C13 C12 121.67(12) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C15 116.80(12) . . ?
C13 C14 H14 121.6 . . ?
C15 C14 H14 121.6 . . ?
C14 C15 C10 121.66(11) . . ?
C14 C15 C16 131.66(12) . . ?
C10 C15 C16 106.66(10) . . ?
N4 C16 N3 128.03(10) . . ?
N4 C16 C15 122.34(10) . . ?
N3 C16 C15 109.60(10) . . ?
C18 C17 Si2 116.45(9) . . ?
C18 C17 H17A 108.2 . . ?
Si2 C17 H17A 108.2 . . ?
C18 C17 H17B 108.2 . . ?
Si2 C17 H17B 108.2 . . ?
H17A C17 H17B 107.3 . . ?
C19 C18 C17 113.26(12) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 Si2 116.14(10) . . ?
C21 C20 H20A 108.3 . . ?
Si2 C20 H20A 108.3 . . ?
C21 C20 H20B 108.3 . . ?
Si2 C20 H20B 108.3 . . ?
H20A C20 H20B 107.4 . . ?
C22 C21 C20 113.53(15) . . ?
C22 C21 H21A 108.9 . . ?
C20 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C20 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 Si2 115.25(8) . . ?
C24 C23 H23A 108.5 . . ?
Si2 C23 H23A 108.5 . . ?
C24 C23 H23B 108.5 . . ?
Si2 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
C25 C24 C23 113.29(11) . . ?
C25 C24 H24A 108.9 . . ?
C23 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C1 N1 C8 107.27(9) . . ?
C1 N1 Si1 126.41(8) . . ?
C8 N1 Si1 126.32(8) . . ?
C9 N2 C8 121.43(10) . . ?
C9 N3 C16 107.53(9) . . ?
C9 N3 Si1 126.42(8) . . ?
C16 N3 Si1 126.00(8) . . ?
C16 N4 C1 121.69(10) . 3_666 ?
Si2 O1 Si1 159.78(6) . . ?
O1 Si1 O1 180.00(6) 3_666 . ?
O1 Si1 N1 88.92(4) 3_666 3_666 ?
O1 Si1 N1 91.08(4) . 3_666 ?
O1 Si1 N1 91.08(4) 3_666 . ?
O1 Si1 N1 88.92(4) . . ?
N1 Si1 N1 180.0 3_666 . ?
O1 Si1 N3 90.10(4) 3_666 3_666 ?
O1 Si1 N3 89.90(4) . 3_666 ?
N1 Si1 N3 89.89(4) 3_666 3_666 ?
N1 Si1 N3 90.11(4) . 3_666 ?
O1 Si1 N3 89.90(4) 3_666 . ?
O1 Si1 N3 90.10(4) . . ?
N1 Si1 N3 90.11(4) 3_666 . ?
N1 Si1 N3 89.89(4) . . ?
N3 Si1 N3 180.00(6) 3_666 . ?
O1 Si2 C23 111.06(5) . . ?
O1 Si2 C17 110.86(5) . . ?
C23 Si2 C17 107.85(6) . . ?
O1 Si2 C20 106.96(5) . . ?
C23 Si2 C20 109.90(6) . . ?
C17 Si2 C20 110.23(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 C1 C2 C3 0.2(2) 3_666 . . . ?
N1 C1 C2 C3 -179.69(13) . . . . ?
N4 C1 C2 C7 179.96(11) 3_666 . . . ?
N1 C1 C2 C7 0.05(13) . . . . ?
C7 C2 C3 C4 -0.14(19) . . . . ?
C1 C2 C3 C4 179.56(13) . . . . ?
C2 C3 C4 C5 0.5(2) . . . . ?
C3 C4 C5 C6 -0.5(2) . . . . ?
C4 C5 C6 C7 0.0(2) . . . . ?
C5 C6 C7 C2 0.44(18) . . . . ?
C5 C6 C7 C8 -178.86(13) . . . . ?
C3 C2 C7 C6 -0.35(19) . . . . ?
C1 C2 C7 C6 179.88(11) . . . . ?
C3 C2 C7 C8 179.11(11) . . . . ?
C1 C2 C7 C8 -0.66(13) . . . . ?
C6 C7 C8 N2 1.2(2) . . . . ?
C2 C7 C8 N2 -178.15(11) . . . . ?
C6 C7 C8 N1 -179.54(12) . . . . ?
C2 C7 C8 N1 1.09(13) . . . . ?
N2 C9 C10 C11 2.9(2) . . . . ?
N3 C9 C10 C11 -177.17(13) . . . . ?
N2 C9 C10 C15 -178.78(11) . . . . ?
N3 C9 C10 C15 1.12(13) . . . . ?
C15 C10 C11 C12 0.6(2) . . . . ?
C9 C10 C11 C12 178.67(13) . . . . ?
C10 C11 C12 C13 0.5(2) . . . . ?
C11 C12 C13 C14 -0.9(2) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C13 C14 C15 C10 0.85(19) . . . . ?
C13 C14 C15 C16 -177.49(13) . . . . ?
C11 C10 C15 C14 -1.28(19) . . . . ?
C9 C10 C15 C14 -179.80(11) . . . . ?
C11 C10 C15 C16 177.42(12) . . . . ?
C9 C10 C15 C16 -1.10(13) . . . . ?
C14 C15 C16 N4 1.2(2) . . . . ?
C10 C15 C16 N4 -177.32(11) . . . . ?
C14 C15 C16 N3 179.27(13) . . . . ?
C10 C15 C16 N3 0.75(13) . . . . ?
Si2 C17 C18 C19 -172.89(10) . . . . ?
Si2 C20 C21 C22 179.57(13) . . . . ?
Si2 C23 C24 C25 -177.38(11) . . . . ?
N4 C1 N1 C8 -179.28(12) 3_666 . . . ?
C2 C1 N1 C8 0.63(13) . . . . ?
N4 C1 N1 Si1 0.29(18) 3_666 . . . ?
C2 C1 N1 Si1 -179.80(8) . . . . ?
N2 C8 N1 C1 178.13(11) . . . . ?
C7 C8 N1 C1 -1.05(13) . . . . ?
N2 C8 N1 Si1 -1.44(17) . . . . ?
C7 C8 N1 Si1 179.38(8) . . . . ?
N3 C9 N2 C8 0.59(19) . . . . ?
C10 C9 N2 C8 -179.54(11) . . . . ?
N1 C8 N2 C9 1.88(19) . . . . ?
C7 C8 N2 C9 -179.03(11) . . . . ?
N2 C9 N3 C16 179.24(11) . . . . ?
C10 C9 N3 C16 -0.65(13) . . . . ?
N2 C9 N3 Si1 -3.24(17) . . . . ?
C10 C9 N3 Si1 176.88(8) . . . . ?
N4 C16 N3 C9 177.88(11) . . . . ?
C15 C16 N3 C9 -0.05(12) . . . . ?
N4 C16 N3 Si1 0.34(17) . . . . ?
C15 C16 N3 Si1 -177.59(8) . . . . ?
N3 C16 N4 C1 -0.40(19) . . . 3_666 ?
C15 C16 N4 C1 177.30(11) . . . 3_666 ?
Si2 O1 Si1 N1 29.23(16) . . . 3_666 ?
Si2 O1 Si1 N1 -150.77(16) . . . . ?
Si2 O1 Si1 N3 119.12(16) . . . 3_666 ?
Si2 O1 Si1 N3 -60.88(16) . . . . ?
Si1 O1 Si2 C23 -58.51(17) . . . . ?
Si1 O1 Si2 C17 61.37(17) . . . . ?
Si1 O1 Si2 C20 -178.43(15) . . . . ?
C24 C23 Si2 O1 -67.10(10) . . . . ?
C24 C23 Si2 C17 171.24(9) . . . . ?
C24 C23 Si2 C20 51.05(11) . . . . ?
C18 C17 Si2 O1 69.57(11) . . . . ?
C18 C17 Si2 C23 -168.65(10) . . . . ?
C18 C17 Si2 C20 -48.66(11) . . . . ?
C21 C20 Si2 O1 29.07(13) . . . . ?
C21 C20 Si2 C23 -91.59(12) . . . . ?
C21 C20 Si2 C17 149.67(11) . . . . ?

_refine_diff_density_max         0.340
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.068


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_shelx_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc286mpt
_database_code_depnum_ccdc_archive 'CCDC 2091746'
loop_
_audit_author_name
_audit_author_address
'Jeff Ovens'
;University of Ottawa
Canada
;
_audit_update_record             
;
2021-06-23 deposited with the CCDC.	2021-12-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'Bis(tri-n-isopropylsilyl oxide) silicon phthalocyanine'
_chemical_name_common            (3PS)2-SiPc
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H58 N8 O2 Si3'
_chemical_formula_weight         887.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.265(3)
_cell_length_b                   17.323(5)
_cell_length_c                   12.519(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.505(6)
_cell_angle_gamma                90
_cell_volume                     2394.0(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4606
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      23.70

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.147
_shelx_estimated_absorpt_T_min   0.927
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6909
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26835
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.034
_diffrn_reflns_theta_max         30.550
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6794
_reflns_number_gt                3679
_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       'APEX II (Bruker, 2009)'
_computing_cell_refinement       'APEX II (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'

_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)+(0.0701P)²+0.7813P] 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         6794
_refine_ls_number_parameters     352
_refine_ls_number_restraints     294
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1689
_refine_ls_wR_factor_gt          0.1298
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.32070(19) 0.39877(13) 0.57380(17) 0.0470(5) Uani 1 1 d . . . . .
C2 C 0.3004(2) 0.31885(14) 0.59856(17) 0.0517(6) Uani 1 1 d . . . . .
C3 C 0.2055(2) 0.28259(16) 0.6360(2) 0.0642(7) Uani 1 1 d . . . . .
H3 H 0.138271 0.310926 0.650511 0.077 Uiso 1 1 calc R U . . .
C4 C 0.2141(3) 0.20381(18) 0.6507(2) 0.0768(8) Uani 1 1 d . . . . .
H4 H 0.151332 0.177200 0.675972 0.092 Uiso 1 1 calc R U . . .
C5 C 0.3123(3) 0.16241(17) 0.6294(2) 0.0782(8) Uani 1 1 d . . . . .
H5 H 0.314699 0.108088 0.640081 0.094 Uiso 1 1 calc R U . . .
C6 C 0.4068(3) 0.19815(16) 0.5931(2) 0.0680(7) Uani 1 1 d . . . . .
H6 H 0.473865 0.169603 0.578714 0.082 Uiso 1 1 calc R U . . .
C7 C 0.3991(2) 0.27776(14) 0.57865(18) 0.0536(6) Uani 1 1 d . . . . .
C8 C 0.4789(2) 0.33334(13) 0.54254(17) 0.0489(5) Uani 1 1 d . . . . .
C9 C 0.65403(19) 0.36503(14) 0.48263(17) 0.0495(5) Uani 1 1 d . . . . .
C10 C 0.7697(2) 0.34405(14) 0.45612(18) 0.0534(6) Uani 1 1 d . . . . .
C11 C 0.8267(2) 0.27341(16) 0.4530(2) 0.0666(7) Uani 1 1 d . . . . .
H11 H 0.789683 0.226613 0.468693 0.080 Uiso 1 1 calc R U . . .
C12 C 0.9401(2) 0.2741(2) 0.4260(2) 0.0791(8) Uani 1 1 d . . . . .
H12 H 0.981691 0.226738 0.422679 0.095 Uiso 1 1 calc R U . . .
C13 C 0.9940(2) 0.3425(2) 0.4037(2) 0.0778(8) Uani 1 1 d . . . . .
H13 H 1.072501 0.340866 0.386692 0.093 Uiso 1 1 calc R U . . .
C14 C 0.9372(2) 0.41328(18) 0.4055(2) 0.0657(7) Uani 1 1 d . . . . .
H14 H 0.974409 0.459986 0.389614 0.079 Uiso 1 1 calc R U . . .
C15 C 0.82268(19) 0.41242(15) 0.43170(18) 0.0534(6) Uani 1 1 d . . . . .
C16 C 0.73824(18) 0.47358(14) 0.44092(17) 0.0481(5) Uani 1 1 d . . . . .
Si2 Si 0.64399(8) 0.51097(6) 0.75111(6) 0.0439(2) Uani 0.870(2) 1 d D U P A 1
C17 C 0.6635(4) 0.6126(2) 0.8008(3) 0.0792(10) Uani 0.870(2) 1 d D U P A 1
H17A H 0.582658 0.634992 0.800903 0.095 Uiso 0.870(2) 1 calc R U P A 1
H17B H 0.709480 0.612491 0.876903 0.095 Uiso 0.870(2) 1 calc R U P A 1
C18 C 0.7291(5) 0.6638(2) 0.7324(4) 0.1000(14) Uani 0.870(2) 1 d D U P A 1
H18A H 0.815983 0.649711 0.750130 0.120 Uiso 0.870(2) 1 calc R U P A 1
H18B H 0.698864 0.650091 0.654996 0.120 Uiso 0.870(2) 1 calc R U P A 1
C19 C 0.7214(7) 0.7458(3) 0.7413(5) 0.150(2) Uani 0.870(2) 1 d D U P A 1
H19A H 0.636741 0.760802 0.737414 0.226 Uiso 0.870(2) 1 calc R U P A 1
H19B H 0.751875 0.770213 0.681497 0.226 Uiso 0.870(2) 1 calc R U P A 1
H19C H 0.770234 0.762640 0.811162 0.226 Uiso 0.870(2) 1 calc R U P A 1
C20 C 0.5538(2) 0.45328(15) 0.8321(2) 0.0509(6) Uani 0.870(2) 1 d D U P A 1
H20A H 0.534951 0.402514 0.796448 0.061 Uiso 0.870(2) 1 calc R U P A 1
H20B H 0.603743 0.443897 0.905465 0.061 Uiso 0.870(2) 1 calc R U P A 1
C21 C 0.4349(3) 0.4920(2) 0.8448(2) 0.0538(7) Uani 0.870(2) 1 d D U P A 1
H21A H 0.453957 0.535990 0.895879 0.065 Uiso 0.870(2) 1 calc R U P A 1
H21B H 0.394320 0.513014 0.773266 0.065 Uiso 0.870(2) 1 calc R U P A 1
C22 C 0.3474(4) 0.4383(3) 0.8865(3) 0.0718(10) Uani 0.870(2) 1 d D U P A 1
H22A H 0.319683 0.398183 0.832008 0.108 Uiso 0.870(2) 1 calc R U P A 1
H22B H 0.277598 0.467919 0.899637 0.108 Uiso 0.870(2) 1 calc R U P A 1
H22C H 0.388557 0.414152 0.954664 0.108 Uiso 0.870(2) 1 calc R U P A 1
C23 C 0.7956(3) 0.4653(2) 0.7473(3) 0.0743(10) Uani 0.870(2) 1 d D U P A 1
H23A H 0.781013 0.412714 0.716543 0.089 Uiso 0.870(2) 1 calc R U P A 1
H23B H 0.834702 0.495543 0.696739 0.089 Uiso 0.870(2) 1 calc R U P A 1
C24 C 0.8833(3) 0.4593(3) 0.8552(3) 0.1089(15) Uani 0.870(2) 1 d D U P A 1
H24A H 0.898237 0.511640 0.886808 0.131 Uiso 0.870(2) 1 calc R U P A 1
H24B H 0.845839 0.428065 0.905796 0.131 Uiso 0.870(2) 1 calc R U P A 1
C25 C 1.0019(4) 0.4238(5) 0.8463(6) 0.145(3) Uani 0.870(2) 1 d D U P A 1
H25A H 0.988310 0.371181 0.817677 0.217 Uiso 0.870(2) 1 calc R U P A 1
H25B H 1.055012 0.422198 0.918521 0.217 Uiso 0.870(2) 1 calc R U P A 1
H25C H 1.040105 0.454683 0.796901 0.217 Uiso 0.870(2) 1 calc R U P A 1
Si2' Si 0.6114(5) 0.5416(4) 0.7570(5) 0.0439(2) Uani 0.130(2) 1 d D U P A 2
C17' C 0.626(2) 0.6564(8) 0.759(2) 0.0792(10) Uani 0.130(2) 1 d D U P A 2
H17C H 0.547321 0.678302 0.722110 0.095 Uiso 0.130(2) 1 calc R U P A 2
H17D H 0.641449 0.673814 0.835495 0.095 Uiso 0.130(2) 1 calc R U P A 2
C18' C 0.725(4) 0.6902(15) 0.704(4) 0.1000(14) Uani 0.130(2) 1 d D U P A 2
H18C H 0.802151 0.665175 0.738933 0.120 Uiso 0.130(2) 1 calc R U P A 2
H18D H 0.706907 0.673235 0.627373 0.120 Uiso 0.130(2) 1 calc R U P A 2
C19' C 0.749(5) 0.7741(16) 0.704(4) 0.150(2) Uani 0.130(2) 1 d D U P A 2
H19D H 0.814740 0.784205 0.665545 0.226 Uiso 0.130(2) 1 calc R U P A 2
H19E H 0.675273 0.800859 0.666712 0.226 Uiso 0.130(2) 1 calc R U P A 2
H19F H 0.771224 0.792739 0.779100 0.226 Uiso 0.130(2) 1 calc R U P A 2
C20' C 0.4766(16) 0.5222(10) 0.8247(19) 0.076(6) Uani 0.130(2) 1 d D U P A 2
H20C H 0.491010 0.549881 0.895232 0.091 Uiso 0.130(2) 1 calc R U P A 2
H20D H 0.403846 0.545332 0.778314 0.091 Uiso 0.130(2) 1 calc R U P A 2
C21' C 0.4478(16) 0.4390(11) 0.8459(16) 0.059(4) Uani 0.130(2) 1 d D U P A 2
H21C H 0.463537 0.407393 0.784415 0.071 Uiso 0.130(2) 1 calc R U P A 2
H21D H 0.504655 0.421640 0.912347 0.071 Uiso 0.130(2) 1 calc R U P A 2
C22' C 0.322(2) 0.423(2) 0.860(3) 0.0718(10) Uani 0.130(2) 1 d D U P A 2
H22D H 0.312611 0.440303 0.932699 0.108 Uiso 0.130(2) 1 calc R U P A 2
H22E H 0.306461 0.367124 0.853763 0.108 Uiso 0.130(2) 1 calc R U P A 2
H22F H 0.264136 0.450137 0.804294 0.108 Uiso 0.130(2) 1 calc R U P A 2
C23' C 0.7580(11) 0.4914(11) 0.8237(14) 0.071(5) Uani 0.130(2) 1 d D U P A 2
H23C H 0.792281 0.520413 0.890987 0.085 Uiso 0.130(2) 1 calc R U P A 2
H23D H 0.736214 0.439508 0.846680 0.085 Uiso 0.130(2) 1 calc R U P A 2
C24' C 0.8599(16) 0.4810(17) 0.7595(16) 0.083(7) Uani 0.130(2) 1 d D U P A 2
H24C H 0.828485 0.446728 0.696942 0.099 Uiso 0.130(2) 1 calc R U P A 2
H24D H 0.874615 0.532017 0.728868 0.099 Uiso 0.130(2) 1 calc R U P A 2
C25' C 0.979(2) 0.450(3) 0.814(4) 0.139(16) Uani 0.130(2) 1 d D U P A 2
H25D H 0.966674 0.410864 0.867537 0.209 Uiso 0.130(2) 1 calc R U P A 2
H25E H 1.028574 0.492094 0.851673 0.209 Uiso 0.130(2) 1 calc R U P A 2
H25F H 1.019369 0.426793 0.759963 0.209 Uiso 0.130(2) 1 calc R U P A 2
N1 N 0.43030(15) 0.40593(10) 0.54180(13) 0.0441(4) Uani 1 1 d . . . . .
N2 N 0.58194(17) 0.31304(11) 0.51416(15) 0.0538(5) Uani 1 1 d . . . . .
N3 N 0.63727(15) 0.44326(11) 0.47265(13) 0.0447(4) Uani 1 1 d . . . . .
N4 N 0.75842(16) 0.54626(12) 0.41908(15) 0.0514(5) Uani 1 1 d . . . . .
O1 O 0.57096(12) 0.51478(9) 0.62889(11) 0.0497(4) Uani 1 1 d . . . . .
Si1 Si 0.500000 0.500000 0.500000 0.0415(2) Uani 1 2 d S . P A .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.319(3) 3_666 ?
C1 N1 1.378(3) . ?
C1 C2 1.447(3) . ?
C2 C7 1.384(3) . ?
C2 C3 1.399(3) . ?
C3 C4 1.378(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.391(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.450(3) . ?
C8 N2 1.327(3) . ?
C8 N1 1.371(3) . ?
C9 N2 1.325(3) . ?
C9 N3 1.370(3) . ?
C9 C10 1.454(3) . ?
C10 C11 1.386(3) . ?
C10 C15 1.387(3) . ?
C11 C12 1.385(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.394(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.444(3) . ?
C16 N4 1.318(3) . ?
C16 N3 1.381(3) . ?
Si2 O1 1.5875(16) . ?
Si2 C20 1.863(2) . ?
Si2 C17 1.866(3) . ?
Si2 C23 1.892(4) . ?
C17 C18 1.522(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.429(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.535(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.521(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.509(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.495(6) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
Si2' O1 1.645(6) . ?
Si2' C23' 1.906(12) . ?
Si2' C20' 1.910(13) . ?
Si2' C17' 1.994(13) . ?
C17' C18' 1.533(15) . ?
C17' H17C 0.9900 . ?
C17' H17D 0.9900 . ?
C18' C19' 1.476(15) . ?
C18' H18C 0.9900 . ?
C18' H18D 0.9900 . ?
C19' H19D 0.9800 . ?
C19' H19E 0.9800 . ?
C19' H19F 0.9800 . ?
C20' C21' 1.512(14) . ?
C20' H20C 0.9900 . ?
C20' H20D 0.9900 . ?
C21' C22' 1.491(15) . ?
C21' H21C 0.9900 . ?
C21' H21D 0.9900 . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?
C23' C24' 1.539(14) . ?
C23' H23C 0.9900 . ?
C23' H23D 0.9900 . ?
C24' C25' 1.476(15) . ?
C24' H24C 0.9900 . ?
C24' H24D 0.9900 . ?
C25' H25D 0.9800 . ?
C25' H25E 0.9800 . ?
C25' H25F 0.9800 . ?
N1 Si1 1.9261(17) . ?
N3 Si1 1.9199(17) . ?
O1 Si1 1.6715(14) . ?

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 C1 N1 127.7(2) 3_666 . ?
N4 C1 C2 122.58(19) 3_666 . ?
N1 C1 C2 109.7(2) . . ?
C7 C2 C3 121.6(2) . . ?
C7 C2 C1 106.67(19) . . ?
C3 C2 C1 131.7(2) . . ?
C4 C3 C2 116.8(3) . . ?
C4 C3 H3 121.6 . . ?
C2 C3 H3 121.6 . . ?
C3 C4 C5 121.6(2) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C7 117.0(3) . . ?
C5 C6 H6 121.5 . . ?
C7 C6 H6 121.5 . . ?
C2 C7 C6 121.2(2) . . ?
C2 C7 C8 106.5(2) . . ?
C6 C7 C8 132.3(2) . . ?
N2 C8 N1 127.6(2) . . ?
N2 C8 C7 122.5(2) . . ?
N1 C8 C7 109.86(19) . . ?
N2 C9 N3 128.2(2) . . ?
N2 C9 C10 121.9(2) . . ?
N3 C9 C10 109.87(19) . . ?
C11 C10 C15 121.7(2) . . ?
C11 C10 C9 132.0(2) . . ?
C15 C10 C9 106.3(2) . . ?
C12 C11 C10 117.0(3) . . ?
C12 C11 H11 121.5 . . ?
C10 C11 H11 121.5 . . ?
C11 C12 C13 121.3(3) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 122.1(2) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 116.5(3) . . ?
C13 C14 H14 121.7 . . ?
C15 C14 H14 121.7 . . ?
C10 C15 C14 121.3(2) . . ?
C10 C15 C16 106.84(19) . . ?
C14 C15 C16 131.8(2) . . ?
N4 C16 N3 127.5(2) . . ?
N4 C16 C15 122.75(19) . . ?
N3 C16 C15 109.7(2) . . ?
O1 Si2 C20 108.23(10) . . ?
O1 Si2 C17 106.61(14) . . ?
C20 Si2 C17 111.45(14) . . ?
O1 Si2 C23 106.87(13) . . ?
C20 Si2 C23 112.50(15) . . ?
C17 Si2 C23 110.87(18) . . ?
C18 C17 Si2 113.6(3) . . ?
C18 C17 H17A 108.8 . . ?
Si2 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
Si2 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C19 C18 C17 119.4(4) . . ?
C19 C18 H18A 107.5 . . ?
C17 C18 H18A 107.5 . . ?
C19 C18 H18B 107.5 . . ?
C17 C18 H18B 107.5 . . ?
H18A C18 H18B 107.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 Si2 113.83(19) . . ?
C21 C20 H20A 108.8 . . ?
Si2 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
Si2 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C22 C21 C20 114.0(3) . . ?
C22 C21 H21A 108.8 . . ?
C20 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 Si2 116.1(3) . . ?
C24 C23 H23A 108.3 . . ?
Si2 C23 H23A 108.3 . . ?
C24 C23 H23B 108.3 . . ?
Si2 C23 H23B 108.3 . . ?
H23A C23 H23B 107.4 . . ?
C25 C24 C23 113.4(4) . . ?
C25 C24 H24A 108.9 . . ?
C23 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O1 Si2' C23' 110.2(7) . . ?
O1 Si2' C20' 107.0(8) . . ?
C23' Si2' C20' 114.9(8) . . ?
O1 Si2' C17' 107.4(8) . . ?
C23' Si2' C17' 112.8(9) . . ?
C20' Si2' C17' 104.1(8) . . ?
C18' C17' Si2' 116.3(14) . . ?
C18' C17' H17C 108.2 . . ?
Si2' C17' H17C 108.2 . . ?
C18' C17' H17D 108.2 . . ?
Si2' C17' H17D 108.2 . . ?
H17C C17' H17D 107.4 . . ?
C19' C18' C17' 122(2) . . ?
C19' C18' H18C 106.9 . . ?
C17' C18' H18C 106.9 . . ?
C19' C18' H18D 106.9 . . ?
C17' C18' H18D 106.9 . . ?
H18C C18' H18D 106.7 . . ?
C18' C19' H19D 109.5 . . ?
C18' C19' H19E 109.5 . . ?
H19D C19' H19E 109.5 . . ?
C18' C19' H19F 109.5 . . ?
H19D C19' H19F 109.5 . . ?
H19E C19' H19F 109.5 . . ?
C21' C20' Si2' 117.7(12) . . ?
C21' C20' H20C 107.9 . . ?
Si2' C20' H20C 107.9 . . ?
C21' C20' H20D 107.9 . . ?
Si2' C20' H20D 107.9 . . ?
H20C C20' H20D 107.2 . . ?
C22' C21' C20' 116.4(19) . . ?
C22' C21' H21C 108.2 . . ?
C20' C21' H21C 108.2 . . ?
C22' C21' H21D 108.2 . . ?
C20' C21' H21D 108.2 . . ?
H21C C21' H21D 107.3 . . ?
C21' C22' H22D 109.5 . . ?
C21' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C21' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C24' C23' Si2' 119.8(11) . . ?
C24' C23' H23C 107.4 . . ?
Si2' C23' H23C 107.4 . . ?
C24' C23' H23D 107.4 . . ?
Si2' C23' H23D 107.4 . . ?
H23C C23' H23D 106.9 . . ?
C25' C24' C23' 120(2) . . ?
C25' C24' H24C 107.3 . . ?
C23' C24' H24C 107.3 . . ?
C25' C24' H24D 107.3 . . ?
C23' C24' H24D 107.3 . . ?
H24C C24' H24D 106.9 . . ?
C24' C25' H25D 109.5 . . ?
C24' C25' H25E 109.5 . . ?
H25D C25' H25E 109.5 . . ?
C24' C25' H25F 109.5 . . ?
H25D C25' H25F 109.5 . . ?
H25E C25' H25F 109.5 . . ?
C8 N1 C1 107.18(18) . . ?
C8 N1 Si1 126.44(14) . . ?
C1 N1 Si1 126.35(15) . . ?
C9 N2 C8 121.4(2) . . ?
C9 N3 C16 107.21(18) . . ?
C9 N3 Si1 126.24(14) . . ?
C16 N3 Si1 126.55(16) . . ?
C16 N4 C1 121.92(18) . 3_666 ?
Si2 O1 Si1 168.59(12) . . ?
Si2' O1 Si1 166.1(3) . . ?
O1 Si1 O1 180.0 3_666 . ?
O1 Si1 N3 90.20(7) 3_666 3_666 ?
O1 Si1 N3 89.80(7) . 3_666 ?
O1 Si1 N3 89.80(7) 3_666 . ?
O1 Si1 N3 90.20(7) . . ?
N3 Si1 N3 180.0 3_666 . ?
O1 Si1 N1 89.44(7) 3_666 . ?
O1 Si1 N1 90.56(7) . . ?
N3 Si1 N1 89.90(7) 3_666 . ?
N3 Si1 N1 90.10(7) . . ?
O1 Si1 N1 90.56(7) 3_666 3_666 ?
O1 Si1 N1 89.44(7) . 3_666 ?
N3 Si1 N1 90.10(7) 3_666 3_666 ?
N3 Si1 N1 89.90(7) . 3_666 ?
N1 Si1 N1 180.0 . 3_666 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 C1 C2 C7 177.9(2) 3_666 . . . ?
N1 C1 C2 C7 -1.2(2) . . . . ?
N4 C1 C2 C3 -2.4(4) 3_666 . . . ?
N1 C1 C2 C3 178.5(2) . . . . ?
C7 C2 C3 C4 -0.8(4) . . . . ?
C1 C2 C3 C4 179.5(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C3 C2 C7 C6 1.2(4) . . . . ?
C1 C2 C7 C6 -179.0(2) . . . . ?
C3 C2 C7 C8 -179.4(2) . . . . ?
C1 C2 C7 C8 0.3(2) . . . . ?
C5 C6 C7 C2 -0.8(4) . . . . ?
C5 C6 C7 C8 -179.9(2) . . . . ?
C2 C7 C8 N2 -178.6(2) . . . . ?
C6 C7 C8 N2 0.7(4) . . . . ?
C2 C7 C8 N1 0.6(2) . . . . ?
C6 C7 C8 N1 179.9(2) . . . . ?
N2 C9 C10 C11 2.4(4) . . . . ?
N3 C9 C10 C11 -179.3(2) . . . . ?
N2 C9 C10 C15 -177.3(2) . . . . ?
N3 C9 C10 C15 1.0(2) . . . . ?
C15 C10 C11 C12 1.0(4) . . . . ?
C9 C10 C11 C12 -178.7(2) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 C12 C13 C14 -1.1(5) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C11 C10 C15 C14 -1.6(4) . . . . ?
C9 C10 C15 C14 178.2(2) . . . . ?
C11 C10 C15 C16 178.9(2) . . . . ?
C9 C10 C15 C16 -1.3(2) . . . . ?
C13 C14 C15 C10 0.8(4) . . . . ?
C13 C14 C15 C16 -179.8(2) . . . . ?
C10 C15 C16 N4 -177.4(2) . . . . ?
C14 C15 C16 N4 3.1(4) . . . . ?
C10 C15 C16 N3 1.3(2) . . . . ?
C14 C15 C16 N3 -178.1(2) . . . . ?
O1 Si2 C17 C18 -58.1(3) . . . . ?
C20 Si2 C17 C18 -176.0(3) . . . . ?
C23 Si2 C17 C18 57.9(4) . . . . ?
Si2 C17 C18 C19 162.8(5) . . . . ?
O1 Si2 C20 C21 -67.0(2) . . . . ?
C17 Si2 C20 C21 50.0(3) . . . . ?
C23 Si2 C20 C21 175.2(2) . . . . ?
Si2 C20 C21 C22 166.2(2) . . . . ?
O1 Si2 C23 C24 177.2(3) . . . . ?
C20 Si2 C23 C24 -64.2(3) . . . . ?
C17 Si2 C23 C24 61.4(3) . . . . ?
Si2 C23 C24 C25 -179.2(4) . . . . ?
Si2' C17' C18' C19' -178(4) . . . . ?
Si2' C20' C21' C22' -158.8(18) . . . . ?
Si2' C23' C24' C25' 173(3) . . . . ?
N2 C8 N1 C1 177.8(2) . . . . ?
C7 C8 N1 C1 -1.3(2) . . . . ?
N2 C8 N1 Si1 -0.6(3) . . . . ?
C7 C8 N1 Si1 -179.79(13) . . . . ?
N4 C1 N1 C8 -177.5(2) 3_666 . . . ?
C2 C1 N1 C8 1.6(2) . . . . ?
N4 C1 N1 Si1 0.9(3) 3_666 . . . ?
C2 C1 N1 Si1 180.00(13) . . . . ?
N3 C9 N2 C8 -0.8(3) . . . . ?
C10 C9 N2 C8 177.1(2) . . . . ?
N1 C8 N2 C9 1.7(3) . . . . ?
C7 C8 N2 C9 -179.2(2) . . . . ?
N2 C9 N3 C16 178.0(2) . . . . ?
C10 C9 N3 C16 -0.2(2) . . . . ?
N2 C9 N3 Si1 -1.1(3) . . . . ?
C10 C9 N3 Si1 -179.28(14) . . . . ?
N4 C16 N3 C9 178.0(2) . . . . ?
C15 C16 N3 C9 -0.7(2) . . . . ?
N4 C16 N3 Si1 -2.9(3) . . . . ?
C15 C16 N3 Si1 178.42(14) . . . . ?
N3 C16 N4 C1 0.3(3) . . . 3_666 ?
C15 C16 N4 C1 178.9(2) . . . 3_666 ?
C20 Si2 O1 Si1 -67.8(5) . . . . ?
C17 Si2 O1 Si1 172.2(5) . . . . ?
C23 Si2 O1 Si1 53.6(5) . . . . ?
C23' Si2' O1 Si1 173.9(9) . . . . ?
C20' Si2' O1 Si1 48.3(13) . . . . ?
C17' Si2' O1 Si1 -62.9(12) . . . . ?
Si2 O1 Si1 N3 132.5(5) . . . 3_666 ?
Si2' O1 Si1 N3 -3.3(9) . . . 3_666 ?
Si2 O1 Si1 N3 -47.5(5) . . . . ?
Si2' O1 Si1 N3 176.7(9) . . . . ?
Si2 O1 Si1 N1 42.6(5) . . . . ?
Si2' O1 Si1 N1 -93.2(9) . . . . ?
Si2 O1 Si1 N1 -137.4(5) . . . 3_666 ?
Si2' O1 Si1 N1 86.8(9) . . . 3_666 ?

_refine_diff_density_max         0.486
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.042

