#------------------------------------------------------------------------------
#$Date: 2019-09-23 12:50:53 +0300 (Mon, 23 Sep 2019) $
#$Revision: 218745 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/40/7234088.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7234088
loop_
_publ_author_name
'Fabian Paulus'
'Benjamin D. Lindner'
'Hilmar Reiss'
'Frank Rominger'
'Andreas Leineweber'
'Yana Vaynzof'
'Henning Sirringhaus'
'Uwe H. F. Bunz'
_publ_section_title
;
 N,N'-Dihydrotetraazapentacenes (DHTA) in thin film transistors
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              1604
_journal_page_last               1609
_journal_paper_doi               10.1039/C4TC02426E
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C40 H50 F2 N4 Si2'
_chemical_formula_weight         681.02
_chemical_name_common            'DHTA-F2 from solution (room temperature)'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 107.673(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.845(2)
_cell_length_b                   13.5519(13)
_cell_length_c                   16.4737(18)
_cell_measurement_reflns_used    1561
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      21.62
_cell_measurement_theta_min      2.27
_cell_volume                     4008.6(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.767
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.767
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22654
_diffrn_reflns_point_group_measured_fraction_full 0.767
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         22.986
_diffrn_reflns_theta_min         1.883
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_T_max  0.9702
_exptl_absorpt_correction_T_min  0.8410
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_description       polyhedron
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         5564
_refine_ls_number_restraints     503
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1598
_refine_ls_R_factor_gt           0.0839
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1613P)²+1.7645P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2580
_refine_ls_wR_factor_ref         0.3194
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2548
_reflns_number_total             5564
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            1000003.cif
_cod_data_source_block           PCOD1000003
_cod_original_cell_volume        4008.6(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7234088
_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.
;
_shelx_estimated_absorpt_t_min   0.976
_shelx_estimated_absorpt_t_max   0.991
_shelxl_version_number           2014-3
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'
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 -0.36912(10) 0.81406(16) -0.82111(14) 0.1264(8) Uani 1 1 d D U . . .
C1 C -0.2091(3) 0.8705(4) -0.7904(3) 0.0778(14) Uani 1 1 d D U . . .
C2 C -0.2740(3) 0.8576(4) -0.8030(4) 0.0974(17) Uani 1 1 d D U . . .
C41 C -0.4257(6) 0.9161(12) -0.8008(13) 0.242(9) Uani 0.682(18) 1 d D U P A 1
H41 H -0.4214 0.9622 -0.8457 0.291 Uiso 0.682(18) 1 calc R U P A 1
C42 C -0.5091(6) 0.9034(16) -0.8292(18) 0.293(15) Uani 0.682(18) 1 d D U P A 1
H42A H -0.5238 0.8608 -0.8788 0.439 Uiso 0.682(18) 1 calc R U P A 1
H42B H -0.5244 0.8740 -0.7834 0.439 Uiso 0.682(18) 1 calc R U P A 1
H42C H -0.5328 0.9673 -0.8436 0.439 Uiso 0.682(18) 1 calc R U P A 1
C43 C -0.3938(9) 0.9780(18) -0.7269(14) 0.282(13) Uani 0.682(18) 1 d D U P A 1
H43A H -0.3401 0.9805 -0.7149 0.423 Uiso 0.682(18) 1 calc R U P A 1
H43B H -0.4141 1.0441 -0.7383 0.423 Uiso 0.682(18) 1 calc R U P A 1
H43C H -0.4057 0.9509 -0.6782 0.423 Uiso 0.682(18) 1 calc R U P A 1
C44 C -0.3616(6) 0.7003(8) -0.7579(7) 0.248(6) Uani 1 1 d D U . . .
H44 H -0.3394 0.6569 -0.7921 0.298 Uiso 1 1 calc R U . . .
C45 C -0.4324(7) 0.6458(11) -0.7695(11) 0.376(12) Uani 1 1 d D U . . .
H45A H -0.4658 0.6581 -0.8262 0.565 Uiso 1 1 calc R U . . .
H45B H -0.4222 0.5757 -0.7622 0.565 Uiso 1 1 calc R U . . .
H45C H -0.4555 0.6681 -0.7275 0.565 Uiso 1 1 calc R U . . .
C46 C -0.3051(6) 0.6915(10) -0.6782(8) 0.268(7) Uani 1 1 d D U . . .
H46A H -0.2622 0.7304 -0.6792 0.401 Uiso 1 1 calc R U . . .
H46B H -0.3240 0.7152 -0.6332 0.401 Uiso 1 1 calc R U . . .
H46C H -0.2907 0.6228 -0.6679 0.401 Uiso 1 1 calc R U . . .
C47 C -0.4104(4) 0.7843(7) -0.9364(5) 0.160(3) Uani 1 1 d D U . . .
H47 H -0.4613 0.7593 -0.9436 0.192 Uiso 1 1 calc R U . . .
C48 C -0.3699(7) 0.7044(8) -0.9654(7) 0.246(6) Uani 1 1 d D U . . .
H48A H -0.3653 0.6475 -0.9284 0.369 Uiso 1 1 calc R U . . .
H48B H -0.3972 0.6859 -1.0234 0.369 Uiso 1 1 calc R U . . .
H48C H -0.3207 0.7275 -0.9634 0.369 Uiso 1 1 calc R U . . .
C49 C -0.4187(7) 0.8735(8) -0.9918(7) 0.256(6) Uani 1 1 d D U . . .
H49A H -0.4453 0.9244 -0.9715 0.384 Uiso 1 1 calc R U . . .
H49B H -0.3698 0.8978 -0.9900 0.384 Uiso 1 1 calc R U . . .
H49C H -0.4464 0.8563 -1.0500 0.384 Uiso 1 1 calc R U . . .
Si2 Si 0.26788(11) 0.80620(17) -0.60881(17) 0.1478(10) Uani 1 1 d D U . . .
C3 C 0.1055(3) 0.8604(3) -0.6859(3) 0.0723(13) Uani 1 1 d D U . . .
C4 C 0.1703(3) 0.8428(4) -0.6556(4) 0.0891(16) Uani 1 1 d D U . . .
C51 C 0.2692(10) 0.6914(11) -0.5496(15) 0.388(13) Uani 0.831(15) 1 d D U P B 1
H51 H 0.2415 0.6559 -0.6022 0.465 Uiso 0.831(15) 1 calc R U P B 1
C52 C 0.2094(9) 0.6730(13) -0.5107(13) 0.381(15) Uani 0.831(15) 1 d D U P B 1
H52A H 0.1723 0.7249 -0.5273 0.572 Uiso 0.831(15) 1 calc R U P B 1
H52B H 0.1862 0.6098 -0.5301 0.572 Uiso 0.831(15) 1 calc R U P B 1
H52C H 0.2303 0.6721 -0.4492 0.572 Uiso 0.831(15) 1 calc R U P B 1
C53 C 0.3306(12) 0.6229(15) -0.5333(18) 0.491(17) Uani 0.831(15) 1 d D U P B 1
H53A H 0.3651 0.6446 -0.5629 0.737 Uiso 0.831(15) 1 calc R U P B 1
H53B H 0.3560 0.6201 -0.4726 0.737 Uiso 0.831(15) 1 calc R U P B 1
H53C H 0.3119 0.5578 -0.5535 0.737 Uiso 0.831(15) 1 calc R U P B 1
C54 C 0.3002(6) 0.7787(12) -0.7024(8) 0.323(7) Uani 1 1 d D U . . .
H54 H 0.3516 0.7533 -0.6783 0.388 Uiso 1 1 calc R U . . .
C55 C 0.2553(9) 0.6925(12) -0.7535(11) 0.354(9) Uani 1 1 d D U . . .
H55A H 0.2553 0.6380 -0.7154 0.531 Uiso 1 1 calc R U . . .
H55B H 0.2045 0.7136 -0.7811 0.531 Uiso 1 1 calc R U . . .
H55C H 0.2779 0.6714 -0.7964 0.531 Uiso 1 1 calc R U . . .
C56 C 0.3077(10) 0.8708(15) -0.7483(12) 0.482(16) Uani 1 1 d D U . . .
H56A H 0.3373 0.9183 -0.7081 0.723 Uiso 1 1 calc R U . . .
H56B H 0.3321 0.8559 -0.7910 0.723 Uiso 1 1 calc R U . . .
H56C H 0.2587 0.8981 -0.7758 0.723 Uiso 1 1 calc R U . . .
C57 C 0.3173(4) 0.9098(8) -0.5452(8) 0.274(7) Uani 1 1 d D U . . .
H57 H 0.3124 0.9637 -0.5871 0.329 Uiso 1 1 calc R U . . .
C58 C 0.2822(6) 0.9500(8) -0.4834(7) 0.272(7) Uani 1 1 d D U . . .
H58A H 0.2292 0.9581 -0.5109 0.409 Uiso 1 1 calc R U . . .
H58B H 0.2901 0.9047 -0.4358 0.409 Uiso 1 1 calc R U . . .
H58C H 0.3042 1.0134 -0.4628 0.409 Uiso 1 1 calc R U . . .
C59 C 0.4000(5) 0.8939(11) -0.5097(13) 0.445(14) Uani 1 1 d D U . . .
H59A H 0.4188 0.8676 -0.5539 0.667 Uiso 1 1 calc R U . . .
H59B H 0.4242 0.9563 -0.4897 0.667 Uiso 1 1 calc R U . . .
H59C H 0.4101 0.8476 -0.4627 0.667 Uiso 1 1 calc R U . . .
C11 C -0.1291(3) 0.8802(3) -0.7683(3) 0.0657(12) Uani 1 1 d D U . . .
C12 C -0.0889(3) 0.8803(3) -0.6823(3) 0.0590(11) Uani 1 1 d D U . . .
N13 N -0.1246(2) 0.8798(3) -0.6199(2) 0.0727(11) Uani 1 1 d D U . . .
H13 H -0.1731 0.8803 -0.6361 0.087 Uiso 1 1 calc R U . . .
C14 C -0.0881(3) 0.8784(3) -0.5345(3) 0.0621(12) Uani 1 1 d D U . . .
N15 N -0.1264(2) 0.8793(3) -0.4813(2) 0.0728(11) Uani 1 1 d D U . . .
C16 C -0.0863(3) 0.8770(3) -0.3961(3) 0.0726(13) Uani 1 1 d D U . . .
C17 C -0.1231(3) 0.8756(3) -0.3342(3) 0.0874(16) Uani 1 1 d D U . . .
H17 H -0.1754 0.8768 -0.3506 0.105 Uiso 1 1 calc R U . . .
C18 C -0.0838(4) 0.8727(4) -0.2512(4) 0.0993(18) Uani 1 1 d D U . . .
C19 C -0.0064(4) 0.8722(4) -0.2252(3) 0.0943(17) Uani 1 1 d D U . . .
C20 C 0.0316(3) 0.8737(3) -0.2825(3) 0.0811(15) Uani 1 1 d D U . . .
H20 H 0.0840 0.8734 -0.2642 0.097 Uiso 1 1 calc R U . . .
C21 C -0.0078(3) 0.8757(3) -0.3698(3) 0.0688(13) Uani 1 1 d D U . . .
N22 N 0.0316(2) 0.8771(2) -0.4282(2) 0.0679(11) Uani 1 1 d D U . . .
C23 C -0.0084(3) 0.8766(3) -0.5076(3) 0.0582(11) Uani 1 1 d D U . . .
N24 N 0.0267(2) 0.8754(2) -0.5698(2) 0.0671(10) Uani 1 1 d D U . . .
H24 H 0.0751 0.8730 -0.5539 0.080 Uiso 1 1 calc R U . . .
C25 C -0.0110(2) 0.8778(3) -0.6562(3) 0.0574(11) Uani 1 1 d D U . . .
C26 C 0.0273(3) 0.8742(3) -0.7158(3) 0.0607(11) Uani 1 1 d D U . . .
C27 C -0.0130(3) 0.8792(3) -0.8045(3) 0.0654(12) Uani 1 1 d D U . . .
C28 C 0.0243(3) 0.8791(3) -0.8667(3) 0.0779(14) Uani 1 1 d D U . . .
H28 H 0.0766 0.8761 -0.8501 0.093 Uiso 1 1 calc R U . . .
C29 C -0.0156(4) 0.8834(4) -0.9517(4) 0.0932(17) Uani 1 1 d D U . . .
H29 H 0.0098 0.8849 -0.9928 0.112 Uiso 1 1 calc R U . . .
C30 C -0.0923(4) 0.8855(4) -0.9774(3) 0.0947(17) Uani 1 1 d D U . . .
H30 H -0.1190 0.8871 -1.0357 0.114 Uiso 1 1 calc R U . . .
C31 C -0.1292(3) 0.8851(3) -0.9186(3) 0.0813(15) Uani 1 1 d D U . . .
H31 H -0.1816 0.8867 -0.9368 0.098 Uiso 1 1 calc R U . . .
C32 C -0.0910(3) 0.8824(3) -0.8307(3) 0.0659(12) Uani 1 1 d D U . . .
F18 F -0.1185(2) 0.8707(3) -0.1911(2) 0.1346(14) Uani 1 1 d . U . . .
F19 F 0.0292(2) 0.8684(2) -0.14137(18) 0.1259(13) Uani 1 1 d . U . . .
C41B C -0.4099(18) 0.8993(15) -0.759(2) 0.25(2) Uiso 0.318(18) 1 d D . P A 2
H41B H -0.3720 0.9035 -0.7019 0.294 Uiso 0.318(18) 1 calc R U P A 2
C42B C -0.478(2) 0.861(2) -0.741(3) 0.24(2) Uiso 0.318(18) 1 d D . P A 2
H42D H -0.4678 0.7946 -0.7178 0.359 Uiso 0.318(18) 1 calc R U P A 2
H42E H -0.4907 0.9034 -0.7010 0.359 Uiso 0.318(18) 1 calc R U P A 2
H42F H -0.5184 0.8584 -0.7941 0.359 Uiso 0.318(18) 1 calc R U P A 2
C43B C -0.4128(16) 1.0003(15) -0.7952(19) 0.147(12) Uiso 0.318(18) 1 d D . P A
2
H43D H -0.3651 1.0159 -0.8031 0.221 Uiso 0.318(18) 1 calc R U P A 2
H43E H -0.4514 1.0029 -0.8497 0.221 Uiso 0.318(18) 1 calc R U P A 2
H43F H -0.4238 1.0478 -0.7566 0.221 Uiso 0.318(18) 1 calc R U P A 2
C51B C 0.2705(17) 0.6971(15) -0.5402(17) 0.110(17) Uiso 0.169(15) 1 d D . P B 2
H51B H 0.2360 0.7142 -0.5075 0.132 Uiso 0.169(15) 1 calc R U P B 2
C52B C 0.235(3) 0.6110(19) -0.592(3) 0.14(2) Uiso 0.169(15) 1 d D . P B 2
H52D H 0.1884 0.6309 -0.6326 0.209 Uiso 0.169(15) 1 calc R U P B 2
H52E H 0.2681 0.5856 -0.6225 0.209 Uiso 0.169(15) 1 calc R U P B 2
H52F H 0.2262 0.5600 -0.5551 0.209 Uiso 0.169(15) 1 calc R U P B 2
C53B C 0.343(2) 0.682(3) -0.474(3) 0.19(3) Uiso 0.169(15) 1 d D . P B 2
H53D H 0.3595 0.7440 -0.4453 0.287 Uiso 0.169(15) 1 calc R U P B 2
H53E H 0.3372 0.6334 -0.4336 0.287 Uiso 0.169(15) 1 calc R U P B 2
H53F H 0.3791 0.6590 -0.5009 0.287 Uiso 0.169(15) 1 calc R U P B 2
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'
F F 0.0171 0.0103 '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'
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
C2 Si1 C41 108.8(4) . .
C2 Si1 C44 105.9(4) . .
C41 Si1 C44 118.5(8) . .
C2 Si1 C41B 105.0(10) . .
C44 Si1 C41B 100.4(10) . .
C2 Si1 C47 108.8(3) . .
C41 Si1 C47 105.2(6) . .
C44 Si1 C47 109.4(5) . .
C41B Si1 C47 125.7(12) . .
C2 C1 C11 174.6(6) . .
C1 C2 Si1 169.6(6) . .
C43 C41 C42 117.0(12) . .
C43 C41 Si1 118.2(11) . .
C42 C41 Si1 117.8(9) . .
C43 C41 H41 98.9 . .
C42 C41 H41 98.9 . .
Si1 C41 H41 98.9 . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C41 C43 H43A 109.5 . .
C41 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C41 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C46 C44 C45 117.9(9) . .
C46 C44 Si1 120.0(7) . .
C45 C44 Si1 115.5(8) . .
C46 C44 H44 98.6 . .
C45 C44 H44 98.6 . .
Si1 C44 H44 98.6 . .
C44 C45 H45A 109.5 . .
C44 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
C44 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
C44 C46 H46A 109.5 . .
C44 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C44 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C48 C47 C49 111.2(9) . .
C48 C47 Si1 112.9(6) . .
C49 C47 Si1 112.4(6) . .
C48 C47 H47 106.6 . .
C49 C47 H47 106.6 . .
Si1 C47 H47 106.6 . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C47 C49 H49A 109.5 . .
C47 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C47 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C57 Si2 C51 115.1(9) . .
C57 Si2 C4 107.7(3) . .
C51 Si2 C4 107.6(6) . .
C57 Si2 C51B 110.4(10) . .
C4 Si2 C51B 108.0(10) . .
C57 Si2 C54 113.0(6) . .
C51 Si2 C54 108.4(8) . .
C4 Si2 C54 104.2(4) . .
C51B Si2 C54 113.0(12) . .
C4 C3 C26 174.1(5) . .
C3 C4 Si2 175.8(5) . .
C53 C51 C52 119.0(13) . .
C53 C51 Si2 121.7(12) . .
C52 C51 Si2 119.0(9) . .
C53 C51 H51 91.7 . .
C52 C51 H51 91.7 . .
Si2 C51 H51 91.7 . .
C51 C52 H52A 109.5 . .
C51 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C51 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C51 C53 H53A 109.5 . .
C51 C53 H53B 109.5 . .
H53A C53 H53B 109.5 . .
C51 C53 H53C 109.5 . .
H53A C53 H53C 109.5 . .
H53B C53 H53C 109.5 . .
C56 C54 C55 118.8(14) . .
C56 C54 Si2 111.1(9) . .
C55 C54 Si2 110.0(9) . .
C56 C54 H54 105.3 . .
C55 C54 H54 105.3 . .
Si2 C54 H54 105.3 . .
C54 C55 H55A 109.5 . .
C54 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C54 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C54 C56 H56A 109.5 . .
C54 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C54 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
C58 C57 C59 114.4(11) . .
C58 C57 Si2 114.9(8) . .
C59 C57 Si2 113.6(8) . .
C58 C57 H57 104.1 . .
C59 C57 H57 104.1 . .
Si2 C57 H57 104.1 . .
C57 C58 H58A 109.5 . .
C57 C58 H58B 109.5 . .
H58A C58 H58B 109.5 . .
C57 C58 H58C 109.5 . .
H58A C58 H58C 109.5 . .
H58B C58 H58C 109.5 . .
C57 C59 H59A 109.5 . .
C57 C59 H59B 109.5 . .
H59A C59 H59B 109.5 . .
C57 C59 H59C 109.5 . .
H59A C59 H59C 109.5 . .
H59B C59 H59C 109.5 . .
C12 C11 C32 120.0(4) . .
C12 C11 C1 117.4(4) . .
C32 C11 C1 122.4(4) . .
N13 C12 C11 121.3(4) . .
N13 C12 C25 118.1(4) . .
C11 C12 C25 120.6(4) . .
C14 N13 C12 123.8(4) . .
C14 N13 H13 118.1 . .
C12 N13 H13 118.1 . .
N15 C14 N13 119.2(4) . .
N15 C14 C23 122.6(4) . .
N13 C14 C23 118.3(4) . .
C14 N15 C16 116.3(4) . .
N15 C16 C17 120.2(5) . .
N15 C16 C21 120.9(4) . .
C17 C16 C21 118.9(5) . .
C18 C17 C16 120.0(6) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
F18 C18 C17 120.6(7) . .
F18 C18 C19 118.2(6) . .
C17 C18 C19 121.2(5) . .
F19 C19 C20 121.1(7) . .
F19 C19 C18 117.9(6) . .
C20 C19 C18 121.0(5) . .
C19 C20 C21 119.3(6) . .
C19 C20 H20 120.3 . .
C21 C20 H20 120.3 . .
N22 C21 C20 119.0(5) . .
N22 C21 C16 121.4(4) . .
C20 C21 C16 119.6(5) . .
C23 N22 C21 115.5(4) . .
N22 C23 N24 119.1(4) . .
N22 C23 C14 123.2(4) . .
N24 C23 C14 117.7(4) . .
C23 N24 C25 123.5(4) . .
C23 N24 H24 118.2 . .
C25 N24 H24 118.2 . .
N24 C25 C26 120.9(4) . .
N24 C25 C12 118.6(4) . .
C26 C25 C12 120.5(4) . .
C25 C26 C3 117.9(4) . .
C25 C26 C27 119.6(4) . .
C3 C26 C27 122.4(4) . .
C32 C27 C28 119.0(4) . .
C32 C27 C26 119.9(4) . .
C28 C27 C26 121.1(5) . .
C29 C28 C27 120.2(5) . .
C29 C28 H28 119.9 . .
C27 C28 H28 119.9 . .
C28 C29 C30 120.8(5) . .
C28 C29 H29 119.6 . .
C30 C29 H29 119.6 . .
C31 C30 C29 120.0(5) . .
C31 C30 H30 120.0 . .
C29 C30 H30 120.0 . .
C30 C31 C32 121.5(5) . .
C30 C31 H31 119.3 . .
C32 C31 H31 119.3 . .
C27 C32 C31 118.6(4) . .
C27 C32 C11 119.3(4) . .
C31 C32 C11 122.1(5) . .
C42B C41B C43B 118(2) . .
C42B C41B Si1 114.1(18) . .
C43B C41B Si1 108.5(16) . .
C42B C41B H41B 104.9 . .
C43B C41B H41B 104.9 . .
Si1 C41B H41B 104.9 . .
C41B C42B H42D 109.5 . .
C41B C42B H42E 109.5 . .
H42D C42B H42E 109.5 . .
C41B C42B H42F 109.5 . .
H42D C42B H42F 109.5 . .
H42E C42B H42F 109.5 . .
C41B C43B H43D 109.5 . .
C41B C43B H43E 109.5 . .
H43D C43B H43E 109.5 . .
C41B C43B H43F 109.5 . .
H43D C43B H43F 109.5 . .
H43E C43B H43F 109.5 . .
C53B C51B C52B 118(2) . .
C53B C51B Si2 114.0(18) . .
C52B C51B Si2 110.7(17) . .
C53B C51B H51B 104.2 . .
C52B C51B H51B 104.2 . .
Si2 C51B H51B 104.2 . .
C51B C52B H52D 109.5 . .
C51B C52B H52E 109.5 . .
H52D C52B H52E 109.5 . .
C51B C52B H52F 109.5 . .
H52D C52B H52F 109.5 . .
H52E C52B H52F 109.5 . .
C51B C53B H53D 109.5 . .
C51B C53B H53E 109.5 . .
H53D C53B H53E 109.5 . .
C51B C53B H53F 109.5 . .
H53D C53B H53F 109.5 . .
H53E C53B H53F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 C2 1.823(6) .
Si1 C41 1.838(10) .
Si1 C44 1.842(9) .
Si1 C41B 1.862(15) .
Si1 C47 1.865(7) .
C1 C2 1.191(6) .
C1 C11 1.446(7) .
C41 C43 1.451(13) .
C41 C42 1.506(11) .
C41 H41 0.9900 .
C42 H42A 0.9700 .
C42 H42B 0.9700 .
C42 H42C 0.9700 .
C43 H43A 0.9700 .
C43 H43B 0.9700 .
C43 H43C 0.9700 .
C44 C46 1.422(10) .
C44 C45 1.486(10) .
C44 H44 0.9900 .
C45 H45A 0.9700 .
C45 H45B 0.9700 .
C45 H45C 0.9700 .
C46 H46A 0.9700 .
C46 H46B 0.9700 .
C46 H46C 0.9700 .
C47 C48 1.485(9) .
C47 C49 1.494(9) .
C47 H47 0.9900 .
C48 H48A 0.9700 .
C48 H48B 0.9700 .
C48 H48C 0.9700 .
C49 H49A 0.9700 .
C49 H49B 0.9700 .
C49 H49C 0.9700 .
Si2 C57 1.829(8) .
Si2 C51 1.832(11) .
Si2 C4 1.833(6) .
Si2 C51B 1.852(15) .
Si2 C54 1.860(10) .
C3 C4 1.195(6) .
C3 C26 1.417(7) .
C51 C53 1.444(12) .
C51 C52 1.477(13) .
C51 H51 0.9900 .
C52 H52A 0.9700 .
C52 H52B 0.9700 .
C52 H52C 0.9700 .
C53 H53A 0.9700 .
C53 H53B 0.9700 .
C53 H53C 0.9700 .
C54 C56 1.488(13) .
C54 C55 1.536(12) .
C54 H54 0.9900 .
C55 H55A 0.9700 .
C55 H55B 0.9700 .
C55 H55C 0.9700 .
C56 H56A 0.9700 .
C56 H56B 0.9700 .
C56 H56C 0.9700 .
C57 C58 1.477(11) .
C57 C59 1.503(10) .
C57 H57 0.9900 .
C58 H58A 0.9700 .
C58 H58B 0.9700 .
C58 H58C 0.9700 .
C59 H59A 0.9700 .
C59 H59B 0.9700 .
C59 H59C 0.9700 .
C11 C12 1.389(6) .
C11 C32 1.421(6) .
C12 N13 1.389(5) .
C12 C25 1.400(6) .
N13 C14 1.365(5) .
N13 H13 0.8700 .
C14 N15 1.294(5) .
C14 C23 1.431(6) .
N15 C16 1.377(6) .
C16 C17 1.398(6) .
C16 C21 1.410(7) .
C17 C18 1.344(7) .
C17 H17 0.9400 .
C18 F18 1.343(6) .
C18 C19 1.389(9) .
C19 F19 1.340(6) .
C19 C20 1.347(7) .
C20 C21 1.405(6) .
C20 H20 0.9400 .
C21 N22 1.382(5) .
N22 C23 1.296(5) .
C23 N24 1.378(5) .
N24 C25 1.385(5) .
N24 H24 0.8700 .
C25 C26 1.385(5) .
C26 C27 1.429(6) .
C27 C32 1.403(6) .
C27 C28 1.407(6) .
C28 C29 1.375(7) .
C28 H28 0.9400 .
C29 C30 1.378(8) .
C29 H29 0.9400 .
C30 C31 1.354(7) .
C30 H30 0.9400 .
C31 C32 1.407(6) .
C31 H31 0.9400 .
C41B C42B 1.484(14) .
C41B C43B 1.489(15) .
C41B H41B 0.9900 .
C42B H42D 0.9700 .
C42B H42E 0.9700 .
C42B H42F 0.9700 .
C43B H43D 0.9700 .
C43B H43E 0.9700 .
C43B H43F 0.9700 .
C51B C53B 1.475(15) .
C51B C52B 1.479(15) .
C51B H51B 0.9900 .
C52B H52D 0.9700 .
C52B H52E 0.9700 .
C52B H52F 0.9700 .
C53B H53D 0.9700 .
C53B H53E 0.9700 .
C53B H53F 0.9700 .
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
C41_a Si1 C2 C1 162(3) . . . .
C44 Si1 C2 C1 34(3) . . . .
C41B Si1 C2 C1 140(3) . . . .
C47 Si1 C2 C1 -84(3) . . . .
C2 Si1 C41 C43 -43(2) . . . .
C44 Si1 C41 C43 78(2) . . . .
C41B Si1 C41 C43 41(3) . . . .
C47 Si1 C41 C43 -159(2) . . . .
C2 Si1 C41 C42 167.6(17) . . . .
C44 Si1 C41 C42 -71(2) . . . .
C41B Si1 C41 C42 -109(3) . . . .
C47 Si1 C41 C42 51(2) . . . .
C2 Si1 C44 C46 34.8(13) . . . .
C41 Si1 C44 C46 -87.7(13) . . . .
C41B Si1 C44 C46 -74.3(17) . . . .
C47 Si1 C44 C46 151.9(11) . . . .
C2 Si1 C44 C45 -174.3(11) . . . .
C41 Si1 C44 C45 63.3(13) . . . .
C41B Si1 C44 C45 76.7(16) . . . .
C47 Si1 C44 C45 -57.2(13) . . . .
C2 Si1 C47 C48 61.7(8) . . . .
C41 Si1 C47 C48 178.2(9) . . . .
C44 Si1 C47 C48 -53.5(9) . . . .
C41B Si1 C47 C48 -172.8(11) . . . .
C2 Si1 C47 C49 -65.1(8) . . . .
C41 Si1 C47 C49 51.4(10) . . . .
C44 Si1 C47 C49 179.7(8) . . . .
C41B Si1 C47 C49 60.4(13) . . . .
C57 Si2 C51 C53 -84(2) . . . .
C4 Si2 C51 C53 155(2) . . . .
C51B Si2 C51 C53 -109(14) . . . .
C54 Si2 C51 C53 43(2) . . . .
C57 Si2 C51 C52 90(2) . . . .
C4 Si2 C51 C52 -30(2) . . . .
C51B Si2 C51 C52 65(13) . . . .
C54 Si2 C51 C52 -142.4(19) . . . .
C57 Si2 C54 C56 -45.4(13) . . . .
C51 Si2 C54 C56 -174.3(13) . . . .
C4 Si2 C54 C56 71.3(12) . . . .
C51B Si2 C54 C56 -171.7(14) . . . .
C57 Si2 C54 C55 -178.9(10) . . . .
C51 Si2 C54 C55 52.2(14) . . . .
C4 Si2 C54 C55 -62.3(12) . . . .
C51B Si2 C54 C55 54.7(15) . . . .
C51 Si2 C57 C58 -68.8(11) . . . .
C4 Si2 C57 C58 51.3(11) . . . .
C51B Si2 C57 C58 -66.5(15) . . . .
C54 Si2 C57 C58 165.8(9) . . . .
C51 Si2 C57 C59 65.5(14) . . . .
C4 Si2 C57 C59 -174.4(12) . . . .
C51B Si2 C57 C59 67.9(16) . . . .
C54 Si2 C57 C59 -59.8(14) . . . .
C32 C11 C12 N13 179.0(4) . . . .
C1 C11 C12 N13 -5.5(6) . . . .
C32 C11 C12 C25 -3.0(6) . . . .
C1 C11 C12 C25 172.5(4) . . . .
C11 C12 N13 C14 179.1(4) . . . .
C25 C12 N13 C14 1.0(6) . . . .
C12 N13 C14 N15 179.1(4) . . . .
C12 N13 C14 C23 -0.6(6) . . . .
N13 C14 N15 C16 179.4(4) . . . .
C23 C14 N15 C16 -0.9(6) . . . .
C14 N15 C16 C17 -178.7(4) . . . .
C14 N15 C16 C21 1.3(6) . . . .
N15 C16 C17 C18 179.6(4) . . . .
C21 C16 C17 C18 -0.4(7) . . . .
C16 C17 C18 F18 -179.5(4) . . . .
C16 C17 C18 C19 0.9(8) . . . .
F18 C18 C19 F19 1.0(8) . . . .
C17 C18 C19 F19 -179.4(4) . . . .
F18 C18 C19 C20 179.7(4) . . . .
C17 C18 C19 C20 -0.7(8) . . . .
F19 C19 C20 C21 178.7(4) . . . .
C18 C19 C20 C21 0.0(7) . . . .
C19 C20 C21 N22 -179.9(4) . . . .
C19 C20 C21 C16 0.5(6) . . . .
N15 C16 C21 N22 0.2(6) . . . .
C17 C16 C21 N22 -179.9(4) . . . .
N15 C16 C21 C20 179.7(4) . . . .
C17 C16 C21 C20 -0.3(6) . . . .
C20 C21 N22 C23 178.5(4) . . . .
C16 C21 N22 C23 -1.9(6) . . . .
C21 N22 C23 N24 -178.4(3) . . . .
C21 N22 C23 C14 2.3(6) . . . .
N15 C14 C23 N22 -1.0(6) . . . .
N13 C14 C23 N22 178.7(4) . . . .
N15 C14 C23 N24 179.7(4) . . . .
N13 C14 C23 N24 -0.6(6) . . . .
N22 C23 N24 C25 -178.0(4) . . . .
C14 C23 N24 C25 1.3(6) . . . .
C23 N24 C25 C26 -178.6(4) . . . .
C23 N24 C25 C12 -0.9(6) . . . .
N13 C12 C25 N24 -0.3(6) . . . .
C11 C12 C25 N24 -178.4(4) . . . .
N13 C12 C25 C26 177.4(4) . . . .
C11 C12 C25 C26 -0.7(6) . . . .
N24 C25 C26 C3 4.7(6) . . . .
C12 C25 C26 C3 -172.9(4) . . . .
N24 C25 C26 C27 -178.5(4) . . . .
C12 C25 C26 C27 3.8(6) . . . .
C25 C26 C27 C32 -3.4(6) . . . .
C3 C26 C27 C32 173.3(4) . . . .
C25 C26 C27 C28 177.8(4) . . . .
C3 C26 C27 C28 -5.6(6) . . . .
C32 C27 C28 C29 0.8(6) . . . .
C26 C27 C28 C29 179.7(4) . . . .
C27 C28 C29 C30 -1.6(7) . . . .
C28 C29 C30 C31 1.2(8) . . . .
C29 C30 C31 C32 -0.2(8) . . . .
C28 C27 C32 C31 0.2(6) . . . .
C26 C27 C32 C31 -178.6(4) . . . .
C28 C27 C32 C11 178.6(4) . . . .
C26 C27 C32 C11 -0.3(6) . . . .
C30 C31 C32 C27 -0.5(7) . . . .
C30 C31 C32 C11 -178.9(4) . . . .
C12 C11 C32 C27 3.4(6) . . . .
C1 C11 C32 C27 -171.9(4) . . . .
C12 C11 C32 C31 -178.3(4) . . . .
C1 C11 C32 C31 6.5(7) . . . .
C2 Si1 C41B C42B -162(2) . . . .
C41 Si1 C41B C42B 95(4) . . . .
C44 Si1 C41B C42B -52(3) . . . .
C47 Si1 C41B C42B 71(3) . . . .
C2 Si1 C41B C43B 64(3) . . . .
C41 Si1 C41B C43B -39.1(19) . . . .
C44 Si1 C41B C43B 174(2) . . . .
C47 Si1 C41B C43B -63(3) . . . .
C57 Si2 C51B C53B -40(3) . . . .
C51 Si2 C51B C53B 116(15) . . . .
C4 Si2 C51B C53B -158(3) . . . .
C54 Si2 C51B C53B 87(3) . . . .
C57 Si2 C51B C52B -176(2) . . . .
C51 Si2 C51B C52B -20(13) . . . .
C4 Si2 C51B C52B 66(3) . . . .
C54 Si2 C51B C52B -48(3) . . . .
