#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:01:04 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178416 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/37/4023789.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_4023789
loop_
_publ_author_name
'Masaki Yamamura'
'Naokazu Kano'
'Takayuki Kawashima'
'Tomonari Matsumoto'
'Jun Harada'
'Keiichiro Ogawa'
_publ_contact_author_address
;
Department of Chemistry, Graduate School of Science,
The University of Tokyo,
7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan
;
_publ_contact_author_email       takayuki@chem.s.u-tokyo.ac.jp
_publ_contact_author_fax         +81-5800-6899
_publ_contact_author_name        'Takayuki Kawashima'
_publ_contact_author_phone       +81-5841-4338
_publ_section_title
;
 Crucial Role of N...Si Interactions in the Solid-State
 Coloration of Disilylazobenzenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8244
_journal_page_last               8249
_journal_paper_doi               10.1021/jo801334a
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C44 H44 F2 N2 Si2'
_chemical_formula_sum            'C44 H44 F2 N2 Si2'
_chemical_formula_weight         694.99
_chemical_name_systematic
; 

4,4'-Dibutyl-2,2'-bis(fluorodiphenylsilyl)azobenzene
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.857(4)
_cell_angle_beta                 100.122(4)
_cell_angle_gamma                99.054(4)
_cell_formula_units_Z            2
_cell_length_a                   10.851(4)
_cell_length_b                   11.525(4)
_cell_length_c                   15.430(5)
_cell_measurement_reflns_used    5614
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      3.0043
_cell_volume                     1859.1(10)
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_computing_molecular_graphics
'ORTEP-3 for Windows ver 1.08 (Farrugia, 1997-2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 14.5666
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details
;
scan:
    Number of images: 600
               Slice: -70.0000 - 110.0000
         Image width: 0.3000
            Exp time: 11.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 45.1804
              2theta: 19.7886
scan:
    Number of images: 600
               Slice: -70.0000 - 110.0000
         Image width: 0.3000
            Exp time: 11.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 45.1804
              2theta: 19.7886

;
_diffrn_measurement_device
;
Mercury CCD (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC8: Eulerian 3-circle
;
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0708
_diffrn_orient_matrix_UB_12      0.0598
_diffrn_orient_matrix_UB_13      0.0217
_diffrn_orient_matrix_UB_21      -0.0699
_diffrn_orient_matrix_UB_22      -0.0485
_diffrn_orient_matrix_UB_23      -0.0248
_diffrn_orient_matrix_UB_31      -0.0174
_diffrn_orient_matrix_UB_32      -0.0219
_diffrn_orient_matrix_UB_33      0.0602
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0132
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11999
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.01
_diffrn_source_current           40.0000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_T_max  0.9727
_exptl_absorpt_correction_T_min  0.9336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Jacobson, R. (1998) Private communication
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         6362
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0319
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0380P)²+0.6327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0858
_reflns_number_gt                5491
_reflns_number_total             6362
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801334a_si_002.cif
_cod_data_source_block           e4b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4023789
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.76840(4) 0.50680(3) 0.54793(3) 0.01684(11) Uani 1 1 d . . .
F1 F 0.66111(8) 0.52601(8) 0.60796(5) 0.0238(2) Uani 1 1 d . . .
C1 C 0.91604(13) 0.54640(12) 0.63561(9) 0.0165(3) Uani 1 1 d . . .
C2 C 0.91025(14) 0.58665(12) 0.72268(9) 0.0176(3) Uani 1 1 d . . .
H1 H 0.8291 0.5865 0.7379 0.021 Uiso 1 1 calc R . .
C3 C 1.01921(14) 0.62741(12) 0.78873(9) 0.0184(3) Uani 1 1 d . . .
C4 C 1.13719(14) 0.62451(13) 0.76597(10) 0.0199(3) Uani 1 1 d . . .
H2 H 1.2122 0.6496 0.8102 0.024 Uiso 1 1 calc R . .
C5 C 1.14750(14) 0.58591(13) 0.68020(10) 0.0197(3) Uani 1 1 d . . .
H3 H 1.2289 0.5851 0.6656 0.024 Uiso 1 1 calc R . .
C6 C 1.03793(14) 0.54825(12) 0.61561(9) 0.0165(3) Uani 1 1 d . . .
N1 N 1.05228(11) 0.51503(10) 0.52733(8) 0.0161(3) Uani 1 1 d . . .
C7 C 0.70556(14) 0.34872(13) 0.50035(9) 0.0188(3) Uani 1 1 d . . .
C8 C 0.78105(15) 0.26117(13) 0.49800(10) 0.0213(3) Uani 1 1 d . . .
H4 H 0.8708 0.2829 0.5164 0.026 Uiso 1 1 calc R . .
C9 C 0.72736(17) 0.14349(14) 0.46932(10) 0.0289(4) Uani 1 1 d . . .
H5 H 0.7803 0.0852 0.4693 0.035 Uiso 1 1 calc R . .
C10 C 0.59745(17) 0.11014(15) 0.44066(11) 0.0337(4) Uani 1 1 d . . .
H6 H 0.5610 0.0294 0.4201 0.040 Uiso 1 1 calc R . .
C11 C 0.52082(17) 0.19507(16) 0.44206(12) 0.0348(4) Uani 1 1 d . . .
H7 H 0.4314 0.1728 0.4224 0.042 Uiso 1 1 calc R . .
C12 C 0.57418(15) 0.31251(14) 0.47208(11) 0.0270(4) Uani 1 1 d . . .
H8 H 0.5203 0.3699 0.4735 0.032 Uiso 1 1 calc R . .
C13 C 0.75117(14) 0.62722(13) 0.47702(9) 0.0186(3) Uani 1 1 d . . .
C14 C 0.82462(15) 0.73984(13) 0.50680(11) 0.0260(4) Uani 1 1 d . . .
H9 H 0.8870 0.7513 0.5600 0.031 Uiso 1 1 calc R . .
C15 C 0.80861(17) 0.83469(14) 0.46073(11) 0.0321(4) Uani 1 1 d . . .
H10 H 0.8592 0.9105 0.4827 0.038 Uiso 1 1 calc R . .
C16 C 0.71948(16) 0.81991(15) 0.38304(11) 0.0302(4) Uani 1 1 d . . .
H11 H 0.7085 0.8852 0.3513 0.036 Uiso 1 1 calc R . .
C17 C 0.64655(16) 0.70973(15) 0.35189(11) 0.0304(4) Uani 1 1 d . . .
H12 H 0.5852 0.6988 0.2982 0.036 Uiso 1 1 calc R . .
C18 C 0.66210(15) 0.61468(14) 0.39837(10) 0.0255(4) Uani 1 1 d . . .
H13 H 0.6108 0.5393 0.3761 0.031 Uiso 1 1 calc R . .
C19 C 1.00857(15) 0.67756(13) 0.88094(10) 0.0221(3) Uani 1 1 d . . .
H14 H 0.9859 0.7572 0.8783 0.027 Uiso 1 1 calc R . .
H15 H 1.0933 0.6878 0.9201 0.027 Uiso 1 1 calc R . .
C20 C 0.91195(14) 0.60367(13) 0.92335(10) 0.0214(3) Uani 1 1 d . . .
H16 H 0.8266 0.5935 0.8850 0.026 Uiso 1 1 calc R . .
H17 H 0.9343 0.5241 0.9271 0.026 Uiso 1 1 calc R . .
C21 C 0.90696(15) 0.66019(14) 1.01572(10) 0.0233(3) Uani 1 1 d . . .
H18 H 0.8889 0.7414 1.0125 0.028 Uiso 1 1 calc R . .
H19 H 0.9910 0.6665 1.0550 0.028 Uiso 1 1 calc R . .
C22 C 0.80548(16) 0.58903(15) 1.05575(11) 0.0300(4) Uani 1 1 d . . .
H20 H 0.8246 0.5094 1.0608 0.045 Uiso 1 1 calc R . .
H21 H 0.7220 0.5830 1.0173 0.045 Uiso 1 1 calc R . .
H22 H 0.8047 0.6289 1.1148 0.045 Uiso 1 1 calc R . .
Si2 Si 0.70209(4) 0.94942(4) 0.92888(3) 0.01736(11) Uani 1 1 d . . .
F2 F 0.84449(8) 0.92987(8) 0.91818(5) 0.0245(2) Uani 1 1 d . . .
C23 C 0.72749(13) 0.99922(12) 1.05062(9) 0.0165(3) Uani 1 1 d . . .
C24 C 0.84715(13) 1.01190(12) 1.10464(9) 0.0172(3) Uani 1 1 d . . .
H23 H 0.9161 0.9933 1.0788 0.021 Uiso 1 1 calc R . .
C25 C 0.86925(14) 1.05122(12) 1.19588(9) 0.0177(3) Uani 1 1 d . . .
C26 C 0.76795(14) 1.07887(12) 1.23323(9) 0.0192(3) Uani 1 1 d . . .
H24 H 0.7819 1.1063 1.2949 0.023 Uiso 1 1 calc R . .
C27 C 0.64755(14) 1.06716(12) 1.18208(9) 0.0190(3) Uani 1 1 d . . .
H25 H 0.5790 1.0860 1.2082 0.023 Uiso 1 1 calc R . .
C28 C 0.62815(13) 1.02736(12) 1.09175(9) 0.0164(3) Uani 1 1 d . . .
N2 N 0.50379(11) 1.01726(10) 1.04069(8) 0.0163(3) Uani 1 1 d . . .
C29 C 0.68103(14) 1.07036(14) 0.85837(10) 0.0210(3) Uani 1 1 d . . .
C30 C 0.69196(15) 1.18643(14) 0.89855(11) 0.0286(4) Uani 1 1 d . . .
H26 H 0.7034 1.2017 0.9614 0.034 Uiso 1 1 calc R . .
C31 C 0.68658(17) 1.28046(16) 0.84917(13) 0.0371(4) Uani 1 1 d . . .
H27 H 0.6947 1.3588 0.8783 0.045 Uiso 1 1 calc R . .
C32 C 0.66945(16) 1.26000(17) 0.75795(13) 0.0384(5) Uani 1 1 d . . .
H28 H 0.6661 1.3241 0.7240 0.046 Uiso 1 1 calc R . .
C33 C 0.65716(16) 1.14624(18) 0.71614(12) 0.0379(4) Uani 1 1 d . . .
H29 H 0.6443 1.1318 0.6532 0.045 Uiso 1 1 calc R . .
C34 C 0.66350(16) 1.05224(16) 0.76574(11) 0.0300(4) Uani 1 1 d . . .
H30 H 0.6558 0.9743 0.7361 0.036 Uiso 1 1 calc R . .
C35 C 0.61240(14) 0.79500(13) 0.89176(10) 0.0197(3) Uani 1 1 d . . .
C36 C 0.53964(14) 0.73621(13) 0.94572(10) 0.0232(3) Uani 1 1 d . . .
H31 H 0.5341 0.7764 1.0014 0.028 Uiso 1 1 calc R . .
C37 C 0.47542(16) 0.62062(14) 0.91993(12) 0.0314(4) Uani 1 1 d . . .
H32 H 0.4265 0.5823 0.9576 0.038 Uiso 1 1 calc R . .
C38 C 0.48296(17) 0.56151(16) 0.83897(13) 0.0381(4) Uani 1 1 d . . .
H33 H 0.4379 0.4828 0.8205 0.046 Uiso 1 1 calc R . .
C39 C 0.55554(16) 0.61636(16) 0.78518(12) 0.0380(4) Uani 1 1 d . . .
H34 H 0.5612 0.5752 0.7298 0.046 Uiso 1 1 calc R . .
C40 C 0.62053(15) 0.73174(15) 0.81162(11) 0.0279(4) Uani 1 1 d . . .
H35 H 0.6716 0.7683 0.7744 0.034 Uiso 1 1 calc R . .
C41 C 0.99979(14) 1.06070(13) 1.25266(10) 0.0208(3) Uani 1 1 d . . .
H36 H 1.0167 1.1321 1.2975 0.025 Uiso 1 1 calc R . .
H37 H 1.0644 1.0708 1.2147 0.025 Uiso 1 1 calc R . .
C42 C 1.01356(15) 0.95178(14) 1.30029(10) 0.0237(3) Uani 1 1 d . . .
H38 H 1.1005 0.9636 1.3366 0.028 Uiso 1 1 calc R . .
H39 H 0.9528 0.9450 1.3412 0.028 Uiso 1 1 calc R . .
C43 C 0.99001(16) 0.83662(14) 1.23760(11) 0.0297(4) Uani 1 1 d . . .
H40 H 1.0504 0.8434 1.1964 0.036 Uiso 1 1 calc R . .
H41 H 0.9028 0.8243 1.2017 0.036 Uiso 1 1 calc R . .
C44 C 1.00492(17) 0.72941(15) 1.28558(12) 0.0357(4) Uani 1 1 d . . .
H42 H 0.9425 0.7198 1.3243 0.054 Uiso 1 1 calc R . .
H43 H 1.0910 0.7410 1.3214 0.054 Uiso 1 1 calc R . .
H44 H 0.9908 0.6583 1.2419 0.054 Uiso 1 1 calc R . .
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
_geom_angle_publ_flag
F1 Si1 C13 99.95(6) . . ?
F1 Si1 C7 98.47(6) . . ?
C13 Si1 C7 120.32(7) . . ?
F1 Si1 C1 100.19(6) . . ?
C13 Si1 C1 111.41(7) . . ?
C7 Si1 C1 120.22(6) . . ?
C2 C1 C6 116.97(13) . . ?
C2 C1 Si1 120.70(11) . . ?
C6 C1 Si1 122.04(11) . . ?
C1 C2 C3 122.63(14) . . ?
C1 C2 H1 118.7 . . ?
C3 C2 H1 118.7 . . ?
C4 C3 C2 118.06(13) . . ?
C4 C3 C19 121.12(13) . . ?
C2 C3 C19 120.78(13) . . ?
C5 C4 C3 121.27(14) . . ?
C5 C4 H2 119.4 . . ?
C3 C4 H2 119.4 . . ?
C4 C5 C6 119.43(14) . . ?
C4 C5 H3 120.3 . . ?
C6 C5 H3 120.3 . . ?
C5 C6 C1 121.60(13) . . ?
C5 C6 N1 117.88(13) . . ?
C1 C6 N1 120.49(13) . . ?
N1 N1 C6 113.50(14) 2_766 . ?
C8 C7 C12 117.30(14) . . ?
C8 C7 Si1 123.82(11) . . ?
C12 C7 Si1 118.65(11) . . ?
C9 C8 C7 121.12(15) . . ?
C9 C8 H4 119.4 . . ?
C7 C8 H4 119.4 . . ?
C10 C9 C8 120.48(15) . . ?
C10 C9 H5 119.8 . . ?
C8 C9 H5 119.8 . . ?
C9 C10 C11 119.49(15) . . ?
C9 C10 H6 120.3 . . ?
C11 C10 H6 120.3 . . ?
C10 C11 C12 120.08(16) . . ?
C10 C11 H7 120.0 . . ?
C12 C11 H7 120.0 . . ?
C11 C12 C7 121.51(16) . . ?
C11 C12 H8 119.2 . . ?
C7 C12 H8 119.2 . . ?
C18 C13 C14 117.04(14) . . ?
C18 C13 Si1 123.84(12) . . ?
C14 C13 Si1 118.94(11) . . ?
C15 C14 C13 121.51(15) . . ?
C15 C14 H9 119.2 . . ?
C13 C14 H9 119.2 . . ?
C16 C15 C14 120.28(16) . . ?
C16 C15 H10 119.9 . . ?
C14 C15 H10 119.9 . . ?
C17 C16 C15 119.39(15) . . ?
C17 C16 H11 120.3 . . ?
C15 C16 H11 120.3 . . ?
C16 C17 C18 120.34(15) . . ?
C16 C17 H12 119.8 . . ?
C18 C17 H12 119.8 . . ?
C17 C18 C13 121.44(15) . . ?
C17 C18 H13 119.3 . . ?
C13 C18 H13 119.3 . . ?
C3 C19 C20 115.73(12) . . ?
C3 C19 H14 108.3 . . ?
C20 C19 H14 108.3 . . ?
C3 C19 H15 108.3 . . ?
C20 C19 H15 108.3 . . ?
H14 C19 H15 107.4 . . ?
C21 C20 C19 112.43(12) . . ?
C21 C20 H16 109.1 . . ?
C19 C20 H16 109.1 . . ?
C21 C20 H17 109.1 . . ?
C19 C20 H17 109.1 . . ?
H16 C20 H17 107.8 . . ?
C20 C21 C22 112.10(13) . . ?
C20 C21 H18 109.2 . . ?
C22 C21 H18 109.2 . . ?
C20 C21 H19 109.2 . . ?
C22 C21 H19 109.2 . . ?
H18 C21 H19 107.9 . . ?
C21 C22 H20 109.5 . . ?
C21 C22 H21 109.5 . . ?
H20 C22 H21 109.5 . . ?
C21 C22 H22 109.5 . . ?
H20 C22 H22 109.5 . . ?
H21 C22 H22 109.5 . . ?
F2 Si2 C23 101.24(6) . . ?
F2 Si2 C35 99.94(6) . . ?
C23 Si2 C35 115.06(7) . . ?
F2 Si2 C29 100.33(6) . . ?
C23 Si2 C29 114.03(7) . . ?
C35 Si2 C29 121.18(7) . . ?
C24 C23 C28 117.00(13) . . ?
C24 C23 Si2 121.00(11) . . ?
C28 C23 Si2 121.99(11) . . ?
C23 C24 C25 122.14(13) . . ?
C23 C24 H23 118.9 . . ?
C25 C24 H23 118.9 . . ?
C26 C25 C24 118.62(13) . . ?
C26 C25 C41 120.86(13) . . ?
C24 C25 C41 120.51(13) . . ?
C27 C26 C25 121.12(13) . . ?
C27 C26 H24 119.4 . . ?
C25 C26 H24 119.4 . . ?
C26 C27 C28 119.05(13) . . ?
C26 C27 H25 120.5 . . ?
C28 C27 H25 120.5 . . ?
C27 C28 C23 122.06(13) . . ?
C27 C28 N2 117.83(12) . . ?
C23 C28 N2 120.09(13) . . ?
N2 N2 C28 113.17(14) 2_677 . ?
C30 C29 C34 117.02(15) . . ?
C30 C29 Si2 119.72(12) . . ?
C34 C29 Si2 123.10(12) . . ?
C31 C30 C29 121.77(16) . . ?
C31 C30 H26 119.1 . . ?
C29 C30 H26 119.1 . . ?
C32 C31 C30 119.94(17) . . ?
C32 C31 H27 120.0 . . ?
C30 C31 H27 120.0 . . ?
C33 C32 C31 119.74(16) . . ?
C33 C32 H28 120.1 . . ?
C31 C32 H28 120.1 . . ?
C32 C33 C34 120.25(16) . . ?
C32 C33 H29 119.9 . . ?
C34 C33 H29 119.9 . . ?
C33 C34 C29 121.26(17) . . ?
C33 C34 H30 119.4 . . ?
C29 C34 H30 119.4 . . ?
C40 C35 C36 117.33(14) . . ?
C40 C35 Si2 121.55(12) . . ?
C36 C35 Si2 121.03(11) . . ?
C37 C36 C35 121.56(15) . . ?
C37 C36 H31 119.2 . . ?
C35 C36 H31 119.2 . . ?
C38 C37 C36 119.57(16) . . ?
C38 C37 H32 120.2 . . ?
C36 C37 H32 120.2 . . ?
C39 C38 C37 120.16(16) . . ?
C39 C38 H33 119.9 . . ?
C37 C38 H33 119.9 . . ?
C38 C39 C40 120.06(16) . . ?
C38 C39 H34 120.0 . . ?
C40 C39 H34 120.0 . . ?
C39 C40 C35 121.28(16) . . ?
C39 C40 H35 119.4 . . ?
C35 C40 H35 119.4 . . ?
C25 C41 C42 112.72(12) . . ?
C25 C41 H36 109.0 . . ?
C42 C41 H36 109.0 . . ?
C25 C41 H37 109.0 . . ?
C42 C41 H37 109.0 . . ?
H36 C41 H37 107.8 . . ?
C43 C42 C41 113.61(13) . . ?
C43 C42 H38 108.8 . . ?
C41 C42 H38 108.8 . . ?
C43 C42 H39 108.8 . . ?
C41 C42 H39 108.8 . . ?
H38 C42 H39 107.7 . . ?
C42 C43 C44 113.11(14) . . ?
C42 C43 H40 109.0 . . ?
C44 C43 H40 109.0 . . ?
C42 C43 H41 109.0 . . ?
C44 C43 H41 109.0 . . ?
H40 C43 H41 107.8 . . ?
C43 C44 H42 109.5 . . ?
C43 C44 H43 109.5 . . ?
H42 C44 H43 109.5 . . ?
C43 C44 H44 109.5 . . ?
H42 C44 H44 109.5 . . ?
H43 C44 H44 109.5 . . ?
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 F1 1.6372(10) . ?
Si1 C13 1.8649(15) . ?
Si1 C7 1.8663(16) . ?
Si1 C1 1.8673(15) . ?
C1 C2 1.391(2) . ?
C1 C6 1.408(2) . ?
C2 C3 1.400(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.390(2) . ?
C3 C19 1.511(2) . ?
C4 C5 1.382(2) . ?
C4 H2 0.9500 . ?
C5 C6 1.389(2) . ?
C5 H3 0.9500 . ?
C6 N1 1.4189(18) . ?
N1 N1 1.265(2) 2_766 ?
C7 C8 1.398(2) . ?
C7 C12 1.398(2) . ?
C8 C9 1.383(2) . ?
C8 H4 0.9500 . ?
C9 C10 1.381(3) . ?
C9 H5 0.9500 . ?
C10 C11 1.381(3) . ?
C10 H6 0.9500 . ?
C11 C12 1.383(2) . ?
C11 H7 0.9500 . ?
C12 H8 0.9500 . ?
C13 C18 1.391(2) . ?
C13 C14 1.398(2) . ?
C14 C15 1.380(2) . ?
C14 H9 0.9500 . ?
C15 C16 1.379(2) . ?
C15 H10 0.9500 . ?
C16 C17 1.377(2) . ?
C16 H11 0.9500 . ?
C17 C18 1.385(2) . ?
C17 H12 0.9500 . ?
C18 H13 0.9500 . ?
C19 C20 1.525(2) . ?
C19 H14 0.9900 . ?
C19 H15 0.9900 . ?
C20 C21 1.519(2) . ?
C20 H16 0.9900 . ?
C20 H17 0.9900 . ?
C21 C22 1.525(2) . ?
C21 H18 0.9900 . ?
C21 H19 0.9900 . ?
C22 H20 0.9800 . ?
C22 H21 0.9800 . ?
C22 H22 0.9800 . ?
Si2 F2 1.6301(10) . ?
Si2 C23 1.8661(16) . ?
Si2 C35 1.8691(16) . ?
Si2 C29 1.8712(16) . ?
C23 C24 1.392(2) . ?
C23 C28 1.406(2) . ?
C24 C25 1.401(2) . ?
C24 H23 0.9500 . ?
C25 C26 1.392(2) . ?
C25 C41 1.510(2) . ?
C26 C27 1.381(2) . ?
C26 H24 0.9500 . ?
C27 C28 1.390(2) . ?
C27 H25 0.9500 . ?
C28 N2 1.4189(19) . ?
N2 N2 1.262(2) 2_677 ?
C29 C30 1.394(2) . ?
C29 C34 1.398(2) . ?
C30 C31 1.390(2) . ?
C30 H26 0.9500 . ?
C31 C32 1.378(3) . ?
C31 H27 0.9500 . ?
C32 C33 1.377(3) . ?
C32 H28 0.9500 . ?
C33 C34 1.392(2) . ?
C33 H29 0.9500 . ?
C34 H30 0.9500 . ?
C35 C40 1.394(2) . ?
C35 C36 1.398(2) . ?
C36 C37 1.386(2) . ?
C36 H31 0.9500 . ?
C37 C38 1.383(3) . ?
C37 H32 0.9500 . ?
C38 C39 1.374(3) . ?
C38 H33 0.9500 . ?
C39 C40 1.387(2) . ?
C39 H34 0.9500 . ?
C40 H35 0.9500 . ?
C41 C42 1.532(2) . ?
C41 H36 0.9900 . ?
C41 H37 0.9900 . ?
C42 C43 1.519(2) . ?
C42 H38 0.9900 . ?
C42 H39 0.9900 . ?
C43 C44 1.519(2) . ?
C43 H40 0.9900 . ?
C43 H41 0.9900 . ?
C44 H42 0.9800 . ?
C44 H43 0.9800 . ?
C44 H44 0.9800 . ?
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
F1 Si1 C1 C2 -3.63(12) . . . . ?
C13 Si1 C1 C2 101.39(12) . . . . ?
C7 Si1 C1 C2 -109.76(12) . . . . ?
F1 Si1 C1 C6 -177.30(11) . . . . ?
C13 Si1 C1 C6 -72.28(13) . . . . ?
C7 Si1 C1 C6 76.57(13) . . . . ?
C6 C1 C2 C3 -0.1(2) . . . . ?
Si1 C1 C2 C3 -174.09(11) . . . . ?
C1 C2 C3 C4 -1.5(2) . . . . ?
C1 C2 C3 C19 176.08(13) . . . . ?
C2 C3 C4 C5 1.9(2) . . . . ?
C19 C3 C4 C5 -175.72(13) . . . . ?
C3 C4 C5 C6 -0.6(2) . . . . ?
C4 C5 C6 C1 -1.1(2) . . . . ?
C4 C5 C6 N1 176.81(12) . . . . ?
C2 C1 C6 C5 1.5(2) . . . . ?
Si1 C1 C6 C5 175.35(11) . . . . ?
C2 C1 C6 N1 -176.43(12) . . . . ?
Si1 C1 C6 N1 -2.54(18) . . . . ?
C5 C6 N1 N1 -178.26(14) . . . 2_766 ?
C1 C6 N1 N1 -0.3(2) . . . 2_766 ?
F1 Si1 C7 C8 -132.93(12) . . . . ?
C13 Si1 C7 C8 120.24(12) . . . . ?
C1 Si1 C7 C8 -25.85(15) . . . . ?
F1 Si1 C7 C12 41.40(12) . . . . ?
C13 Si1 C7 C12 -65.43(14) . . . . ?
C1 Si1 C7 C12 148.48(11) . . . . ?
C12 C7 C8 C9 -0.4(2) . . . . ?
Si1 C7 C8 C9 174.02(11) . . . . ?
C7 C8 C9 C10 1.2(2) . . . . ?
C8 C9 C10 C11 -1.0(2) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 C7 0.9(3) . . . . ?
C8 C7 C12 C11 -0.7(2) . . . . ?
Si1 C7 C12 C11 -175.38(13) . . . . ?
F1 Si1 C13 C18 -85.52(13) . . . . ?
C7 Si1 C13 C18 20.49(16) . . . . ?
C1 Si1 C13 C18 169.31(12) . . . . ?
F1 Si1 C13 C14 89.48(12) . . . . ?
C7 Si1 C13 C14 -164.51(11) . . . . ?
C1 Si1 C13 C14 -15.69(14) . . . . ?
C18 C13 C14 C15 0.6(2) . . . . ?
Si1 C13 C14 C15 -174.69(13) . . . . ?
C13 C14 C15 C16 -0.6(3) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C17 C18 C13 -0.2(2) . . . . ?
C14 C13 C18 C17 -0.3(2) . . . . ?
Si1 C13 C18 C17 174.81(12) . . . . ?
C4 C3 C19 C20 -134.30(15) . . . . ?
C2 C3 C19 C20 48.19(19) . . . . ?
C3 C19 C20 C21 -179.90(13) . . . . ?
C19 C20 C21 C22 177.10(13) . . . . ?
F2 Si2 C23 C24 1.02(12) . . . . ?
C35 Si2 C23 C24 107.71(12) . . . . ?
C29 Si2 C23 C24 -105.76(12) . . . . ?
F2 Si2 C23 C28 180.00(11) . . . . ?
C35 Si2 C23 C28 -73.31(13) . . . . ?
C29 Si2 C23 C28 73.22(13) . . . . ?
C28 C23 C24 C25 -0.2(2) . . . . ?
Si2 C23 C24 C25 178.80(10) . . . . ?
C23 C24 C25 C26 -0.3(2) . . . . ?
C23 C24 C25 C41 178.37(13) . . . . ?
C24 C25 C26 C27 0.5(2) . . . . ?
C41 C25 C26 C27 -178.15(13) . . . . ?
C25 C26 C27 C28 -0.2(2) . . . . ?
C26 C27 C28 C23 -0.4(2) . . . . ?
C26 C27 C28 N2 -179.42(12) . . . . ?
C24 C23 C28 C27 0.6(2) . . . . ?
Si2 C23 C28 C27 -178.45(11) . . . . ?
C24 C23 C28 N2 179.60(12) . . . . ?
Si2 C23 C28 N2 0.58(18) . . . . ?
C27 C28 N2 N2 178.69(14) . . . 2_677 ?
C23 C28 N2 N2 -0.4(2) . . . 2_677 ?
F2 Si2 C29 C30 -103.94(13) . . . . ?
C23 Si2 C29 C30 3.41(15) . . . . ?
C35 Si2 C29 C30 147.67(12) . . . . ?
F2 Si2 C29 C34 71.28(13) . . . . ?
C23 Si2 C29 C34 178.63(12) . . . . ?
C35 Si2 C29 C34 -37.11(16) . . . . ?
C34 C29 C30 C31 -0.4(2) . . . . ?
Si2 C29 C30 C31 175.10(13) . . . . ?
C29 C30 C31 C32 0.3(3) . . . . ?
C30 C31 C32 C33 0.3(3) . . . . ?
C31 C32 C33 C34 -0.8(3) . . . . ?
C32 C33 C34 C29 0.7(3) . . . . ?
C30 C29 C34 C33 -0.1(2) . . . . ?
Si2 C29 C34 C33 -175.42(13) . . . . ?
F2 Si2 C35 C40 -51.47(13) . . . . ?
C23 Si2 C35 C40 -158.95(12) . . . . ?
C29 Si2 C35 C40 57.13(15) . . . . ?
F2 Si2 C35 C36 125.13(12) . . . . ?
C23 Si2 C35 C36 17.65(14) . . . . ?
C29 Si2 C35 C36 -126.27(12) . . . . ?
C40 C35 C36 C37 -1.5(2) . . . . ?
Si2 C35 C36 C37 -178.28(12) . . . . ?
C35 C36 C37 C38 -0.1(2) . . . . ?
C36 C37 C38 C39 1.2(3) . . . . ?
C37 C38 C39 C40 -0.6(3) . . . . ?
C38 C39 C40 C35 -1.1(3) . . . . ?
C36 C35 C40 C39 2.1(2) . . . . ?
Si2 C35 C40 C39 178.81(13) . . . . ?
C26 C25 C41 C42 82.04(17) . . . . ?
C24 C25 C41 C42 -96.61(16) . . . . ?
C25 C41 C42 C43 58.97(17) . . . . ?
C41 C42 C43 C44 179.57(14) . . . . ?
