#------------------------------------------------------------------------------
#$Date: 2018-08-23 04:33:40 +0300 (Thu, 23 Aug 2018) $
#$Revision: 210090 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/46/4024645.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_4024645
loop_
_publ_author_name
'Feldman, Ken S.'
'Hester, D. Keith'
'Iyer, Malliga R.'
'Munson, Paul J.'
'Silva López, Carlos'
'Faza, Olalla Nieto'
_publ_section_title
;
 Allenyl Azide Cycloaddition Chemistry. 2,3-Cyclopentennelated Indole
 Synthesis through Indolidene Intermediates
;
_journal_coden_ASTM              JOCEAH
_journal_issue                   14
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4958
_journal_page_last               4974
_journal_paper_doi               10.1021/jo900659w
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         '2(C24 H34 N1 O1 Si1)'
_chemical_formula_sum            'C24 H34 N O Si'
_chemical_formula_weight         380.62
_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                102.001(7)
_cell_angle_beta                 98.593(7)
_cell_angle_gamma                100.478(7)
_cell_formula_units_Z            4
_cell_length_a                   9.466(4)
_cell_length_b                   13.596(5)
_cell_length_c                   19.082(7)
_cell_measurement_temperature    93(2)
_cell_volume                     2317.0(16)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0760
_diffrn_reflns_av_sigmaI/netI    0.2589
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16506
_diffrn_reflns_theta_full        28.47
_diffrn_reflns_theta_max         28.47
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.902
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         10513
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.2006
_refine_ls_R_factor_gt           0.1078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2175
_refine_ls_wR_factor_ref         0.2396
_reflns_number_gt                5002
_reflns_number_total             11513
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo900659w_si_003.cif
_cod_data_source_block           dkh5s
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_original_sg_symbol_H-M      P-1
_cod_database_code               4024645
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
C1 C 0.8522(6) 0.8883(4) 0.5309(3) 0.0512(15) Uani 1 1 d . . .
H1A H 0.9356 0.8774 0.5078 0.077 Uiso 1 1 calc R . .
H1B H 0.8391 0.8427 0.5641 0.077 Uiso 1 1 calc R . .
H1C H 0.8707 0.9603 0.5585 0.077 Uiso 1 1 calc R . .
C2 C 0.5849(6) 0.8846(4) 0.5095(3) 0.0441(14) Uani 1 1 d . . .
H2A H 0.5673 0.8362 0.5405 0.066 Uiso 1 1 calc R . .
H2B H 0.4964 0.8752 0.4727 0.066 Uiso 1 1 calc R . .
H2C H 0.6098 0.9554 0.5397 0.066 Uiso 1 1 calc R . .
C3 C 0.7355(7) 0.9390(4) 0.4217(3) 0.0506(15) Uani 1 1 d . . .
H3A H 0.7555 1.0101 0.4510 0.076 Uiso 1 1 calc R . .
H3B H 0.6471 0.9261 0.3841 0.076 Uiso 1 1 calc R . .
H3C H 0.8188 0.9283 0.3984 0.076 Uiso 1 1 calc R . .
C4 C 0.7121(5) 0.8641(4) 0.4715(3) 0.0348(11) Uani 1 1 d . . .
C5 C 0.6418(6) 0.6365(4) 0.4780(3) 0.0424(13) Uani 1 1 d . . .
H5A H 0.5719 0.6565 0.5083 0.064 Uiso 1 1 calc R . .
H5B H 0.7349 0.6393 0.5096 0.064 Uiso 1 1 calc R . .
H5C H 0.6026 0.5662 0.4479 0.064 Uiso 1 1 calc R . .
C6 C 0.8288(6) 0.6962(5) 0.3753(3) 0.0473(14) Uani 1 1 d . . .
H6A H 0.7964 0.6303 0.3387 0.071 Uiso 1 1 calc R . .
H6B H 0.9079 0.6914 0.4130 0.071 Uiso 1 1 calc R . .
H6C H 0.8644 0.7508 0.3517 0.071 Uiso 1 1 calc R . .
C7 C 0.4204(5) 0.6285(3) 0.3141(2) 0.0276(10) Uani 1 1 d . . .
H7 H 0.4550 0.5665 0.3239 0.033 Uiso 1 1 calc R . .
C8 C 0.2698(5) 0.6268(4) 0.3367(3) 0.0319(11) Uani 1 1 d . . .
C9 C 0.2825(6) 0.6290(4) 0.4182(3) 0.0428(13) Uani 1 1 d . . .
H9A H 0.3234 0.5710 0.4285 0.064 Uiso 1 1 calc R . .
H9B H 0.1853 0.6234 0.4309 0.064 Uiso 1 1 calc R . .
H9C H 0.3471 0.6939 0.4474 0.064 Uiso 1 1 calc R . .
C10 C 0.2102(5) 0.7203(4) 0.3223(3) 0.0415(13) Uani 1 1 d . . .
H10A H 0.1223 0.7234 0.3434 0.062 Uiso 1 1 calc R . .
H10B H 0.1853 0.7135 0.2695 0.062 Uiso 1 1 calc R . .
H10C H 0.2849 0.7837 0.3448 0.062 Uiso 1 1 calc R . .
C11 C 0.1641(6) 0.5248(4) 0.2939(3) 0.0410(13) Uani 1 1 d . . .
H11A H 0.1982 0.4672 0.3102 0.049 Uiso 1 1 calc R . .
H11B H 0.0660 0.5253 0.3059 0.049 Uiso 1 1 calc R . .
C12 C 0.1500(5) 0.5049(4) 0.2105(3) 0.0356(12) Uani 1 1 d . . .
H12A H 0.0976 0.4327 0.1875 0.043 Uiso 1 1 calc R . .
H12B H 0.0921 0.5509 0.1918 0.043 Uiso 1 1 calc R . .
C13 C 0.2971(5) 0.5236(3) 0.1909(2) 0.0273(10) Uani 1 1 d . . .
C14 C 0.4083(5) 0.6238(3) 0.2322(2) 0.0259(10) Uani 1 1 d . . .
H14 H 0.3704 0.6841 0.2212 0.031 Uiso 1 1 calc R . .
C15 C 0.5384(5) 0.6143(3) 0.1977(2) 0.0269(10) Uani 1 1 d . . .
C16 C 0.5061(5) 0.5212(3) 0.1467(2) 0.0250(10) Uani 1 1 d . . .
C17 C 0.3574(5) 0.4629(3) 0.1431(2) 0.0269(10) Uani 1 1 d . . .
C18 C 0.2930(5) 0.3568(3) 0.0948(3) 0.0360(12) Uani 1 1 d . . .
H18A H 0.1968 0.3306 0.1052 0.054 Uiso 1 1 calc R . .
H18B H 0.3580 0.3106 0.1043 0.054 Uiso 1 1 calc R . .
H18C H 0.2822 0.3600 0.0435 0.054 Uiso 1 1 calc R . .
C19 C 0.7180(5) 0.6047(3) 0.1295(2) 0.0267(10) Uani 1 1 d . . .
C20 C 0.8453(5) 0.6362(4) 0.1056(3) 0.0334(11) Uani 1 1 d . . .
H20 H 0.8762 0.5903 0.0694 0.040 Uiso 1 1 calc R . .
C21 C 0.9271(6) 0.7350(4) 0.1348(3) 0.0345(12) Uani 1 1 d . . .
H21 H 1.0147 0.7573 0.1184 0.041 Uiso 1 1 calc R . .
C22 C 0.8817(5) 0.8028(4) 0.1885(3) 0.0327(11) Uani 1 1 d . . .
H22 H 0.9385 0.8711 0.2073 0.039 Uiso 1 1 calc R . .
C23 C 0.7553(5) 0.7724(4) 0.2148(3) 0.0297(11) Uani 1 1 d . . .
H23 H 0.7259 0.8194 0.2510 0.036 Uiso 1 1 calc R . .
C24 C 0.6726(5) 0.6718(3) 0.1872(2) 0.0248(10) Uani 1 1 d . . .
C25 C 0.8796(7) 0.3849(4) 0.4023(3) 0.0517(15) Uani 1 1 d . . .
H25A H 0.9673 0.3830 0.4361 0.078 Uiso 1 1 calc R . .
H25B H 0.8047 0.4026 0.4300 0.078 Uiso 1 1 calc R . .
H25C H 0.9047 0.4369 0.3749 0.078 Uiso 1 1 calc R . .
C26 C 0.9375(6) 0.2481(5) 0.3065(3) 0.0536(16) Uani 1 1 d . . .
H26A H 0.9635 0.2984 0.2779 0.080 Uiso 1 1 calc R . .
H26B H 0.8997 0.1795 0.2736 0.080 Uiso 1 1 calc R . .
H26C H 1.0246 0.2471 0.3411 0.080 Uiso 1 1 calc R . .
C27 C 0.7787(7) 0.1973(4) 0.3922(3) 0.0532(16) Uani 1 1 d . . .
H27A H 0.7492 0.1285 0.3590 0.080 Uiso 1 1 calc R . .
H27B H 0.6973 0.2121 0.4159 0.080 Uiso 1 1 calc R . .
H27C H 0.8635 0.1998 0.4295 0.080 Uiso 1 1 calc R . .
C28 C 0.8198(6) 0.2781(4) 0.3486(3) 0.0364(12) Uani 1 1 d . . .
C29 C 0.5071(6) 0.3201(4) 0.3300(3) 0.0471(14) Uani 1 1 d . . .
H29A H 0.4192 0.3150 0.2938 0.071 Uiso 1 1 calc R . .
H29B H 0.5403 0.3910 0.3597 0.071 Uiso 1 1 calc R . .
H29C H 0.4841 0.2734 0.3615 0.071 Uiso 1 1 calc R . .
C30 C 0.7047(7) 0.3848(4) 0.2339(3) 0.0440(14) Uani 1 1 d . . .
H30A H 0.7994 0.3815 0.2198 0.066 Uiso 1 1 calc R . .
H30B H 0.7117 0.4526 0.2661 0.066 Uiso 1 1 calc R . .
H30C H 0.6297 0.3744 0.1900 0.066 Uiso 1 1 calc R . .
C31 C 0.4611(5) 0.1132(3) 0.1833(2) 0.0290(10) Uani 1 1 d . . .
H31 H 0.3941 0.1623 0.1855 0.035 Uiso 1 1 calc R . .
C32 C 0.3963(5) 0.0224(3) 0.2149(3) 0.0281(10) Uani 1 1 d . . .
C33 C 0.4981(6) -0.0537(4) 0.2172(3) 0.0353(12) Uani 1 1 d . . .
H33A H 0.5952 -0.0168 0.2456 0.053 Uiso 1 1 calc R . .
H33B H 0.5065 -0.0852 0.1674 0.053 Uiso 1 1 calc R . .
H33C H 0.4573 -0.1076 0.2403 0.053 Uiso 1 1 calc R . .
C34 C 0.3748(6) 0.0622(4) 0.2926(3) 0.0412(13) Uani 1 1 d . . .
H34A H 0.4699 0.0968 0.3242 0.062 Uiso 1 1 calc R . .
H34B H 0.3302 0.0042 0.3110 0.062 Uiso 1 1 calc R . .
H34C H 0.3105 0.1111 0.2927 0.062 Uiso 1 1 calc R . .
C35 C 0.2429(5) -0.0324(4) 0.1685(3) 0.0334(11) Uani 1 1 d . . .
H35A H 0.2025 -0.0911 0.1881 0.040 Uiso 1 1 calc R . .
H35B H 0.1769 0.0164 0.1731 0.040 Uiso 1 1 calc R . .
C36 C 0.2451(6) -0.0723(4) 0.0872(3) 0.0345(11) Uani 1 1 d . . .
H36A H 0.2953 -0.1305 0.0810 0.041 Uiso 1 1 calc R . .
H36B H 0.1436 -0.0974 0.0590 0.041 Uiso 1 1 calc R . .
C37 C 0.3232(5) 0.0125(3) 0.0598(3) 0.0288(10) Uani 1 1 d . . .
C38 C 0.4732(5) 0.0748(3) 0.1031(2) 0.0266(10) Uani 1 1 d . . .
H38 H 0.5454 0.0294 0.1006 0.032 Uiso 1 1 calc R . .
C39 C 0.5090(5) 0.1541(4) 0.0596(2) 0.0299(11) Uani 1 1 d . . .
C40 C 0.3935(5) 0.1375(4) 0.0035(2) 0.0288(10) Uani 1 1 d . . .
C41 C 0.2772(5) 0.0509(4) 0.0023(3) 0.0302(11) Uani 1 1 d . . .
C42 C 0.1433(5) 0.0098(4) -0.0571(3) 0.0380(12) Uani 1 1 d . . .
H42A H 0.0829 -0.0506 -0.0473 0.057 Uiso 1 1 calc R . .
H42B H 0.1727 -0.0100 -0.1042 0.057 Uiso 1 1 calc R . .
H42C H 0.0866 0.0632 -0.0586 0.057 Uiso 1 1 calc R . .
C43 C 0.6249(5) 0.2287(3) 0.0469(2) 0.0275(10) Uani 1 1 d . . .
C44 C 0.7745(5) 0.2675(4) 0.0770(3) 0.0326(11) Uani 1 1 d . . .
H44 H 0.8187 0.2471 0.1181 0.039 Uiso 1 1 calc R . .
C45 C 0.8570(6) 0.3358(4) 0.0461(3) 0.0349(12) Uani 1 1 d . . .
H45 H 0.9585 0.3613 0.0659 0.042 Uiso 1 1 calc R . .
C46 C 0.7932(5) 0.3676(3) -0.0136(3) 0.0313(11) Uani 1 1 d . . .
H46 H 0.8515 0.4163 -0.0326 0.038 Uiso 1 1 calc R . .
C47 C 0.6471(5) 0.3298(4) -0.0457(3) 0.0317(11) Uani 1 1 d . . .
H47 H 0.6044 0.3508 -0.0868 0.038 Uiso 1 1 calc R . .
C48 C 0.5652(5) 0.2602(3) -0.0156(2) 0.0287(10) Uani 1 1 d . . .
N1 N 0.6115(4) 0.5130(3) 0.1052(2) 0.0270(9) Uani 1 1 d . . .
N2 N 0.4199(4) 0.2026(3) -0.0428(2) 0.0296(9) Uani 1 1 d . . .
O1 O 0.5261(3) 0.7185(2) 0.35579(16) 0.0286(7) Uani 1 1 d . . .
O2 O 0.6030(3) 0.1675(2) 0.22581(16) 0.0293(7) Uani 1 1 d . . .
Si1 Si 0.67236(15) 0.72668(10) 0.41781(7) 0.0300(3) Uani 1 1 d . . .
Si2 Si 0.65440(16) 0.28346(10) 0.28223(7) 0.0316(3) Uani 1 1 d . . .
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'
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
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 C3 108.6(4) . . ?
C2 C4 C1 108.0(4) . . ?
C3 C4 C1 107.9(4) . . ?
C2 C4 Si1 110.4(3) . . ?
C3 C4 Si1 111.1(4) . . ?
C1 C4 Si1 110.7(3) . . ?
Si1 C5 H5A 109.5 . . ?
Si1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
Si1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
Si1 C6 H6A 109.5 . . ?
Si1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
Si1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O1 C7 C14 109.8(3) . . ?
O1 C7 C8 110.9(4) . . ?
C14 C7 C8 111.0(4) . . ?
O1 C7 H7 108.3 . . ?
C14 C7 H7 108.3 . . ?
C8 C7 H7 108.3 . . ?
C9 C8 C11 107.1(4) . . ?
C9 C8 C10 108.7(4) . . ?
C11 C8 C10 111.2(4) . . ?
C9 C8 C7 110.6(4) . . ?
C11 C8 C7 108.4(4) . . ?
C10 C8 C7 110.8(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C8 114.1(4) . . ?
C12 C11 H11A 108.7 . . ?
C8 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
C8 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 C11 110.6(4) . . ?
C13 C12 H12A 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C17 C13 C12 130.5(4) . . ?
C17 C13 C14 111.2(4) . . ?
C12 C13 C14 118.2(4) . . ?
C15 C14 C7 119.6(4) . . ?
C15 C14 C13 102.2(3) . . ?
C7 C14 C13 106.9(4) . . ?
C15 C14 H14 109.2 . . ?
C7 C14 H14 109.2 . . ?
C13 C14 H14 109.2 . . ?
C16 C15 C24 106.7(4) . . ?
C16 C15 C14 108.5(4) . . ?
C24 C15 C14 143.3(4) . . ?
N1 C16 C15 112.0(4) . . ?
N1 C16 C17 135.5(4) . . ?
C15 C16 C17 111.6(4) . . ?
C13 C17 C16 106.4(4) . . ?
C13 C17 C18 129.6(4) . . ?
C16 C17 C18 124.0(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N1 130.5(4) . . ?
C20 C19 C24 121.2(4) . . ?
N1 C19 C24 108.3(4) . . ?
C21 C20 C19 119.4(5) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C22 120.3(5) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 121.6(5) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C22 C23 C24 119.0(4) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C23 C24 C15 135.6(4) . . ?
C23 C24 C19 118.4(4) . . ?
C15 C24 C19 105.9(4) . . ?
C28 C25 H25A 109.5 . . ?
C28 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C28 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C28 C26 H26A 109.5 . . ?
C28 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C28 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 C27 108.7(4) . . ?
C26 C28 C25 110.0(5) . . ?
C27 C28 C25 109.0(4) . . ?
C26 C28 Si2 109.4(4) . . ?
C27 C28 Si2 110.5(4) . . ?
C25 C28 Si2 109.2(3) . . ?
Si2 C29 H29A 109.5 . . ?
Si2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
Si2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Si2 C30 H30A 109.5 . . ?
Si2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
Si2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O2 C31 C38 109.6(4) . . ?
O2 C31 C32 110.8(4) . . ?
C38 C31 C32 111.0(4) . . ?
O2 C31 H31 108.4 . . ?
C38 C31 H31 108.4 . . ?
C32 C31 H31 108.4 . . ?
C34 C32 C33 107.8(4) . . ?
C34 C32 C35 106.8(4) . . ?
C33 C32 C35 111.1(4) . . ?
C34 C32 C31 110.6(4) . . ?
C33 C32 C31 111.4(4) . . ?
C35 C32 C31 109.1(4) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C32 113.1(4) . . ?
C36 C35 H35A 109.0 . . ?
C32 C35 H35A 109.0 . . ?
C36 C35 H35B 109.0 . . ?
C32 C35 H35B 109.0 . . ?
H35A C35 H35B 107.8 . . ?
C37 C36 C35 109.4(4) . . ?
C37 C36 H36A 109.8 . . ?
C35 C36 H36A 109.8 . . ?
C37 C36 H36B 109.8 . . ?
C35 C36 H36B 109.8 . . ?
H36A C36 H36B 108.2 . . ?
C41 C37 C36 129.5(4) . . ?
C41 C37 C38 111.5(4) . . ?
C36 C37 C38 118.8(4) . . ?
C39 C38 C37 101.8(4) . . ?
C39 C38 C31 118.2(4) . . ?
C37 C38 C31 108.8(4) . . ?
C39 C38 H38 109.2 . . ?
C37 C38 H38 109.2 . . ?
C31 C38 H38 109.2 . . ?
C40 C39 C43 106.9(4) . . ?
C40 C39 C38 107.6(4) . . ?
C43 C39 C38 144.3(4) . . ?
C39 C40 N2 112.0(4) . . ?
C39 C40 C41 112.9(4) . . ?
N2 C40 C41 134.8(4) . . ?
C37 C41 C40 106.1(4) . . ?
C37 C41 C42 129.4(5) . . ?
C40 C41 C42 124.2(4) . . ?
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 . . ?
C44 C43 C48 117.9(4) . . ?
C44 C43 C39 135.7(4) . . ?
C48 C43 C39 106.2(4) . . ?
C45 C44 C43 119.3(4) . . ?
C45 C44 H44 120.3 . . ?
C43 C44 H44 120.3 . . ?
C44 C45 C46 121.0(5) . . ?
C44 C45 H45 119.5 . . ?
C46 C45 H45 119.5 . . ?
C47 C46 C45 121.5(5) . . ?
C47 C46 H46 119.3 . . ?
C45 C46 H46 119.3 . . ?
C46 C47 C48 117.5(4) . . ?
C46 C47 H47 121.2 . . ?
C48 C47 H47 121.2 . . ?
C47 C48 N2 128.2(4) . . ?
C47 C48 C43 122.7(4) . . ?
N2 C48 C43 108.9(4) . . ?
C16 N1 C19 107.1(4) . . ?
C40 N2 C48 105.7(4) . . ?
C7 O1 Si1 128.6(3) . . ?
C31 O2 Si2 130.0(3) . . ?
O1 Si1 C5 113.5(2) . . ?
O1 Si1 C6 111.9(2) . . ?
C5 Si1 C6 105.8(2) . . ?
O1 Si1 C4 103.07(19) . . ?
C5 Si1 C4 110.9(2) . . ?
C6 Si1 C4 111.9(3) . . ?
O2 Si2 C30 111.9(2) . . ?
O2 Si2 C29 112.7(2) . . ?
C30 Si2 C29 105.8(3) . . ?
O2 Si2 C28 105.33(19) . . ?
C30 Si2 C28 109.5(2) . . ?
C29 Si2 C28 111.6(2) . . ?
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 C4 1.546(7) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C4 1.534(7) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.540(6) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 Si1 1.875(5) . ?
C5 Si1 1.861(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 Si1 1.862(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 O1 1.429(5) . ?
C7 C14 1.536(6) . ?
C7 C8 1.548(6) . ?
C7 H7 1.0000 . ?
C8 C9 1.536(7) . ?
C8 C11 1.540(7) . ?
C8 C10 1.540(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.538(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.487(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C17 1.360(6) . ?
C13 C14 1.540(6) . ?
C14 C15 1.495(6) . ?
C14 H14 1.0000 . ?
C15 C16 1.378(6) . ?
C15 C24 1.430(6) . ?
C16 N1 1.369(6) . ?
C16 C17 1.469(6) . ?
C17 C18 1.504(6) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.379(6) . ?
C19 N1 1.395(6) . ?
C19 C24 1.448(6) . ?
C20 C21 1.376(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.403(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.393(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.396(6) . ?
C23 H23 0.9500 . ?
C25 C28 1.545(7) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C28 1.534(7) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.540(6) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 Si2 1.884(5) . ?
C29 Si2 1.862(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 Si2 1.844(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 O2 1.439(5) . ?
C31 C38 1.541(6) . ?
C31 C32 1.551(6) . ?
C31 H31 1.0000 . ?
C32 C34 1.527(6) . ?
C32 C33 1.540(6) . ?
C32 C35 1.547(7) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.537(6) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.485(6) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C41 1.358(6) . ?
C37 C38 1.529(6) . ?
C38 C39 1.513(6) . ?
C38 H38 1.0000 . ?
C39 C40 1.362(6) . ?
C39 C43 1.438(6) . ?
C40 N2 1.390(5) . ?
C40 C41 1.453(6) . ?
C41 C42 1.501(6) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.405(7) . ?
C43 C48 1.422(6) . ?
C44 C45 1.386(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.393(6) . ?
C45 H45 0.9500 . ?
C46 C47 1.382(7) . ?
C46 H46 0.9500 . ?
C47 C48 1.385(6) . ?
C47 H47 0.9500 . ?
C48 N2 1.415(6) . ?
O1 Si1 1.652(3) . ?
O2 Si2 1.656(3) . ?
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
O1 C7 C8 C9 -58.9(5) . . . . ?
C14 C7 C8 C9 178.7(4) . . . . ?
O1 C7 C8 C11 -176.1(4) . . . . ?
C14 C7 C8 C11 61.5(5) . . . . ?
O1 C7 C8 C10 61.6(5) . . . . ?
C14 C7 C8 C10 -60.7(5) . . . . ?
C9 C8 C11 C12 -174.4(4) . . . . ?
C10 C8 C11 C12 67.0(5) . . . . ?
C7 C8 C11 C12 -55.0(5) . . . . ?
C8 C11 C12 C13 47.5(6) . . . . ?
C11 C12 C13 C17 128.2(5) . . . . ?
C11 C12 C13 C14 -47.8(6) . . . . ?
O1 C7 C14 C15 62.9(5) . . . . ?
C8 C7 C14 C15 -174.0(4) . . . . ?
O1 C7 C14 C13 178.1(3) . . . . ?
C8 C7 C14 C13 -58.9(5) . . . . ?
C17 C13 C14 C15 3.3(5) . . . . ?
C12 C13 C14 C15 -179.9(4) . . . . ?
C17 C13 C14 C7 -123.1(4) . . . . ?
C12 C13 C14 C7 53.7(5) . . . . ?
C7 C14 C15 C16 115.8(4) . . . . ?
C13 C14 C15 C16 -1.8(5) . . . . ?
C7 C14 C15 C24 -81.1(7) . . . . ?
C13 C14 C15 C24 161.3(6) . . . . ?
C24 C15 C16 N1 1.6(5) . . . . ?
C14 C15 C16 N1 171.1(3) . . . . ?
C24 C15 C16 C17 -169.6(4) . . . . ?
C14 C15 C16 C17 0.0(5) . . . . ?
C12 C13 C17 C16 -179.6(5) . . . . ?
C14 C13 C17 C16 -3.3(5) . . . . ?
C12 C13 C17 C18 0.0(8) . . . . ?
C14 C13 C17 C18 176.3(4) . . . . ?
N1 C16 C17 C13 -166.1(5) . . . . ?
C15 C16 C17 C13 2.1(5) . . . . ?
N1 C16 C17 C18 14.2(8) . . . . ?
C15 C16 C17 C18 -177.5(4) . . . . ?
N1 C19 C20 C21 174.5(4) . . . . ?
C24 C19 C20 C21 -3.0(7) . . . . ?
C19 C20 C21 C22 0.2(7) . . . . ?
C20 C21 C22 C23 1.2(7) . . . . ?
C21 C22 C23 C24 0.3(7) . . . . ?
C22 C23 C24 C15 -177.2(5) . . . . ?
C22 C23 C24 C19 -3.0(6) . . . . ?
C16 C15 C24 C23 172.4(5) . . . . ?
C14 C15 C24 C23 9.1(10) . . . . ?
C16 C15 C24 C19 -2.3(5) . . . . ?
C14 C15 C24 C19 -165.6(6) . . . . ?
C20 C19 C24 C23 4.5(6) . . . . ?
N1 C19 C24 C23 -173.5(4) . . . . ?
C20 C19 C24 C15 -179.7(4) . . . . ?
N1 C19 C24 C15 2.2(5) . . . . ?
O2 C31 C32 C34 61.9(5) . . . . ?
C38 C31 C32 C34 -176.0(4) . . . . ?
O2 C31 C32 C33 -58.0(5) . . . . ?
C38 C31 C32 C33 64.1(5) . . . . ?
O2 C31 C32 C35 179.0(3) . . . . ?
C38 C31 C32 C35 -59.0(5) . . . . ?
C34 C32 C35 C36 177.1(4) . . . . ?
C33 C32 C35 C36 -65.6(5) . . . . ?
C31 C32 C35 C36 57.6(5) . . . . ?
C32 C35 C36 C37 -51.3(5) . . . . ?
C35 C36 C37 C41 -125.0(5) . . . . ?
C35 C36 C37 C38 49.7(5) . . . . ?
C41 C37 C38 C39 -1.7(5) . . . . ?
C36 C37 C38 C39 -177.2(4) . . . . ?
C41 C37 C38 C31 123.8(4) . . . . ?
C36 C37 C38 C31 -51.7(5) . . . . ?
O2 C31 C38 C39 -67.7(5) . . . . ?
C32 C31 C38 C39 169.5(4) . . . . ?
O2 C31 C38 C37 177.0(3) . . . . ?
C32 C31 C38 C37 54.2(5) . . . . ?
C37 C38 C39 C40 1.5(5) . . . . ?
C31 C38 C39 C40 -117.5(4) . . . . ?
C37 C38 C39 C43 -163.4(6) . . . . ?
C31 C38 C39 C43 77.6(8) . . . . ?
C43 C39 C40 N2 -5.2(5) . . . . ?
C38 C39 C40 N2 -176.0(4) . . . . ?
C43 C39 C40 C41 170.0(4) . . . . ?
C38 C39 C40 C41 -0.9(5) . . . . ?
C36 C37 C41 C40 176.2(4) . . . . ?
C38 C37 C41 C40 1.2(5) . . . . ?
C36 C37 C41 C42 -9.9(8) . . . . ?
C38 C37 C41 C42 175.1(4) . . . . ?
C39 C40 C41 C37 -0.2(5) . . . . ?
N2 C40 C41 C37 173.5(5) . . . . ?
C39 C40 C41 C42 -174.5(4) . . . . ?
N2 C40 C41 C42 -0.8(8) . . . . ?
C40 C39 C43 C44 -169.3(5) . . . . ?
C38 C39 C43 C44 -4.4(11) . . . . ?
C40 C39 C43 C48 5.0(5) . . . . ?
C38 C39 C43 C48 170.0(6) . . . . ?
C48 C43 C44 C45 1.3(7) . . . . ?
C39 C43 C44 C45 175.1(5) . . . . ?
C43 C44 C45 C46 1.0(7) . . . . ?
C44 C45 C46 C47 -2.2(7) . . . . ?
C45 C46 C47 C48 1.1(7) . . . . ?
C46 C47 C48 N2 -172.5(4) . . . . ?
C46 C47 C48 C43 1.3(7) . . . . ?
C44 C43 C48 C47 -2.4(7) . . . . ?
C39 C43 C48 C47 -178.0(4) . . . . ?
C44 C43 C48 N2 172.4(4) . . . . ?
C39 C43 C48 N2 -3.2(5) . . . . ?
C15 C16 N1 C19 -0.2(5) . . . . ?
C17 C16 N1 C19 168.1(5) . . . . ?
C20 C19 N1 C16 -179.1(5) . . . . ?
C24 C19 N1 C16 -1.3(4) . . . . ?
C39 C40 N2 C48 3.2(5) . . . . ?
C41 C40 N2 C48 -170.6(5) . . . . ?
C47 C48 N2 C40 174.6(4) . . . . ?
C43 C48 N2 C40 0.2(5) . . . . ?
C14 C7 O1 Si1 -124.8(3) . . . . ?
C8 C7 O1 Si1 112.1(4) . . . . ?
C38 C31 O2 Si2 128.3(3) . . . . ?
C32 C31 O2 Si2 -108.8(4) . . . . ?
C7 O1 Si1 C5 -39.2(4) . . . . ?
C7 O1 Si1 C6 80.3(4) . . . . ?
C7 O1 Si1 C4 -159.3(4) . . . . ?
C2 C4 Si1 O1 63.1(4) . . . . ?
C3 C4 Si1 O1 -57.5(4) . . . . ?
C1 C4 Si1 O1 -177.3(3) . . . . ?
C2 C4 Si1 C5 -58.7(4) . . . . ?
C3 C4 Si1 C5 -179.3(4) . . . . ?
C1 C4 Si1 C5 60.9(4) . . . . ?
C2 C4 Si1 C6 -176.5(3) . . . . ?
C3 C4 Si1 C6 62.9(4) . . . . ?
C1 C4 Si1 C6 -57.0(4) . . . . ?
C31 O2 Si2 C30 -87.2(4) . . . . ?
C31 O2 Si2 C29 31.9(4) . . . . ?
C31 O2 Si2 C28 153.8(4) . . . . ?
C26 C28 Si2 O2 57.5(4) . . . . ?
C27 C28 Si2 O2 -62.1(4) . . . . ?
C25 C28 Si2 O2 178.0(3) . . . . ?
C26 C28 Si2 C30 -63.0(4) . . . . ?
C27 C28 Si2 C30 177.4(4) . . . . ?
C25 C28 Si2 C30 57.5(4) . . . . ?
C26 C28 Si2 C29 -179.8(4) . . . . ?
C27 C28 Si2 C29 60.6(4) . . . . ?
C25 C28 Si2 C29 -59.3(4) . . . . ?
