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#$Date: 2025-08-20 16:06:16 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301830 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/43/4074308.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_4074308
loop_
_publ_author_name
'Li, Wenjian'
'Hill, Nicholas J.'
'Tomasik, Adam C.'
'Bikzhanova, Galina'
'West, Robert'
_publ_section_title
;
 A New Monomeric Saturated N-Heterocyclic Silylene as a Racemic Mixture
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              3802
_journal_paper_doi               10.1021/om060544v
_journal_volume                  25
_journal_year                    2006
_chemical_formula_moiety         'C24 H54 N4 O Si2'
_chemical_formula_sum            'C24 H54 N4 O Si2'
_chemical_formula_weight         470.89
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.011(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.9689(16)
_cell_length_b                   12.9934(12)
_cell_length_c                   13.3075(13)
_cell_measurement_reflns_used    5472
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      1.98
_cell_volume                     2912.1(5)
_computing_cell_refinement       'SAINT Ver. 6.22  (Bruker-AXS, 2003)'
_computing_data_collection       'SMART Ver. 5.622 (Bruker-AXS, 2003)'
_computing_data_reduction        'SAINT Ver. 6.22'
_computing_molecular_graphics    'SHELXTL Ver. 6.10 '
_computing_publication_material  'SHELXTL Ver. 6.10 '
_computing_structure_refinement  'SHELXTL Ver. 6.10 '
_computing_structure_solution    'SHELXTL Ver. 6.10 (Bruker-AXS, 2003)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker CCD-1000 area detector'
_diffrn_measurement_method       '0.30° ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11869
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.98
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.9844
_exptl_absorpt_correction_T_min  0.9490
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS  (Bruker-AXS, 2003)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.074
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2990
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0466
_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)+(0.0681P)²+3.9412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1217
_refine_ls_wR_factor_ref         0.1287
_reflns_number_gt                2586
_reflns_number_total             2990
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om060544vsi20060621_023453.cif
_cod_data_source_block           west99
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     '-C 2yc      '
_cod_original_sg_symbol_H-M      'C 1 2/c 1   '
_cod_database_code               4074308
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Si1 Si 0.51720(3) 0.15465(3) 0.13676(3) 0.01847(16) Uani 1 1 d .
H1 H 0.4834(12) 0.0595(15) 0.1180(15) 0.026(5) Uiso 1 1 d .
O O 0.5000 0.18683(14) 0.2500 0.0272(4) Uani 1 2 d S
N1 N 0.48755(8) 0.24623(12) 0.04864(11) 0.0255(3) Uani 1 1 d .
N2 N 0.61465(8) 0.15642(11) 0.11741(11) 0.0225(3) Uani 1 1 d .
C1 C 0.43501(12) 0.41499(15) 0.09610(15) 0.0314(4) Uani 1 1 d .
H1A H 0.4515 0.4017 0.1681 0.047 Uiso 1 1 calc R
H1B H 0.3876 0.4587 0.0887 0.047 Uiso 1 1 calc R
H1C H 0.4780 0.4500 0.0668 0.047 Uiso 1 1 calc R
C2 C 0.35140(10) 0.25701(14) 0.09034(15) 0.0286(4) Uani 1 1 d .
H2A H 0.3402 0.1905 0.0568 0.043 Uiso 1 1 calc R
H2B H 0.3030 0.2989 0.0834 0.043 Uiso 1 1 calc R
H2C H 0.3694 0.2457 0.1623 0.043 Uiso 1 1 calc R
C3 C 0.38462(13) 0.33410(17) -0.06994(15) 0.0360(5) Uani 1 1 d .
H3A H 0.4252 0.3703 -0.1028 0.054 Uiso 1 1 calc R
H3B H 0.3367 0.3767 -0.0732 0.054 Uiso 1 1 calc R
H3C H 0.3717 0.2687 -0.1048 0.054 Uiso 1 1 calc R
C4 C 0.41628(10) 0.31308(14) 0.04119(13) 0.0253(4) Uani 1 1 d .
C5 C 0.55277(11) 0.27004(15) -0.01282(14) 0.0293(4) Uani 1 1 d .
H5 H 0.5509 0.3448 -0.0308 0.035 Uiso 1 1 calc R
C6 C 0.54822(13) 0.20597(18) -0.10994(15) 0.0373(5) Uani 1 1 d .
H6A H 0.5556 0.1331 -0.0924 0.056 Uiso 1 1 calc R
H6B H 0.5900 0.2282 -0.1500 0.056 Uiso 1 1 calc R
H6C H 0.4962 0.2157 -0.1496 0.056 Uiso 1 1 calc R
C7 C 0.63052(11) 0.24709(15) 0.05563(14) 0.0288(4) Uani 1 1 d .
H7 H 0.6728 0.2293 0.0124 0.035 Uiso 1 1 calc R
C8 C 0.65693(13) 0.34208(16) 0.12077(16) 0.0369(5) Uani 1 1 d .
H8A H 0.6134 0.3643 0.1578 0.055 Uiso 1 1 calc R
H8B H 0.6709 0.3981 0.0769 0.055 Uiso 1 1 calc R
H8C H 0.7032 0.3242 0.1690 0.055 Uiso 1 1 calc R
C9 C 0.67586(10) 0.07556(14) 0.13840(13) 0.0257(4) Uani 1 1 d .
C10 C 0.68505(12) 0.01467(18) 0.04219(16) 0.0399(5) Uani 1 1 d .
H10A H 0.6347 -0.0192 0.0180 0.060 Uiso 1 1 calc R
H10B H 0.7266 -0.0374 0.0570 0.060 Uiso 1 1 calc R
H10C H 0.6997 0.0616 -0.0101 0.060 Uiso 1 1 calc R
C11 C 0.75624(11) 0.12272(17) 0.17984(15) 0.0347(5) Uani 1 1 d .
H11A H 0.7743 0.1686 0.1289 0.052 Uiso 1 1 calc R
H11B H 0.7953 0.0677 0.1957 0.052 Uiso 1 1 calc R
H11C H 0.7505 0.1620 0.2414 0.052 Uiso 1 1 calc R
C12 C 0.65025(12) 0.00276(17) 0.21871(17) 0.0387(5) Uani 1 1 d .
H12A H 0.6437 0.0418 0.2802 0.058 Uiso 1 1 calc R
H12B H 0.6909 -0.0504 0.2345 0.058 Uiso 1 1 calc R
H12C H 0.5997 -0.0298 0.1929 0.058 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'
Si Si 0.0817 0.0704 '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'
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
O Si1 N1 112.80(8) .
O Si1 N2 115.11(6) .
N1 Si1 N2 95.57(7) .
O Si1 H1 106.4(8) .
N1 Si1 H1 115.0(8) .
N2 Si1 H1 112.1(8) .
Si1 O Si1 150.17(13) 2_655
C4 N1 C5 119.82(14) .
C4 N1 Si1 128.72(12) .
C5 N1 Si1 110.30(11) .
C9 N2 C7 119.93(14) .
C9 N2 Si1 129.30(12) .
C7 N2 Si1 109.90(11) .
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 .
N1 C4 C1 110.83(15) .
N1 C4 C2 108.41(14) .
C1 C4 C2 109.06(15) .
N1 C4 C3 110.82(15) .
C1 C4 C3 109.55(16) .
C2 C4 C3 108.11(16) .
N1 C5 C6 112.76(16) .
N1 C5 C7 106.03(14) .
C6 C5 C7 110.22(16) .
N1 C5 H5 109.2 .
C6 C5 H5 109.2 .
C7 C5 H5 109.2 .
C5 C6 H6A 109.5 .
C5 C6 H6B 109.5 .
H6A C6 H6B 109.5 .
C5 C6 H6C 109.5 .
H6A C6 H6C 109.5 .
H6B C6 H6C 109.5 .
N2 C7 C5 106.38(14) .
N2 C7 C8 112.63(15) .
C5 C7 C8 110.30(16) .
N2 C7 H7 109.2 .
C5 C7 H7 109.2 .
C8 C7 H7 109.2 .
C7 C8 H8A 109.5 .
C7 C8 H8B 109.5 .
H8A C8 H8B 109.5 .
C7 C8 H8C 109.5 .
H8A C8 H8C 109.5 .
H8B C8 H8C 109.5 .
N2 C9 C10 110.50(15) .
N2 C9 C12 108.56(14) .
C10 C9 C12 109.38(18) .
N2 C9 C11 110.91(15) .
C10 C9 C11 109.29(15) .
C12 C9 C11 108.16(16) .
C9 C10 H10A 109.5 .
C9 C10 H10B 109.5 .
H10A C10 H10B 109.5 .
C9 C10 H10C 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
C9 C11 H11A 109.5 .
C9 C11 H11B 109.5 .
H11A C11 H11B 109.5 .
C9 C11 H11C 109.5 .
H11A C11 H11C 109.5 .
H11B C11 H11C 109.5 .
C9 C12 H12A 109.5 .
C9 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
C9 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O 1.6242(7) .
Si1 N1 1.7030(15) .
Si1 N2 1.7044(14) .
Si1 H1 1.37(2) .
O Si1 1.6242(7) 2_655
N1 C4 1.482(2) .
N1 C5 1.487(2) .
N2 C9 1.480(2) .
N2 C7 1.480(2) .
C1 C4 1.527(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C4 1.532(3) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 C4 1.535(3) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C5 C6 1.531(3) .
C5 C7 1.538(3) .
C5 H5 1.0000 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.543(3) .
C7 H7 1.0000 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.529(3) .
C9 C12 1.529(3) .
C9 C11 1.535(2) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 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_4
N1 Si1 O Si1 153.68(6) 2_655
N2 Si1 O Si1 -98.06(7) 2_655
O Si1 N1 C4 -37.74(17) .
N2 Si1 N1 C4 -157.97(16) .
O Si1 N1 C5 129.72(11) .
N2 Si1 N1 C5 9.49(13) .
O Si1 N2 C9 85.11(16) .
N1 Si1 N2 C9 -156.48(15) .
O Si1 N2 C7 -105.78(13) .
N1 Si1 N2 C7 12.63(13) .
C5 N1 C4 C1 -74.3(2) .
Si1 N1 C4 C1 92.13(19) .
C5 N1 C4 C2 166.04(15) .
Si1 N1 C4 C2 -27.5(2) .
C5 N1 C4 C3 47.6(2) .
Si1 N1 C4 C3 -146.01(15) .
C4 N1 C5 C6 -98.1(2) .
Si1 N1 C5 C6 93.14(17) .
C4 N1 C5 C7 141.17(16) .
Si1 N1 C5 C7 -27.57(18) .
C9 N2 C7 C5 140.35(16) .
Si1 N2 C7 C5 -29.93(17) .
C9 N2 C7 C8 -98.69(19) .
Si1 N2 C7 C8 91.02(16) .
N1 C5 C7 N2 35.86(19) .
C6 C5 C7 N2 -86.48(18) .
N1 C5 C7 C8 -86.57(18) .
C6 C5 C7 C8 151.09(16) .
C7 N2 C9 C10 -70.4(2) .
Si1 N2 C9 C10 97.75(18) .
C7 N2 C9 C12 169.63(16) .
Si1 N2 C9 C12 -22.2(2) .
C7 N2 C9 C11 50.9(2) .
Si1 N2 C9 C11 -140.89(14) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102255926
