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#$Date: 2025-08-20 14:06:16 +0100 (Wed, 20 Aug 2025) $
#$Revision: 301830 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/58/4075803.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_4075803
loop_
_publ_author_name
'Gostevskii, Boris'
'Silbert, Gilad'
'Adear, Keren'
'Sivaramakrishna, Akella'
'Stalke, Dietmar'
'Deuerlein, Stephan'
'Kocher, Nikolaus'
'Voronkov, Mikhail G.'
'Kalikhman, Inna'
'Kost, Daniel'
_publ_contact_author             'Prof. Dr. D. Stalke','Prof. D. Kost'
_publ_section_title
;
 Donor-Stabilized Silyl Cations. 9. Two Dissociation Patterns of
 Hexacoordinate Silicon Complexes:  A Model Nucleophilic
 Substitution at Pentacoordinate Silicon1
;
_journal_issue                   12
_journal_name_full               Organometallics
_journal_page_first              2913
_journal_paper_doi               10.1021/om0500568
_journal_volume                  24
_journal_year                    2005
_chemical_formula_moiety         C13H20F6N4O2Si
_chemical_formula_sum            'C13 H20 F6 N4 O2 Si'
_chemical_formula_weight         406.42
_chemical_melting_point          92-3
_chemical_name_common            9
_chemical_name_systematic
; 
 Cyclohexyl[N-(dimethylamino)trifluoroacetimidato-N,O][N-(methylamino)trifluoroacetimidato-N,O]silicon(IV) 
;
_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                81.993(3)
_cell_angle_beta                 73.243(3)
_cell_angle_gamma                83.597(3)
_cell_formula_units_Z            2
_cell_length_a                   8.0658(16)
_cell_length_b                   9.4973(19)
_cell_length_c                   12.373(3)
_cell_measurement_reflns_used    6684
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.44
_cell_measurement_theta_min      2.17
_cell_volume                     896.2(3)
_computing_cell_refinement       'SAINT-NT V5/6.0'
_computing_data_collection       'SMART-NT V5.624'
_computing_data_reduction        'SAINT-NT V5/6.0'
_computing_molecular_graphics    'XP in SHELXL-97'
_computing_publication_material  'XP in SHELXL-97'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Smart Apex on D8-Goniometer'
_diffrn_measurement_method       omega-scan
_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  0.0233
_diffrn_reflns_av_sigmaI/netI    0.0176
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            18909
_diffrn_reflns_theta_full        26.44
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_T_max  0.980000
_exptl_absorpt_correction_T_min  0.898109
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS2.05 (Sheldrick 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3673
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0308
_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/[\s^2^(Fo^2^)+(0.0400P)^2^+0.4415P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0816
_reflns_number_gt                3458
_reflns_number_total             3673
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om0500568si20050128_123532.cif
_cod_data_source_block           9
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4075803
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
Si1 Si 0.27515(4) 0.30222(3) 0.74698(3) 0.01378(10) Uani 1 1 d .
F2 F 0.58680(12) -0.05022(10) 0.88605(7) 0.0364(2) Uani 1 1 d .
F5 F -0.07419(11) 0.64783(9) 0.62621(8) 0.0304(2) Uani 1 1 d .
F6 F 0.13952(12) 0.78081(8) 0.57827(8) 0.0323(2) Uani 1 1 d .
F1 F 0.63595(13) -0.15396(9) 0.73652(9) 0.0392(2) Uani 1 1 d .
O2 O 0.14257(11) 0.41103(9) 0.67266(7) 0.01681(19) Uani 1 1 d .
O1 O 0.45401(11) 0.19265(9) 0.78464(8) 0.01883(19) Uani 1 1 d .
F4 F 0.13173(12) 0.61897(10) 0.47507(7) 0.0326(2) Uani 1 1 d .
N1 N 0.32120(13) 0.17207(11) 0.63028(9) 0.0156(2) Uani 1 1 d .
F3 F 0.78144(11) 0.02110(10) 0.73685(9) 0.0402(2) Uani 1 1 d .
N4 N 0.32138(14) 0.57627(11) 0.67886(9) 0.0177(2) Uani 1 1 d .
N3 N 0.38460(14) 0.45395(11) 0.73518(9) 0.0166(2) Uani 1 1 d .
N2 N 0.43566(14) 0.04803(11) 0.65544(9) 0.0183(2) Uani 1 1 d .
C6 C 0.19312(16) 0.54332(13) 0.64907(10) 0.0162(2) Uani 1 1 d .
C3 C 0.49357(16) 0.07696(13) 0.73501(10) 0.0164(2) Uani 1 1 d .
C8 C 0.10613(16) 0.23288(13) 0.87642(10) 0.0160(2) Uani 1 1 d .
H8 H 0.1208 0.1264 0.8818 0.019 Uiso 1 1 calc R
C2 C 0.16378(17) 0.11401(14) 0.61879(12) 0.0210(3) Uani 1 1 d .
H2A H 0.1974 0.0536 0.5567 0.031 Uiso 1 1 calc R
H2B H 0.0824 0.1930 0.6022 0.031 Uiso 1 1 calc R
H2C H 0.1080 0.0573 0.6899 0.031 Uiso 1 1 calc R
C7 C 0.09735(17) 0.64826(14) 0.58264(11) 0.0204(3) Uani 1 1 d .
C4 C 0.62539(17) -0.02923(14) 0.77415(11) 0.0207(3) Uani 1 1 d .
C5 C 0.53487(17) 0.47752(14) 0.77172(12) 0.0219(3) Uani 1 1 d .
H5A H 0.6377 0.4826 0.7060 0.033 Uiso 1 1 calc R
H5B H 0.5544 0.3986 0.8278 0.033 Uiso 1 1 calc R
H5C H 0.5135 0.5672 0.8059 0.033 Uiso 1 1 calc R
C9 C 0.13975(17) 0.27640(14) 0.98367(11) 0.0203(3) Uani 1 1 d .
H9A H 0.2595 0.2422 0.9855 0.024 Uiso 1 1 calc R
H9B H 0.1295 0.3817 0.9801 0.024 Uiso 1 1 calc R
C1 C 0.41807(18) 0.24520(14) 0.51833(11) 0.0220(3) Uani 1 1 d .
H1A H 0.5171 0.2886 0.5275 0.033 Uiso 1 1 calc R
H1B H 0.3406 0.3194 0.4909 0.033 Uiso 1 1 calc R
H1C H 0.4599 0.1754 0.4633 0.033 Uiso 1 1 calc R
C13 C -0.08364(17) 0.27729(15) 0.87680(11) 0.0206(3) Uani 1 1 d .
H13A H -0.1023 0.3826 0.8705 0.025 Uiso 1 1 calc R
H13B H -0.1062 0.2449 0.8100 0.025 Uiso 1 1 calc R
C12 C -0.21088(17) 0.21361(15) 0.98516(12) 0.0240(3) Uani 1 1 d .
H12A H -0.3311 0.2476 0.9841 0.029 Uiso 1 1 calc R
H12B H -0.2000 0.1084 0.9878 0.029 Uiso 1 1 calc R
C11 C -0.17628(18) 0.25535(15) 1.09062(11) 0.0249(3) Uani 1 1 d .
H11A H -0.2553 0.2072 1.1592 0.030 Uiso 1 1 calc R
H11B H -0.2010 0.3596 1.0926 0.030 Uiso 1 1 calc R
C10 C 0.01126(19) 0.21438(15) 1.09217(11) 0.0243(3) Uani 1 1 d .
H10A H 0.0314 0.1092 1.1005 0.029 Uiso 1 1 calc R
H10B H 0.0316 0.2496 1.1586 0.029 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.01404(17) 0.01323(17) 0.01440(17) -0.00169(12) -0.00467(12) -0.00031(12)
F2 0.0390(5) 0.0406(5) 0.0261(4) 0.0032(4) -0.0126(4) 0.0133(4)
F5 0.0195(4) 0.0292(5) 0.0394(5) 0.0027(4) -0.0087(4) 0.0042(3)
F6 0.0392(5) 0.0142(4) 0.0471(5) 0.0038(3) -0.0210(4) -0.0021(3)
F1 0.0459(6) 0.0227(4) 0.0592(6) -0.0158(4) -0.0321(5) 0.0153(4)
O2 0.0177(4) 0.0140(4) 0.0197(4) -0.0001(3) -0.0077(3) -0.0009(3)
O1 0.0189(4) 0.0173(4) 0.0228(5) -0.0056(4) -0.0099(4) 0.0030(3)
F4 0.0442(5) 0.0337(5) 0.0201(4) -0.0012(3) -0.0143(4) 0.0085(4)
N1 0.0165(5) 0.0142(5) 0.0162(5) -0.0013(4) -0.0052(4) 0.0000(4)
F3 0.0163(4) 0.0392(5) 0.0612(6) 0.0106(5) -0.0120(4) -0.0024(4)
N4 0.0201(5) 0.0152(5) 0.0165(5) -0.0006(4) -0.0037(4) -0.0005(4)
N3 0.0172(5) 0.0155(5) 0.0178(5) -0.0008(4) -0.0064(4) -0.0017(4)
N2 0.0180(5) 0.0152(5) 0.0209(5) -0.0023(4) -0.0058(4) 0.0027(4)
C6 0.0176(6) 0.0145(6) 0.0149(6) -0.0020(4) -0.0020(5) -0.0002(5)
C3 0.0133(6) 0.0152(6) 0.0185(6) -0.0004(5) -0.0017(5) -0.0012(4)
C8 0.0172(6) 0.0143(6) 0.0162(6) -0.0011(4) -0.0047(5) -0.0002(4)
C2 0.0207(6) 0.0201(6) 0.0258(7) -0.0052(5) -0.0109(5) -0.0019(5)
C7 0.0224(7) 0.0171(6) 0.0214(6) -0.0014(5) -0.0063(5) -0.0001(5)
C4 0.0177(6) 0.0196(6) 0.0248(7) -0.0024(5) -0.0067(5) 0.0008(5)
C5 0.0195(6) 0.0221(7) 0.0267(7) -0.0031(5) -0.0097(5) -0.0036(5)
C9 0.0231(6) 0.0219(6) 0.0166(6) -0.0023(5) -0.0065(5) -0.0023(5)
C1 0.0266(7) 0.0223(7) 0.0144(6) -0.0010(5) -0.0021(5) -0.0016(5)
C13 0.0172(6) 0.0243(7) 0.0195(6) -0.0017(5) -0.0045(5) 0.0000(5)
C12 0.0182(6) 0.0269(7) 0.0242(7) -0.0016(5) -0.0020(5) -0.0020(5)
C11 0.0256(7) 0.0244(7) 0.0196(6) -0.0023(5) 0.0010(5) -0.0004(5)
C10 0.0295(7) 0.0266(7) 0.0155(6) -0.0021(5) -0.0046(5) -0.0019(6)
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'
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
N3 Si1 O2 85.99(5)
N3 Si1 O1 89.86(5)
O2 Si1 O1 164.10(5)
N3 Si1 C8 125.04(5)
O2 Si1 C8 100.32(5)
O1 Si1 C8 94.63(5)
N3 Si1 N1 124.95(5)
O2 Si1 N1 87.67(4)
O1 Si1 N1 82.15(4)
C8 Si1 N1 109.91(5)
C6 O2 Si1 110.08(8)
C3 O1 Si1 112.70(8)
N2 N1 C2 106.17(9)
N2 N1 C1 105.84(9)
C2 N1 C1 109.84(10)
N2 N1 Si1 110.46(7)
C2 N1 Si1 114.64(8)
C1 N1 Si1 109.49(8)
C6 N4 N3 107.59(10)
N4 N3 C5 112.78(10)
N4 N3 Si1 115.36(8)
C5 N3 Si1 131.85(9)
C3 N2 N1 106.57(10)
N4 C6 O2 120.98(11)
N4 C6 C7 122.14(11)
O2 C6 C7 116.84(11)
N2 C3 O1 125.87(12)
N2 C3 C4 118.44(11)
O1 C3 C4 115.65(11)
C13 C8 C9 109.61(10)
C13 C8 Si1 115.68(9)
C9 C8 Si1 109.68(9)
C13 C8 H8 107.2
C9 C8 H8 107.2
Si1 C8 H8 107.2
N1 C2 H2A 109.5
N1 C2 H2B 109.5
H2A C2 H2B 109.5
N1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
F6 C7 F5 107.42(11)
F6 C7 F4 107.00(11)
F5 C7 F4 106.36(11)
F6 C7 C6 112.03(11)
F5 C7 C6 112.17(11)
F4 C7 C6 111.52(10)
F1 C4 F2 107.94(11)
F1 C4 F3 108.01(11)
F2 C4 F3 107.32(11)
F1 C4 C3 112.48(11)
F2 C4 C3 111.22(11)
F3 C4 C3 109.69(11)
N3 C5 H5A 109.5
N3 C5 H5B 109.5
H5A C5 H5B 109.5
N3 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C10 C9 C8 111.55(11)
C10 C9 H9A 109.3
C8 C9 H9A 109.3
C10 C9 H9B 109.3
C8 C9 H9B 109.3
H9A C9 H9B 108.0
N1 C1 H1A 109.5
N1 C1 H1B 109.5
H1A C1 H1B 109.5
N1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
C12 C13 C8 111.49(11)
C12 C13 H13A 109.3
C8 C13 H13A 109.3
C12 C13 H13B 109.3
C8 C13 H13B 109.3
H13A C13 H13B 108.0
C11 C12 C13 111.30(11)
C11 C12 H12A 109.4
C13 C12 H12A 109.4
C11 C12 H12B 109.4
C13 C12 H12B 109.4
H12A C12 H12B 108.0
C12 C11 C10 111.46(11)
C12 C11 H11A 109.3
C10 C11 H11A 109.3
C12 C11 H11B 109.3
C10 C11 H11B 109.3
H11A C11 H11B 108.0
C11 C10 C9 111.70(11)
C11 C10 H10A 109.3
C9 C10 H10A 109.3
C11 C10 H10B 109.3
C9 C10 H10B 109.3
H10A C10 H10B 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si1 N3 1.7401(11)
Si1 O2 1.7644(9)
Si1 O1 1.8163(10)
Si1 C8 1.8721(13)
Si1 N1 1.9587(11)
F2 C4 1.3199(16)
F5 C7 1.3325(16)
F6 C7 1.3301(16)
F1 C4 1.3174(16)
O2 C6 1.3317(15)
O1 C3 1.2972(15)
F4 C7 1.3413(16)
N1 N2 1.4690(14)
N1 C2 1.4895(16)
N1 C1 1.4968(16)
F3 C4 1.3280(16)
N4 C6 1.2760(17)
N4 N3 1.3937(15)
N3 C5 1.4589(16)
N2 C3 1.2776(17)
C6 C7 1.4940(17)
C3 C4 1.5178(17)
C8 C13 1.5406(17)
C8 C9 1.5462(17)
C8 H8 1.0000
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C9 C10 1.5287(18)
C9 H9A 0.9900
C9 H9B 0.9900
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
C13 C12 1.5283(18)
C13 H13A 0.9900
C13 H13B 0.9900
C12 C11 1.522(2)
C12 H12A 0.9900
C12 H12B 0.9900
C11 C10 1.524(2)
C11 H11A 0.9900
C11 H11B 0.9900
C10 H10A 0.9900
C10 H10B 0.9900
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
N3 Si1 O2 C6 -0.30(8)
O1 Si1 O2 C6 -75.52(18)
C8 Si1 O2 C6 124.61(8)
N1 Si1 O2 C6 -125.58(8)
N3 Si1 O1 C3 -137.75(9)
O2 Si1 O1 C3 -63.05(19)
C8 Si1 O1 C3 97.09(9)
N1 Si1 O1 C3 -12.40(8)
N3 Si1 N1 N2 97.52(9)
O2 Si1 N1 N2 -179.02(8)
O1 Si1 N1 N2 13.22(7)
C8 Si1 N1 N2 -78.89(9)
N3 Si1 N1 C2 -142.61(9)
O2 Si1 N1 C2 -59.14(9)
O1 Si1 N1 C2 133.10(9)
C8 Si1 N1 C2 40.99(10)
N3 Si1 N1 C1 -18.66(10)
O2 Si1 N1 C1 64.81(8)
O1 Si1 N1 C1 -102.95(9)
C8 Si1 N1 C1 164.94(8)
C6 N4 N3 C5 178.84(11)
C6 N4 N3 Si1 -0.03(12)
O2 Si1 N3 N4 0.19(8)
O1 Si1 N3 N4 164.83(9)
C8 Si1 N3 N4 -99.61(9)
N1 Si1 N3 N4 84.52(10)
O2 Si1 N3 C5 -178.41(12)
O1 Si1 N3 C5 -13.77(12)
C8 Si1 N3 C5 81.79(13)
N1 Si1 N3 C5 -94.08(12)
C2 N1 N2 C3 -136.07(11)
C1 N1 N2 C3 107.20(11)
Si1 N1 N2 C3 -11.22(11)
N3 N4 C6 O2 -0.24(15)
N3 N4 C6 C7 -177.76(11)
Si1 O2 C6 N4 0.40(14)
Si1 O2 C6 C7 178.04(8)
N1 N2 C3 O1 1.49(17)
N1 N2 C3 C4 -176.28(10)
Si1 O1 C3 N2 9.97(16)
Si1 O1 C3 C4 -172.21(8)
N3 Si1 C8 C13 96.49(10)
O2 Si1 C8 C13 4.15(10)
O1 Si1 C8 C13 -170.42(9)
N1 Si1 C8 C13 -87.10(10)
N3 Si1 C8 C9 -28.08(11)
O2 Si1 C8 C9 -120.42(9)
O1 Si1 C8 C9 65.01(9)
N1 Si1 C8 C9 148.32(8)
N4 C6 C7 F6 -11.81(17)
O2 C6 C7 F6 170.58(10)
N4 C6 C7 F5 -132.71(13)
O2 C6 C7 F5 49.68(15)
N4 C6 C7 F4 108.11(14)
O2 C6 C7 F4 -69.51(14)
N2 C3 C4 F1 -13.72(17)
O1 C3 C4 F1 168.28(11)
N2 C3 C4 F2 -134.94(13)
O1 C3 C4 F2 47.07(15)
N2 C3 C4 F3 106.50(14)
O1 C3 C4 F3 -71.49(14)
C13 C8 C9 C10 55.43(14)
Si1 C8 C9 C10 -176.56(9)
C9 C8 C13 C12 -56.16(14)
Si1 C8 C13 C12 179.23(9)
C8 C13 C12 C11 56.60(15)
C13 C12 C11 C10 -55.16(15)
C12 C11 C10 C9 54.62(15)
C8 C9 C10 C11 -55.20(15)
loop_
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1 PubChem 139105709