#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:24:23 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301857 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/08/7110808.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7110808
loop_
_publ_author_name
'Bassindale, Alan R.'
'Parker, David J.'
'Taylor, Peter G.'
'Auner, Norbert'
'Herrschaft, Bernhard'
_publ_section_title
;
 The X-ray structure of a protonated hypervalent silanol
;
_journal_issue                   7
_journal_name_full               'Chemical Communications'
_journal_page_first              565
_journal_paper_doi               10.1039/a909504g
_journal_year                    2000
_chemical_formula_sum            'C12 H18 Cl N O3 Si'
_chemical_formula_weight         287.81
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core2.1beta.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1beta3
_audit_creation_date             1999-12-15T14:33:23-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 91.54(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.126(2)
_cell_length_b                   7.2230(10)
_cell_length_c                   21.450(4)
_cell_measurement_temperature    95(2)
_cell_volume                     1413.4(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      95(2)
_diffrn_measured_fraction_theta_full 0.916
_diffrn_measured_fraction_theta_max 0.916
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1193
_diffrn_reflns_av_sigmaI/netI    0.0814
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9552
_diffrn_reflns_theta_full        26.77
_diffrn_reflns_theta_max         26.77
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.355
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_refine_diff_density_max         0.65
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.938
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2763
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.938
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.483
_refine_ls_shift/su_mean         0.01
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.125
_refine_ls_wR_factor_ref         0.1284
_reflns_number_gt                2466
_reflns_number_total             2763
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a909504gsup1.cif
_cod_data_source_block           david51a
_cod_database_code               7110808
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl1 Cl 0.67070(5) 0.64343(7) 0.77731(3) 0.02629(19) Uani 1 1 d .
O2 O 0.80003(15) 0.2868(2) 0.73331(6) 0.0150(3) Uani 1 1 d .
H21 H 0.747(4) 0.212(5) 0.7533(17) 0.056(10) Uiso 1 1 d .
H22 H 0.769(3) 0.390(4) 0.7425(13) 0.034(8) Uiso 1 1 d .
Si Si 0.86482(5) 0.24351(7) 0.65057(2) 0.01251(18) Uani 1 1 d .
O1 O 0.91180(15) 0.1982(2) 0.56324(6) 0.0190(3) Uani 1 1 d .
N N 0.66937(17) 0.2444(2) 0.55439(7) 0.0123(3) Uani 1 1 d .
C3 C 0.8158(2) 0.1801(3) 0.46177(9) 0.0209(4) Uani 1 1 d .
H3 H 0.912(3) 0.148(3) 0.4457(12) 0.026(7) Uiso 1 1 d .
C2 C 0.8021(2) 0.2074(3) 0.52762(9) 0.0154(4) Uani 1 1 d .
C8 C 0.4056(2) 0.2885(3) 0.54922(10) 0.0184(4) Uani 1 1 d .
H8 H 0.393(3) 0.309(4) 0.5927(13) 0.024(6) Uiso 1 1 d .
C10 C 0.9321(2) 0.0093(3) 0.67246(9) 0.0202(4) Uani 1 1 d .
H10A H 0.9997 -0.0349 0.641 0.03 Uiso 1 1 calc R
H10B H 0.8488 -0.0758 0.6747 0.03 Uiso 1 1 calc R
H10C H 0.9832 0.0151 0.7132 0.03 Uiso 1 1 calc R
C4 C 0.6951(2) 0.1892(3) 0.42648(9) 0.0208(4) Uani 1 1 d .
H4 H 0.702(3) 0.172(4) 0.3836(14) 0.031(7) Uiso 1 1 d .
C9 C 0.6699(2) 0.2698(3) 0.62245(9) 0.0130(4) Uani 1 1 d .
H91 H 0.634(3) 0.400(3) 0.6334(11) 0.017(6) Uiso 1 1 d .
H92 H 0.611(3) 0.180(4) 0.6430(12) 0.028(7) Uiso 1 1 d .
C7 C 0.2827(2) 0.2956(3) 0.51326(11) 0.0240(5) Uani 1 1 d .
H7 H 0.196(3) 0.314(4) 0.5291(13) 0.034(7) Uiso 1 1 d .
C4A C 0.5543(2) 0.2269(3) 0.45468(9) 0.0170(4) Uani 1 1 d .
C8A C 0.5420(2) 0.2544(2) 0.51967(9) 0.0137(4) Uani 1 1 d .
C11 C 0.9887(2) 0.4492(3) 0.65114(10) 0.0208(4) Uani 1 1 d .
H11A H 1.0839 0.4152 0.67 0.031 Uiso 1 1 calc R
H11B H 0.945 0.5489 0.6754 0.031 Uiso 1 1 calc R
H11C H 1.0022 0.4915 0.6083 0.031 Uiso 1 1 calc R
C5 C 0.4258(3) 0.2358(3) 0.41930(11) 0.0233(5) Uani 1 1 d .
H5 H 0.434(3) 0.220(3) 0.3761(13) 0.023(6) Uiso 1 1 d .
C6 C 0.2925(3) 0.2695(3) 0.44859(11) 0.0262(5) Uani 1 1 d .
H6 H 0.215(3) 0.275(4) 0.4261(13) 0.031(7) Uiso 1 1 d .
O3 O 0.62074(18) 0.0654(2) 0.78847(7) 0.0223(3) Uani 1 1 d .
H31 H 0.634(3) 0.948(5) 0.7879(12) 0.032(7) Uiso 1 1 d .
H32 H 0.458(4) 0.582(5) 0.7253(17) 0.057(11) Uiso 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 0 '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 0.006 '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'
Cl Cl 0.1484 0.1585 '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
C10 Si C11 121.86(10)
C10 Si C9 118.61(9)
C11 Si C9 119.42(9)
C10 Si O2 91.30(8)
C11 Si O2 93.79(8)
C9 Si O2 88.14(8)
C10 Si O1 90.59(8)
C11 Si O1 89.49(8)
C9 Si O1 86.53(8)
O2 Si O1 174.62(6)
C2 O1 Si 112.62(12)
C8A N C2 121.79(17)
C8A N C9 120.97(16)
C2 N C9 117.23(15)
C4 C3 C2 117.64(19)
O1 C2 N 117.07(17)
O1 C2 C3 120.46(18)
N C2 C3 122.47(17)
C7 C8 C8A 118.3(2)
C3 C4 C4A 120.06(19)
N C9 Si 106.54(12)
C8 C7 C6 119.1(2)
C5 C4A C8A 116.5(2)
C5 C4A C4 121.6(2)
C8A C4A C4 121.90(18)
N C8A C4A 116.14(18)
N C8A C8 120.30(18)
C4A C8A C8 123.56(18)
C4A C5 C6 119.7(2)
C5 C6 C7 122.95(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O2 Si 1.9115(16)
Si C10 1.855(2)
Si C11 1.867(2)
Si C9 1.8726(19)
Si O1 1.9605(15)
O1 C2 1.245(2)
N C8A 1.366(2)
N C2 1.380(3)
N C9 1.471(2)
C3 C4 1.321(3)
C3 C2 1.435(3)
C8 C7 1.346(3)
C8 C8A 1.433(3)
C4 C4A 1.460(3)
C7 C6 1.405(3)
C4A C5 1.381(3)
C4A C8A 1.416(3)
C5 C6 1.405(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
C10 Si O1 C2 119.53(15)
C11 Si O1 C2 -118.62(15)
C9 Si O1 C2 0.90(15)
O2 Si O1 C2 9.0(8)
Si O1 C2 N -0.7(2)
Si O1 C2 C3 179.26(15)
C8A N C2 O1 -178.91(17)
C9 N C2 O1 0.1(3)
C8A N C2 C3 1.1(3)
C9 N C2 C3 -179.91(18)
C4 C3 C2 O1 179.1(2)
C4 C3 C2 N -0.9(3)
C2 C3 C4 C4A 0.4(3)
C8A N C9 Si 179.62(13)
C2 N C9 Si 0.6(2)
C10 Si C9 N -89.53(14)
C11 Si C9 N 86.69(14)
O2 Si C9 N 180.00(12)
O1 Si C9 N -0.76(12)
C8A C8 C7 C6 0.0(3)
C3 C4 C4A C5 -179.4(2)
C3 C4 C4A C8A -0.1(3)
C2 N C8A C4A -0.8(2)
C9 N C8A C4A -179.72(16)
C2 N C8A C8 178.43(17)
C9 N C8A C8 -0.5(3)
C5 C4A C8A N 179.66(16)
C4 C4A C8A N 0.3(3)
C5 C4A C8A C8 0.5(3)
C4 C4A C8A C8 -178.89(18)
C7 C8 C8A N -179.44(18)
C7 C8 C8A C4A -0.3(3)
C8A C4A C5 C6 -0.4(3)
C4 C4A C5 C6 178.98(19)
C4A C5 C6 C7 0.1(3)
C8 C7 C6 C5 0.1(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139183849
