#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/66/2226636.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2226636
loop_
_publ_author_name
'Xu, Zhouqin'
'Wang, Qiang'
'Sun, Yanchun'
_publ_section_title
;
 2-O-tert-Butyldimethylsilyl-4,6-O-ethylidene-myo-insitol
 1,3,5-orthoformate
;
_journal_coeditor_code           PV2294
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1741
_journal_paper_doi               10.1107/S1600536810023214
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C15 H26 O6 Si'
_chemical_formula_moiety         'C15 H26 O6 Si'
_chemical_formula_sum            'C15 H26 O6 Si'
_chemical_formula_weight         330.45
_chemical_name_systematic
;
2-O-tert-Butyldimethylsilyl-4,6-O-ethylidene-myo-
insitol 1,3,5-orthoformate
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.0170(4)
_cell_length_b                   11.2808(3)
_cell_length_c                   25.6942(8)
_cell_measurement_reflns_used    3612
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      18.54
_cell_measurement_theta_min      2.32
_cell_volume                     3483.14(18)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.1024
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            55999
_diffrn_reflns_theta_full        27.63
_diffrn_reflns_theta_max         27.63
_diffrn_reflns_theta_min         1.59
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_T_max  0.9734
_exptl_absorpt_correction_T_min  0.9658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.227
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         4060
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1234
_refine_ls_R_factor_gt           0.0524
_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)+(0.0588P)²+1.0231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1485
_reflns_number_gt                2035
_reflns_number_total             4060
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pv2294.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     ' -P 2ac 2ab '
_cod_database_code               2226636
_cod_database_fobs_code          2226636
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 1.0701(3) 0.6537(3) 0.59939(13) 0.0839(10) Uani d . 1 . .
H H1A 1.1352 0.6900 0.5848 0.126 Uiso calc R 1 . .
H H1B 1.0112 0.7110 0.6013 0.126 Uiso calc R 1 . .
H H1C 1.0473 0.5886 0.5778 0.126 Uiso calc R 1 . .
C C2 1.0960(2) 0.6094(2) 0.65278(12) 0.0623(8) Uani d . 1 . .
H H2 1.1226 0.6746 0.6747 0.075 Uiso calc R 1 . .
C C3 1.2002(2) 0.4541(3) 0.69423(11) 0.0606(8) Uani d . 1 . .
H H3 1.2794 0.4578 0.7032 0.073 Uiso calc R 1 . .
C C4 1.0113(2) 0.4980(2) 0.72188(10) 0.0525(6) Uani d . 1 . .
H H4 0.9641 0.5327 0.7490 0.063 Uiso calc R 1 . .
C C5 1.1318(2) 0.4988(3) 0.73907(11) 0.0615(7) Uani d . 1 . .
H H5 1.1545 0.5797 0.7481 0.074 Uiso calc R 1 . .
C C6 1.1663(2) 0.3251(2) 0.68424(10) 0.0565(7) Uani d . 1 . .
H H6 1.2134 0.2913 0.6569 0.068 Uiso calc R 1 . .
C C7 0.9784(2) 0.3686(2) 0.71229(10) 0.0475(6) Uani d . 1 . .
H H7 0.8989 0.3641 0.7041 0.057 Uiso calc R 1 . .
C C8 1.0450(2) 0.3186(2) 0.66778(10) 0.0477(6) Uani d . 1 . .
H H8 1.0333 0.3668 0.6365 0.057 Uiso calc R 1 . .
C C9 1.1140(3) 0.3057(3) 0.77096(12) 0.0663(8) Uani d . 1 . .
H H9 1.1255 0.2570 0.8021 0.080 Uiso calc R 1 . .
C C10 1.0905(3) 0.2103(4) 0.55151(14) 0.1063(13) Uani d . 1 . .
H H10A 1.0859 0.2952 0.5534 0.160 Uiso calc R 1 . .
H H10B 1.0710 0.1847 0.5171 0.160 Uiso calc R 1 . .
H H10C 1.1651 0.1856 0.5593 0.160 Uiso calc R 1 . .
C C11 1.0206(3) -0.0159(3) 0.60583(12) 0.0748(9) Uani d . 1 . .
H H11A 1.0988 -0.0286 0.6111 0.112 Uiso calc R 1 . .
H H11B 0.9973 -0.0561 0.5748 0.112 Uiso calc R 1 . .
H H11C 0.9800 -0.0465 0.6351 0.112 Uiso calc R 1 . .
C C12 0.8465(3) 0.1719(3) 0.57919(11) 0.0673(8) Uani d U 1 . .
C C13 0.8201(3) 0.1084(3) 0.52793(12) 0.0919(11) Uani d U 1 . .
H H13A 0.7429 0.1190 0.5196 0.138 Uiso calc R 1 . .
H H13B 0.8359 0.0254 0.5315 0.138 Uiso calc R 1 . .
H H13C 0.8651 0.1411 0.5006 0.138 Uiso calc R 1 . .
C C14 0.7693(3) 0.1210(4) 0.62207(15) 0.1046(12) Uani d U 1 . .
H H14A 0.7834 0.1612 0.6543 0.157 Uiso calc R 1 . .
H H14B 0.7837 0.0378 0.6262 0.157 Uiso calc R 1 . .
H H14C 0.6930 0.1324 0.6122 0.157 Uiso calc R 1 . .
C C15 0.8231(4) 0.3032(3) 0.57262(19) 0.141(2) Uani d . 1 . .
H H15A 0.7474 0.3141 0.5618 0.212 Uiso calc R 1 . .
H H15B 0.8722 0.3354 0.5468 0.212 Uiso calc R 1 . .
H H15C 0.8351 0.3431 0.6052 0.212 Uiso calc R 1 . .
O O1 0.99714(14) 0.56100(14) 0.67385(7) 0.0554(5) Uani d . 1 . .
O O2 1.18006(14) 0.52151(17) 0.64779(7) 0.0621(5) Uani d . 1 . .
O O3 1.14699(17) 0.42203(18) 0.78300(7) 0.0728(6) Uani d . 1 . .
O O4 1.00096(16) 0.30181(15) 0.75876(7) 0.0584(5) Uani d . 1 . .
O O5 1.18069(15) 0.25908(18) 0.73137(8) 0.0689(6) Uani d . 1 . .
O O6 1.01461(16) 0.19916(15) 0.65769(7) 0.0610(5) Uani d . 1 . .
Si Si1 0.99324(6) 0.14381(6) 0.59918(3) 0.0530(2) Uani d . 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O1 C2 O2 . . 111.3(2) ?
O1 C2 C1 . . 107.8(2) ?
O2 C2 C1 . . 107.4(2) ?
O1 C2 H2 . . 110.1 ?
O2 C2 H2 . . 110.1 ?
C1 C2 H2 . . 110.1 ?
O2 C3 C5 . . 111.6(2) ?
O2 C3 C6 . . 108.6(2) ?
C5 C3 C6 . . 107.5(2) ?
O2 C3 H3 . . 109.7 ?
C5 C3 H3 . . 109.7 ?
C6 C3 H3 . . 109.7 ?
O1 C4 C5 . . 111.2(2) ?
O1 C4 C7 . . 107.6(2) ?
C5 C4 C7 . . 107.4(2) ?
O1 C4 H4 . . 110.2 ?
C5 C4 H4 . . 110.2 ?
C7 C4 H4 . . 110.2 ?
O3 C5 C3 . . 109.3(2) ?
O3 C5 C4 . . 110.4(2) ?
C3 C5 C4 . . 107.3(2) ?
O3 C5 H5 . . 109.9 ?
C3 C5 H5 . . 109.9 ?
C4 C5 H5 . . 109.9 ?
O5 C6 C8 . . 109.0(2) ?
O5 C6 C3 . . 108.7(2) ?
C8 C6 C3 . . 110.3(2) ?
O5 C6 H6 . . 109.6 ?
C8 C6 H6 . . 109.6 ?
C3 C6 H6 . . 109.6 ?
O4 C7 C8 . . 109.6(2) ?
O4 C7 C4 . . 108.5(2) ?
C8 C7 C4 . . 109.9(2) ?
O4 C7 H7 . . 109.6 ?
C8 C7 H7 . . 109.6 ?
C4 C7 H7 . . 109.6 ?
O6 C8 C7 . . 110.9(2) ?
O6 C8 C6 . . 110.0(2) ?
C7 C8 C6 . . 106.3(2) ?
O6 C8 H8 . . 109.8 ?
C7 C8 H8 . . 109.8 ?
C6 C8 H8 . . 109.8 ?
O4 C9 O5 . . 112.5(2) ?
O4 C9 O3 . . 110.7(2) ?
O5 C9 O3 . . 110.5(2) ?
O4 C9 H9 . . 107.7 ?
O5 C9 H9 . . 107.7 ?
O3 C9 H9 . . 107.7 ?
Si1 C10 H10A . . 109.5 ?
Si1 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
Si1 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
Si1 C11 H11A . . 109.5 ?
Si1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
Si1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C15 C12 C13 . . 108.8(3) ?
C15 C12 C14 . . 109.3(3) ?
C13 C12 C14 . . 108.3(3) ?
C15 C12 Si1 . . 111.8(3) ?
C13 C12 Si1 . . 110.7(2) ?
C14 C12 Si1 . . 107.9(2) ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C12 C14 H14A . . 109.5 ?
C12 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C12 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C2 O1 C4 . . 114.9(2) ?
C2 O2 C3 . . 114.5(2) ?
C9 O3 C5 . . 110.8(2) ?
C9 O4 C7 . . 110.8(2) ?
C9 O5 C6 . . 110.5(2) ?
C8 O6 Si1 . . 124.48(16) ?
O6 Si1 C11 . . 104.99(12) ?
O6 Si1 C10 . . 110.57(14) ?
C11 Si1 C10 . . 110.20(17) ?
O6 Si1 C12 . . 109.54(12) ?
C11 Si1 C12 . . 111.17(15) ?
C10 Si1 C12 . . 110.25(17) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.493(4) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 O1 . 1.415(3) ?
C2 O2 . 1.421(3) ?
C2 H2 . 0.9800 ?
C3 O2 . 1.436(3) ?
C3 C5 . 1.502(4) ?
C3 C6 . 1.533(4) ?
C3 H3 . 0.9800 ?
C4 O1 . 1.434(3) ?
C4 C5 . 1.513(4) ?
C4 C7 . 1.533(3) ?
C4 H4 . 0.9800 ?
C5 O3 . 1.434(3) ?
C5 H5 . 0.9800 ?
C6 O5 . 1.432(3) ?
C6 C8 . 1.520(3) ?
C6 H6 . 0.9800 ?
C7 O4 . 1.437(3) ?
C7 C8 . 1.505(3) ?
C7 H7 . 0.9800 ?
C8 O6 . 1.420(3) ?
C8 H8 . 0.9800 ?
C9 O4 . 1.395(3) ?
C9 O5 . 1.397(3) ?
C9 O3 . 1.406(3) ?
C9 H9 . 0.9800 ?
C10 Si1 . 1.852(3) ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 Si1 . 1.840(3) ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 C15 . 1.516(4) ?
C12 C13 . 1.532(4) ?
C12 C14 . 1.550(5) ?
C12 Si1 . 1.864(3) ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
O6 Si1 . 1.6480(18) ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 C3 C5 O3 . . . . 174.7(2) ?
C6 C3 C5 O3 . . . . 55.7(3) ?
O2 C3 C5 C4 . . . . 54.9(3) ?
C6 C3 C5 C4 . . . . -64.1(3) ?
O1 C4 C5 O3 . . . . -172.03(19) ?
C7 C4 C5 O3 . . . . -54.5(3) ?
O1 C4 C5 C3 . . . . -52.9(3) ?
C7 C4 C5 C3 . . . . 64.6(3) ?
O2 C3 C6 O5 . . . . -176.93(19) ?
C5 C3 C6 O5 . . . . -56.1(3) ?
O2 C3 C6 C8 . . . . -57.5(3) ?
C5 C3 C6 C8 . . . . 63.4(3) ?
O1 C4 C7 O4 . . . . 175.20(18) ?
C5 C4 C7 O4 . . . . 55.3(3) ?
O1 C4 C7 C8 . . . . 55.4(3) ?
C5 C4 C7 C8 . . . . -64.5(3) ?
O4 C7 C8 O6 . . . . 61.8(3) ?
C4 C7 C8 O6 . . . . -179.1(2) ?
O4 C7 C8 C6 . . . . -57.9(3) ?
C4 C7 C8 C6 . . . . 61.2(3) ?
O5 C6 C8 O6 . . . . -61.8(3) ?
C3 C6 C8 O6 . . . . 179.0(2) ?
O5 C6 C8 C7 . . . . 58.4(3) ?
C3 C6 C8 C7 . . . . -60.8(3) ?
O2 C2 O1 C4 . . . . 53.3(3) ?
C1 C2 O1 C4 . . . . 170.8(2) ?
C5 C4 O1 C2 . . . . 0.2(3) ?
C7 C4 O1 C2 . . . . -117.2(2) ?
O1 C2 O2 C3 . . . . -51.2(3) ?
C1 C2 O2 C3 . . . . -169.0(2) ?
C5 C3 O2 C2 . . . . -4.0(3) ?
C6 C3 O2 C2 . . . . 114.4(2) ?
O4 C9 O3 C5 . . . . -62.2(3) ?
O5 C9 O3 C5 . . . . 63.1(3) ?
C3 C5 O3 C9 . . . . -59.7(3) ?
C4 C5 O3 C9 . . . . 58.1(3) ?
O5 C9 O4 C7 . . . . -59.7(3) ?
O3 C9 O4 C7 . . . . 64.4(3) ?
C8 C7 O4 C9 . . . . 59.0(3) ?
C4 C7 O4 C9 . . . . -61.0(3) ?
O4 C9 O5 C6 . . . . 60.5(3) ?
O3 C9 O5 C6 . . . . -63.7(3) ?
C8 C6 O5 C9 . . . . -59.9(3) ?
C3 C6 O5 C9 . . . . 60.3(3) ?
C7 C8 O6 Si1 . . . . 135.56(19) ?
C6 C8 O6 Si1 . . . . -107.1(2) ?
C8 O6 Si1 C11 . . . . 154.8(2) ?
C8 O6 Si1 C10 . . . . 35.9(2) ?
C8 O6 Si1 C12 . . . . -85.8(2) ?
C15 C12 Si1 O6 . . . . 65.4(3) ?
C13 C12 Si1 O6 . . . . -173.1(2) ?
C14 C12 Si1 O6 . . . . -54.8(2) ?
C15 C12 Si1 C11 . . . . -179.0(3) ?
C13 C12 Si1 C11 . . . . -57.5(3) ?
C14 C12 Si1 C11 . . . . 60.8(3) ?
C15 C12 Si1 C10 . . . . -56.5(3) ?
C13 C12 Si1 C10 . . . . 65.0(3) ?
C14 C12 Si1 C10 . . . . -176.7(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139079176
