#------------------------------------------------------------------------------
#$Date: 2018-09-26 06:29:44 +0300 (Wed, 26 Sep 2018) $
#$Revision: 211175 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/21/8102105.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_8102105
loop_
_publ_author_name
'Tatarov, E.'
'Bruhn, C.'
'Frauenrath, H.'
_publ_section_title
;
Crystal structure of (2R*,4S*)-methyl 2-isopropyl-4-methyl-3-(2-
(trimethylsilyl)ethylsulfonyl)-1,3-oxazolidine-4-carboxylate, 
C₁₄H₂₉NO₅SSi
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              141
_journal_page_last               142
_journal_volume                  222
_journal_year                    2007
_chemical_formula_moiety         'C14 H29 N O5 S Si'
_chemical_formula_structural     C14H29NO5SSi
_chemical_formula_sum            'C14 H29 N O5 S Si'
_chemical_formula_weight         351.53
_chemical_melting_point          325
_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                107.647(8)
_cell_angle_beta                 95.494(9)
_cell_angle_gamma                102.445(8)
_cell_formula_units_Z            2
_cell_length_a                   6.1300(6)
_cell_length_b                   11.2647(12)
_cell_length_c                   15.1974(17)
_cell_measurement_reflns_used    11886
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      26.09
_cell_measurement_theta_min      1.43
_cell_volume                     961.80(19)
_computing_cell_refinement       X-AREA
_computing_data_collection       X-AREA
_computing_data_reduction        X-AREA
_computing_molecular_graphics    ORTEP-3
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      153(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      '360 frames, detector distance = 130 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12527
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.43
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           30
_diffrn_source_power             1.50
_diffrn_source_voltage           50
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_T_max  0.9963
_exptl_absorpt_correction_T_min  0.9003
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'X-red ver. 1.06 (Stoe & Cie. 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.742
_refine_diff_density_rms         0.07
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         3358
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0456
_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)+(0.1066P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1464
_reflns_number_gt                2613
_reflns_number_total             3358
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1984.cff
_cod_data_source_block           i0233
_cod_original_cell_volume        961.80(18)
_cod_original_formula_sum        'C14 H29 N1 O5 S1 Si1'
_cod_database_code               8102105
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2045(5) 0.2850(3) 0.36399(19) 0.0363(6) Uani 1 2 i d . . .
C2 C 0.1096(5) 0.3830(3) 0.3316(2) 0.0397(6) Uani 1 2 i d . . .
H2B H -0.0540 0.3704 0.3347 0.048 Uiso 1 2 i calc R . .
H2A H 0.1913 0.4724 0.3707 0.048 Uiso 1 2 i calc R . .
C3 C 0.1535(4) 0.2260(2) 0.19749(19) 0.0331(6) Uani 1 2 i d . . .
H3A H 0.3068 0.2236 0.1808 0.040 Uiso 1 2 i calc R . .
C4 C -0.0260(5) 0.1560(3) 0.10991(19) 0.0351(6) Uani 1 2 i d . . .
H4A H -0.0229 0.0633 0.0878 0.042 Uiso 1 2 i calc R . .
C5 C -0.2640(5) 0.1617(3) 0.1265(2) 0.0432(7) Uani 1 2 i d . . .
H5A H -0.2750 0.2510 0.1426 0.052 Uiso 1 2 i calc R . .
H5B H -0.2979 0.1297 0.1782 0.052 Uiso 1 2 i calc R . .
H5C H -0.3731 0.1079 0.0695 0.052 Uiso 1 2 i calc R . .
C6 C 0.0388(6) 0.2134(3) 0.0333(2) 0.0485(8) Uani 1 2 i d . . .
H6A H 0.1857 0.1999 0.0187 0.058 Uiso 1 2 i calc R . .
H6B H 0.0492 0.3061 0.0557 0.058 Uiso 1 2 i calc R . .
H6C H -0.0772 0.1710 -0.0233 0.058 Uiso 1 2 i calc R . .
C7 C 0.4616(5) 0.3298(3) 0.3899(2) 0.0495(8) Uani 1 2 i d . . .
H7C H 0.5216 0.2582 0.3959 0.059 Uiso 1 2 i calc R . .
H7B H 0.5048 0.4012 0.4496 0.059 Uiso 1 2 i calc R . .
H7A H 0.5242 0.3590 0.3408 0.059 Uiso 1 2 i calc R . .
C8 C 0.0962(5) 0.2633(3) 0.4459(2) 0.0429(7) Uani 1 2 i d . . .
C9 C -0.2052(6) 0.1426(4) 0.4941(2) 0.0599(9) Uani 1 2 i d . . .
H9A H -0.2264 0.2211 0.5386 0.072 Uiso 1 2 i calc R . .
H9B H -0.1069 0.1055 0.5268 0.072 Uiso 1 2 i calc R . .
H9C H -0.3527 0.0801 0.4675 0.072 Uiso 1 2 i calc R . .
C10 C -0.1122(4) -0.0729(2) 0.23485(19) 0.0318(6) Uani 1 2 i d . . .
H10A H -0.2057 -0.0426 0.2824 0.038 Uiso 1 2 i calc R . .
H10B H -0.1839 -0.0716 0.1741 0.038 Uiso 1 2 i calc R . .
C11 C -0.1042(4) -0.2104(2) 0.2262(2) 0.0339(6) Uani 1 2 i d . . .
H11B H -0.0169 -0.2087 0.2851 0.041 Uiso 1 2 i calc R . .
H11A H -0.0209 -0.2419 0.1750 0.041 Uiso 1 2 i calc R . .
C12 C -0.5419(5) -0.2791(3) 0.3013(2) 0.0452(7) Uani 1 2 i d . . .
H12A H -0.5654 -0.1937 0.3076 0.054 Uiso 1 2 i calc R . .
H12B H -0.4518 -0.2755 0.3593 0.054 Uiso 1 2 i calc R . .
H12C H -0.6891 -0.3416 0.2893 0.054 Uiso 1 2 i calc R . .
C13 C -0.5603(6) -0.3351(3) 0.0917(2) 0.0510(8) Uani 1 2 i d . . .
H13A H -0.4814 -0.3637 0.0392 0.061 Uiso 1 2 i calc R . .
H13B H -0.5795 -0.2490 0.0976 0.061 Uiso 1 2 i calc R . .
H13C H -0.7094 -0.3956 0.0804 0.061 Uiso 1 2 i calc R . .
C14 C -0.3293(5) -0.4871(3) 0.1921(3) 0.0498(8) Uani 1 2 i d . . .
H14A H -0.2486 -0.4826 0.2523 0.060 Uiso 1 2 i calc R . .
H14B H -0.2351 -0.5076 0.1438 0.060 Uiso 1 2 i calc R . .
H14C H -0.4723 -0.5543 0.1746 0.060 Uiso 1 2 i calc R . .
N1 N 0.1234(4) 0.1743(2) 0.27562(15) 0.0306(5) Uani 1 2 i d . . .
O1 O 0.1464(3) 0.35696(18) 0.23701(14) 0.0393(5) Uani 1 2 i d . . .
O2 O 0.1797(5) 0.3251(3) 0.52588(16) 0.0712(8) Uani 1 2 i d . . .
O3 O -0.1006(3) 0.1739(2) 0.41939(13) 0.0413(5) Uani 1 2 i d . . .
O4 O 0.2561(3) 0.03886(19) 0.36044(14) 0.0409(5) Uani 1 2 i d . . .
O5 O 0.2894(3) -0.00599(19) 0.19378(15) 0.0412(5) Uani 1 2 i d . . .
SI1 S -0.38962(12) -0.32897(7) 0.20238(5) 0.0395(2) Uani 1 2 i d . . .
S1 Si 0.16467(10) 0.03191(6) 0.26788(5) 0.0239(2) Uani 1 2 i 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'
S S 0.1246 0.1234 '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
N1 C1 C7 113.2(2) . . ?
N1 C1 C8 113.4(2) . . ?
C7 C1 C8 111.5(2) . . ?
N1 C1 C2 97.6(2) . . ?
C7 C1 C2 110.7(2) . . ?
C8 C1 C2 109.6(2) . . ?
O1 C2 C1 104.0(2) . . ?
O1 C2 H2B 111.0 . . ?
C1 C2 H2B 111.0 . . ?
O1 C2 H2A 111.0 . . ?
C1 C2 H2A 111.0 . . ?
H2B C2 H2A 109.0 . . ?
O1 C3 N1 103.5(2) . . ?
O1 C3 C4 110.9(2) . . ?
N1 C3 C4 114.5(2) . . ?
O1 C3 H3A 109.2 . . ?
N1 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C5 C4 C3 113.3(2) . . ?
C5 C4 C6 110.9(2) . . ?
C3 C4 C6 108.3(2) . . ?
C5 C4 H4A 108.0 . . ?
C3 C4 H4A 108.0 . . ?
C6 C4 H4A 108.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C7 H7C 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7C C7 H7B 109.5 . . ?
C1 C7 H7A 109.5 . . ?
H7C C7 H7A 109.5 . . ?
H7B C7 H7A 109.5 . . ?
O2 C8 O3 124.3(3) . . ?
O2 C8 C1 122.2(3) . . ?
O3 C8 C1 113.5(2) . . ?
O3 C9 H9A 109.5 . . ?
O3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 S1 110.70(18) . . ?
C11 C10 H10A 109.5 . . ?
S1 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
S1 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C10 C11 SI1 115.02(18) . . ?
C10 C11 H11B 108.5 . . ?
SI1 C11 H11B 108.5 . . ?
C10 C11 H11A 108.5 . . ?
SI1 C11 H11A 108.5 . . ?
H11B C11 H11A 107.5 . . ?
SI1 C12 H12A 109.5 . . ?
SI1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
SI1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
SI1 C13 H13A 109.5 . . ?
SI1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
SI1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
SI1 C14 H14A 109.5 . . ?
SI1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
SI1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 N1 C3 107.0(2) . . ?
C1 N1 S1 121.01(17) . . ?
C3 N1 S1 120.52(18) . . ?
C3 O1 C2 110.19(19) . . ?
C8 O3 C9 116.1(2) . . ?
C12 SI1 C14 110.65(15) . . ?
C12 SI1 C13 109.57(15) . . ?
C14 SI1 C13 111.35(16) . . ?
C12 SI1 C11 109.60(14) . . ?
C14 SI1 C11 105.72(13) . . ?
C13 SI1 C11 109.89(13) . . ?
O5 S1 O4 118.60(13) . . ?
O5 S1 N1 109.08(11) . . ?
O4 S1 N1 107.18(12) . . ?
O5 S1 C10 108.48(13) . . ?
O4 S1 C10 108.51(12) . . ?
N1 S1 C10 104.03(11) . . ?
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 N1 1.482(3) . ?
C1 C7 1.520(4) . ?
C1 C8 1.524(4) . ?
C1 C2 1.533(4) . ?
C2 O1 1.428(3) . ?
C2 H2B 0.9900 . ?
C2 H2A 0.9900 . ?
C3 O1 1.426(3) . ?
C3 N1 1.483(3) . ?
C3 C4 1.521(4) . ?
C3 H3A 1.0000 . ?
C4 C5 1.516(4) . ?
C4 C6 1.538(4) . ?
C4 H4A 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7C 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7A 0.9800 . ?
C8 O2 1.199(4) . ?
C8 O3 1.330(4) . ?
C9 O3 1.453(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.526(3) . ?
C10 S1 1.772(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 SI1 1.885(3) . ?
C11 H11B 0.9900 . ?
C11 H11A 0.9900 . ?
C12 SI1 1.852(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 SI1 1.868(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 SI1 1.860(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N1 S1 1.648(2) . ?
O4 S1 1.436(2) . ?
O5 S1 1.431(2) . ?
