#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/00/2210046.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_2210046
loop_
_publ_author_name
'Yang, Rui'
'Nie, Lei'
'Zhang, Mei-Su'
'Wang, Juan'
'Lin, Jun'
_publ_section_title
(3'R,4S)-3-(3'-Cyclohexyl-3'-phenylpropionyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
_journal_coeditor_code           AT2035
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3618
_journal_page_last               o3619
_journal_paper_doi               10.1107/S1600536806016035
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C26 H31 N O3'
_chemical_formula_moiety         'C26 H31 N O3'
_chemical_formula_sum            'C26 H31 N O3'
_chemical_formula_weight         405.52
_chemical_name_systematic
;
(3'R, 4S)-3-(3'-Cyclohexyl-3'-phenylpropionyl)-5,5-dimethyl-4-
phenyloxazolidin-2-one
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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            4
_cell_length_a                   10.1004(2)
_cell_length_b                   14.8636(3)
_cell_length_c                   15.5876(3)
_cell_measurement_reflns_used    4623
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.58
_cell_measurement_theta_min      1.89
_cell_volume                     2340.14(8)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20759
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.89
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.101
_refine_diff_density_min         -0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3028
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0364
_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)+(0.0522P)²+0.179P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.1006
_reflns_number_gt                2408
_reflns_number_total             3028
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2035.cif
_cod_data_source_block           2
_cod_database_code               2210046
_cod_database_fobs_code          2210046
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'
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
O O1 0.95858(16) 1.07800(9) 0.84651(10) 0.0627(4) Uani d . 1
O O2 0.57851(16) 1.06330(11) 0.95809(13) 0.0820(6) Uani d . 1
O O3 0.64346(14) 1.19687(10) 1.00811(10) 0.0624(4) Uani d . 1
N N1 0.78455(16) 1.12548(10) 0.92251(11) 0.0489(4) Uani d . 1
C C1 0.9046(2) 0.93396(12) 1.02559(12) 0.0436(4) Uani d . 1
C C2 1.0225(2) 0.96553(13) 1.05920(13) 0.0530(5) Uani d . 1
H H2 1.0973 0.9680 1.0245 0.064 Uiso calc R 1
C C3 1.0306(3) 0.99364(16) 1.14429(15) 0.0686(7) Uani d . 1
H H3 1.1103 1.0154 1.1659 0.082 Uiso calc R 1
C C4 0.9214(3) 0.98917(17) 1.19620(14) 0.0724(7) Uani d . 1
H H4 0.9272 1.0063 1.2535 0.087 Uiso calc R 1
C C5 0.8040(3) 0.95939(18) 1.16340(14) 0.0717(7) Uani d . 1
H H5 0.7295 0.9573 1.1983 0.086 Uiso calc R 1
C C6 0.7950(2) 0.93241(16) 1.07891(14) 0.0612(6) Uani d . 1
H H6 0.7140 0.9129 1.0574 0.073 Uiso calc R 1
C C7 0.8964(2) 0.90153(12) 0.93328(12) 0.0431(4) Uani d . 1
H H7 0.9852 0.9065 0.9085 0.052 Uiso calc R 1
C C8 0.8549(2) 0.80183(12) 0.92787(12) 0.0472(4) Uani d . 1
H H8 0.7664 0.7963 0.9530 0.057 Uiso calc R 1
C C9 0.9488(3) 0.74230(14) 0.97951(15) 0.0630(6) Uani d . 1
H H9A 1.0376 0.7477 0.9563 0.076 Uiso calc R 1
H H9B 0.9509 0.7630 1.0385 0.076 Uiso calc R 1
C C10 0.9071(3) 0.64421(14) 0.97764(17) 0.0778(7) Uani d . 1
H H10A 0.9707 0.6085 1.0095 0.093 Uiso calc R 1
H H10B 0.8216 0.6379 1.0053 0.093 Uiso calc R 1
C C11 0.8984(3) 0.60956(15) 0.88734(19) 0.0849(8) Uani d . 1
H H11A 0.8649 0.5484 0.8881 0.102 Uiso calc R 1
H H11B 0.9863 0.6084 0.8623 0.102 Uiso calc R 1
C C12 0.8092(3) 0.66701(16) 0.83271(16) 0.0800(8) Uani d . 1
H H12A 0.7187 0.6606 0.8525 0.096 Uiso calc R 1
H H12B 0.8131 0.6461 0.7738 0.096 Uiso calc R 1
C C13 0.8485(3) 0.76625(14) 0.83578(14) 0.0662(6) Uani d . 1
H H13A 0.7846 0.8013 0.8035 0.079 Uiso calc R 1
H H13B 0.9343 0.7737 0.8088 0.079 Uiso calc R 1
C C14 0.8040(2) 0.96288(13) 0.88074(13) 0.0515(5) Uani d . 1
H H14A 0.7985 0.9408 0.8223 0.062 Uiso calc R 1
H H14B 0.7158 0.9614 0.9053 0.062 Uiso calc R 1
C C15 0.8545(2) 1.05799(13) 0.88037(12) 0.0476(5) Uani d . 1
C C16 0.6612(2) 1.12070(14) 0.96230(15) 0.0577(5) Uani d . 1
C C17 0.7678(2) 1.24920(15) 1.01162(14) 0.0520(5) Uani d . 1
C C18 0.8426(3) 1.21989(19) 1.09074(14) 0.0737(7) Uani d . 1
H H18A 0.7970 1.2407 1.1410 0.111 Uiso calc R 1
H H18B 0.9302 1.2450 1.0895 0.111 Uiso calc R 1
H H18C 0.8483 1.1554 1.0919 0.111 Uiso calc R 1
C C19 0.7297(3) 1.34734(14) 1.01488(15) 0.0644(6) Uani d . 1
H H19A 0.6876 1.3601 1.0687 0.097 Uiso calc R 1
H H19B 0.6697 1.3606 0.9688 0.097 Uiso calc R 1
H H19C 0.8077 1.3838 1.0092 0.097 Uiso calc R 1
C C20 0.8382(2) 1.21741(12) 0.92876(12) 0.0449(4) Uani d . 1
H H20 0.9339 1.2146 0.9388 0.054 Uiso calc R 1
C C21 0.8109(2) 1.27271(12) 0.84888(12) 0.0487(5) Uani d . 1
C C22 0.8901(2) 1.34661(14) 0.83156(14) 0.0581(6) Uani d . 1
H H22 0.9605 1.3601 0.8678 0.070 Uiso calc R 1
C C23 0.8658(3) 1.40067(15) 0.76100(15) 0.0687(7) Uani d . 1
H H23 0.9200 1.4500 0.7501 0.082 Uiso calc R 1
C C24 0.7630(3) 1.38185(18) 0.70749(15) 0.0802(8) Uani d . 1
H H24 0.7469 1.4183 0.6601 0.096 Uiso calc R 1
C C25 0.6830(3) 1.3090(2) 0.72339(16) 0.0864(9) Uani d . 1
H H25 0.6125 1.2964 0.6869 0.104 Uiso calc R 1
C C26 0.7069(3) 1.25385(16) 0.79397(14) 0.0674(6) Uani d . 1
H H26 0.6529 1.2043 0.8042 0.081 Uiso calc R 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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_publ_flag
C16 O3 C17 110.35(16) ?
C15 N1 C16 128.83(17) ?
C15 N1 C20 120.88(16) y
C16 N1 C20 110.29(16) y
C2 C1 C6 117.83(18) ?
C2 C1 C7 120.88(18) y
C6 C1 C7 121.29(18) y
C1 C2 C3 120.9(2) ?
C1 C2 H2 119.6 ?
C3 C2 H2 119.6 ?
C4 C3 C2 120.0(2) ?
C4 C3 H3 120.0 ?
C2 C3 H3 120.0 ?
C5 C4 C3 119.6(2) ?
C5 C4 H4 120.2 ?
C3 C4 H4 120.2 ?
C4 C5 C6 120.6(2) ?
C4 C5 H5 119.7 ?
C6 C5 H5 119.7 ?
C5 C6 C1 121.0(2) ?
C5 C6 H6 119.5 ?
C1 C6 H6 119.5 ?
C1 C7 C14 110.41(15) y
C1 C7 C8 111.80(15) y
C14 C7 C8 112.03(16) y
C1 C7 H7 107.5 y
C14 C7 H7 107.5 y
C8 C7 H7 107.5 y
C9 C8 C13 108.68(18) ?
C9 C8 C7 111.06(17) y
C13 C8 C7 113.24(16) y
C9 C8 H8 107.9 ?
C13 C8 H8 107.9 ?
C7 C8 H8 107.9 y
C10 C9 C8 112.0(2) ?
C10 C9 H9A 109.2 ?
C8 C9 H9A 109.2 ?
C10 C9 H9B 109.2 ?
C8 C9 H9B 109.2 ?
H9A C9 H9B 107.9 ?
C11 C10 C9 111.3(2) ?
C11 C10 H10A 109.4 ?
C9 C10 H10A 109.4 ?
C11 C10 H10B 109.4 ?
C9 C10 H10B 109.4 ?
H10A C10 H10B 108.0 ?
C10 C11 C12 111.8(2) ?
C10 C11 H11A 109.3 ?
C12 C11 H11A 109.3 ?
C10 C11 H11B 109.3 ?
C12 C11 H11B 109.3 ?
H11A C11 H11B 107.9 ?
C11 C12 C13 112.0(2) ?
C11 C12 H12A 109.2 ?
C13 C12 H12A 109.2 ?
C11 C12 H12B 109.2 ?
C13 C12 H12B 109.2 ?
H12A C12 H12B 107.9 ?
C12 C13 C8 111.94(19) ?
C12 C13 H13A 109.2 ?
C8 C13 H13A 109.2 ?
C12 C13 H13B 109.2 ?
C8 C13 H13B 109.2 ?
H13A C13 H13B 107.9 ?
C15 C14 C7 110.69(17) y
C15 C14 H14A 109.5 ?
C7 C14 H14A 109.5 y
C15 C14 H14B 109.5 ?
C7 C14 H14B 109.5 y
H14A C14 H14B 108.1 ?
O1 C15 N1 117.93(17) ?
O1 C15 C14 121.74(18) ?
N1 C15 C14 120.27(18) ?
O2 C16 O3 122.3(2) ?
O2 C16 N1 129.5(2) ?
O3 C16 N1 108.15(18) ?
O3 C17 C19 107.08(17) ?
O3 C17 C18 107.68(19) ?
C19 C17 C18 112.2(2) ?
O3 C17 C20 101.46(16) ?
C19 C17 C20 116.10(18) ?
C18 C17 C20 111.28(16) ?
C17 C18 H18A 109.5 ?
C17 C18 H18B 109.5 ?
H18A C18 H18B 109.5 ?
C17 C18 H18C 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
C17 C19 H19A 109.5 ?
C17 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C17 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
N1 C20 C21 112.43(16) y
N1 C20 C17 99.74(15) y
C21 C20 C17 115.83(15) y
N1 C20 H20 109.5 y
C21 C20 H20 109.5 y
C17 C20 H20 109.5 y
C26 C21 C22 118.6(2) ?
C26 C21 C20 122.39(19) ?
C22 C21 C20 118.98(19) ?
C23 C22 C21 120.9(2) ?
C23 C22 H22 119.6 ?
C21 C22 H22 119.6 ?
C24 C23 C22 120.2(2) ?
C24 C23 H23 119.9 ?
C22 C23 H23 119.9 ?
C23 C24 C25 120.0(2) ?
C23 C24 H24 120.0 ?
C25 C24 H24 120.0 ?
C24 C25 C26 120.3(3) ?
C24 C25 H25 119.9 ?
C26 C25 H25 119.9 ?
C21 C26 C25 120.1(2) ?
C21 C26 H26 120.0 ?
C25 C26 H26 120.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C15 1.214(2) ?
O2 C16 1.196(3) ?
O3 C16 1.351(3) ?
O3 C17 1.478(3) ?
N1 C15 1.392(2) ?
N1 C16 1.393(3) ?
N1 C20 1.473(2) y
C1 C2 1.383(3) ?
C1 C6 1.385(3) ?
C1 C7 1.520(3) y
C2 C3 1.393(3) ?
C2 H2 0.9300 ?
C3 C4 1.370(4) ?
C3 H3 0.9300 ?
C4 C5 1.365(4) ?
C4 H4 0.9300 ?
C5 C6 1.380(3) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 C14 1.540(3) y
C7 C8 1.542(3) y
C7 H7 0.9800 y
C8 C9 1.527(3) ?
C8 C13 1.531(3) ?
C8 H8 0.9800 ?
C9 C10 1.518(3) ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
C10 C11 1.501(4) ?
C10 H10A 0.9700 ?
C10 H10B 0.9700 ?
C11 C12 1.505(4) ?
C11 H11A 0.9700 ?
C11 H11B 0.9700 ?
C12 C13 1.528(3) ?
C12 H12A 0.9700 ?
C12 H12B 0.9700 ?
C13 H13A 0.9700 ?
C13 H13B 0.9700 ?
C14 C15 1.503(3) ?
C14 H14A 0.9700 ?
C14 H14B 0.9700 ?
C17 C19 1.509(3) ?
C17 C18 1.511(3) ?
C17 C20 1.548(3) ?
C18 H18A 0.9600 ?
C18 H18B 0.9600 ?
C18 H18C 0.9600 ?
C19 H19A 0.9600 ?
C19 H19B 0.9600 ?
C19 H19C 0.9600 ?
C20 C21 1.517(3) y
C20 H20 0.9800 y
C21 C26 1.384(3) ?
C21 C22 1.386(3) ?
C22 C23 1.384(3) ?
C22 H22 0.9300 ?
C23 C24 1.361(4) ?
C23 H23 0.9300 ?
C24 C25 1.374(4) ?
C24 H24 0.9300 ?
C25 C26 1.393(3) ?
C25 H25 0.9300 ?
C26 H26 0.9300 ?
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
C6 C1 C2 C3 0.8(3)
C7 C1 C2 C3 -178.76(18)
C1 C2 C3 C4 0.8(3)
C2 C3 C4 C5 -1.8(4)
C3 C4 C5 C6 1.1(4)
C4 C5 C6 C1 0.6(4)
C2 C1 C6 C5 -1.6(3)
C7 C1 C6 C5 178.0(2)
C2 C1 C7 C14 -115.3(2)
C6 C1 C7 C14 65.2(2)
C2 C1 C7 C8 119.3(2)
C6 C1 C7 C8 -60.3(2)
C1 C7 C8 C9 -56.2(2)
C14 C7 C8 C9 179.31(17)
C1 C7 C8 C13 -178.8(2)
C14 C7 C8 C13 56.7(2)
C13 C8 C9 C10 -56.8(3)
C7 C8 C9 C10 178.01(19)
C8 C9 C10 C11 57.2(3)
C9 C10 C11 C12 -54.5(4)
C10 C11 C12 C13 53.3(3)
C11 C12 C13 C8 -54.5(3)
C9 C8 C13 C12 55.2(3)
C7 C8 C13 C12 179.1(2)
C1 C7 C14 C15 60.1(2)
C8 C7 C14 C15 -174.55(16)
C16 N1 C15 O1 176.6(2)
C20 N1 C15 O1 -2.5(3)
C16 N1 C15 C14 -6.0(3)
C20 N1 C15 C14 174.94(17)
C7 C14 C15 O1 65.1(2)
C7 C14 C15 N1 -112.2(2)
C17 O3 C16 O2 172.1(2)
C17 O3 C16 N1 -9.7(2)
C15 N1 C16 O2 -13.3(4)
C20 N1 C16 O2 165.9(2)
C15 N1 C16 O3 168.77(19)
C20 N1 C16 O3 -12.1(2)
C16 O3 C17 C19 147.96(19)
C16 O3 C17 C18 -91.1(2)
C16 O3 C17 C20 25.8(2)
C15 N1 C20 C21 82.7(2)
C16 N1 C20 C21 -96.5(2)
C15 N1 C20 C17 -153.96(17)
C16 N1 C20 C17 26.8(2)
O3 C17 C20 N1 -29.98(18)
C19 C17 C20 N1 -145.64(19)
C18 C17 C20 N1 84.3(2)
O3 C17 C20 C21 90.9(2)
C19 C17 C20 C21 -24.8(3)
C18 C17 C20 C21 -154.8(2)
N1 C20 C21 C26 24.1(3)
C17 C20 C21 C26 -89.7(2)
N1 C20 C21 C22 -158.06(17)
C17 C20 C21 C22 88.2(2)
C26 C21 C22 C23 0.1(3)
C20 C21 C22 C23 -177.79(18)
C21 C22 C23 C24 0.1(3)
C22 C23 C24 C25 0.0(4)
C23 C24 C25 C26 -0.3(4)
C22 C21 C26 C25 -0.5(3)
C20 C21 C26 C25 177.4(2)
C24 C25 C26 C21 0.5(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21178885
