#------------------------------------------------------------------------------
#$Date: 2017-03-22 09:06:10 +0200 (Wed, 22 Mar 2017) $
#$Revision: 194409 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/20/2242088.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_2242088
loop_
_publ_author_name
'Inada, Aya'
'Kanazawa, Hitoshi'
_publ_section_title
;
 Crystal structure of
 (S)-4-[4-(benzyloxy)benzyl]oxazolidine-2,5-dione
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              553
_journal_page_last               555
_journal_paper_doi               10.1107/S2056989017004236
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C17 H15 N O4'
_chemical_formula_moiety         'C17 H15 N O4'
_chemical_formula_sum            'C17 H15 N O4'
_chemical_formula_weight         297.30
_chemical_name_systematic
;
(S)-4-[4-(Benzyloxy)benzyl]oxazolidine-2,5-dione
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_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                 96.390(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.7388(5)
_cell_length_b                   5.9128(4)
_cell_length_c                   15.7769(10)
_cell_measurement_reflns_used    7077
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.38
_cell_measurement_theta_min      3.50
_cell_volume                     717.43(8)
_computing_cell_refinement
;
RAPID-AUTO (Rigaku, 2009)
;
_computing_data_collection
;
RAPID-AUTO (Rigaku, 2009)
;
_computing_data_reduction
;
RAPID-AUTO (Rigaku, 2009)
;
_computing_molecular_graphics
;
CrystalStructure (Rigaku, 2009) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
CrystalStructure (Rigaku, 2009)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6593
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         3.50
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_correction_T_min  0.9748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.177
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         1635
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0312
_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)+(0.0302P)²+0.1082P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0634
_refine_ls_wR_factor_ref         0.0677
_reflns_number_gt                1444
_reflns_number_total             1635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            su5359sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2242088
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_symmetry_multiplicity
O O1 1.08406(18) 0.6360(3) 0.91435(9) 0.0310(4) Uani d . 1 1
O O2 0.89115(18) 0.3443(3) 0.91282(8) 0.0238(3) Uani d . 1 1
O O3 0.6500(2) 0.1393(3) 0.92135(9) 0.0290(4) Uani d . 1 1
O O4 0.70846(18) 0.5324(3) 0.52871(9) 0.0265(4) Uani d . 1 1
N N1 0.7966(2) 0.6908(3) 0.93804(11) 0.0229(4) Uani d . 1 1
H H1 0.792(3) 0.840(6) 0.9383(16) 0.026 Uiso d P 1 1
C C1 0.9379(3) 0.5765(4) 0.92122(12) 0.0234(5) Uani d . 1 1
C C2 0.7201(3) 0.3211(4) 0.92381(12) 0.0221(5) Uani d . 1 1
C C3 0.6426(3) 0.5499(4) 0.93569(13) 0.0213(4) Uani d . 1 1
H H3 0.5941 0.5568 0.9918 0.026 Uiso calc R 1 1
C C4 0.4993(2) 0.6067(4) 0.86274(12) 0.0222(5) Uani d . 1 1
H H4A 0.4003 0.5022 0.8659 0.027 Uiso calc R 1 1
H H4B 0.4570 0.7622 0.8712 0.027 Uiso calc R 1 1
C C5 0.5591(2) 0.5901(4) 0.77459(12) 0.0212(5) Uani d . 1 1
C C6 0.5233(3) 0.3969(4) 0.72446(13) 0.0227(5) Uani d . 1 1
H H6 0.4620 0.2743 0.7461 0.027 Uiso calc R 1 1
C C7 0.5764(3) 0.3826(4) 0.64309(13) 0.0229(5) Uani d . 1 1
H H7 0.5524 0.2500 0.6098 0.027 Uiso calc R 1 1
C C8 0.6648(2) 0.5620(4) 0.61046(13) 0.0218(4) Uani d . 1 1
C C9 0.7028(3) 0.7545(4) 0.65934(13) 0.0230(5) Uani d . 1 1
H H9 0.7644 0.8766 0.6376 0.028 Uiso calc R 1 1
C C10 0.6491(3) 0.7661(4) 0.74112(13) 0.0233(5) Uani d . 1 1
H H10 0.6750 0.8978 0.7746 0.028 Uiso calc R 1 1
C C11 0.7964(3) 0.7139(4) 0.49268(12) 0.0236(5) Uani d . 1 1
H H11A 0.9058 0.7481 0.5292 0.028 Uiso calc R 1 1
H H11B 0.7226 0.8510 0.4896 0.028 Uiso calc R 1 1
C C12 0.8365(2) 0.6502(4) 0.40454(13) 0.0215(4) Uani d . 1 1
C C13 0.7879(3) 0.4450(4) 0.36549(13) 0.0231(5) Uani d . 1 1
H H13 0.7276 0.3355 0.3950 0.028 Uiso calc R 1 1
C C14 0.8277(3) 0.4004(4) 0.28317(13) 0.0245(5) Uani d . 1 1
H H14 0.7950 0.2597 0.2571 0.029 Uiso calc R 1 1
C C15 0.9141(3) 0.5582(4) 0.23910(13) 0.0281(5) Uani d . 1 1
H H15 0.9394 0.5271 0.1827 0.034 Uiso calc R 1 1
C C16 0.9636(3) 0.7619(4) 0.27748(14) 0.0293(5) Uani d . 1 1
H H16 1.0239 0.8706 0.2476 0.035 Uiso calc R 1 1
C C17 0.9253(3) 0.8080(4) 0.35980(13) 0.0265(5) Uani d . 1 1
H H17 0.9598 0.9482 0.3858 0.032 Uiso calc R 1 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O2 C1 109.05(16)
C8 O4 C11 117.10(17)
C1 N1 C3 113.10(19)
C1 N1 H1 122.7(16)
C3 N1 H1 122.7(16)
O1 C1 N1 132.0(2)
O1 C1 O2 120.44(19)
N1 C1 O2 107.53(17)
O3 C2 O2 121.8(2)
O3 C2 C3 128.69(18)
O2 C2 C3 109.44(18)
N1 C3 C2 100.53(16)
N1 C3 C4 114.45(17)
C2 C3 C4 111.52(18)
N1 C3 H3 110.0
C2 C3 H3 110.0
C4 C3 H3 110.0
C5 C4 C3 113.72(15)
C5 C4 H4A 108.8
C3 C4 H4A 108.8
C5 C4 H4B 108.8
C3 C4 H4B 108.8
H4A C4 H4B 107.7
C10 C5 C6 118.23(17)
C10 C5 C4 121.1(2)
C6 C5 C4 120.62(18)
C7 C6 C5 120.66(19)
C7 C6 H6 119.7
C5 C6 H6 119.7
C8 C7 C6 120.1(2)
C8 C7 H7 119.9
C6 C7 H7 119.9
O4 C8 C9 124.34(19)
O4 C8 C7 115.5(2)
C9 C8 C7 120.15(18)
C8 C9 C10 119.05(19)
C8 C9 H9 120.5
C10 C9 H9 120.5
C5 C10 C9 121.8(2)
C5 C10 H10 119.1
C9 C10 H10 119.1
O4 C11 C12 109.70(18)
O4 C11 H11A 109.7
C12 C11 H11A 109.7
O4 C11 H11B 109.7
C12 C11 H11B 109.7
H11A C11 H11B 108.2
C13 C12 C17 118.84(18)
C13 C12 C11 123.57(19)
C17 C12 C11 117.6(2)
C14 C13 C12 120.03(19)
C14 C13 H13 120.0
C12 C13 H13 120.0
C15 C14 C13 120.8(2)
C15 C14 H14 119.6
C13 C14 H14 119.6
C14 C15 C16 119.63(19)
C14 C15 H15 120.2
C16 C15 H15 120.2
C15 C16 C17 120.2(2)
C15 C16 H16 119.9
C17 C16 H16 119.9
C16 C17 C12 120.6(2)
C16 C17 H17 119.7
C12 C17 H17 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.201(2)
O2 C2 1.361(2)
O2 C1 1.422(3)
O3 C2 1.202(3)
O4 C8 1.380(2)
O4 C11 1.423(3)
N1 C1 1.337(3)
N1 C3 1.451(3)
N1 H1 0.88(3)
C2 C3 1.500(3)
C3 C4 1.544(3)
C3 H3 1.0000
C4 C5 1.517(3)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C10 1.389(3)
C5 C6 1.399(3)
C6 C7 1.394(3)
C6 H6 0.9500
C7 C8 1.391(3)
C7 H7 0.9500
C8 C9 1.388(3)
C9 C10 1.400(3)
C9 H9 0.9500
C10 H10 0.9500
C11 C12 1.506(3)
C11 H11A 0.9900
C11 H11B 0.9900
C12 C13 1.393(3)
C12 C17 1.396(3)
C13 C14 1.393(3)
C13 H13 0.9500
C14 C15 1.380(3)
C14 H14 0.9500
C15 C16 1.383(3)
C15 H15 0.9500
C16 C17 1.391(3)
C16 H16 0.9500
C17 H17 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O3 1_565 0.88(3) 2.09(3) 2.885(2) 150(2)
C3 H3 O3 2_657 1.00 2.50 3.410(3) 151
C6 H6 Cg 2_646 0.95 2.89 3.546(3) 127
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
C3 N1 C1 O1 176.8(2)
C3 N1 C1 O2 -4.5(2)
C2 O2 C1 O1 179.56(17)
C2 O2 C1 N1 0.7(2)
C1 O2 C2 O3 -178.53(18)
C1 O2 C2 C3 3.2(2)
C1 N1 C3 C2 6.0(2)
C1 N1 C3 C4 -113.59(19)
O3 C2 C3 N1 176.5(2)
O2 C2 C3 N1 -5.4(2)
O3 C2 C3 C4 -61.8(3)
O2 C2 C3 C4 116.34(17)
N1 C3 C4 C5 58.2(2)
C2 C3 C4 C5 -55.1(2)
C3 C4 C5 C10 -81.9(2)
C3 C4 C5 C6 98.8(2)
C10 C5 C6 C7 -0.1(3)
C4 C5 C6 C7 179.27(18)
C5 C6 C7 C8 -0.6(3)
C11 O4 C8 C9 -0.8(3)
C11 O4 C8 C7 179.01(18)
C6 C7 C8 O4 -178.74(18)
C6 C7 C8 C9 1.1(3)
O4 C8 C9 C10 178.99(19)
C7 C8 C9 C10 -0.8(3)
C6 C5 C10 C9 0.4(3)
C4 C5 C10 C9 -179.00(19)
C8 C9 C10 C5 0.1(3)
C8 O4 C11 C12 178.88(17)
O4 C11 C12 C13 1.7(3)
O4 C11 C12 C17 -179.17(18)
C17 C12 C13 C14 -0.1(3)
C11 C12 C13 C14 179.01(19)
C12 C13 C14 C15 -0.5(3)
C13 C14 C15 C16 0.8(3)
C14 C15 C16 C17 -0.5(3)
C15 C16 C17 C12 -0.1(3)
C13 C12 C17 C16 0.4(3)
C11 C12 C17 C16 -178.8(2)

_cod_database_fobs_code 2242088
