#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/52/2005253.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_2005253
loop_
_publ_author_name
'Schäfer, M.'
'Herbst-Irmer, R.'
'Pohl, E.'
'Schünke, C.'
'Tietze, L. F.'
_publ_section_title
;(2R)-3-[(4S)-4-Benzyl-2-oxo-3-oxazolidinyl]-3-oxo-2-[(1R,2S)-2-vinylcyclohexyl]propionic
 Acid Methyl Ester and
 (2R)-3-[(4S)-4-Benzyl-2-oxo-3-oxazolidinyl]-3-oxo-2-[(1R,2S)-2-vinylcyclopentyl]propionic
 Acid Methyl Ester
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2029
_journal_page_last               2032
_journal_paper_doi               10.1107/S010827019600159X
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C21 H25 N O5'
_chemical_formula_weight         371.42
_chemical_name_systematic
;
(1'R,2R,2'S,4''S)-3-(4''-Benzyl-oxazolidin-2''-one-3''-yl)
-3-oxo-2-(2'-vinyl-cyclopentyl)-propionic acid methyl ester
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.272(5)
_cell_length_b                   9.699(2)
_cell_length_c                   21.210(6)
_cell_measurement_reflns_used    52
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10
_cell_volume                     1907.4(12)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1988a)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1988b)'
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1994)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measurement_device       'Stoe-Siemens AED four-circle diffractometer'
_diffrn_measurement_method       'profile from 2θ/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  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5584
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         3.04
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         .385
_refine_diff_density_min         -.171
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.2(13)
_refine_ls_extinction_coef       0.0082(14)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.079
_refine_ls_goodness_of_fit_obs   1.042
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3361
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_restrained_S_obs      1.042
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_obs          0.0415
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0441P)²+0.7871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1072
_refine_ls_wR_factor_obs         0.0979
_reflns_number_observed          3029
_reflns_number_total             3361
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            jz1097.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0441P)^2^+0.7871P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0441P)^2^+0.7871P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1907(1)
_cod_original_sg_symbol_H-M      ' P 21 21 21'
_cod_database_code               2005253
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_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
O1 1 .7064(3) .2677(2) .51474(8) .0710(7) Uani d . O
C2 1 .6852(3) .2412(3) .4535(1) .0486(7) Uani d . C
O2 1 .6858(3) .1267(2) .43275(8) .0695(7) Uani d . O
N3 1 .6630(2) .3635(2) .42199(8) .0352(4) Uani d . N
C4 1 .6603(3) .4814(3) .4659(1) .0392(6) Uani d . C
H4 1 .7275 .555 .4507 .047 Uiso calc R H
C41 1 .5091(3) .5401(3) .4735(1) .0415(6) Uani d . C
H41A 1 .4726 .5704 .4319 .05 Uiso calc R H
H41B 1 .444 .467(4) .4895 .05 Uiso calc R H
C42 1 .5074(3) .6602(2) .5184(1) .0351(5) Uani d . C
C43 1 .4302(3) .6558(3) .5745(1) .0373(5) Uani d . C
H43 1 .3778 .5749 .5851 .045 Uiso calc R H
C44 1 .4281(3) .7668(3) .6150(1) .0413(6) Uani d . C
H44 1 .3739 .762 .6529 .05 Uiso calc R H
C45 1 .5041(3) .8846(3) .6009(1) .0432(6) Uani d . C
H45 1 .503 .9609 .629 .052 Uiso calc R H
C46 1 .5821(3) .8910(3) .5454(1) .0446(6) Uani d . C
H46 1 .6352 .9719 .5353 .054 Uiso calc R H
C47 1 .5830(3) .7805(3) .5048(1) .0425(6) Uani d . C
H47 1 .6363 .7864 .4667 .051 Uiso calc R H
C5 1 .7215(4) .4134(3) .5245(1) .0665(9) Uani d . C
H5A 1 .8243 .4382 .53 .08 Uiso calc R H
H5B 1 .6675 .443(6) .5624 .08 Uiso calc R H
C1' 1 .6604(2) .3849(2) .3574(1) .0295(5) Uani d . C
O3 1 .6553(2) .5009(2) .33758(7) .0413(4) Uani d . O
C2' 1 .6655(2) .2586(2) .31526(9) .0280(4) Uani d . C
H2' 1 .605 .1858 .3357 .034 Uiso calc R H
C3' 1 .8193(2) .2066(2) .3144(1) .0312(5) Uani d . C
O4 1 .9195(2) .2662(2) .3370(1) .0573(5) Uani d . O
O5 1 .8296(2) .0890(2) .28349(8) .0377(4) Uani d . O
C4' 1 .9733(3) .0343(3) .2763(1) .0424(6) Uani d . C
H4'A 1 .9696 -0.05 .2509 .064 Uiso calc R H
H4'B 1 1.0135 .013(5) .3179 .064 Uiso calc R H
H4'C 1 1.0343 .1027 .2551 .064 Uiso calc R H
C1'' 1 .6083(2) .2786(2) .2481(1) .0337(5) Uani d . C
H1'' 1 .5964 .1838 .2303 .04 Uiso calc R H
C2'' 1 .4607(2) .3481(2) .2422(1) .0329(5) Uani d . C
H2'' 1 .4669 .4436 .2597 .039 Uiso calc R H
C3'' 1 .4460(3) .3561(3) .1703(1) .0374(5) Uani d . C
H3''A 1 .4147 .2664 .1527 .045 Uiso calc R H
H3''B 1 .3754 .428(4) .1581 .045 Uiso calc R H
C4'' 1 .5963(3) .3931(3) .1474(1) .0497(7) Uani d . C
H4''A 1 .6022 .4927 .1374 .06 Uiso calc R H
H4''B 1 .6207 .340(5) .109 .06 Uiso calc R H
C5'' 1 .6998(3) .3566(3) .2014(1) .0423(6) Uani d . C
H5''A 1 .7802 .2986 .1859 .051 Uiso calc R H
H5''B 1 .7402 .441(5) .2207 .051 Uiso calc R H
C6'' 1 .3439(3) .2723(3) .2752(1) .0399(6) Uani d . C
H6'' 1 .3178 .1841 .2594 .048 Uiso calc R H
C7'' 1 .2742(3) .3187(3) .3245(1) .0540(7) Uani d . C
H7''A 1 .2974 .4065 .3415 .065 Uiso calc R H
H7''B 1 .2004 .265(5) .3432 .065 Uiso calc R H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 '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
C2 O1 C5 110.0(2) y
O2 C2 O1 122.3(2) y
O2 C2 N3 128.6(2) y
O1 C2 N3 109.1(2) y
C2 N3 C1' 127.66(19) y
C2 N3 C4 111.38(18) y
C1' N3 C4 120.51(18) y
N3 C4 C5 99.99(19) y
N3 C4 C41 111.88(19) y
C5 C4 C41 114.8(2) y
C42 C41 C4 111.5(2) ?
C43 C42 C47 117.5(2) ?
C43 C42 C41 121.6(2) ?
C47 C42 C41 120.9(2) ?
C44 C43 C42 121.1(2) ?
C45 C44 C43 120.5(2) ?
C44 C45 C46 119.4(2) ?
C47 C46 C45 120.0(2) ?
C46 C47 C42 121.5(2) ?
O1 C5 C4 105.9(2) y
O3 C1' N3 119.08(19) y
O3 C1' C2' 123.45(19) y
N3 C1' C2' 117.47(18) y
C3' C2' C1' 107.77(17) y
C3' C2' C1'' 110.94(17) y
C1' C2' C1'' 115.79(18) y
O4 C3' O5 124.2(2) y
O4 C3' C2' 124.6(2) y
O5 C3' C2' 111.22(18) y
C3' O5 C4' 115.91(18) y
C5'' C1'' C2'' 103.16(19) ?
C5'' C1'' C2' 118.7(2) ?
C2'' C1'' C2' 116.17(17) ?
C6'' C2'' C1'' 113.34(19) ?
C6'' C2'' C3'' 115.41(19) ?
C1'' C2'' C3'' 100.58(18) ?
C4'' C3'' C2'' 104.42(18) ?
C3'' C4'' C5'' 106.29(19) ?
C1'' C5'' C4'' 104.7(2) ?
C7'' C6'' C2'' 124.5(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.339(3) y
O1 C5 1.435(4) y
C2 O2 1.195(3) y
C2 N3 1.376(3) y
N3 C1' 1.386(3) y
N3 C4 1.475(3) y
C4 C5 1.518(4) y
C4 C41 1.522(4) ?
C41 C42 1.504(3) ?
C42 C43 1.390(3) ?
C42 C47 1.391(3) ?
C43 C44 1.377(3) ?
C44 C45 1.375(4) ?
C45 C46 1.383(4) ?
C46 C47 1.375(4) ?
C1' O3 1.202(3) y
C1' C2' 1.516(3) y
C2' C3' 1.513(3) y
C2' C1'' 1.532(3) ?
C3' O4 1.194(3) y
C3' O5 1.320(3) y
O5 C4' 1.442(3) y
C1'' C5'' 1.509(3) ?
C1'' C2'' 1.531(3) ?
C2'' C6'' 1.484(3) ?
C2'' C3'' 1.532(3) ?
C3'' C4'' 1.519(4) ?
C4'' C5'' 1.535(4) ?
C6'' C7'' 1.309(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9090912
