#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/52/2005252.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_2005252
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            'C22 H27 N O5'
_chemical_formula_weight         385.45
_chemical_name_systematic
;
 (1'R,2R,2'S,4"S)-3-(4"-Benzyl-oxazolidin-2"-one-3"-yl)
 -3-oxo-2-(2'-vinyl-cyclohexyl)-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                   9.3870(4)
_cell_length_b                   10.0616(4)
_cell_length_c                   21.722(1)
_cell_measurement_reflns_used    75
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      10.5
_cell_volume                     2051.60(15)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_data_reduction        XSCANS
_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      293(2)
_diffrn_measurement_device       'Siemens P4 four-circle diffractometer'
_diffrn_measurement_method       'profile from θ/2θ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5345
_diffrn_reflns_theta_max         56.74
_diffrn_reflns_theta_min         4.07
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.719
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         .163
_refine_diff_density_min         -.129
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.0(3)
_refine_ls_extinction_coef       0.0060(6)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.044
_refine_ls_goodness_of_fit_obs   1.064
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         2731
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_restrained_S_obs      1.064
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_obs          0.0429
_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)+(0.0715P)²+0.0545P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1122
_refine_ls_wR_factor_obs         0.1072
_reflns_number_observed          2428
_reflns_number_total             2732
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            jz1097.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0715P)^2^+0.0545P] 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^)+(0.0715P)^2^+0.0545P] 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        2051.6(2)
_cod_database_code               2005252
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 .1978(3) .7417(2) -.01621(9) .112(1) Uani d . O
C2 1 .1819(4) .7641(3) .0437(1) .0783(9) Uani d . C
O2 1 .1849(3) .8742(2) .06487(9) .0938(8) Uani d . O
N3 1 .1598(3) .6447(2) .07385(9) .0609(6) Uani d . N
C4 1 .1575(3) .5323(3) .0301(1) .0653(7) Uani d . C
H4 1 .228 .4654 .0422 .078 Uiso calc R H
C5 1 .2048(5) .6018(4) -.0287(2) .114(2) Uani d . C
H5A 1 .3012 .5761 -0.0394 .137 Uiso calc R H
H5B 1 .1421 .579(7) -0.0626 .137 Uiso calc R H
C1' 1 .1648(3) .6227(3) .1369(1) .0521(6) Uani d . C
O3 1 .1636(2) .5086(2) .15593(7) .0674(5) Uani d . O
C2' 1 .1688(2) .7435(2) .1790(1) .0472(5) Uani d . C
H2' 1 .1064 .8114 .1612 .057 Uiso calc R H
C3' 1 .3205(3) .7971(2) .1779(1) .0548(6) Uani d . C
O4 1 .4202(2) .7443(3) .1542(1) .0879(7) Uani d . O
O5 1 .3285(2) .9088(2) .21004(8) .0636(5) Uani d . O
C4' 1 .4693(3) .9637(3) .2194(2) .0805(9) Uani d . C
H4'A 1 .4621 1.0447 .2425 .121 Uiso calc R H
H4'B 1 .5124 .982(5) .1802 .121 Uiso calc R H
H4'C 1 .5268 .9011 .2416 .121 Uiso calc R H
C1'' 1 .1210(2) .7199(2) .2461(1) .0456(6) Uani d . C
H1'' 1 .1082 .8086 .264 .055 Uiso calc R H
C2'' 1 -.0241(2) .6504(2) .2528(1) .0501(6) Uani d . C
H2'' 1 -0.0136 .5585 .2384 .06 Uiso calc R H
C3'' 1 -.0662(3) .6465(3) .3210(1) .0625(7) Uani d . C
H3''A 1 -0.0827 .7366 .3352 .075 Uiso calc R H
H3''B 1 -0.1547 .598(5) .3253 .075 Uiso calc R H
C4'' 1 .0473(3) .5819(3) .3613(1) .0658(7) Uani d . C
H4''D 1 .0182 .5865 .4041 .079 Uiso calc R H
H4''E 1 .057 .489(5) .3502 .079 Uiso calc R H
C5'' 1 .1889(3) .6514(3) .3534(1) .0676(7) Uani d . C
H5''A 1 .2609 .6062 .3777 .081 Uiso calc R H
H5''B 1 .1815 .742(5) .3682 .081 Uiso calc R H
C6'' 1 .2328(3) .6518(3) .2861(1) .0565(6) Uani d . C
H6''A 1 .2458 .5611 .2721 .068 Uiso calc R H
H6''B 1 .323 .698(4) .2817 .068 Uiso calc R H
C7'' 1 -0.1377(3) .7147(3) .2154(1) .0693(8) Uani d . C
H7'' 1 -0.1588 .8028 .2245 .083 Uiso calc R H
C8'' 1 -0.2104(3) .6592(5) .1712(2) .098(1) Uani d . C
H8''A 1 -0.1931 .5712 .1605 .117 Uiso calc R H
H8''B 1 -0.2797 .708(7) .1504 .117 Uiso calc R H
C41 1 .0107(3) .4694(3) .0255(1) .0666(7) Uani d . C
H41A 1 -0.0199 .4415 .0662 .08 Uiso calc R H
H41B 1 -0.0566 .535(5) .0107 .08 Uiso calc R H
C42 1 .0096(3) .3510(3) -.0173(1) .0558(6) Uani d . C
C43 1 -.0728(3) .3487(3) -.0705(1) .0635(7) Uani d . C
H43 1 -0.1274 .4225 -0.0809 .076 Uiso calc R H
C44 1 -.0743(3) .2382(3) -0.1080(1) .0718(8) Uani d . C
H44 1 -0.1292 .2385 -0.1436 .086 Uiso calc R H
C45 1 .0039(3) .1287(3) -.0933(1) .0702(8) Uani d . C
H45 1 .0018 .0542 -0.1186 .084 Uiso calc R H
C46 1 .0852(3) .1287(3) -.0414(1) .0708(8) Uani d . C
H46 1 .1388 .0541 -0.0312 .085 Uiso calc R H
C47 1 .0881(3) .2395(3) -.0037(1) .0662(7) Uani d . C
H47 1 .1443 .2385 .0315 .079 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 .0181 .0091 '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'
N N .0311 .0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0492 .0322 '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 110.9(2) y
O2 C2 O1 122.0(3) y
O2 C2 N3 128.5(2) y
O1 C2 N3 109.5(3) y
C2 N3 C1' 126.9(2) y
C2 N3 C4 111.2(2) y
C1' N3 C4 120.9(2) y
N3 C4 C41 112.0(2) y
N3 C4 C5 100.6(2) y
C41 C4 C5 113.6(3) y
O1 C5 C4 106.1(2) y
O3 C1' N3 118.9(2) y
O3 C1' C2' 123.3(2) y
N3 C1' C2' 117.8(2) y
C1' C2' C3' 107.30(19) y
C1' C2' C1'' 115.94(19) y
C3' C2' C1'' 109.91(19) y
O4 C3' O5 124.1(2) y
O4 C3' C2' 125.6(2) y
O5 C3' C2' 110.2(2) y
C3' O5 C4' 116.7(2) y
C6'' C1'' C2'' 110.64(19) ?
C6'' C1'' C2' 113.98(19) ?
C2'' C1'' C2' 114.56(18) ?
C7'' C2'' C3'' 110.7(2) ?
C7'' C2'' C1'' 112.70(19) ?
C3'' C2'' C1'' 109.27(19) ?
C4'' C3'' C2'' 112.7(2) ?
C5'' C4'' C3'' 110.6(2) ?
C4'' C5'' C6'' 110.5(2) ?
C5'' C6'' C1'' 111.2(2) ?
C8'' C7'' C2'' 126.2(3) ?
C42 C41 C4 112.0(2) ?
C47 C42 C43 117.6(3) ?
C47 C42 C41 120.6(2) ?
C43 C42 C41 121.9(3) ?
C44 C43 C42 120.7(3) ?
C45 C44 C43 120.5(3) ?
C46 C45 C44 119.7(3) ?
C45 C46 C47 120.1(3) ?
C42 C47 C46 121.4(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.328(3) y
O1 C5 1.434(4) y
C2 O2 1.201(4) y
C2 N3 1.385(4) y
N3 C1' 1.388(3) y
N3 C4 1.477(3) y
C4 C41 1.520(4) ?
C4 C5 1.523(4) y
C1' O3 1.221(3) y
C1' C2' 1.521(3) y
C2' C3' 1.523(3) y
C2' C1'' 1.545(3) y
C3' O4 1.192(3) y
C3' O5 1.325(3) y
O5 C4' 1.447(3) y
C1'' C6'' 1.524(3) ?
C1'' C2'' 1.538(3) ?
C2'' C7'' 1.488(4) ?
C2'' C3'' 1.534(4) ?
C3'' C4'' 1.525(4) ?
C4'' C5'' 1.511(4) ?
C5'' C6'' 1.521(4) ?
C7'' C8'' 1.304(4) y
C41 C42 1.512(4) ?
C42 C47 1.374(4) ?
C42 C43 1.391(4) ?
C43 C44 1.378(4) ?
C44 C45 1.363(4) ?
C45 C46 1.361(4) ?
C46 C47 1.384(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10265491
