#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/52/2005296.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_2005296
loop_
_publ_author_name
'Bolte, M.'
'Berger, B.'
_publ_section_title
;
 An Arylsulfonyloxazolidine
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1987
_journal_page_last               1989
_journal_paper_doi               10.1107/S0108270196007718
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C21 H23 N O4 S'
_chemical_formula_weight         385.46
_chemical_name_systematic
;
[2R,2(1S),4S]-2-(2-Oxocyclopentyl)-4-phenyl-3-(p-toluenesulfonyl)-
1,3-oxazolidine
;
_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                   8.704(1)
_cell_length_b                   12.636(1)
_cell_length_c                   17.819(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      35.00
_cell_measurement_theta_min      30.00
_cell_volume                     1959.8(4)
_computing_cell_refinement       SDP
_computing_data_collection       'SDP (Enraf-Nonius, 1985)'
_computing_data_reduction        SDP
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1991)'
_computing_structure_refinement  'SHELXL96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'ENRAF-Nonius CAD4 4-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'highly oriented graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0175
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9208
_diffrn_reflns_theta_max         59.91
_diffrn_reflns_theta_min         4.29
_diffrn_standards_decay_%        0.80
_diffrn_standards_interval_time  92
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.686
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'colourless transparent'
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    N/A
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.157
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.009(14)
_refine_ls_extinction_coef       0.0053(4)
_refine_ls_extinction_method     'SHELXL96 (Sheldrick, 1996)'
_refine_ls_goodness_of_fit_all   1.018
_refine_ls_goodness_of_fit_obs   1.026
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         2901
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_restrained_S_obs      1.026
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_obs          0.0286
_refine_ls_shift/esd_max         0.162
_refine_ls_shift/esd_mean        0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0628P)²+0.0925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0815
_refine_ls_wR_factor_obs         0.0811
_reflns_number_observed          2834
_reflns_number_total             2901
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            sk1036.cif
_cod_data_source_block           hobb4
_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:

'_exptl_crystal_density_meas' value 'N/A' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0628P)^2^+0.0925P] 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^)+(0.0628P)^2^+0.0925P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2005296
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 .2666(2) .6005(1) .60343(9) .0918(5) Uani d . O
C2 1 .2760(2) .5227(1) .6602(1) .0650(5) Uani d . C
H2 1 .2803 .4527 .6366 .078 Uiso calc R H
N3 1 .4270(2) .5453(1) .69568(8) .0603(4) Uani d . N
C4 1 .4989(3) .6405(1) .6618(1) .0735(5) Uani d . C
H4 1 .537 .6868 .7018 .088 Uiso calc R H
C5 1 .3552(3) .6891(2) .6274(2) .1014(8) Uani d . C
H5A 1 .2995 .7305 .6643 .122 Uiso calc R H
H5B 1 .3813 .7342 .5853 .122 Uiso calc R H
C21 1 .1386(2) .5265(1) .7128(1) .0696(5) Uani d . C
H21 1 .0504 .5446 .6812 .084 Uiso calc R H
C22 1 .0984(2) .4207(2) .7492(1) .0742(5) Uani d . C
O22 1 .1047(2) .3366(1) .7180(1) .0910(5) Uani d . O
C23 1 .0428(3) .4416(2) .8275(1) .0944(7) Uani d . C
H23A 1 .1183 .4186 .864 .113 Uiso calc R H
H23B 1 -0.0531 .4047 .8369 .113 Uiso calc R H
C24 1 .0198(3) .5602(2) .8315(2) .0944(7) Uani d . C
H24A 1 .0388 .5861 .8819 .113 Uiso calc R H
H24B 1 -0.0839 .5793 .8169 .113 Uiso calc R H
C25 1 .1365(3) .6054(2) .7766(2) .0860(6) Uani d . C
H25A 1 .105 .6747 .759 .103 Uiso calc R H
H25B 1 .2371 .6111 .7997 .103 Uiso calc R H
S3 1 .52127(5) .45522(3) .74082(2) .0593(2) Uani d . S
O32 1 .4163(2) .4068(1) .79184(6) .0694(3) Uani d . O
O31 1 .6571(2) .5052(1) .76839(8) .0800(4) Uani d . O
C31 1 .5735(2) .3572(1) .67498(9) .0583(4) Uani d . C
C32 1 .4709(2) .2782(1) .6570(1) .0621(4) Uani d . C
H32 1 .3765 .2744 .6812 .074 Uiso calc R H
C33 1 .5093(2) .2046(1) .6025(1) .0708(5) Uani d . C
H33 1 .4398 .1514 .5902 .085 Uiso calc R H
C34 1 .6498(3) .2090(2) .5660(1) .0751(5) Uani d . C
C341 1 .6891(4) .1293(2) .5060(2) .1135(9) Uani d . C
H34A 1 .7985 .1201 .5038 .17 Uiso calc R H
H34B 1 .6525 .1542 .4583 .17 Uiso calc R H
H34C 1 .6412 .0628 .5175 .17 Uiso calc R H
C35 1 .7508(3) .2871(2) .5863(1) .0775(5) Uani d . C
H35 1 .8462 .2898 .5628 .093 Uiso calc R H
C36 1 .7167(2) .3618(2) .6401(1) .0706(5) Uani d . C
H36 1 .7874 .4139 .6528 .085 Uiso calc R H
C41 1 .6257(2) .6211(1) .6059(1) .0694(5) Uani d . C
C42 1 .6043(3) .5635(2) .5404(1) .0827(6) Uani d . C
H42 1 .5086 .5341 .5304 .099 Uiso calc R H
C43 1 .7237(3) .5492(2) .4896(1) .0969(7) Uani d . C
H43 1 .708 .5094 .4464 .116 Uiso calc R H
C44 1 .8639(4) .5936(2) .5033(2) .1036(8) Uani d . C
H44 1 .9437 .5845 .4692 .124 Uiso calc R H
C45 1 .8871(3) .6513(2) .5670(2) .1077(9) Uani d . C
H45 1 .9828 .6815 .5759 .129 Uiso calc R H
C46 1 .7685(3) .6657(2) .6191(2) .0865(7) Uani d . C
H46 1 .7855 .7051 .6624 .104 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 107.49(16) y
O1 C2 N3 102.81(15) y
O1 C2 C21 111.97(15) ?
N3 C2 C21 115.26(14) ?
C4 N3 C2 110.86(14) y
C4 N3 S3 123.96(13) y
C2 N3 S3 121.63(12) y
N3 C4 C41 116.47(15) ?
N3 C4 C5 98.28(17) y
C41 C4 C5 113.67(19) ?
O1 C5 C4 104.38(16) y
C25 C21 C2 119.61(17) ?
C25 C21 C22 104.85(17) ?
C2 C21 C22 114.48(16) ?
O22 C22 C23 126.9(2) ?
O22 C22 C21 124.70(19) ?
C23 C22 C21 108.34(18) ?
C22 C23 C24 105.1(2) ?
C23 C24 C25 104.63(19) ?
C21 C25 C24 104.15(17) ?
O31 S3 O32 120.02(9) y
O31 S3 N3 106.27(8) y
O32 S3 N3 107.08(8) y
O31 S3 C31 108.99(9) y
O32 S3 C31 106.74(8) y
N3 S3 C31 107.10(8) y
C32 C31 C36 120.35(17) ?
C32 C31 S3 119.74(14) ?
C36 C31 S3 119.88(15) ?
C31 C32 C33 119.59(18) ?
C34 C33 C32 120.92(19) ?
C35 C34 C33 118.15(18) ?
C35 C34 C341 121.5(2) ?
C33 C34 C341 120.4(2) ?
C34 C35 C36 122.56(19) ?
C35 C36 C31 118.39(19) ?
C46 C41 C42 118.4(2) ?
C46 C41 C4 118.6(2) ?
C42 C41 C4 122.9(2) ?
C41 C42 C43 121.1(2) ?
C44 C43 C42 119.9(3) ?
C43 C44 C45 120.1(3) ?
C44 C45 C46 120.8(3) ?
C41 C46 C45 119.7(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.413(2) y
O1 C5 1.426(3) y
C2 N3 1.486(2) y
C2 C21 1.521(3) ?
N3 C4 1.484(2) y
N3 S3 1.6179(14) y
C4 C41 1.507(3) ?
C4 C5 1.522(3) y
C21 C25 1.511(3) ?
C21 C22 1.526(3) ?
C22 O22 1.200(3) ?
C22 C23 1.500(3) ?
C23 C24 1.514(4) ?
C24 C25 1.521(3) ?
S3 O31 1.4270(14) y
S3 O32 1.4263(14) y
S3 C31 1.7653(17) y
C31 C32 1.377(3) ?
C31 C36 1.394(3) ?
C32 C33 1.386(3) ?
C33 C34 1.386(3) ?
C34 C35 1.370(3) ?
C34 C341 1.509(3) ?
C35 C36 1.377(3) ?
C41 C46 1.385(3) ?
C41 C42 1.387(3) ?
C42 C43 1.390(3) ?
C43 C44 1.366(4) ?
C44 C45 1.363(4) ?
C45 C46 1.401(4) ?
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
_geom_torsion_publ_flag
C5 O1 C2 N3 -27.6(2) y
C5 O1 C2 C21 96.7(2) ?
O1 C2 N3 C4 3.47(19) y
C21 C2 N3 C4 -118.63(17) ?
O1 C2 N3 S3 -156.05(13) ?
C21 C2 N3 S3 81.84(18) ?
C2 N3 C4 C41 -102.2(2) ?
S3 N3 C4 C41 56.8(2) ?
C2 N3 C4 C5 19.6(2) y
S3 N3 C4 C5 178.51(16) ?
C2 O1 C5 C4 41.6(3) y
N3 C4 C5 O1 -35.7(2) y
C41 C4 C5 O1 88.1(2) ?
O1 C2 C21 C25 -82.4(2) ?
N3 C2 C21 C25 34.6(2) ?
O1 C2 C21 C22 151.93(16) ?
N3 C2 C21 C22 -91.02(19) ?
C25 C21 C22 O22 -171.5(2) ?
C2 C21 C22 O22 -38.5(3) ?
C25 C21 C22 C23 11.4(2) y
C2 C21 C22 C23 144.42(19) ?
O22 C22 C23 C24 -165.8(2) ?
C21 C22 C23 C24 11.2(2) y
C22 C23 C24 C25 -29.4(3) y
C2 C21 C25 C24 -159.41(18) ?
C22 C21 C25 C24 -29.3(2) y
C23 C24 C25 C21 36.7(2) y
C4 N3 S3 O31 24.57(16) ?
C2 N3 S3 O31 -178.64(14) ?
C4 N3 S3 O32 153.99(14) ?
C2 N3 S3 O32 -49.22(15) ?
C4 N3 S3 C31 -91.81(15) ?
C2 N3 S3 C31 64.98(15) ?
O31 S3 C31 C32 161.02(14) ?
O32 S3 C31 C32 30.01(16) ?
N3 S3 C31 C32 -84.41(15) ?
O31 S3 C31 C36 -20.70(16) ?
O32 S3 C31 C36 -151.70(14) ?
N3 S3 C31 C36 93.87(15) ?
C36 C31 C32 C33 -1.5(3) ?
S3 C31 C32 C33 176.74(14) ?
C31 C32 C33 C34 0.2(3) ?
C32 C33 C34 C35 1.1(3) ?
C32 C33 C34 C341 -179.1(2) ?
C33 C34 C35 C36 -1.2(3) ?
C341 C34 C35 C36 179.0(2) ?
C34 C35 C36 C31 0.0(3) ?
C32 C31 C36 C35 1.5(3) ?
S3 C31 C36 C35 -176.82(15) ?
N3 C4 C41 C46 -122.8(2) ?
C5 C4 C41 C46 124.0(2) ?
N3 C4 C41 C42 59.5(3) ?
C5 C4 C41 C42 -53.7(3) ?
C46 C41 C42 C43 1.1(3) ?
C4 C41 C42 C43 178.73(19) ?
C41 C42 C43 C44 -1.1(4) ?
C42 C43 C44 C45 0.4(4) ?
C43 C44 C45 C46 0.2(4) ?
C42 C41 C46 C45 -0.5(3) ?
C4 C41 C46 C45 -178.2(2) ?
C44 C45 C46 C41 -0.2(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10252803
