#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/93/2009377.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_2009377
loop_
_publ_author_name
'Wouters, J.'
'Perpete, P.'
'Norberg, B.'
'Evrard, G.'
'Durant, F.'
_publ_section_title
;
 Structure analysis of monoamine oxidase inhibitors,
 (R)-5-hydroxymethyl- and
 (R)-5-methoxymethyl-3-(4-methoxyphenyl)oxazolidin-2-one
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              97
_journal_page_last               100
_journal_paper_doi               10.1107/S010827019300589X
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C12 H15 N O4'
_chemical_formula_weight         237
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           SHELX76
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   7.295(3)
_cell_length_b                   25.653(5)
_cell_length_c                   6.321(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      13
_cell_measurement_theta_min      8
_cell_volume                     1182.9(7)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.013
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1770
_diffrn_reflns_theta_max         22
_diffrn_standards_decay_%        6
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.09
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       Platelet
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.22
_refine_ls_hydrogen_treatment    'Isotrope [U=U(carrier atoms)+0.02]'
_refine_ls_number_parameters     154
_refine_ls_number_reflns         930
_refine_ls_R_factor_obs          0.0478
_refine_ls_shift/esd_max         '0.487 [C(2) U~33~]'
_refine_ls_weighting_details     'w = 1.0/[σ²(F)+0.002F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0545
_reflns_number_observed          930
_reflns_number_total             1443
_reflns_observed_criterion       I>=2.0\s(I)
_cod_data_source_file            du1028.cif
_cod_data_source_block           du1028_structure_2_of_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1.0/[\s^2^(F)+0.002F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1.0/[\s^2^(F)+0.002F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1183
_cod_original_formula_sum        'C12 H15 N1 O4'
_cod_database_code               2009377
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .5181(7) .0983(2) .3856(7) .071(2)
O(3) .4599(5) .0603(2) .0763(7) .054(2)
O(6) .0867(6) .0610(2) -.0054(8) .073(2)
O(16) .4184(6) .3500(2) .3925(7) .060(2)
N(8) .4305(6) .1461(2) .0959(7) .043(2)
C(2) .4743(9) .1018(2) .2053(11) .050(2)
C(4) .3869(10) .0746(3) -.1276(10) .056(2)
C(5) .2123(10) .0462(3) -.1627(11) .062(3)
C(7) .3621(10) .1335(2) -.1210(10) .060(3)
C(9) .4303(8) .1975(2) .1780(9) .042(2)
C(10) .5203(8) .2099(2) .3626(9) .047(2)
C(11) .5191(8) .2605(2) .4407(8) .046(2)
C(12) .4327(8) .2993(2) .3310(9) .043(2)
C(13) .3443(9) .2877(2) .1391(10) .051(3)
C(14) .3431(8) .2372(3) .0653(9) .044(2)
C(15) -.0908(11) .0409(3) -.0372(15) .089(3)
C(17) .4951(11) .3643(3) .5887(11) .069(3)
H(41) .4903 .0593 -.24850 .0638
H(51) .2394 .0078 -.16190 .0773
H(52) .1583 .05770 -.30780 .0773
H(71) .45570 .1508 -.2373 .0797
H(72) .22270 .1508 -.11800 .0797
H(101) .59330 .18460 .4423 .0689
H(111) .5758 .2643 .5932 .0636
H(131) .2586 .31430 .0594 .0642
H(141) .25900 .2283 -.0645 .0642
H(151) -.1172 .0121 -.08430 .1114
H(152) -.1529 .0681 -.16310 .1114
H(153) -.1689 .04780 .1028 .1114
H(171) .4459 .35010 .689 .0812
H(172) .4834 .40160 .62010 .0812
H(173) .61610 .36370 .58980 .0812
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
C(2) O(3) C(4) 111.7(5) yes
C(5) O(6) C(15) 113.6(6) yes
C(12) O(16) C(17) 118.0(5) yes
C(2) N(8) C(7) 111.2(5) yes
C(2) N(8) C(9) 126.0(5) yes
C(7) N(8) C(9) 122.5(5) yes
O(1) C(2) O(3) 122.9(5) yes
O(1) C(2) N(8) 127.7(6) yes
O(3) C(2) N(8) 109.4(6) yes
O(3) C(4) C(5) 109.0(6) yes
O(3) C(4) C(7) 105.8(5) yes
C(5) C(4) C(7) 112.9(6) yes
O(6) C(5) C(4) 108.7(6) yes
N(8) C(7) C(4) 101.5(5) yes
N(8) C(9) C(14) 119.5(5) yes
N(8) C(9) C(10) 121.7(5) yes
C(10) C(9) C(14) 118.8(5) yes
C(9) C(10) C(11) 121.0(5) yes
C(10) C(11) C(12) 120.2(5) yes
C(11) C(12) O(16) 125.9(5) yes
C(13) C(12) O(16) 114.4(5) yes
C(11) C(12) C(13) 119.7(5) yes
C(12) C(13) C(14) 119.6(5) yes
C(9) C(14) C(13) 120.7(5) yes
O(3) C(4) H(41) 105.5(6) no
C(5) C(4) H(41) 107.3(6) no
C(7) C(4) H(41) 115.9(6) no
O(6) C(5) H(51) 112.9(6) no
O(6) C(5) H(52) 107.5(6) no
C(4) C(5) H(51) 108.2(6) no
C(4) C(5) H(52) 108.5(6) no
N(8) C(7) H(71) 108.6(5) no
N(8) C(7) H(72) 101.8(5) no
C(4) C(7) H(71) 108.0(5) no
C(4) C(7) H(72) 120.4(6) no
C(9) C(10) H(101) 122.9(5) no
C(11) C(10) H(101) 116.1(5) no
C(10) C(11) H(111) 114.2(5) no
C(12) C(11) H(111) 125.3(5) no
C(12) C(13) H(131) 123.2(5) no
C(14) C(13) H(131) 116.3(6) no
C(9) C(14) H(141) 120.4(7) no
C(13) C(14) H(141) 118.2(6) no
O(6) C(15) H(151) 126.7(8) no
O(6) C(15) H(152) 103.8(6) no
O(6) C(15) H(153) 108.2(7) no
O(16) C(17) H(171) 113.2(8) no
O(16) C(17) H(172) 113.4(7) no
O(16) C(17) H(173) 113.5(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(2) 1.187(8) yes
O(3) C(2) 1.345(8) yes
O(3) C(4) 1.442(8) yes
O(6) C(5) 1.404(9) yes
O(6) C(15) 1.408(9) yes
O(16) C(12) 1.361(7) yes
O(16) C(17) 1.409(8) yes
N(8) C(2) 1.368(8) yes
N(8) C(7) 1.494(8) yes
N(8) C(9) 1.417(7) yes
C(4) C(5) 1.484(10) yes
C(4) C(7) 1.522(9) yes
C(9) C(10) 1.376(8) yes
C(9) C(14) 1.396(9) yes
C(11) C(10) 1.389(7) yes
C(12) C(11) 1.367(8) yes
C(13) C(12) 1.406(9) yes
C(14) C(13) 1.377(9) yes
C(4) H(41) 1.143(7) no
C(5) H(51) 1.005(8) no
C(5) H(52) 1.041(7) no
C(7) H(71) 1.097(7) no
C(7) H(72) 1.110(7) no
C(10) H(101) 0.979(6) no
C(11) H(111) 1.053(5) no
C(13) H(131) 1.054(6) no
C(14) H(141) 1.050(6) no
C(15) H(151) 0.819(8) no
C(15) H(152) 1.151(9) no
C(15) H(153) 1.067(9) no
C(17) H(171) 0.815(7) no
C(17) H(172) 0.981(8) no
C(17) H(173) 0.883(8) no
