#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011995.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2011995
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  634
_journal_page_last  637
_publ_section_title
;
(+-)-6-Benzyl-3,3-dimethylmorpholine-2,5-dione and its 5-monothio and
2,5-dithio derivatives
;
loop_
_publ_author_name
  'Linden, Anthony'
  'Ghorbani-Salman Pour, Fatemeh'
  'Breitenmoser, Roland A.'
  'Heimgartner, Heinz'
_chemical_formula_moiety  'C13 H15 N O3'
_chemical_formula_sum  'C13 H15 N O3'
_chemical_formula_weight  233.27
_chemical_melting_point  '437-438'
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  5.699(2)
_cell_length_b  10.347(3)
_cell_length_c  11.327(4)
_cell_angle_alpha  67.51(2)
_cell_angle_beta  80.38(3)
_cell_angle_gamma  80.35(3)
_cell_volume  604.5(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  173.0(10)
_exptl_crystal_density_diffrn  1.281
_diffrn_ambient_temperature  173.0(10)
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .4371(2)  .10417(12)  .63704(12)  .0321(3) Uani d . 1 . . O
  O2  .7608(2)  .11627(14)  .50074(14)  .0411(4) Uani d . 1 . . O
  O5  -.0837(3)  .34956(14)  .63550(14)  .0520(5) Uani d . 1 . . O
  N4  .2406(3)  .36142(15)  .48846(14)  .0283(3) Uani d . 1 . . N
  H4  .194(4)  .451(2)  .447(2)  .043(6) Uiso d . 1 . . H
  C2  .5594(3)  .16503(17)  .52203(17)  .0273(4) Uani d . 1 . . C
  C3  .4341(3)  .29250(17)  .42359(16)  .0244(4) Uani d . 1 . . C
  C5  .1008(3)  .29338(18)  .59202(17)  .0331(4) Uani d . 1 . . C
  C6  .1783(3)  .13724(18)  .65703(17)  .0307(4) Uani d . 1 . . C
  H6  .0985  .0827  .6221  .037 Uiso calc R 1 . . H
  C7  .3359(3)  .24227(19)  .33272(17)  .0322(4) Uani d . 1 . . C
  H71  .2569  .3232  .2676  .048 Uiso calc R 1 . . H
  H72  .2199  .1755  .3820  .048 Uiso calc R 1 . . H
  H73  .4680  .1959  .2904  .048 Uiso calc R 1 . . H
  C8  .6138(3)  .39764(19)  .34989(19)  .0357(4) Uani d . 1 . . C
  H81  .7442  .3541  .3042  .054 Uiso calc R 1 . . H
  H82  .6793  .4253  .4103  .054 Uiso calc R 1 . . H
  H83  .5335  .4811  .2878  .054 Uiso calc R 1 . . H
  C9  .1099(4)  .0907(2)  .80091(18)  .0471(6) Uani d . 1 . . C
  H91  .1972  .1411  .8354  .057 Uiso calc R 1 . . H
  H92  -.0636  .1186  .8177  .057 Uiso calc R 1 . . H
  C10  .1624(3)  -.06485(18)  .87193(16)  .0308(4) Uani d . 1 . . C
  C11  .3570(4)  -.1186(2)  .94168(18)  .0372(5) Uani d . 1 . . C
  H11  .4629  -.0565  .9410  .045 Uiso calc R 1 . . H
  C12  .4007(4)  -.2604(2) 1.01209(19)  .0421(5) Uani d . 1 . . C
  H12  .5341  -.2951 1.0603  .050 Uiso calc R 1 . . H
  C13  .2510(4)  -.3511(2) 1.01230(19)  .0422(5) Uani d . 1 . . C
  H13  .2787  -.4488 1.0614  .051 Uiso calc R 1 . . H
  C14  .0603(4)  -.2996(2)  .9409(2)  .0468(5) Uani d . 1 . . C
  H14  -.0417  -.3626  .9393  .056 Uiso calc R 1 . . H
  C15  .0158(4)  -.1580(2)  .87165(19)  .0399(5) Uani d . 1 . . C
  H15  -.1173  -.1240  .8232  .048 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1  .0329(7)  .0264(6)  .0288(6)  .0042(5)  -.0046(5)  -.0038(5)
  O2  .0263(7)  .0353(7)  .0512(9)  .0046(6)  -.0026(6)  -.0083(7)
  O5  .0594(10)  .0288(7)  .0400(8)  .0160(7)  .0195(7)  -.0009(6)
  N4  .0347(8)  .0184(7)  .0246(7)  .0050(6)  .0020(6)  -.0055(6)
  C2  .0266(9)  .0239(8)  .0309(9)  .0000(7)  -.0052(7)  -.0098(7)
  C3  .0246(8)  .0210(8)  .0249(8)  .0010(6)  .0002(6)  -.0080(6)
  C5  .0395(10)  .0242(9)  .0271(9)  .0068(8)  .0030(8)  -.0070(7)
  C6  .0341(9)  .0236(8)  .0272(9)  .0050(7)  .0033(7)  -.0077(7)
  C7  .0367(10)  .0311(9)  .0288(9)  -.0010(8)  -.0038(7)  -.0119(8)
  C8  .0339(10)  .0283(9)  .0399(10)  -.0055(8)  .0006(8)  -.0081(8)
  C9  .0725(15)  .0259(10)  .0300(10)  .0051(10)  .0101(10)  -.0068(8)
  C10  .0408(10)  .0243(8)  .0212(8)  .0009(7)  .0062(7)  -.0075(7)
  C11  .0461(11)  .0377(10)  .0317(10)  -.0124(9)  -.0005(8)  -.0153(9)
  C12  .0435(11)  .0463(12)  .0305(10)  .0010(9)  -.0109(8)  -.0074(9)
  C13  .0525(13)  .0257(9)  .0352(10)  -.0007(9)  .0001(9)  -.0003(8)
  C14  .0499(13)  .0371(11)  .0535(13)  -.0173(10)  -.0045(10)  -.0120(10)
  C15  .0341(10)  .0427(11)  .0376(10)  -.0007(8)  -.0090(8)  -.0081(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C2 . 1.340(2) yes
  O1 C6 . 1.457(2) yes
  O2 C2 . 1.199(2) yes
  O5 C5 . 1.236(2) yes
  N4 C5 . 1.323(2) yes
  N4 C3 . 1.460(2) yes
  N4 H4 .  .88(2) ?
  C2 C3 . 1.522(2) ?
  C3 C8 . 1.524(2) ?
  C3 C7 . 1.530(3) ?
  C5 C6 . 1.519(2) ?
  C6 C9 . 1.513(3) ?
  C6 H6 . 1.0000 ?
  C7 H71 .  .9800 ?
  C7 H72 .  .9800 ?
  C7 H73 .  .9800 ?
  C8 H81 .  .9800 ?
  C8 H82 .  .9800 ?
  C8 H83 .  .9800 ?
  C9 C10 . 1.502(3) ?
  C9 H91 .  .9900 ?
  C9 H92 .  .9900 ?
  C10 C15 . 1.378(3) ?
  C10 C11 . 1.383(3) ?
  C11 C12 . 1.378(3) ?
  C11 H11 .  .9500 ?
  C12 C13 . 1.369(3) ?
  C12 H12 .  .9500 ?
  C13 C14 . 1.374(3) ?
  C13 H13 .  .9500 ?
  C14 C15 . 1.375(3) ?
  C14 H14 .  .9500 ?
  C15 H15 .  .9500 ?