#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011996.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_2011996
_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 O2 S'
_chemical_formula_sum  'C13 H15 N O2 S'
_chemical_formula_weight  249.33
_chemical_melting_point  '448-449'
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  13.901(4)
_cell_length_b  5.843(6)
_cell_length_c  16.559(5)
_cell_angle_alpha  90.00
_cell_angle_beta  112.70(2)
_cell_angle_gamma  90.00
_cell_volume  1240.7(13)
_cell_formula_units_Z  4
_cell_measurement_temperature  173.0(10)
_exptl_crystal_density_diffrn  1.335
_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
  S5  .62224(5)  -.06702(12)  .63839(4)  .0320(2) Uani d . 1 . . S
  O1  .81373(12)  .4508(3)  .64124(10)  .0253(4) Uani d . 1 . . O
  O2  .98048(14)  .4688(3)  .66856(13)  .0366(5) Uani d . 1 . . O
  N4  .81735(15)  -.0209(3)  .65326(13)  .0234(4) Uani d . 1 . . N
  H4  .8240(18)  -.173(5)  .6609(15)  .022(6) Uiso d . 1 . . H
  C2  .90599(18)  .3483(4)  .65683(15)  .0250(5) Uani d . 1 . . C
  C3  .91534(17)  .0890(4)  .66001(15)  .0230(5) Uani d . 1 . . C
  C5  .72653(17)  .0749(4)  .63857(14)  .0233(5) Uani d . 1 . . C
  C6  .71576(17)  .3293(4)  .62064(15)  .0237(5) Uani d . 1 . . C
  H6  .6811  .3960  .6581  .028 Uiso calc R 1 . . H
  C7 1.00011(18)  .0211(4)  .74852(15)  .0267(5) Uani d . 1 . . C
  H81 1.0087  -.1455  .7510  .040 Uiso calc R 1 . . H
  H82  .9795  .0716  .7960  .040 Uiso calc R 1 . . H
  H83 1.0662  .0940  .7550  .040 Uiso calc R 1 . . H
  C8  .94441(19)  .0124(4)  .58386(16)  .0276(5) Uani d . 1 . . C
  H71 1.0094  .0875  .5884  .041 Uiso calc R 1 . . H
  H72  .8885  .0548  .5283  .041 Uiso calc R 1 . . H
  H73  .9540  -.1540  .5861  .041 Uiso calc R 1 . . H
  C9  .64598(18)  .3850(4)  .52460(15)  .0278(5) Uani d . 1 . . C
  H91  .5773  .3104  .5099  .033 Uiso calc R 1 . . H
  H92  .6343  .5524  .5187  .033 Uiso calc R 1 . . H
  C10  .69169(18)  .3079(4)  .45982(15)  .0255(5) Uani d . 1 . . C
  C11  .66486(18)  .0969(4)  .41769(15)  .0269(5) Uani d . 1 . . C
  H11  .6179  -.0010  .4303  .032 Uiso calc R 1 . . H
  C12  .7063(2)  .0288(5)  .35738(15)  .0328(6) Uani d . 1 . . C
  H12  .6869  -.1146  .3286  .039 Uiso calc R 1 . . H
  C13  .7756(2)  .1693(5)  .33920(16)  .0369(7) Uani d . 1 . . C
  H13  .8040  .1217  .2982  .044 Uiso calc R 1 . . H
  C14  .8036(2)  .3788(5)  .38066(17)  .0367(6) Uani d . 1 . . C
  H14  .8516  .4748  .3685  .044 Uiso calc R 1 . . H
  C15  .7611(2)  .4480(5)  .44020(16)  .0300(6) Uani d . 1 . . C
  H15  .7796  .5929  .4679  .036 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
  S5  .0266(3)  .0407(4)  .0339(4)  -.0049(3)  .0176(3)  .0004(3)
  O1  .0260(8)  .0238(8)  .0272(8)  .0013(7)  .0115(7)  -.0012(7)
  O2  .0316(10)  .0290(10)  .0511(11)  -.0073(8)  .0181(9)  .0009(8)
  N4  .0254(10)  .0197(10)  .0273(10)  -.0001(8)  .0127(8)  -.0007(8)
  C2  .0287(12)  .0260(12)  .0223(11)  .0009(10)  .0121(9)  .0002(9)
  C3  .0212(11)  .0253(12)  .0253(11)  -.0023(9)  .0121(9)  -.0020(9)
  C5  .0250(11)  .0327(13)  .0147(10)  -.0003(10)  .0105(9)  -.0017(9)
  C6  .0227(11)  .0300(12)  .0221(11)  .0000(10)  .0125(9)  -.0021(9)
  C7  .0267(12)  .0306(13)  .0233(11)  .0011(10)  .0101(10)  -.0003(9)
  C8  .0276(12)  .0330(13)  .0258(12)  .0027(10)  .0141(10)  .0010(10)
  C9  .0240(11)  .0343(14)  .0263(12)  .0069(10)  .0110(10)  .0015(10)
  C10  .0235(11)  .0318(13)  .0203(11)  .0055(10)  .0074(9)  .0071(9)
  C11  .0254(11)  .0323(14)  .0220(11)  .0002(10)  .0081(9)  .0036(10)
  C12  .0345(14)  .0387(15)  .0202(12)  .0067(11)  .0049(10)  -.0033(10)
  C13  .0347(14)  .0563(18)  .0218(12)  .0131(13)  .0132(11)  .0028(12)
  C14  .0293(13)  .0540(18)  .0301(13)  .0018(13)  .0152(11)  .0131(13)
  C15  .0320(13)  .0327(13)  .0236(12)  -.0006(11)  .0088(10)  .0035(10)
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
  S5 C5 . 1.669(2) yes
  O1 C2 . 1.347(3) yes
  O1 C6 . 1.455(3) yes
  O2 C2 . 1.204(3) yes
  N4 C3 . 1.470(3) yes
  N4 C5 . 1.315(3) yes
  N4 H4 .  .90(3) ?
  C2 C3 . 1.520(4) ?
  C3 C7 . 1.536(3) ?
  C3 C8 . 1.532(3) ?
  C5 C6 . 1.512(4) ?
  C6 C9 . 1.544(3) ?
  C6 H6 . 1.0000 ?
  C7 H81 .  .9800 ?
  C7 H82 .  .9800 ?
  C7 H83 .  .9800 ?
  C8 H71 .  .9800 ?
  C8 H72 .  .9800 ?
  C8 H73 .  .9800 ?
  C9 C10 . 1.511(3) ?
  C9 H91 .  .9900 ?
  C9 H92 .  .9900 ?
  C10 C11 . 1.394(4) ?
  C10 C15 . 1.396(4) ?
  C11 C12 . 1.389(4) ?
  C11 H11 .  .9500 ?
  C12 C13 . 1.385(4) ?
  C12 H12 .  .9500 ?
  C13 C14 . 1.384(4) ?
  C13 H13 .  .9500 ?
  C14 C15 . 1.391(4) ?
  C14 H14 .  .9500 ?
  C15 H15 .  .9500 ?