#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008797.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_2008797
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1300
_journal_page_last  1304
_publ_section_title
;
Nitro derivatives of glutethimide
;
loop_
_publ_author_name
  'Danilovski, Aleksandar'
  'Vinkovi\'c, Mladen'
  'Fili\'c, Darko'
_chemical_name_common  'o,p-dinitroglutethimide'
_chemical_formula_moiety  'C13 H13 N3 O6'
_chemical_formula_sum  'C13 H13 N3 O6'
_chemical_formula_weight  307.26
_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  8.5629(18)
_cell_length_b  8.8741(15)
_cell_length_c  10.594(2)
_cell_angle_alpha  114.483(8)
_cell_angle_beta  108.831(8)
_cell_angle_gamma  92.235(8)
_cell_volume  679.3(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.502
_diffrn_ambient_temperature  293
loop_
_atom_site_label
_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
  O21 0.17595(16) -0.50572(16) -0.04450(15) 0.0508(4) Uij ? ? O
  O61 -0.20089(18) -0.18700(19) -0.12712(18) 0.0665(5) Uij ? ? O
  O22' -0.05764(18) -0.6523(2) -0.35751(18) 0.0674(5) Uij ? ? O
  O23' 0.0432(2) -0.86303(19) -0.33062(19) 0.0741(5) Uij ? ? O
  O42' 0.3700(2) -1.0200(2) -0.65306(18) 0.0723(5) Uij ? ? O
  O43' 0.5812(2) -0.8348(2) -0.60158(19) 0.0773(5) Uij ? ? O
  N1 0.0004(2) -0.33207(19) -0.07864(18) 0.0496(4) Uij ? ? N
  N21' 0.0550(2) -0.7323(2) -0.34385(18) 0.0529(4) Uij ? ? N
  N41' 0.4574(2) -0.8779(2) -0.58192(19) 0.0557(5) Uij ? ? N
  C2 0.1348(2) -0.4064(2) -0.0954(2) 0.0423(4) Uij ? ? C
  C3 0.2345(2) -0.3539(2) -0.17187(19) 0.0402(4) Uij ? ? C
  C31 0.3796(2) -0.2067(2) -0.0430(2) 0.0475(5) Uij ? ? C
  C32 0.5113(3) -0.2496(3) 0.0660(2) 0.0574(5) Uij ? ? C
  C4 0.1228(2) -0.2885(2) -0.2781(2) 0.0495(5) Uij ? ? C
  C5 0.0290(3) -0.1605(3) -0.2032(2) 0.0520(5) Uij ? ? C
  C6 -0.0691(2) -0.2261(2) -0.1360(2) 0.0480(5) Uij ? ? C
  C1' 0.2980(2) -0.5017(2) -0.26700(19) 0.0413(4) Uij ? ? C
  C2' 0.2145(2) -0.6712(2) -0.3487(2) 0.0433(4) Uij ? ? C
  C3' 0.2683(2) -0.7963(2) -0.4456(2) 0.0460(5) Uij ? ? C
  C4' 0.4098(2) -0.7509(2) -0.4663(2) 0.0454(5) Uij ? ? C
  C5' 0.5034(2) -0.5884(2) -0.3839(2) 0.0509(5) Uij ? ? C
  C6' 0.4472(2) -0.4674(2) -0.2860(2) 0.0468(5) Uij ? ? C
  H1 -0.0460 -0.3545 -0.0259 0.059 Uiso ? ? H
  H31A 0.4367 -0.1582 -0.0871 0.057 Uiso ? ? H
  H31B 0.3300 -0.1198 0.0135 0.057 Uiso ? ? H
  H32A 0.5939 -0.1494 0.1401 0.086 Uiso ? ? H
  H32B 0.5651 -0.3326 0.0129 0.086 Uiso ? ? H
  H32C 0.4580 -0.2940 0.1138 0.086 Uiso ? ? H
  H4A 0.1931 -0.2368 -0.3110 0.059 Uiso ? ? H
  H4B 0.0421 -0.3834 -0.3657 0.059 Uiso ? ? H
  H5A 0.1092 -0.0581 -0.1255 0.062 Uiso ? ? H
  H5B -0.0473 -0.1319 -0.2763 0.062 Uiso ? ? H
  H3' 0.2106 -0.9080 -0.4955 0.055 Uiso ? ? H
  H5' 0.6029 -0.5608 -0.3943 0.061 Uiso ? ? H
  H6' 0.5115 -0.3581 -0.2301 0.056 Uiso ? ? 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
_atom_site_aniso_type_symbol
  O21 0.0535(8) 0.0561(8) 0.0599(8) 0.0168(6) 0.0286(6) 0.0355(7) O
  O61 0.0504(9) 0.0695(10) 0.0925(11) 0.0221(7) 0.0331(8) 0.0426(9) O
  O22' 0.0418(8) 0.0801(11) 0.0739(10) 0.0038(8) 0.0209(7) 0.0300(8) O
  O23' 0.0774(11) 0.0545(9) 0.0929(12) -0.0089(8) 0.0411(10) 0.0306(9) O
  O42' 0.0863(12) 0.0522(9) 0.0702(10) 0.0100(9) 0.0380(9) 0.0140(8) O
  O43' 0.0779(11) 0.0791(11) 0.0892(12) 0.0185(9) 0.0567(10) 0.0316(10) O
  N1 0.0499(9) 0.0561(10) 0.0600(10) 0.0166(8) 0.0307(8) 0.0339(8) N
  N21' 0.0477(10) 0.0517(10) 0.0496(9) -0.0056(8) 0.0197(8) 0.0144(8) N
  N41' 0.0616(11) 0.0574(11) 0.0574(10) 0.0201(9) 0.0292(9) 0.0283(9) N
  C2 0.0420(10) 0.0439(10) 0.0434(9) 0.0079(8) 0.0173(8) 0.0208(8) C
  C3 0.0391(9) 0.0401(9) 0.0430(9) 0.0036(7) 0.0157(8) 0.0200(8) C
  C31 0.0456(11) 0.0435(10) 0.0499(11) 0.0052(8) 0.0170(9) 0.0190(9) C
  C32 0.0481(11) 0.0577(12) 0.0533(11) 0.0070(10) 0.0096(9) 0.0205(10) C
  C4 0.0513(11) 0.0549(11) 0.0510(11) 0.0087(9) 0.0205(9) 0.0310(9) C
  C5 0.0491(11) 0.0548(12) 0.0600(12) 0.0121(9) 0.0183(9) 0.0345(10) C
  C6 0.0414(11) 0.0453(11) 0.0543(11) 0.0077(8) 0.0158(9) 0.0211(9) C
  C1' 0.0416(10) 0.0444(10) 0.0413(9) 0.0060(8) 0.0164(8) 0.0218(8) C
  C2' 0.0404(10) 0.0460(10) 0.0445(10) 0.0020(8) 0.0171(8) 0.0208(8) C
  C3' 0.0481(11) 0.0410(10) 0.0451(10) 0.0029(8) 0.0142(8) 0.0191(8) C
  C4' 0.0482(11) 0.0461(11) 0.0468(10) 0.0129(8) 0.0216(8) 0.0222(9) C
  C5' 0.0464(11) 0.0556(12) 0.0584(12) 0.0073(9) 0.0264(10) 0.0278(10) C
  C6' 0.0453(10) 0.0429(10) 0.0524(10) 0.0016(8) 0.0212(9) 0.0200(9) C
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O21 C2 ? ? 1.220(2) yes
  O61 C6 ? ? 1.214(2) yes
  N1 C2 ? ? 1.373(2) yes
  N1 C6 ? ? 1.376(2) yes
  N21' O22' ? ? 1.226(2) ?
  N21' O23' ? ? 1.229(2) ?
  N21' C2' ? ? 1.474(2) ?
  N41' O43' ? ? 1.221(2) ?
  N41' O42' ? ? 1.222(2) ?
  N41' C4' ? ? 1.466(2) ?
  C2 C3 ? ? 1.526(2) ?
  C3 C31 ? ? 1.554(2) ?
  C3 C4 ? ? 1.552(2) ?
  C3 C1' ? ? 1.531(2) ?
  C31 C32 ? ? 1.519(3) ?
  C4 C5 ? ? 1.517(3) ?
  C5 C6 ? ? 1.497(3) ?
  C1' C2' ? ? 1.400(3) ?
  C1' C6' ? ? 1.397(3) ?
  C2' C3' ? ? 1.378(3) ?
  C3' C4' ? ? 1.373(3) ?
  C4' C5' ? ? 1.378(3) ?
  C5' C6' ? ? 1.379(3) ?