#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010271.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_2010271
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1994
_journal_volume 50
_journal_page_first  1925
_journal_page_last  1928
_publ_section_title
;
Racemic 1-Methyl-1,2,4-triazolidine-3,5-dione
(1-Methylurazole).  Definitive Characterization of Pyramidal Hydrazide N
Atoms and Racemate Intermolecular Hydrogen Bonding
;
loop_
_publ_author_name
  'Meyers, Cal Y.'
  'Lutfi, Hisham G.'
  'Kolb*, Vera M.'
  'Robinson, Paul D.'
_chemical_name_common  1-methylurazole
_chemical_formula_moiety  'C3 H5 N3 O2'
_chemical_formula_sum  'C3 H5 N3 O2'
_chemical_formula_weight  115.09
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  -x,-y,1/2+z
  1/2-x,1/2+y,1/2+z
  1/2+x,1/2-y,z
_cell_length_a  19.132(2)
_cell_length_b  6.7170(10)
_cell_length_c  3.891(2)
_cell_angle_alpha  90.0
_cell_angle_beta  90.0
_cell_angle_gamma  90.0
_cell_volume  500.1(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  296
_exptl_crystal_density_diffrn  1.528
_diffrn_ambient_temperature  296
_refine_ls_R_factor_obs  0.026
_refine_ls_wR_factor_obs  0.032
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_calc_attached_atom
  O7 0.06337(7) 0.3279(2) 0.2987 0.0460(10)
  Uani ? ?
  O8 0.24426(8) 0.6602(3) 0.8160(10)
  0.0530(10)
  Uani ? ?
  N1 0.12581(8) 0.7240(3) 0.7610(10)
  0.0380(10)
  Uani ? ?
  N2 0.07210(10)
  0.6327(3) 0.5730(10)
  0.0340(10)
  Uani ? ?
  N4 0.16633(9) 0.4531(3) 0.5300(10)
  0.0370(10)
  Uani ? ?
  C3 0.09660(10)
  0.4564(3) 0.4520(10)
  0.0330(10)
  Uani ? ?
  C5 0.18530(10)
  0.6195(3) 0.7130(10)
  0.0360(10)
  Uani ? ?
  C6 0.11990(10)
  0.9296(4) 0.8640(10)
  0.0500(10)
  Uani ? ?
  H2 0.0300(10)
  0.652(3) 0.663(7) 0.052(9) Uiso ? ?
  H4 0.197(2) 0.359(3) 0.450(10)
  0.056(8) Uiso ? ?
  H6a 0.0800 0.9455 1.0068 0.059 Uiso calc C6
  H6b 0.1151 1.0109 0.6655 0.059 Uiso calc C6
  H6c 0.1606 0.9677 0.9867 0.059 Uiso calc C6
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
  O7 0.0288(7) 0.0410(10)
  0.0680(10)
  0.0011(7) -0.0130(10)
  -0.0130(10)
  O8 0.0287(8) 0.0470(10)
  0.083(2) -0.0057(7) -0.0070(10)
  -0.0170(10)
  N1 0.0290(10)
  0.0310(10)
  0.0550(10)
  0.0001(7) 0.0050(10)
  -0.0080(10)
  N2 0.0211(9) 0.0330(10)
  0.0490(10)
  0.0028(8) 0.0030(10)
  -0.0040(10)
  N4 0.0210(10)
  0.0340(10)
  0.055(2) 0.0028(7) -0.0001(9) -0.0070(10)
  C3 0.0220(10)
  0.0330(10)
  0.0440(10)
  0.0010(10)
  -0.0010(10)
  0.0000(10)
  C5 0.0300(10)
  0.0340(10)
  0.045(2) -0.0020(10)
  0.0000(10)
  -0.0050(10)
  C6 0.060(2) 0.0340(10)
  0.055(2) 0.0030(10)
  0.0020(10)
  -0.0080(10)
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
  O7 C3 . . 1.227(3) yes
  O8 C5 . . 1.227(3) yes
  N1 N2 . . 1.403(3) yes
  N1 C5 . . 1.350(3) yes
  N1 C6 . . 1.442(3) yes
  N2 C3 . . 1.357(3) yes
  N4 C3 . . 1.369(3) yes
  N4 C5 . . 1.375(3) yes
  N2 H2 . . 0.88(3) yes
  H2 O7 . 2_565 1.87(3) yes
  N2 O7 . 2_565 2.751(3) yes
  N4 H4 . . 0.91(3) yes
  H4 O8 . 3_544 1.83(3) yes
  N4 O8 . 3_544 2.737(3) yes
  C6 H6a . . 0.950 no
  C6 H6b . . 0.950 no
  C6 H6c . . 0.950 no
_cod_database_code 2010271