data_2014741
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o118
_journal_page_last  o121
_publ_section_title
;
2,5-Piperazinedione--oxalic acid--water (1/1/2) and a redetermination of
2,5-piperazinedione, both at 120 K: hydrogen-bonded sheets containing multiple
ring types
;
loop_
_publ_author_name
  'Sarangarajan, Thanjavur Ramabhadran'
  'Panchanatheswaran, Krishnaswamy '
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C4 H6 N2 O2, C2 H2 O4, 2H2 O'
_chemical_formula_sum  'C6 H12 N2 O8'
_chemical_formula_iupac  'C4 H6 N2 O2, C2 H2 O4, 2H2 O'
_chemical_formula_weight  240.18
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  6.1494(7)
_cell_length_b  6.1984(8)
_cell_length_c  7.3642(9)
_cell_angle_alpha  83.486(6)
_cell_angle_beta  82.580(8)
_cell_angle_gamma  65.067(7)
_cell_volume  251.86(6)
_cell_formula_units_Z  1
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.583
_diffrn_ambient_temperature  120(2)
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 0.64641(18) 0.66722(18) 0.20427(14) 0.0250(3) Uani d . 1 . . O
  O2 0.78414(17) 0.21931(18) 0.35910(14) 0.0242(3) Uani d . 1 . . O
  O11 0.28936(17) 0.94857(18) 0.04183(14) 0.0237(3) Uani d . 1 . . O
  O12 0.07951(18) 0.72801(18) 0.13024(15) 0.0267(3) Uani d . 1 . . O
  N1 0.7376(2) -0.0815(2) 0.53587(16) 0.0198(3) Uani d . 1 . . N
  C2 0.6554(2) 0.1136(2) 0.42607(18) 0.0195(3) Uani d . 1 . . C
  C3 0.3993(2) 0.2135(2) 0.3779(2) 0.0204(3) Uani d . 1 . . C
  C11 0.1013(2) 0.9015(2) 0.05216(18) 0.0201(3) Uani d . 1 . . C
  H1 0.8892 -0.1366 0.5590 0.024 Uiso calc R 1 . . H
  H1A 0.6829 0.5123 0.2432 0.038 Uiso d R 1 . . H
  H1B 0.7691 0.6946 0.1653 0.038 Uiso d R 1 . . H
  H3A 0.3164 0.3801 0.4140 0.024 Uiso calc R 1 . . H
  H3B 0.4000 0.2170 0.2431 0.024 Uiso calc R 1 . . H
  H11 0.4005 0.8347 0.0928 0.036 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
  O1 0.0198(5) 0.0210(6) 0.0346(6) -0.0098(4) -0.0062(4) 0.0063(4)
  O2 0.0179(5) 0.0232(5) 0.0337(6) -0.0117(4) -0.0058(4) 0.0070(4)
  O11 0.0197(5) 0.0248(6) 0.0292(6) -0.0123(4) -0.0079(4) 0.0077(4)
  O12 0.0215(6) 0.0226(6) 0.0368(6) -0.0114(4) -0.0068(4) 0.0090(4)
  N1 0.0148(5) 0.0198(6) 0.0260(6) -0.0090(4) -0.0040(4) 0.0038(5)
  C2 0.0175(7) 0.0193(7) 0.0228(7) -0.0090(5) -0.0028(5) 0.0008(5)
  C3 0.0165(7) 0.0205(7) 0.0249(7) -0.0093(5) -0.0041(5) 0.0046(5)
  C11 0.0184(7) 0.0205(7) 0.0221(7) -0.0091(5) -0.0019(5) 0.0007(5)
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
  N1 C2 . 1.3192(18) y
  N1 C3 2_656 1.4510(19) y
  N1 H1 . 0.88 no
  C2 O2 . 1.2497(17) y
  C2 C3 . 1.5042(19) y
  C3 H3A . 0.99 no
  C3 H3B . 0.99 no
  C11 O11 . 1.2982(16) y
  C11 O12 . 1.2107(17) y
  C11 C11 2_575 1.545(3) y
  O11 H11 . 0.84 no
  O1 H1A . 0.91 no
  O1 H1B . 0.85 no