data_2011617
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1512
_journal_page_last  1514
_publ_section_title
;
Pyrazine-2,3-dicarboxamide
;
loop_
_publ_author_name
  'Vishweshwar, Peddy'
  'Nangia, Ashwini'
  'Lynch, Vincent M.'
_chemical_name_common
;
2,3-Pyrazinedicarboxamide
;
_chemical_formula_moiety  'C6 H6 N4 O2'
_chemical_formula_sum  'C6 H6 N4 O2'
_chemical_formula_weight  166.15
_chemical_melting_point  '541K'
_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  5.0250(3)
_cell_length_b  7.0977(3)
_cell_length_c  10.1196(5)
_cell_angle_alpha  70.826(3)
_cell_angle_beta  81.868(3)
_cell_angle_gamma  81.163(3)
_cell_volume  335.25(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  153(2)
_exptl_crystal_density_diffrn  1.646
_diffrn_ambient_temperature  153(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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .27403(13)  .88931(9)  .22860(7)  .0176(2) Uani d . 1 . O
  O2  .23121(13)  .64845(9)  .05365(7)  .0165(2) Uani d . 1 . O
  N3  .76290(15)  .54499(11)  .36956(8)  .0144(2) Uani d . 1 . N
  N4  .7104(2)  .91373(11)  .13368(9)  .0185(2) Uani d . 1 . N
  H4A  .681(3) 1.044(2)  .0973(16)  .029(4) Uiso d . 1 . H
  H4B  .877(3)  .857(2)  .1358(16)  .029(4) Uiso d . 1 . H
  N5  .1634(2)  .31990(11)  .14050(8)  .0148(2) Uani d . 1 . N
  H5A  .047(3)  .332(2)  .0798(17)  .031(4) Uiso d . 1 . H
  H5B  .216(3)  .201(2)  .1966(16)  .028(4) Uiso d . 1 . H
  N6  .5181(2)  .24527(11)  .32782(8)  .0162(2) Uani d . 1 . N
  C7  .5066(2)  .81334(12)  .20777(8)  .0129(2) Uani d . 1 . C
  C8  .5817(2)  .59011(12)  .27475(8)  .0117(2) Uani d . 1 . C
  C9  .6917(2)  .20298(13)  .42416(10)  .0174(2) Uani d . 1 . C
  H9  .724(3)  .064(2)  .4801(15)  .028(3) Uiso d . 1 . H
  C10  .2751(2)  .47817(12)  .13919(9)  .0120(2) Uani d . 1 . C
  C11  .8183(2)  .35200(13)  .44334(9)  .0153(2) Uani d . 1 . C
  H11  .951(3)  .316(2)  .5142(15)  .025(3) Uiso d . 1 . H
  C12  .4643(2)  .43856(12)  .25113(8)  .0118(2) Uani d . 1 . C
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  .0144(3)  .0132(3)  .0245(3)  -.0003(2)  -.0025(2)  -.0052(2)
  O2  .0204(3)  .0114(3)  .0170(3)  -.0024(2)  -.0080(2)  -.0009(2)
  N3  .0140(3)  .0150(4)  .0147(3)  -.0024(2)  -.0041(3)  -.0037(3)
  N4  .0158(4)  .0117(3)  .0243(4)  -.0023(3)  -.0005(3)  -.0010(3)
  N5  .0172(4)  .0108(3)  .0176(4)  -.0024(3)  -.0076(3)  -.0032(3)
  N6  .0175(4)  .0113(3)  .0190(4)  -.0023(3)  -.0070(3)  -.0013(3)
  C7  .0156(4)  .0108(3)  .0131(4)  -.0023(3)  -.0041(3)  -.0036(3)
  C8  .0119(3)  .0106(3)  .0121(4)  -.0014(3)  -.0020(3)  -.0027(3)
  C9  .0188(4)  .0128(4)  .0190(4)  -.0024(3)  -.0075(3)  .0000(3)
  C10  .0119(3)  .0117(4)  .0129(4)  -.0010(3)  -.0028(3)  -.0040(3)
  C11  .0147(4)  .0158(4)  .0146(4)  -.0022(3)  -.0053(3)  -.0018(3)
  C12  .0121(4)  .0110(4)  .0123(4)  -.0018(3)  -.0029(3)  -.0024(3)
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 C7 . 1.2298(10) ?
  O2 C10 . 1.2424(10) ?
  N3 C11 . 1.3346(11) ?
  N3 C8 . 1.3447(11) ?
  N4 C7 . 1.3322(11) ?
  N4 H4A .  .87(2) ?
  N4 H4B .  .87(2) ?
  N5 C10 . 1.3263(11) ?
  N5 H5A .  .88(2) ?
  N5 H5B .  .88(2) ?
  N6 C9 . 1.3301(11) ?
  N6 C12 . 1.3430(10) ?
  C7 C8 . 1.5151(11) ?
  C8 C12 . 1.4021(11) ?
  C9 C11 . 1.3920(12) ?
  C9 H9 .  .962(15) ?
  C10 C12 . 1.5097(11) ?
  C11 H11 .  .994(15) ?