data_2011381
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1132
_journal_page_last  1135
_publ_section_title
;
  Two anilinium salts: anilinium hydrogenphosphite and anilinium
  hydrogenoxalate hemihydrate
;
loop_
_publ_author_name
  'Paix\~ao, J. A.'
  'Matos Beja, A.'
  'Ramos Silva, M.'
  'Martin-Gil, J.'
_chemical_formula_moiety  'C6 H8 N +, H2 P O3 -'
_chemical_formula_sum  'C6 H10 N O3 P'
_chemical_formula_weight  175.12
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z'
_cell_length_a  6.216(2)
_cell_length_b  14.219(6)
_cell_length_c  9.342(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.91(3)
_cell_angle_gamma  90.00
_cell_volume  825.6(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.409
_diffrn_ambient_temperature  293(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
  P1  .03258(8)  .36864(3)  .40048(5)  .03614(17) Uani d . 1 . . P
  H1  -.022(3)  .3043(14)  .491(2)  .048(6) Uiso d . 1 . . H
  O1  .1077(2)  .32294(10)  .26648(14)  .0448(4) Uani d . 1 . . O
  O2  -.1538(2)  .43441(10)  .38316(16)  .0503(4) Uani d . 1 . . O
  O3  .2302(2)  .41784(12)  .47158(17)  .0564(5) Uani d . 1 . . O
  H8  .196(5)  .464(2)  .519(3)  .085 Uiso d . 1 . . H
  C1  .0613(3)  .12860(12)  .04184(18)  .0335(4) Uani d . 1 . . C
  C2  .2505(3)  .09411(16)  -.0102(2)  .0466(5) Uani d . 1 . . C
  H2  .360(4)  .0804(17)  .054(3)  .061(7) Uiso d . 1 . . H
  C3  .2716(4)  .08397(19)  -.1567(3)  .0584(6) Uani d . 1 . . C
  H3  .401(4)  .0613(18)  -.190(3)  .072(8) Uiso d . 1 . . H
  C4  .1064(4)  .10847(18)  -.2485(3)  .0601(6) Uani d . 1 . . C
  H4  .121(4)  .101(2)  -.349(3)  .074(8) Uiso d . 1 . . H
  C5  -.0816(4)  .14348(19)  -.1948(2)  .0607(6) Uani d . 1 . . C
  H5  -.201(5)  .162(2)  -.260(3)  .083(9) Uiso d . 1 . . H
  C6  -.1051(4)  .15338(16)  -.0487(2)  .0482(5) Uani d . 1 . . C
  H6  -.234(4)  .1749(18)  -.012(3)  .060(7) Uiso d . 1 . . H
  N  .0369(3)  .14186(13)  .19561(17)  .0369(4) Uani d . 1 . . N
  H7A  .133(4)  .1060(17)  .253(3)  .055(6) Uiso d . 1 . . H
  H7B  -.097(4)  .1337(17)  .218(3)  .057(7) Uiso d . 1 . . H
  H7C  .071(4)  .2033(19)  .222(3)  .060(7) Uiso d . 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
  P1  .0381(3)  .0390(3)  .0314(2)  .0007(2)  .00316(17)  -.0048(2)
  O1  .0461(8)  .0472(8)  .0411(8)  -.0013(6)  .0051(6)  -.0141(6)
  O2  .0365(7)  .0567(9)  .0575(9)  .0059(6)  -.0077(6)  -.0239(7)
  O3  .0450(9)  .0612(10)  .0624(10)  .0150(7)  -.0171(7)  -.0274(8)
  C1  .0377(9)  .0282(8)  .0347(9)  -.0031(8)  .0006(7)  -.0051(7)
  C2  .0418(11)  .0513(12)  .0465(11)  .0052(10)  -.0007(9)  -.0069(9)
  C3  .0546(14)  .0668(16)  .0543(13)  .0054(12)  .0150(11)  -.0135(11)
  C4  .0786(17)  .0638(15)  .0381(11)  -.0033(13)  .0048(11)  -.0094(10)
  C5  .0679(15)  .0716(16)  .0422(12)  .0084(13)  -.0133(11)  -.0042(11)
  C6  .0454(12)  .0560(13)  .0432(11)  .0093(10)  -.0039(9)  -.0065(9)
  N  .0355(9)  .0404(9)  .0349(8)  -.0003(7)  -.0002(7)  -.0034(7)
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
  P1 O1 . 1.4919(14) yes
  P1 O2 . 1.4954(15) yes
  P1 O3 . 1.5538(16) yes
  P1 H1 . 1.29(2) yes
  O3 H8 .  .82(3) ?
  C1 C2 . 1.370(3) ?
  C1 C6 . 1.371(3) ?
  C1 N . 1.459(2) ?
  C2 C3 . 1.385(3) ?
  C2 H2 .  .92(2) ?
  C3 C4 . 1.372(4) ?
  C3 H3 .  .92(3) ?
  C4 C5 . 1.373(4) ?
  C4 H4 .  .95(3) ?
  C5 C6 . 1.382(3) ?
  C5 H5 .  .99(3) ?
  C6 H6 .  .93(3) ?
  N H7A .  .94(3) ?
  N H7B .  .87(3) ?
  N H7C .  .93(3) ?