data_2202299
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1351
_journal_page_last  o1353
_publ_section_title
;
4-Aza-1-azoniabicyclo[2.2.2]octane dihydrogenphosphite
;
loop_
_publ_author_name
  'Harrison, William T. A.'
_chemical_name_common  'dabconium phosphite'
_chemical_formula_moiety  'C6 H13 N2 1+, H2 O3 P 1-'
_chemical_formula_sum  'C6 H15 N2 O3 P'
_chemical_formula_iupac  'C6 H13 N2 1+, H2 O3 P 1-'
_chemical_formula_weight  194.17
_symmetry_cell_setting  'orthorhombic'
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  6.6418(4)
_cell_length_b  9.9428(6)
_cell_length_c  14.0575(8)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  928.33(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.389
_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 0.72109(8) 0.62955(5) 0.58804(4) 0.04115(15) Uani d . 1 . . P
  H1 0.6694 0.5401 0.5231 0.049 Uiso calc R 1 . . H
  O1 0.9539(2) 0.64524(19) 0.58243(12) 0.0655(5) Uani d . 1 . . O
  H2 1.0090 0.6853 0.5241 0.079 Uiso d R 1 . . H
  O2 0.6770(3) 0.5684(2) 0.68263(12) 0.0697(6) Uani d . 1 . . O
  O3 0.6123(3) 0.75504(19) 0.56514(13) 0.0698(5) Uani d . 1 . . O
  N1 0.3717(3) 0.61178(18) 0.79192(12) 0.0432(4) Uani d . 1 . . N
  H3 0.4784 0.6026 0.7518 0.052 Uiso calc R 1 . . H
  N2 0.0775(3) 0.63634(19) 0.90403(15) 0.0540(4) Uani d . 1 . . N
  C1 0.2246(4) 0.5024(2) 0.77401(16) 0.0515(5) Uani d . 1 . . C
  H4 0.2900 0.4156 0.7800 0.062 Uiso calc R 1 . . H
  H5 0.1708 0.5101 0.7101 0.062 Uiso calc R 1 . . H
  C2 0.0544(4) 0.5145(2) 0.84689(19) 0.0597(6) Uani d . 1 . . C
  H6 -0.0740 0.5168 0.8141 0.072 Uiso calc R 1 . . H
  H7 0.0555 0.4364 0.8882 0.072 Uiso calc R 1 . . H
  C3 0.4417(4) 0.6009(3) 0.89150(17) 0.0682(8) Uani d . 1 . . C
  H8 0.5471 0.6663 0.9035 0.082 Uiso calc R 1 . . H
  H9 0.4959 0.5118 0.9031 0.082 Uiso calc R 1 . . H
  C4 0.2638(5) 0.6269(4) 0.95691(18) 0.0770(8) Uani d . 1 . . C
  H10 0.2537 0.5544 1.0029 0.092 Uiso calc R 1 . . H
  H11 0.2858 0.7100 0.9915 0.092 Uiso calc R 1 . . H
  C5 0.2721(5) 0.7432(2) 0.7746(2) 0.0652(7) Uani d . 1 . . C
  H12 0.2341 0.7510 0.7082 0.078 Uiso calc R 1 . . H
  H13 0.3634 0.8162 0.7899 0.078 Uiso calc R 1 . . H
  C6 0.0845(4) 0.7503(2) 0.8380(2) 0.0652(7) Uani d . 1 . . C
  H14 0.0860 0.8337 0.8738 0.078 Uiso calc R 1 . . H
  H15 -0.0352 0.7498 0.7985 0.078 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
  P1 0.0450(3) 0.0391(2) 0.0394(2) 0.0019(2) -0.0010(2) 0.0008(2)
  O1 0.0491(9) 0.0900(13) 0.0575(9) 0.0011(9) 0.0012(8) 0.0288(11)
  O2 0.0639(12) 0.0796(12) 0.0657(11) 0.0160(10) 0.0243(9) 0.0282(10)
  O3 0.0758(13) 0.0634(10) 0.0702(12) 0.0191(9) -0.0149(9) 0.0115(9)
  N1 0.0410(8) 0.0435(9) 0.0450(8) 0.0003(7) 0.0036(7) 0.0014(8)
  N2 0.0542(10) 0.0473(10) 0.0607(10) 0.0074(9) 0.0144(9) 0.0016(11)
  C1 0.0593(14) 0.0393(10) 0.0558(12) -0.0046(10) 0.0007(11) -0.0043(9)
  C2 0.0515(14) 0.0450(12) 0.0825(17) -0.0061(10) 0.0080(13) 0.0028(12)
  C3 0.0520(14) 0.097(2) 0.0553(13) -0.0019(13) -0.0110(10) -0.0049(14)
  C4 0.0820(19) 0.103(2) 0.0457(12) 0.0073(19) -0.0005(13) -0.0099(15)
  C5 0.0828(19) 0.0349(10) 0.0778(16) 0.0053(12) 0.0222(15) 0.0121(11)
  C6 0.0681(16) 0.0369(12) 0.0908(19) 0.0101(11) 0.0117(15) 0.0019(13)
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 O3 . 1.4774(19) yes
  P1 O2 . 1.4910(16) yes
  P1 O1 . 1.5561(18) yes
  P1 H1 . 1.3200 ?
  O1 H2 . 0.9825 ?
  N1 C3 . 1.479(3) ?
  N1 C1 . 1.483(3) ?
  N1 C5 . 1.485(3) ?
  N1 H3 . 0.9100 ?
  N2 C4 . 1.447(4) ?
  N2 C2 . 1.462(3) ?
  N2 C6 . 1.465(3) ?
  C1 C2 . 1.530(3) ?
  C1 H4 . 0.9700 ?
  C1 H5 . 0.9700 ?
  C2 H6 . 0.9700 ?
  C2 H7 . 0.9700 ?
  C3 C4 . 1.519(4) ?
  C3 H8 . 0.9700 ?
  C3 H9 . 0.9700 ?
  C4 H10 . 0.9700 ?
  C4 H11 . 0.9700 ?
  C5 C6 . 1.534(4) ?
  C5 H12 . 0.9700 ?
  C5 H13 . 0.9700 ?
  C6 H14 . 0.9700 ?
  C6 H15 . 0.9700 ?