data_2013872
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o183
_journal_page_last  o185
_publ_section_title
;
rac-2-Phenylethylammonium carboxymethylphosphonate(1-):
hydrogen-bonded anion sheets with pendent cations
;
loop_
_publ_author_name
  'Turkington, David E.'
  'Ferguson, George'
  'Lough, Alan J.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C8 H12 N 1+, C2 H4 O5 P 1-'
_chemical_formula_sum  'C10 H16 N O5 P'
_chemical_formula_iupac  'C8 H12 N 1+, C2 H4 O5 P 1-'
_chemical_formula_weight  261.21
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  8.2969(3)
_cell_length_b  13.6898(3)
_cell_length_c  11.0388(4)
_cell_angle_alpha  90.00
_cell_angle_beta  96.7869(18)
_cell_angle_gamma  90.00
_cell_volume  1245.03(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  150.0(10)
_exptl_crystal_density_diffrn  1.394
_diffrn_ambient_temperature  150.0(10)
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 0.40173(5) 0.36759(3) 0.44266(3) 0.01881(13) Uani d . 1 . . P
  O1 0.29772(17) 0.29493(8) 0.15716(11) 0.0320(3) Uani d . 1 . . O
  O2 0.40129(15) 0.44255(8) 0.13225(10) 0.0278(3) Uani d . 1 . . O
  O3 0.35709(14) 0.42341(8) 0.55175(9) 0.0234(3) Uani d . 1 . . O
  O4 0.39058(14) 0.25824(8) 0.45235(9) 0.0250(3) Uani d . 1 . . O
  O5 0.57737(13) 0.39345(8) 0.41434(10) 0.0233(3) Uani d . 1 . . O
  C1 0.32976(18) 0.38536(11) 0.19124(13) 0.0205(3) Uani d . 1 . . C
  C2 0.2695(2) 0.41036(12) 0.31071(14) 0.0249(3) Uani d . 1 . . C
  N1 0.35240(15) 0.09402(9) 0.30670(11) 0.0202(3) Uani d . 1 . . N
  C11 0.05149(19) 0.10557(11) 0.29944(15) 0.0249(3) Uani d . 1 . . C
  C12 -0.0543(2) 0.13605(16) 0.3801(2) 0.0461(5) Uani d . 1 . . C
  C13 -0.2009(3) 0.18031(18) 0.3377(3) 0.0663(8) Uani d . 1 . . C
  C14 -0.2423(3) 0.19524(15) 0.2149(3) 0.0636(8) Uani d . 1 . . C
  C15 -0.1371(3) 0.16794(16) 0.1346(2) 0.0551(7) Uani d . 1 . . C
  C16 0.0095(2) 0.12237(14) 0.17573(17) 0.0351(4) Uani d . 1 . . C
  C17 0.20171(19) 0.04885(11) 0.34650(14) 0.0234(3) Uani d . 1 . . C
  C18 0.1913(2) -0.05743(12) 0.30635(19) 0.0352(4) Uani d . 1 . . C
  H1 0.3347 0.2842 0.0908 0.048 Uiso calc R 1 . . H
  H5 0.5956 0.4530 0.4284 0.035 Uiso calc R 1 . . H
  H2A 0.1605 0.3814 0.3123 0.030 Uiso calc R 1 . . H
  H2B 0.2583 0.4822 0.3162 0.030 Uiso calc R 1 . . H
  H1A 0.3682 0.1542 0.3412 0.030 Uiso calc R 1 . . H
  H1B 0.3405 0.0998 0.2240 0.030 Uiso calc R 1 . . H
  H1C 0.4395 0.0553 0.3309 0.030 Uiso calc R 1 . . H
  H12 -0.0263 0.1266 0.4653 0.055 Uiso calc R 1 . . H
  H13 -0.2729 0.2003 0.3939 0.080 Uiso calc R 1 . . H
  H14 -0.3435 0.2244 0.1859 0.076 Uiso calc R 1 . . H
  H15 -0.1642 0.1802 0.0500 0.066 Uiso calc R 1 . . H
  H16 0.0808 0.1028 0.1190 0.042 Uiso calc R 1 . . H
  H17 0.2124 0.0503 0.4377 0.028 Uiso calc R 1 . . H
  H18A 0.1829 -0.0608 0.2172 0.053 Uiso calc R 1 . . H
  H18B 0.0953 -0.0877 0.3344 0.053 Uiso calc R 1 . . H
  H18C 0.2889 -0.0922 0.3416 0.053 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 0.0262(2) 0.0155(2) 0.0153(2) -0.00028(14) 0.00470(14) -0.00098(14)
  O1 0.0533(8) 0.0220(6) 0.0230(6) -0.0106(5) 0.0142(5) -0.0046(5)
  O2 0.0374(7) 0.0238(6) 0.0217(6) -0.0075(5) 0.0010(5) 0.0024(4)
  O3 0.0335(6) 0.0200(5) 0.0183(5) -0.0026(4) 0.0091(4) -0.0027(4)
  O4 0.0398(7) 0.0161(5) 0.0194(5) -0.0020(4) 0.0051(5) -0.0003(4)
  O5 0.0259(6) 0.0214(5) 0.0234(5) -0.0004(4) 0.0064(4) -0.0037(4)
  C1 0.0223(7) 0.0202(7) 0.0182(7) 0.0014(6) -0.0014(6) 0.0007(6)
  C2 0.0284(8) 0.0248(8) 0.0216(7) 0.0066(6) 0.0037(6) -0.0019(6)
  N1 0.0238(7) 0.0173(6) 0.0195(6) -0.0004(5) 0.0026(5) -0.0009(5)
  C11 0.0236(8) 0.0192(7) 0.0316(8) -0.0021(6) 0.0022(6) -0.0012(6)
  C12 0.0321(10) 0.0553(13) 0.0513(12) 0.0009(9) 0.0063(9) -0.0264(10)
  C13 0.0289(11) 0.0528(14) 0.117(2) 0.0046(9) 0.0087(13) -0.0476(16)
  C14 0.0276(11) 0.0228(9) 0.134(3) 0.0009(8) -0.0152(14) 0.0002(12)
  C15 0.0353(11) 0.0455(12) 0.0782(16) -0.0146(9) -0.0201(11) 0.0343(12)
  C16 0.0278(9) 0.0392(10) 0.0368(10) -0.0087(7) -0.0021(7) 0.0147(8)
  C17 0.0255(8) 0.0253(8) 0.0196(7) -0.0019(6) 0.0042(6) 0.0033(6)
  C18 0.0308(9) 0.0213(8) 0.0539(12) -0.0016(7) 0.0070(8) 0.0045(8)
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 . 1.5088(11) y
  P1 O4 . 1.5043(11) y
  P1 O5 . 1.5667(11) y
  P1 C2 . 1.8137(16) y
  C1 O1 . 1.3120(18) y
  C1 O2 . 1.2167(19) y
  O1 H1 . 0.84 no
  O5 H5 . 0.84 no
  C1 C2 . 1.504(2) no
  C2 H2A . 0.99 no
  C2 H2B . 0.99 no
  N1 C17 . 1.5062(19) no
  N1 H1A . 0.91 no
  N1 H1B . 0.91 no
  N1 H1C . 0.91 no
  C11 C12 . 1.386(3) no
  C11 C16 . 1.388(2) no
  C11 C17 . 1.508(2) no
  C12 C13 . 1.390(3) no
  C12 H12 . 0.95 no
  C13 C14 . 1.374(4) no
  C13 H13 . 0.95 no
  C14 C15 . 1.367(4) no
  C14 H14 . 0.95 no
  C15 C16 . 1.394(3) no
  C15 H15 . 0.95 no
  C16 H16 . 0.95 no
  C17 C18 . 1.520(2) no
  C17 H17 . 1.00 no
  C18 H18A . 0.98 no
  C18 H18B . 0.98 no
  C18 H18C . 0.98 no