#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012900.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2012900
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o467
_journal_page_last  o469
_publ_section_title
;
Self-assembled hydrogen-bonded bilayers in
1,4-diazabicyclo[2.2.2]octane-N-(phosphonomethyl)iminodiacetic
acid-water (1/1/1.5)
;
loop_
_publ_author_name
  'Bowes, Katharine F.'
  'Ferguson, George'
  'Glidewell, Christopher'
  'Lough, Alan J.'
_chemical_formula_moiety  'C6 H14 N2 2+ , C5 H8 N O7 P 2- , 1.5H2 O'
_chemical_formula_sum  'C11 H25 N3 O8.50 P'
_chemical_formula_weight  366.31
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 2/n'
_symmetry_space_group_name_Hall  '-P 2yac'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y, z-1/2'
_cell_length_a  14.1042(5)
_cell_length_b  7.0560(3)
_cell_length_c  16.4004(7)
_cell_angle_alpha  90
_cell_angle_beta  90.1130(18)
_cell_angle_gamma  90
_cell_volume  1632.15(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.491
_diffrn_ambient_temperature  150(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 0.35479(3) 0.49736(6) 0.37217(3) 0.01558(13) Uani d . 1 . . P
  O1 0.09501(8) 0.57915(18) 0.62119(8) 0.0259(3) Uani d . 1 . . O
  O2 0.13606(8) 0.81849(17) 0.53953(7) 0.0229(3) Uani d . 1 . . O
  O3 0.40966(10) 1.15406(18) 0.56061(9) 0.0331(3) Uani d . 1 . . O
  O4 0.33110(9) 1.02862(17) 0.45382(8) 0.0253(3) Uani d . 1 . . O
  O5 0.28201(8) 0.33296(16) 0.38708(7) 0.0203(3) Uani d . 1 . . O
  O6 0.29982(8) 0.65875(16) 0.33464(7) 0.0182(3) Uani d . 1 . . O
  O7 0.44295(8) 0.43094(18) 0.33075(8) 0.0238(3) Uani d . 1 . . O
  N1 0.31306(9) 0.69209(19) 0.51503(8) 0.0147(3) Uani d . 1 . . N
  C1 0.15070(12) 0.6613(2) 0.57395(10) 0.0180(3) Uani d . 1 . . C
  C2 0.24396(11) 0.5615(2) 0.55575(11) 0.0180(3) Uani d . 1 . . C
  C3 0.36725(12) 1.0257(2) 0.52515(11) 0.0207(4) Uani d . 1 . . C
  C4 0.35272(12) 0.8392(2) 0.57152(10) 0.0187(4) Uani d . 1 . . C
  C5 0.39075(11) 0.5840(2) 0.47244(10) 0.0168(3) Uani d . 1 . . C
  N11 0.39288(9) 0.85447(19) 0.22781(8) 0.0162(3) Uani d . 1 . . N
  N21 0.50729(10) 1.0260(2) 0.13839(9) 0.0171(3) Uani d . 1 . . N
  C11 0.43010(12) 0.7211(2) 0.16478(10) 0.0183(4) Uani d . 1 . . C
  C12 0.47273(11) 0.9288(3) 0.27893(10) 0.0193(4) Uani d . 1 . . C
  C13 0.34342(11) 1.0169(2) 0.18775(11) 0.0180(4) Uani d . 1 . . C
  C21 0.51327(12) 0.8186(2) 0.12124(11) 0.0199(4) Uani d . 1 . . C
  C22 0.53196(12) 1.0631(3) 0.22592(10) 0.0199(4) Uani d . 1 . . C
  C23 0.40918(11) 1.0974(2) 0.12157(11) 0.0190(4) Uani d . 1 . . C
  O8 0.12465(9) 0.4676(2) 0.78408(8) 0.0299(3) Uani d . 1 . . O
  O9 0.2500 0.1535(3) 0.7500 0.0660(9) Uani d S 1 . . O
  H5 0.3098 0.2410 0.4092 0.030 Uiso calc R 1 . . H
  H1 0.2796 0.7567 0.4748 0.018 Uiso calc R 1 . . H
  H2A 0.2718 0.5139 0.6073 0.022 Uiso calc R 1 . . H
  H2B 0.2318 0.4511 0.5199 0.022 Uiso calc R 1 . . H
  H4A 0.4140 0.7951 0.5940 0.022 Uiso calc R 1 . . H
  H4B 0.3085 0.8597 0.6175 0.022 Uiso calc R 1 . . H
  H5A 0.4098 0.4749 0.5068 0.020 Uiso calc R 1 . . H
  H5B 0.4467 0.6675 0.4662 0.020 Uiso calc R 1 . . H
  H11 0.3502 0.7905 0.2611 0.019 Uiso calc R 1 . . H
  H21 0.5500 1.0899 0.1051 0.021 Uiso calc R 1 . . H
  H11A 0.3796 0.6896 0.1250 0.022 Uiso calc R 1 . . H
  H11B 0.4519 0.6023 0.1909 0.022 Uiso calc R 1 . . H
  H12A 0.5125 0.8226 0.2987 0.023 Uiso calc R 1 . . H
  H12B 0.4474 0.9976 0.3268 0.023 Uiso calc R 1 . . H
  H13A 0.3288 1.1160 0.2285 0.022 Uiso calc R 1 . . H
  H13B 0.2832 0.9734 0.1630 0.022 Uiso calc R 1 . . H
  H21A 0.5743 0.7674 0.1415 0.024 Uiso calc R 1 . . H
  H21B 0.5095 0.7955 0.0618 0.024 Uiso calc R 1 . . H
  H22A 0.5178 1.1965 0.2401 0.024 Uiso calc R 1 . . H
  H22B 0.6004 1.0402 0.2352 0.024 Uiso calc R 1 . . H
  H23A 0.3878 1.0552 0.0670 0.023 Uiso calc R 1 . . H
  H23B 0.4082 1.2376 0.1229 0.023 Uiso calc R 1 . . H
  H81 0.1248 0.5102 0.7362 0.063 Uiso d . 1 . . H
  H82 0.0716 0.4966 0.8036 0.063 Uiso d . 1 . . H
  H9 0.2138 0.2384 0.7679 0.063 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 0.0166(2) 0.0133(2) 0.0169(2) 0.00007(16) 0.00359(16) 0.00105(17)
  O1 0.0245(7) 0.0233(7) 0.0300(7) -0.0011(5) 0.0120(5) 0.0037(6)
  O2 0.0218(6) 0.0229(7) 0.0241(7) 0.0067(5) 0.0071(5) 0.0049(5)
  O3 0.0440(8) 0.0193(7) 0.0359(8) -0.0096(6) -0.0139(6) 0.0011(6)
  O4 0.0363(7) 0.0168(6) 0.0226(7) -0.0038(5) -0.0065(5) 0.0030(5)
  O5 0.0220(6) 0.0151(6) 0.0238(7) -0.0021(5) -0.0013(5) 0.0040(5)
  O6 0.0204(6) 0.0162(6) 0.0178(6) 0.0008(4) 0.0016(5) 0.0032(5)
  O7 0.0223(6) 0.0230(7) 0.0263(7) 0.0043(5) 0.0086(5) -0.0020(5)
  N1 0.0151(6) 0.0135(7) 0.0155(7) 0.0003(5) 0.0009(5) 0.0008(5)
  C1 0.0197(8) 0.0175(8) 0.0166(8) 0.0003(6) 0.0024(6) -0.0025(7)
  C2 0.0167(8) 0.0146(8) 0.0227(9) -0.0011(6) 0.0055(6) 0.0027(7)
  C3 0.0212(9) 0.0160(8) 0.0250(9) -0.0003(6) -0.0016(7) 0.0007(7)
  C4 0.0225(8) 0.0164(8) 0.0171(8) -0.0015(6) -0.0012(6) -0.0008(7)
  C5 0.0136(7) 0.0155(8) 0.0212(9) 0.0020(6) 0.0031(6) 0.0007(7)
  N11 0.0168(7) 0.0148(7) 0.0170(7) -0.0003(5) 0.0022(5) 0.0013(6)
  N21 0.0169(7) 0.0171(7) 0.0174(7) -0.0009(5) 0.0030(5) 0.0018(6)
  C11 0.0205(8) 0.0155(8) 0.0190(8) -0.0001(6) 0.0016(6) -0.0024(7)
  C12 0.0206(8) 0.0206(9) 0.0169(8) 0.0000(7) -0.0003(7) -0.0006(7)
  C13 0.0155(8) 0.0165(8) 0.0221(9) 0.0023(6) 0.0031(6) 0.0033(7)
  C21 0.0209(8) 0.0169(8) 0.0218(9) 0.0004(6) 0.0039(7) -0.0026(7)
  C22 0.0206(8) 0.0206(9) 0.0184(8) -0.0025(7) -0.0005(7) -0.0029(7)
  C23 0.0169(8) 0.0183(9) 0.0218(9) 0.0019(6) 0.0011(6) 0.0057(7)
  O8 0.0249(7) 0.0353(8) 0.0296(7) 0.0022(6) -0.0004(5) 0.0013(6)
  O9 0.0333(12) 0.0286(13) 0.136(3) 0.000 0.0113(14) 0.000
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 . 1.499(2) y
  N1 C4 . 1.499(2) y
  N1 C5 . 1.508(2) y
  N11 C11 . 1.494(2) y
  N11 C12 . 1.497(2) y
  N11 C13 . 1.493(2) y
  N21 C21 . 1.493(2) y
  N21 C22 . 1.499(2) y
  N21 C23 . 1.498(2) y
  P1 O5 . 1.5685(12) y
  P1 O6 . 1.5083(12) y
  P1 O7 . 1.4934(12) y
  P1 C5 . 1.8253(17) y
  C1 O1 . 1.247(2) y
  C1 O2 . 1.262(2) y
  C3 O3 . 1.231(2) y
  C3 O4 . 1.275(2) y
  O5 H5 . 0.84 no
  N1 H1 . 0.93 no
  C1 C2 . 1.522(2) no
  C2 H2A . 0.99 no
  C2 H2B . 0.99 no
  C3 C4 . 1.533(2) no
  C4 H4A . 0.99 no
  C4 H4B . 0.99 no
  C5 H5A . 0.99 no
  C5 H5B . 0.99 no
  N11 H11 . 0.93 no
  N21 H21 . 0.93 no
  C11 C21 . 1.537(2) no
  C11 H11A . 0.99 no
  C11 H11B . 0.99 no
  C12 C22 . 1.534(2) no
  C12 H12A . 0.99 no
  C12 H12B . 0.99 no
  C13 C23 . 1.538(2) no
  C13 H13A . 0.99 no
  C13 H13B . 0.99 no
  C21 H21A . 0.99 no
  C21 H21B . 0.99 no
  C22 H22A . 0.99 no
  C22 H22B . 0.99 no
  C23 H23A . 0.99 no
  C23 H23B . 0.99 no
  O8 H81 . 0.84 no
  O8 H82 . 0.84 no
  O9 H9 . 0.84 no