#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008360.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_2008360
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  683
_journal_page_last  685
_publ_section_title
;
tert-Butylammonium hydrogen phenyl phosphate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Reinoso, Santiago'
  'Vitoria, Pablo '
  'Ugalde, Maria'
  "Guti\'errez-Zorrilla*, Juan M."
  'Luque, Antonio'
  "Rom\'an, Pascual"
_chemical_formula_moiety  'C4 H12 N +,C6 H6 P O4 -'
_chemical_formula_sum            'C10 H18 N O4 P'
_[local]_cod_chemical_formula_sum_orig ' C10 H18 N1 O4 P1'
_chemical_formula_weight  247.23
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  1/2-x,1/2+y,1/2-z
  -x,-y,-z
  1/2+x,1/2-y,1/2+z
_cell_length_a  13.271(2)
_cell_length_b  6.674(2)
_cell_length_c  14.7900(10)
_cell_angle_alpha  90
_cell_angle_beta  97.505(10)
_cell_angle_gamma  90
_cell_volume  1298.7(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.265
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.037
_refine_ls_wR_factor_obs  0.043
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_occupancy
  P1 -0.07259(2) 0.38085(4) 0.38094(2) 0.03140(10)
  Uani 1.000
  O1 -0.04752(8) 0.25010(14) 0.46841(7) 0.0417(3) Uani 1.000
  O2 -0.15939(8) 0.28398(14) 0.32274(6) 0.0393(3) Uani 1.000
  O3 -0.08191(8) 0.59844(13) 0.40343(6) 0.0388(3) Uani 1.000
  O4 0.02763(8) 0.37482(13) 0.33005(7) 0.0419(3) Uani 1.000
  C1 0.06099(10) 0.21074(18) 0.28530(9) 0.0371(3) Uani 1.000
  C2 0.11620(14) 0.2524(3) 0.21483(14) 0.0558(5) Uani 1.000
  C3 0.1533(2) 0.0954(4) 0.16757(18) 0.0751(8) Uani 1.000
  C4 0.1358(2) -0.0998(3) 0.19132(18) 0.0741(7) Uani 1.000
  C5 0.08108(16) -0.1399(2) 0.26158(14) 0.0590(5) Uani 1.000
  C6 0.04273(12) 0.01470(19) 0.30978(11) 0.0440(4) Uani 1.000
  N11 0.23212(9) 0.11103(16) 0.65337(7) 0.0358(3) Uani 1.000
  C12 0.30347(11) 0.1095(2) 0.58217(9) 0.0419(3) Uani 1.000
  C13 0.24016(16) 0.0633(3) 0.49106(11) 0.0599(5) Uani 1.000
  C14 0.38263(15) -0.0521(3) 0.60936(16) 0.0618(6) Uani 1.000
  C15 0.35128(16) 0.3171(3) 0.58199(14) 0.0586(5) Uani 1.000
  H1 -0.009(2) 0.295(4) 0.508(2) 0.042(6) Uiso 1.000
  H2 0.129(2) 0.391(4) 0.1999(18) 0.042(6) Uiso 1.000
  H3 0.188(3) 0.121(6) 0.120(3) 0.071(10) Uiso 1.000
  H4 0.166(3) -0.205(6) 0.158(2) 0.070(9) Uiso 1.000
  H5 0.073(2) -0.277(4) 0.2819(18) 0.043(6) Uiso 1.000
  H6 0.0045(18) -0.016(4) 0.3577(16) 0.031(5) Uiso 1.000
  H111 0.2038(15) -0.012(3) 0.6557(13) 0.020(4) Uiso 1.000
  H112 0.1792(16) 0.200(3) 0.6391(14) 0.023(4) Uiso 1.000
  H113 0.2678(15) 0.144(3) 0.7070(14) 0.021(4) Uiso 1.000
  H131 0.287(2) 0.046(5) 0.448(2) 0.048(7) Uiso 1.000
  H132 0.204(2) -0.059(5) 0.4914(19) 0.047(7) Uiso 1.000
  H133 0.189(3) 0.179(6) 0.476(2) 0.065(9) Uiso 1.000
  H141 0.427(3) -0.056(5) 0.558(2) 0.063(8) Uiso 1.000
  H142 0.422(2) -0.028(5) 0.674(2) 0.054(7) Uiso 1.000
  H143 0.350(2) -0.186(5) 0.610(2) 0.057(8) Uiso 1.000
  H151 0.300(2) 0.416(5) 0.565(2) 0.053(7) Uiso 1.000
  H152 0.394(2) 0.328(5) 0.538(2) 0.056(8) Uiso 1.000
  H153 0.387(2) 0.351(5) 0.640(2) 0.049(7) Uiso 1.000
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 0.0388(2) 0.02090(10)
  0.0317(2) 0.00030(10)
  -0.00570(10)
  0.00060(10)
  O1 0.0553(6) 0.0280(4) 0.0373(4) -0.0038(4) -0.0108(4) 0.0058(3)
  O2 0.0451(5) 0.0306(4) 0.0383(4) -0.0029(3) -0.0094(4) 0.0005(3)
  O3 0.0498(5) 0.0234(4) 0.0396(4) 0.0062(3) -0.0082(4) -0.0019(3)
  O4 0.0473(5) 0.0233(4) 0.0555(5) -0.0033(4) 0.0080(4) -0.0039(4)
  C1 0.0372(6) 0.0284(5) 0.0436(6) 0.0005(4) -0.0023(5) -0.0030(5)
  C2 0.0597(9) 0.0418(7) 0.0685(10) -0.0014(7) 0.0184(8) 0.0012(7)
  C3 0.0890(14) 0.0645(12) 0.0795(13) 0.0053(10) 0.0403(12) -0.0064(10)
  C4 0.0894(14) 0.0515(10) 0.0851(14) 0.0113(9) 0.0254(11) -0.0213(9)
  C5 0.0728(10) 0.0306(6) 0.0730(11) 0.0047(7) 0.0072(8) -0.0090(7)
  C6 0.0525(7) 0.0274(5) 0.0508(7) 0.0007(5) 0.0023(6) -0.0014(5)
  N11 0.0428(5) 0.0268(5) 0.0349(5) 0.0010(4) -0.0054(4) 0.0011(4)
  C12 0.0456(6) 0.0389(6) 0.0399(6) -0.0047(5) 0.0002(5) -0.0001(5)
  C13 0.0689(10) 0.0728(11) 0.0367(7) -0.0194(9) 0.0018(7) -0.0058(7)
  C14 0.0556(9) 0.0520(9) 0.0777(12) 0.0109(8) 0.0088(8) -0.0056(8)
  C15 0.0610(10) 0.0485(8) 0.0638(10) -0.0186(8) -0.0013(8) 0.0092(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  P1 O1 . . 1.5599(11) yes
  P1 O2 . . 1.4923(11) yes
  P1 O3 . . 1.4985(10) yes
  P1 O4 . . 1.6120(12) yes
  O4 C1 . . 1.3819(16) yes
  C1 C2 . . 1.378(2) no
  C1 C6 . . 1.3873(18) no
  C2 C3 . . 1.385(3) no
  C3 C4 . . 1.377(3) no
  C4 C5 . . 1.370(3) no
  C5 C6 . . 1.388(2) no
  O1 H1 . . 0.78(3) no
  C2 H2 . . 0.97(3) no
  C3 H3 . . 0.91(4) no
  C4 H4 . . 0.97(4) no
  C5 H5 . . 0.97(3) no
  C6 H6 . . 0.95(2) no
  N11 C12 . . 1.5053(18) no
  C12 C13 . . 1.523(2) no
  C12 C14 . . 1.523(3) no
  C12 C15 . . 1.524(2) no
  N11 H111 . . 0.91(2) no
  N11 H112 . . 0.92(2) no
  N11 H113 . . 0.90(2) no
  C13 H131 . . 0.95(3) no
  C13 H132 . . 0.95(3) no
  C13 H133 . . 1.03(4) no
  C14 H141 . . 1.02(3) no
  C14 H142 . . 1.04(3) no
  C14 H143 . . 0.99(3) no
  C15 H151 . . 0.96(3) no
  C15 H152 . . 0.92(3) no
  C15 H153 . . 0.95(3) no
_cod_database_code 2008360