#------------------------------------------------------------------------------
#$Date: 2009-11-18 14:56:34 +0000 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200924.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_2200924
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2002
_journal_volume  58
_journal_page_first  o105
_journal_page_last  o107
_publ_section_title
;
4-Chloro-2-methylanilinium dihydrogenphosphate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_[local]_cod_cif_authors_sg_Hall -P2ybc
loop_
_publ_author_name
  "F\'abry, Jan"
  "Krupkov\'a, Radmila"
  "Studni\<cka, V\'aclav"
_chemical_formula_moiety  'C7 H9 Cl1 N1 1+, H2 P O4 1-'
_chemical_formula_sum            'C7 H11 Cl N O4 P'
_[local]_cod_chemical_formula_sum_orig 'C7 H11 Cl1 N1 O4 P1'
_chemical_formula_structural  'C7 H9 Cl1 N1 1+, H2 P O4 1-'
_chemical_formula_iupac  'C7 H9 Cl1 N1 1+, H2 P O4 1-'
_chemical_formula_weight  239.59
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
  1 x,y,z
  2 -x,1/2+y,1/2-z
  3 -x,-y,-z
  4 x,-1/2-y,-1/2+z
_cell_length_a  16.603(4)
_cell_length_b  8.339(3)
_cell_length_c  7.903(4)
_cell_angle_alpha  90
_cell_angle_beta  103.76(6)
_cell_angle_gamma  90
_cell_volume  1062.8(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  290.0(10)
_exptl_crystal_density_diffrn  1.497
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  .43529(8)  .03782(14)  .20760(16)  .0370(4) Uani d . 1 . . P
  O3  .52042(19)  .0964(4)  .2029(4)  .0407(8) Uani d . 1 . . O
  O1  .4420(3)  -.1045(4)  .3391(5)  .0508(9) Uani d . 1 . . O
  H1  .4610  -.1834  .3003  .076 Uiso calc R 1 . . H
  O2  .3906(2)  -.0258(5)  .0236(4)  .0537(10) Uani d . 1 . . O
  H2  .4250  -.0429  -.0334  .081 Uiso calc R 1 . . H
  O4  .3801(2)  .1578(4)  .2637(4)  .0479(9) Uani d . 1 . . O
  Cl  .02954(12)  .7927(3)  -.0569(3)  .1069(8) Uani d . 1 . . Cl
  N  .3438(2)  .4280(4)  .0670(5)  .0388(10) Uani d . 1 . . N
  H1N  .3849  .4935  .1173  .058 Uiso calc R 1 . . H
  H2N  .3518  .3944  -.0346  .058 Uiso calc R 1 . . H
  H3N  .3428  .3440  .1360  .058 Uiso calc R 1 . . H
  C1  .2655(3)  .5128(6)  .0384(6)  .0403(12) Uani d . 1 . . C
  C2  .1921(3)  .4343(6)  -.0326(7)  .0530(14) Uani d . 1 . . C
  C3  .1192(4)  .5239(8)  -.0615(8)  .0675(17) Uani d . 1 . . C
  H3  .0687  .4749  -.1108  .081 Uiso calc R 1 . . H
  C4  .1210(4)  .6838(8)  -.0179(8)  .0659(17) Uani d . 1 . . C
  C5  .1936(4)  .7599(8)  .0538(10)  .0760(19) Uani d . 1 . . C
  H5  .1943  .8679  .0834  .091 Uiso calc R 1 . . H
  C6  .2665(4)  .6728(6)  .0817(8)  .0597(16) Uani d . 1 . . C
  H6  .3167  .7228  .1303  .072 Uiso calc R 1 . . H
  C7  .1901(4)  .2564(7)  -.0783(10)  .080(2) Uani d . 1 . . C
  H1C7  .2294  .2352  -.1472  .120 Uiso calc R 1 . . H
  H2C7  .1355  .2277  -.1433  .120 Uiso calc R 1 . . H
  H3C7  .2042  .1942  .0268  .120 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  .0497(8)  .0241(6)  .0401(7)  .0002(6)  .0162(5)  .0005(6)
  O3  .048(2)  .0318(17)  .0438(19)  -.0026(16)  .0132(15)  -.0031(14)
  O1  .080(3)  .0277(17)  .052(2)  .0044(18)  .0301(18)  .0022(15)
  O2  .049(2)  .067(2)  .0457(19)  -.013(2)  .0132(16)  -.0116(19)
  O4  .063(2)  .0342(18)  .053(2)  .0111(17)  .0264(18)  .0071(16)
  Cl  .0742(13)  .1020(16)  .1401(18)  .0406(12)  .0167(12)  .0085(13)
  N  .047(2)  .031(2)  .041(2)  -.0005(18)  .0144(18)  .0045(16)
  C1  .043(3)  .037(3)  .043(3)  .002(2)  .015(2)  .002(2)
  C2  .053(4)  .048(3)  .057(3)  -.004(3)  .011(3)  -.001(3)
  C3  .053(4)  .070(4)  .076(4)  -.003(3)  .010(3)  -.003(3)
  C4  .053(4)  .071(4)  .071(4)  .018(3)  .010(3)  .010(3)
  C5  .072(5)  .046(3)  .108(5)  .007(3)  .017(4)  -.006(4)
  C6  .052(4)  .036(3)  .087(4)  -.003(3)  .007(3)  -.006(3)
  C7  .071(5)  .053(4)  .109(5)  -.016(3)  .009(4)  -.025(4)
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 O4 . 1.493(4) yes
  P1 O3 . 1.504(3) yes
  P1 O2 . 1.560(4) yes
  P1 O1 . 1.564(3) yes
  O1 H1 .  .8200 no
  O2 H2 .  .8200 no
  Cl C4 . 1.732(6) yes
  N C1 . 1.449(6) no
  N H1N .  .8900 no
  N H2N .  .8900 no
  N H3N .  .8900 no
  C1 C6 . 1.376(7) no
  C1 C2 . 1.379(7) no
  C2 C3 . 1.395(8) no
  C2 C7 . 1.526(8) no
  C3 C4 . 1.376(9) no
  C3 H3 .  .9300 no
  C4 C5 . 1.362(9) no
  C6 C5 . 1.383(8) no
  C6 H6 .  .9300 no
  C5 H5 .  .9300 no
  C7 H1C7 .  .9600 no
  C7 H2C7 .  .9600 no
  C7 H3C7 .  .9600 no