#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200095.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_2200095
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o143
_journal_page_last  o144
_publ_section_title
;
Azelaic acid
;
_space_group_IT_number           15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_[local]_cod_cif_authors_sg_H-M  'C 2/c'
loop_
_publ_author_name
  'Bond, Andrew D.'
  'Edwards, Marc R.'
  'Jones, William'
_chemical_name_common  'azelaic acid'
_chemical_formula_moiety  'C9 H16 O4'
_chemical_formula_sum  'C9 H16 O4'
_chemical_formula_iupac  'C9 H16 O4'
_chemical_formula_weight  188.22
_chemical_melting_point  '382-384'
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  22.622(2)
_cell_length_b  4.7348(2)
_cell_length_c  9.6864(7)
_cell_angle_alpha  90.00
_cell_angle_beta  110.559(3)
_cell_angle_gamma  90.00
_cell_volume  971.50(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  180(2)
_exptl_crystal_density_diffrn  1.287
_diffrn_ambient_temperature  180(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
  O1  .18109(4)  .17201(19)  .01920(10)  .0312(3) Uani d . 1 . . O
  O2  .24341(4)  .54364(19)  .11100(10)  .0314(3) Uani d . 1 . . O
  H1  .2682(9)  .465(4)  .057(2)  .079(6) Uiso d . 1 . . H
  C1  .19218(5)  .3923(3)  .09015(12)  .0244(3) Uani d . 1 . . C
  C2  .14794(6)  .5227(3)  .15576(14)  .0307(3) Uani d . 1 . . C
  H2A  .1264  .6833  .0927  .037 Uiso calc R 1 . . H
  H2B  .1732  .6004  .2536  .037 Uiso calc R 1 . . H
  C3  .09798(5)  .3284(3)  .17462(14)  .0282(3) Uani d . 1 . . C
  H3A  .1183  .1874  .2523  .034 Uiso calc R 1 . . H
  H3B  .0767  .2257  .0813  .034 Uiso calc R 1 . . H
  C4  .04919(5)  .4949(3)  .21683(13)  .0270(3) Uani d . 1 . . C
  H4A  .0715  .6108  .3048  .032 Uiso calc R 1 . . H
  H4B  .0272  .6258  .1353  .032 Uiso calc R 1 . . H
  C5  .0000  .3150(4)  .2500  .0294(4) Uani d S 1 . . C
  H5A  -.0213  .1920  .1643  .035 Uiso d 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
  O1  .0272(5)  .0337(5)  .0397(5)  -.0021(4)  .0205(4)  -.0071(4)
  O2  .0262(5)  .0340(5)  .0429(5)  -.0043(4)  .0235(4)  -.0055(4)
  C1  .0213(6)  .0289(6)  .0267(6)  .0018(5)  .0132(4)  .0030(5)
  C2  .0269(6)  .0322(7)  .0424(7)  -.0027(5)  .0240(6)  -.0064(5)
  C3  .0244(6)  .0299(7)  .0373(7)  .0008(5)  .0196(5)  -.0003(5)
  C4  .0222(6)  .0300(7)  .0348(7)  .0002(5)  .0175(5)  -.0012(5)
  C5  .0251(9)  .0317(9)  .0389(9)  .000  .0206(7)  .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
  O1 C1 . 1.2255(15) no
  O2 C1 . 1.3166(14) no
  O2 H1 .  .96(2) no
  C1 C2 . 1.4944(16) no
  C2 C3 . 1.5172(16) no
  C2 H2A .  .9900 no
  C2 H2B .  .9900 no
  C3 C4 . 1.5244(15) no
  C3 H3A .  .9900 no
  C3 H3B .  .9900 no
  C4 C5 . 1.5224(14) no
  C4 H4A .  .9900 no
  C4 H4B .  .9900 no
  C5 C4 2 1.5224(14) no
  C5 H5A .  .9899 no