#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014397.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_2014397
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2006
_journal_volume  62
_journal_page_first  o45
_journal_page_last  o46
_publ_section_title
;
3-(3-Nitrophenylaminocarbonyl)propionic acid: hydrogen-bonded sheets of
alternating <i>R</i>~2~^2^(8) and <i>R</i>~6~^6^(36) rings
;
_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'
loop_
_publ_author_name
  'Wardell, James L.'
  'Skakle, Janet M. S.'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C10 H10 N2 O5'
_chemical_formula_sum  'C10 H10 N2 O5'
_chemical_formula_iupac  'C10 H10 N2 O5'
_chemical_formula_weight  238.20
_symmetry_cell_setting  monoclinic
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  6.6765(4)
_cell_length_b  19.7961(13)
_cell_length_c  9.0675(5)
_cell_angle_alpha  90.00
_cell_angle_beta  113.595(4)
_cell_angle_gamma  90.00
_cell_volume  1098.25(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.441
_diffrn_ambient_temperature  293(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 0.6360(2) 0.29810(6) 0.56794(13) 0.0575(3) Uani d . 1 . . O
  O31 0.0969(3) 0.19919(8) 0.6589(2) 0.0904(5) Uani d . 1 . . O
  O32 -0.0117(2) 0.09628(8) 0.6223(2) 0.0893(5) Uani d . 1 . . O
  O43 0.7815(2) 0.47720(7) 0.61217(16) 0.0787(4) Uani d . 1 . . O
  O44 0.5264(2) 0.43856(6) 0.38524(15) 0.0678(4) Uani d . 1 . . O
  N1 0.5794(2) 0.22718(7) 0.35833(16) 0.0483(4) Uani d . 1 . . N
  N13 0.0921(2) 0.14318(8) 0.60141(19) 0.0603(4) Uani d . 1 . . N
  C1 0.6608(3) 0.28337(8) 0.44555(19) 0.0435(4) Uani d . 1 . . C
  C2 0.7889(3) 0.32755(8) 0.3793(2) 0.0522(4) Uani d . 1 . . C
  C3 0.8823(3) 0.38893(9) 0.4831(2) 0.0591(5) Uani d . 1 . . C
  C4 0.7125(3) 0.43650(8) 0.4891(2) 0.0532(4) Uani d . 1 . . C
  C11 0.4565(3) 0.17529(8) 0.39002(18) 0.0427(4) Uani d . 1 . . C
  C12 0.3293(2) 0.18641(8) 0.47620(19) 0.0441(4) Uani d . 1 . . C
  C13 0.2191(2) 0.13195(8) 0.50369(19) 0.0464(4) Uani d . 1 . . C
  C14 0.2248(3) 0.06807(9) 0.4459(2) 0.0569(5) Uani d . 1 . . C
  C15 0.3478(3) 0.05859(9) 0.3576(2) 0.0622(5) Uani d . 1 . . C
  C16 0.4634(3) 0.11115(9) 0.3298(2) 0.0556(4) Uani d . 1 . . C
  H1 0.6095 0.2191 0.2727 0.058 Uiso d R 1 . . H
  H2A 0.6943 0.3421 0.2716 0.059(5) Uiso d R 1 . . H
  H2B 0.9073 0.3014 0.3716 0.068(5) Uiso d R 1 . . H
  H3A 0.9720 0.3741 0.5917 0.067(5) Uiso d R 1 . . H
  H3B 0.9763 0.4128 0.4423 0.074(6) Uiso d R 1 . . H
  H12 0.3183 0.2292 0.5146 0.050(4) Uiso d R 1 . . H
  H14 0.1479 0.0326 0.4660 0.073(6) Uiso d R 1 . . H
  H15 0.3534 0.0160 0.3159 0.076(6) Uiso d R 1 . . H
  H16 0.5468 0.1037 0.2702 0.069(6) Uiso d R 1 . . H
  H43 0.6813 0.5022 0.6082 0.094 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 0.0883(9) 0.0563(7) 0.0480(7) -0.0122(6) 0.0483(7) -0.0082(5)
  O31 0.1100(12) 0.0823(10) 0.1222(13) -0.0204(8) 0.0920(11) -0.0257(9)
  O32 0.0977(10) 0.0837(10) 0.1189(13) -0.0270(8) 0.0775(10) -0.0017(9)
  O43 0.0750(9) 0.0744(9) 0.0763(9) -0.0001(7) 0.0191(7) -0.0268(8)
  O44 0.0728(9) 0.0643(8) 0.0584(8) 0.0009(6) 0.0181(7) -0.0069(6)
  N1 0.0629(8) 0.0554(8) 0.0410(7) -0.0074(6) 0.0357(7) -0.0065(6)
  N13 0.0582(9) 0.0686(10) 0.0668(10) -0.0079(8) 0.0383(8) -0.0006(8)
  C1 0.0540(9) 0.0471(9) 0.0378(8) 0.0018(7) 0.0272(7) 0.0029(7)
  C2 0.0637(10) 0.0556(10) 0.0512(10) -0.0067(8) 0.0377(9) -0.0014(8)
  C3 0.0618(10) 0.0627(11) 0.0615(12) -0.0149(9) 0.0338(9) -0.0038(9)
  C4 0.0683(11) 0.0470(9) 0.0509(10) -0.0139(8) 0.0310(9) -0.0015(8)
  C11 0.0500(8) 0.0477(8) 0.0347(8) -0.0018(7) 0.0216(7) -0.0009(7)
  C12 0.0488(9) 0.0454(9) 0.0432(9) -0.0007(7) 0.0238(7) -0.0026(7)
  C13 0.0444(8) 0.0553(9) 0.0431(9) -0.0025(7) 0.0212(7) 0.0024(7)
  C14 0.0643(11) 0.0503(10) 0.0590(11) -0.0109(8) 0.0278(9) -0.0012(8)
  C15 0.0809(12) 0.0473(10) 0.0633(12) -0.0040(9) 0.0342(10) -0.0104(9)
  C16 0.0680(11) 0.0572(10) 0.0525(10) -0.0005(8) 0.0357(9) -0.0093(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
  N1 C1 . 1.347(2) no
  N1 C11 . 1.4145(19) no
  N1 H1 . 0.89 no
  C1 O1 . 1.2214(17) no
  C1 C2 . 1.506(2) no
  C11 C12 . 1.382(2) no
  C11 C16 . 1.390(2) no
  C12 C13 . 1.383(2) no
  C12 H12 . 0.93 no
  C13 C14 . 1.375(2) no
  C13 N13 . 1.468(2) no
  N13 O32 . 1.2180(18) no
  N13 O31 . 1.2201(19) no
  C14 C15 . 1.370(2) no
  C14 H14 . 0.93 no
  C15 C16 . 1.377(2) no
  C15 H15 . 0.9304 no
  C16 H16 . 0.93 no
  C2 C3 . 1.511(2) no
  C2 H2A . 0.97 no
  C2 H2B . 0.97 no
  C3 C4 . 1.491(3) no
  C3 H3A . 0.97 no
  C3 H3B . 0.97 no
  C4 O44 . 1.223(2) no
  C4 O43 . 1.302(2) no
  O43 H43 . 0.82 no