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#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013968.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_2013968
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o444
_journal_page_last  o448
_publ_section_title
;
Hydrogen-bonding adducts of benzenepolycarboxylic acids with
N,N-dimethylformamide:
benzene-1,4-dicarboxylic acid N,N-dimethylformamide disolvate,
benzene-1,2,4,5-tetracarboxylic acid N,N-dimethylformamide tetrasolvate and
benzene-1,2,3-tricarboxylic acid N,N-dimethylformamide disolvate monohydrate
;
loop_
_publ_author_name
  'Dale, Sophie H.'
  'Elsegood, Mark R.J.'
_chemical_formula_moiety  'C10 H6 O8, 4C3 H7 N O'
_chemical_formula_sum  'C22 H34 N4 O12'
_chemical_formula_iupac  'C10 H6 O8, 4C3 H7 N O'
_chemical_formula_weight  546.53
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  12.8905(10)
_cell_length_b  7.9398(6)
_cell_length_c  13.8078(10)
_cell_angle_alpha  90.00
_cell_angle_beta  108.162(2)
_cell_angle_gamma  90.00
_cell_volume  1342.79(17)
_cell_formula_units_Z  2
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.352
_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
  C1 -0.02936(9) 1.15687(14) 0.02955(8) 0.0237(2) Uani d . 1 . . C
  C2 0.07958(9) 1.11810(15) 0.04362(9) 0.0253(2) Uani d . 1 . . C
  H2A 0.1343 1.1992 0.0738 0.030 Uiso calc R 1 . . H
  C3 0.10990(9) 0.96287(15) 0.01433(8) 0.0240(2) Uani d . 1 . . C
  C4 -0.05675(10) 1.33162(15) 0.05531(9) 0.0267(3) Uani d . 1 . . C
  O1 -0.11925(7) 1.42163(12) -0.00569(8) 0.0390(2) Uani d . 1 . . O
  O2 -0.00097(9) 1.37265(12) 0.14924(7) 0.0381(2) Uani d . 1 . . O
  H2 -0.0168(15) 1.481(3) 0.1616(14) 0.057 Uiso d . 1 . . H
  C5 0.22954(9) 0.93294(16) 0.03142(9) 0.0275(3) Uani d . 1 . . C
  O3 0.29836(7) 0.98649(16) 0.10621(8) 0.0494(3) Uani d . 1 . . O
  O4 0.25066(7) 0.85283(12) -0.04312(7) 0.0332(2) Uani d . 1 . . O
  H4 0.3257(15) 0.832(2) -0.0226(13) 0.050 Uiso d . 1 . . H
  C6 0.51767(10) 0.84451(16) 0.07839(10) 0.0309(3) Uani d . 1 . . C
  H6 0.4884 0.9216 0.1156 0.037 Uiso calc R 1 . . H
  O5 0.45481(7) 0.78348(12) -0.00169(7) 0.0346(2) Uani d . 1 . . O
  N1 0.62271(9) 0.80804(15) 0.11438(9) 0.0336(3) Uani d . 1 . . N
  C7 0.67272(12) 0.6921(2) 0.06036(13) 0.0451(4) Uani d . 1 . . C
  H7A 0.6494 0.5768 0.0683 0.068 Uiso calc R 1 . . H
  H7B 0.7524 0.6998 0.0886 0.068 Uiso calc R 1 . . H
  H7C 0.6500 0.7216 -0.0122 0.068 Uiso calc R 1 . . H
  C8 0.69038(12) 0.8810(2) 0.21002(12) 0.0462(4) Uani d . 1 . . C
  H8A 0.6466 0.9597 0.2358 0.069 Uiso calc R 1 . . H
  H8B 0.7518 0.9414 0.1985 0.069 Uiso calc R 1 . . H
  H8C 0.7182 0.7912 0.2600 0.069 Uiso calc R 1 . . H
  C9 0.06223(11) 1.75010(17) 0.22678(10) 0.0322(3) Uani d . 1 . . C
  H9 0.1213 1.6993 0.2103 0.039 Uiso calc R 1 . . H
  O6 -0.02586(8) 1.67321(12) 0.20340(8) 0.0402(2) Uani d . 1 . . O
  N2 0.07929(8) 1.89666(14) 0.27270(8) 0.0308(2) Uani d . 1 . . N
  C10 -0.00745(13) 1.9791(2) 0.30094(14) 0.0483(4) Uani d . 1 . . C
  H10A -0.0405 2.0668 0.2509 0.072 Uiso calc R 1 . . H
  H10B 0.0226 2.0301 0.3685 0.072 Uiso calc R 1 . . H
  H10C -0.0631 1.8960 0.3024 0.072 Uiso calc R 1 . . H
  C11 0.18364(13) 1.9831(2) 0.29769(13) 0.0537(4) Uani d . 1 . . C
  H11A 0.2338 1.9184 0.2714 0.081 Uiso calc R 1 . . H
  H11B 0.2145 1.9938 0.3719 0.081 Uiso calc R 1 . . H
  H11C 0.1730 2.0954 0.2667 0.081 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
  C1 0.0246(6) 0.0242(6) 0.0208(5) -0.0013(4) 0.0048(4) 0.0000(4)
  C2 0.0222(5) 0.0265(6) 0.0250(6) -0.0047(4) 0.0042(4) -0.0032(4)
  C3 0.0210(5) 0.0278(6) 0.0213(5) -0.0013(4) 0.0039(4) -0.0002(4)
  C4 0.0246(6) 0.0242(6) 0.0310(6) -0.0033(4) 0.0082(5) -0.0017(5)
  O1 0.0317(5) 0.0301(5) 0.0462(6) 0.0051(4) -0.0009(4) -0.0006(4)
  O2 0.0552(6) 0.0244(5) 0.0296(5) 0.0024(4) 0.0058(4) -0.0056(4)
  C5 0.0230(5) 0.0288(6) 0.0290(6) -0.0012(5) 0.0056(5) -0.0020(5)
  O3 0.0228(5) 0.0757(8) 0.0434(6) 0.0007(5) 0.0010(4) -0.0262(6)
  O4 0.0231(4) 0.0435(5) 0.0326(5) -0.0004(4) 0.0082(4) -0.0086(4)
  C6 0.0284(6) 0.0288(6) 0.0375(7) 0.0008(5) 0.0131(5) 0.0078(5)
  O5 0.0274(4) 0.0382(5) 0.0385(5) 0.0029(4) 0.0108(4) 0.0020(4)
  N1 0.0256(5) 0.0371(6) 0.0386(6) 0.0006(4) 0.0108(5) 0.0091(5)
  C7 0.0318(7) 0.0540(9) 0.0529(9) 0.0098(6) 0.0179(7) 0.0079(7)
  C8 0.0327(7) 0.0575(10) 0.0440(8) -0.0058(7) 0.0057(6) 0.0060(7)
  C9 0.0325(6) 0.0339(7) 0.0299(6) 0.0087(5) 0.0091(5) -0.0002(5)
  O6 0.0440(6) 0.0277(5) 0.0448(6) -0.0034(4) 0.0079(4) -0.0111(4)
  N2 0.0254(5) 0.0314(6) 0.0328(6) -0.0035(4) 0.0050(4) -0.0032(4)
  C10 0.0438(8) 0.0341(8) 0.0655(10) 0.0038(6) 0.0148(7) -0.0185(7)
  C11 0.0383(8) 0.0701(11) 0.0449(9) -0.0239(8) 0.0015(7) 0.0045(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
  C1 C2 . 1.3909(16) Y
  C1 C3 3_575 1.3988(16) Y
  C1 C4 . 1.5015(16) Y
  C2 C3 . 1.3906(17) Y
  C2 H2A . 0.9500 ?
  C3 C5 . 1.5045(16) Y
  C4 O1 . 1.2025(15) Y
  C4 O2 . 1.3130(15) Y
  O2 H2 . 0.91(2) ?
  C5 O3 . 1.2097(15) Y
  C5 O4 . 1.3087(15) Y
  O4 H4 . 0.935(18) ?
  C6 O5 . 1.2471(16) ?
  C6 N1 . 1.3208(16) ?
  C6 H6 . 0.9500 ?
  N1 C7 . 1.4560(19) ?
  N1 C8 . 1.4569(19) ?
  C7 H7A . 0.9800 ?
  C7 H7B . 0.9800 ?
  C7 H7C . 0.9800 ?
  C8 H8A . 0.9800 ?
  C8 H8B . 0.9800 ?
  C8 H8C . 0.9800 ?
  C9 O6 . 1.2400(16) ?
  C9 N2 . 1.3105(17) ?
  C9 H9 . 0.9500 ?
  N2 C10 . 1.4499(18) ?
  N2 C11 . 1.4527(17) ?
  C10 H10A . 0.9800 ?
  C10 H10B . 0.9800 ?
  C10 H10C . 0.9800 ?
  C11 H11A . 0.9800 ?
  C11 H11B . 0.9800 ?
  C11 H11C . 0.9800 ?