#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2015134.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_2015134
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o593
_journal_page_last  o595
_publ_section_title
;
Hydrogen bonding and \p--\p interactions in a laminar structure:
benzene-1,3-dicarboxylic acid--4-methylpyridine (1/2)
;
loop_
_publ_author_name
  'Zhi-Min Jin'
  'Hai Feng'
  'Li Li'
  'Mao-Lin Hu'
_chemical_formula_moiety  'C8 H6 O4 , 2C6 H7 N'
_chemical_formula_sum  'C20 H20 N2 O4'
_chemical_formula_iupac  'C8 H6 O4 , 2C6 H7 N'
_chemical_formula_weight  352.38
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'C c'
_symmetry_space_group_name_Hall  'C -2yc'
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'
_cell_length_a  6.863(6)
_cell_length_b  39.81(3)
_cell_length_c  13.527(11)
_cell_angle_alpha  90.00
_cell_angle_beta  93.276(15)
_cell_angle_gamma  90.00
_cell_volume  3690(5)
_cell_formula_units_Z  8
_cell_measurement_temperature  273(2)
_exptl_crystal_density_diffrn  1.269
_diffrn_ambient_temperature  273(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 0.2147(6) 0.33835(9) 0.0019(4) 0.1012(14) Uani d . 1 . . O
  O2 0.4830(5) 0.36691(8) -0.0152(3) 0.0812(10) Uani d . 1 . . O
  H2O 0.5275 0.3482 -0.0251 0.122 Uiso calc R 1 . . H
  O3 0.2247(7) 0.51441(9) 0.0713(4) 0.1042(14) Uani d . 1 . . O
  O4 0.4901(6) 0.48775(8) 0.0365(3) 0.0899(11) Uani d . 1 . . O
  H4O 0.5363 0.5067 0.0416 0.135 Uiso calc R 1 . . H
  C1 0.3002(6) 0.42725(10) 0.0228(3) 0.0519(10) Uani d . 1 . . C
  H1 0.4319 0.4279 0.0100 0.062 Uiso calc R 1 . . H
  C2 0.2020(6) 0.39680(11) 0.0198(3) 0.0551(10) Uani d . 1 . . C
  C3 0.0045(7) 0.39670(14) 0.0367(4) 0.0713(13) Uani d . 1 . . C
  H3 -0.0636 0.3765 0.0351 0.086 Uiso calc R 1 . . H
  C4 -0.0911(8) 0.42577(15) 0.0556(4) 0.0784(15) Uani d . 1 . . C
  H4 -0.2239 0.4254 0.0659 0.094 Uiso calc R 1 . . H
  C5 0.0076(8) 0.45523(13) 0.0593(4) 0.0716(14) Uani d . 1 . . C
  H5 -0.0585 0.4750 0.0721 0.086 Uiso calc R 1 . . H
  C6 0.2048(7) 0.45638(12) 0.0443(3) 0.0590(11) Uani d . 1 . . C
  C7 0.3056(9) 0.48884(13) 0.0515(4) 0.0731(14) Uani d . 1 . . C
  C8 0.2998(7) 0.36443(13) 0.0007(4) 0.0672(13) Uani d . 1 . . C
  O5 0.3772(7) 0.66089(9) 0.1996(4) 0.1077(15) Uani d . 1 . . O
  O6 0.1199(6) 0.68873(9) 0.2399(3) 0.0911(13) Uani d . 1 . . O
  H6O 0.0748 0.6697 0.2439 0.137 Uiso calc R 1 . . H
  O7 0.3832(6) 0.83852(10) 0.2210(4) 0.1106(16) Uani d . 1 . . O
  O8 0.1101(5) 0.81067(8) 0.2217(3) 0.0807(10) Uani d . 1 . . O
  H8O 0.0666 0.8296 0.2293 0.121 Uiso calc R 1 . . H
  C9 0.2976(7) 0.74981(10) 0.2137(3) 0.0563(11) Uani d . 1 . . C
  H9 0.1667 0.7497 0.2281 0.068 Uiso calc R 1 . . H
  C10 0.3968(7) 0.72003(12) 0.2036(3) 0.0594(11) Uani d . 1 . . C
  C11 0.5924(7) 0.72041(14) 0.1840(4) 0.0716(14) Uani d . 1 . . C
  H11 0.6597 0.7003 0.1791 0.086 Uiso calc R 1 . . H
  C12 0.6866(8) 0.74981(14) 0.1718(4) 0.0778(15) Uani d . 1 . . C
  H12 0.8174 0.7497 0.1572 0.093 Uiso calc R 1 . . H
  C13 0.5903(7) 0.77967(14) 0.1807(4) 0.0711(14) Uani d . 1 . . C
  H13 0.6555 0.7999 0.1725 0.085 Uiso calc R 1 . . H
  C14 0.3947(7) 0.77966(12) 0.2022(3) 0.0592(11) Uani d . 1 . . C
  C15 0.2970(7) 0.81222(13) 0.2159(4) 0.0689(13) Uani d . 1 . . C
  C16 0.2970(8) 0.68695(13) 0.2134(4) 0.0709(13) Uani d . 1 . . C
  N1 0.6286(7) 0.30605(10) -0.0410(3) 0.0731(11) Uani d . 1 . . N
  C17 0.5080(8) 0.28102(14) -0.0314(4) 0.0767(14) Uani d . 1 . . C
  H17 0.3792 0.2855 -0.0180 0.092 Uiso calc R 1 . . H
  C18 0.5683(10) 0.24759(14) -0.0407(5) 0.0828(18) Uani d . 1 . . C
  H18 0.4802 0.2301 -0.0339 0.099 Uiso calc R 1 . . H
  C19 0.7606(9) 0.24083(13) -0.0603(4) 0.0707(14) Uani d . 1 . . C
  C20 0.8765(8) 0.26817(14) -0.0687(4) 0.0739(13) Uani d . 1 . . C
  H20 1.0071 0.2651 -0.0813 0.089 Uiso calc R 1 . . H
  C21 0.8092(8) 0.29907(14) -0.0594(4) 0.0774(14) Uani d . 1 . . C
  H21 0.8953 0.3169 -0.0663 0.093 Uiso calc R 1 . . H
  C22 0.8317(12) 0.20595(15) -0.0709(5) 0.110(2) Uani d . 1 . . C
  H22A 0.8604 0.2020 -0.1385 0.164 Uiso calc R 1 . . H
  H22B 0.7329 0.1905 -0.0521 0.164 Uiso calc R 1 . . H
  H22C 0.9477 0.2028 -0.0289 0.164 Uiso calc R 1 . . H
  N2 0.6291(10) 0.55001(13) 0.0338(4) 0.0918(14) Uani d . 1 . . N
  C23 0.5144(8) 0.57432(17) 0.0448(4) 0.0846(16) Uani d . 1 . . C
  H23 0.3867 0.5697 0.0600 0.102 Uiso calc R 1 . . H
  C24 0.5725(12) 0.6087(2) 0.0348(5) 0.112(3) Uani d . 1 . . C
  H24 0.4865 0.6264 0.0422 0.135 Uiso calc R 1 . . H
  C25 0.7725(9) 0.61386(13) 0.0127(4) 0.0750(14) Uani d . 1 . . C
  C26 0.8768(9) 0.58590(15) 0.0059(5) 0.0856(15) Uani d . 1 . . C
  H26 1.0082 0.5878 -0.0066 0.103 Uiso calc R 1 . . H
  C27 0.8035(10) 0.55586(17) 0.0161(5) 0.0976(18) Uani d . 1 . . C
  H27 0.8861 0.5376 0.0097 0.117 Uiso calc R 1 . . H
  C28 0.8604(16) 0.64784(17) -0.0010(6) 0.143(4) Uani d . 1 . . C
  H28A 1.0001 0.6462 0.0056 0.214 Uiso calc R 1 . . H
  H28B 0.8162 0.6629 0.0484 0.214 Uiso calc R 1 . . H
  H28C 0.8215 0.6562 -0.0656 0.214 Uiso calc R 1 . . H
  N3 -0.0249(7) 0.62792(11) 0.2657(3) 0.0777(12) Uani d . 1 . . N
  C29 0.0890(9) 0.60250(16) 0.2555(5) 0.0857(16) Uani d . 1 . . C
  H29 0.2174 0.6064 0.2403 0.103 Uiso calc R 1 . . H
  C30 0.0269(11) 0.56907(16) 0.2665(5) 0.0931(19) Uani d . 1 . . C
  H30 0.1119 0.5512 0.2596 0.112 Uiso calc R 1 . . H
  C31 -0.1649(9) 0.56391(13) 0.2881(4) 0.0784(15) Uani d . 1 . . C
  C32 -0.2749(10) 0.59173(16) 0.2988(5) 0.0855(16) Uani d . 1 . . C
  C33 -0.2040(9) 0.62238(15) 0.2874(5) 0.0866(16) Uani d . 1 . . C
  H33 -0.2859 0.6407 0.2953 0.104 Uiso calc R 1 . . H
  C34 -0.2474(13) 0.5293(2) 0.3007(7) 0.125(3) Uani d . 1 . . C
  H34A -0.3774 0.5310 0.3229 0.188 Uiso calc R 1 . . H
  H34B -0.1669 0.5171 0.3487 0.188 Uiso calc R 1 . . H
  H34C -0.2506 0.5176 0.2385 0.188 Uiso calc R 1 . . H
  N4 -0.0301(7) 0.87121(11) 0.2544(3) 0.0757(12) Uani d . 1 . . N
  C35 0.0856(7) 0.89657(15) 0.2559(4) 0.0749(14) Uani d . 1 . . C
  H35 0.2160 0.8927 0.2441 0.090 Uiso calc R 1 . . H
  C36 0.0285(10) 0.92941(15) 0.2739(4) 0.0861(18) Uani d . 1 . . C
  H36 0.1173 0.9471 0.2741 0.103 Uiso calc R 1 . . H
  C37 -0.1700(9) 0.93494(13) 0.2918(3) 0.0740(15) Uani d . 1 . . C
  C38 -0.2830(8) 0.90716(14) 0.2877(4) 0.0735(13) Uani d . 1 . . C
  H38 -0.4155 0.9091 0.2978 0.088 Uiso calc R 1 . . H
  C39 -0.2087(9) 0.87673(14) 0.2694(4) 0.0812(15) Uani d . 1 . . C
  H39 -0.2934 0.8585 0.2676 0.097 Uiso calc R 1 . . H
  C40 -0.2492(15) 0.96900(16) 0.3115(5) 0.124(3) Uani d . 1 . . C
  H40A -0.2627 0.9814 0.2507 0.186 Uiso calc R 1 . . H
  H40B -0.1614 0.9806 0.3575 0.186 Uiso calc R 1 . . H
  H40C -0.3744 0.9669 0.3391 0.186 Uiso calc R 1 . . H
  H32 -0.404(12) 0.589(2) 0.315(6) 0.148 Uiso d . 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 0.081(3) 0.057(2) 0.166(4) -0.014(2) 0.013(2) -0.010(2)
  O2 0.065(2) 0.0588(19) 0.122(3) -0.0002(16) 0.0245(19) -0.0053(19)
  O3 0.128(4) 0.054(2) 0.133(4) 0.013(2) 0.026(3) -0.004(2)
  O4 0.092(3) 0.056(2) 0.122(3) -0.0162(19) 0.011(2) -0.005(2)
  C1 0.047(2) 0.057(3) 0.051(2) -0.0004(19) -0.0002(17) -0.0019(19)
  C2 0.051(2) 0.057(3) 0.057(2) 0.0005(19) 0.0019(18) 0.005(2)
  C3 0.057(3) 0.079(3) 0.078(3) -0.013(3) 0.000(2) 0.004(3)
  C4 0.052(3) 0.098(4) 0.085(3) 0.007(3) 0.005(2) 0.008(3)
  C5 0.071(3) 0.073(3) 0.071(3) 0.024(3) 0.000(2) 0.004(2)
  C6 0.058(3) 0.066(3) 0.053(2) 0.004(2) 0.0045(19) 0.009(2)
  C7 0.094(4) 0.056(3) 0.069(3) -0.003(3) 0.004(3) 0.006(2)
  C8 0.066(3) 0.065(3) 0.071(3) -0.006(2) 0.006(2) 0.005(2)
  O5 0.100(3) 0.057(2) 0.169(4) 0.009(2) 0.032(3) -0.012(2)
  O6 0.081(3) 0.054(2) 0.141(4) -0.0035(18) 0.035(2) -0.004(2)
  O7 0.089(3) 0.063(2) 0.182(5) -0.014(2) 0.029(3) -0.015(3)
  O8 0.073(2) 0.0539(19) 0.116(3) 0.0023(17) 0.012(2) -0.0016(18)
  C9 0.049(3) 0.058(3) 0.063(3) 0.002(2) 0.0049(19) -0.001(2)
  C10 0.064(3) 0.061(3) 0.053(2) 0.005(2) 0.005(2) 0.0013(19)
  C11 0.065(3) 0.079(4) 0.071(3) 0.021(3) 0.009(2) 0.002(2)
  C12 0.050(3) 0.101(4) 0.083(3) 0.002(3) 0.011(2) 0.006(3)
  C13 0.068(3) 0.079(4) 0.066(3) -0.017(3) 0.003(2) 0.002(2)
  C14 0.061(3) 0.060(3) 0.056(3) -0.005(2) 0.004(2) 0.0003(19)
  C15 0.063(3) 0.067(3) 0.078(3) -0.007(2) 0.012(2) 0.000(2)
  C16 0.075(4) 0.062(3) 0.076(3) 0.007(3) 0.009(3) -0.004(2)
  N1 0.082(3) 0.059(2) 0.078(3) -0.012(2) 0.007(2) -0.006(2)
  C17 0.061(3) 0.085(4) 0.086(3) 0.001(3) 0.017(2) -0.004(3)
  C18 0.100(5) 0.066(3) 0.083(4) -0.026(3) 0.009(3) 0.001(3)
  C19 0.094(4) 0.062(3) 0.057(3) 0.013(3) 0.005(2) -0.006(2)
  C20 0.066(3) 0.077(4) 0.079(3) 0.002(3) 0.008(2) -0.006(3)
  C21 0.068(3) 0.076(3) 0.089(4) -0.015(3) 0.011(3) -0.005(3)
  C22 0.164(7) 0.071(4) 0.095(4) 0.029(4) 0.020(4) -0.006(3)
  N2 0.111(4) 0.081(3) 0.083(3) -0.001(3) -0.004(3) -0.001(3)
  C23 0.065(3) 0.102(5) 0.088(4) -0.011(3) 0.012(3) -0.008(3)
  C24 0.141(7) 0.114(5) 0.081(4) 0.060(5) -0.001(4) -0.022(4)
  C25 0.102(4) 0.056(3) 0.067(3) -0.007(3) 0.003(3) -0.002(2)
  C26 0.075(3) 0.081(4) 0.100(4) -0.007(3) -0.002(3) 0.002(3)
  C27 0.086(5) 0.085(4) 0.120(5) -0.005(4) -0.009(4) 0.003(4)
  C28 0.230(11) 0.082(5) 0.116(6) -0.058(6) 0.002(6) 0.006(4)
  N3 0.094(3) 0.060(2) 0.078(3) 0.003(2) 0.002(2) -0.004(2)
  C29 0.075(4) 0.079(4) 0.103(4) -0.002(3) 0.007(3) -0.010(3)
  C30 0.115(5) 0.070(4) 0.095(4) 0.027(3) 0.008(4) -0.006(3)
  C31 0.096(4) 0.059(3) 0.080(4) -0.009(3) 0.001(3) 0.002(2)
  C32 0.087(4) 0.081(4) 0.089(4) -0.002(3) 0.005(3) 0.000(3)
  C33 0.084(4) 0.067(3) 0.109(5) 0.005(3) 0.006(3) -0.008(3)
  C34 0.125(6) 0.125(6) 0.125(6) 0.000(5) 0.007(5) 0.000(5)
  N4 0.071(3) 0.068(3) 0.088(3) -0.003(2) 0.005(2) 0.006(2)
  C35 0.062(3) 0.075(4) 0.088(4) 0.003(3) 0.006(2) 0.012(3)
  C36 0.099(5) 0.077(4) 0.080(4) -0.036(3) -0.012(3) 0.011(3)
  C37 0.101(4) 0.070(3) 0.051(3) 0.014(3) -0.005(3) -0.002(2)
  C38 0.067(3) 0.076(3) 0.077(3) -0.001(3) 0.001(2) 0.001(3)
  C39 0.081(4) 0.063(3) 0.099(4) -0.008(3) 0.002(3) 0.007(3)
  C40 0.202(9) 0.080(4) 0.088(4) 0.033(5) -0.003(4) -0.011(3)
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 C8 . 1.192(6) yes
  O2 C8 . 1.292(6) yes
  O2 H2O . 0.8200 ?
  O3 C7 . 1.197(6) yes
  O4 C7 . 1.294(7) yes
  O4 H4O . 0.8200 ?
  C1 C6 . 1.372(6) yes
  C1 C2 . 1.387(6) yes
  C1 H1 . 0.9300 ?
  C2 C3 . 1.387(7) yes
  C2 C8 . 1.482(7) yes
  C3 C4 . 1.362(7) yes
  C3 H3 . 0.9300 ?
  C4 C5 . 1.354(7) yes
  C4 H4 . 0.9300 ?
  C5 C6 . 1.381(7) yes
  C5 H5 . 0.9300 ?
  C6 C7 . 1.466(7) yes
  O5 C16 . 1.194(6) ?
  O6 C16 . 1.289(6) ?
  O6 H6O . 0.8200 ?
  O7 C15 . 1.203(6) ?
  O8 C15 . 1.291(6) ?
  O8 H8O . 0.8200 ?
  C9 C14 . 1.376(6) ?
  C9 C10 . 1.378(6) ?
  C9 H9 . 0.9300 ?
  C10 C11 . 1.383(7) ?
  C10 C16 . 1.494(7) ?
  C11 C12 . 1.352(7) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.369(7) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.390(7) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.476(7) ?
  N1 C17 . 1.306(6) yes
  N1 C21 . 1.308(7) yes
  C17 C18 . 1.402(8) yes
  C17 H17 . 0.9300 ?
  C18 C19 . 1.387(9) yes
  C18 H18 . 0.9300 ?
  C19 C20 . 1.356(8) yes
  C19 C22 . 1.481(8) yes
  C20 C21 . 1.322(8) yes
  C20 H20 . 0.9300 ?
  C21 H21 . 0.9300 ?
  C22 H22A . 0.9600 ?
  C22 H22B . 0.9600 ?
  C22 H22C . 0.9600 ?
  N2 C27 . 1.255(8) ?
  N2 C23 . 1.262(8) ?
  C23 C24 . 1.433(10) ?
  C23 H23 . 0.9300 ?
  C24 C25 . 1.436(10) ?
  C24 H24 . 0.9300 ?
  C25 C26 . 1.330(8) ?
  C25 C28 . 1.497(8) ?
  C26 C27 . 1.308(8) ?
  C26 H26 . 0.9300 ?
  C27 H27 . 0.9300 ?
  C28 H28A . 0.9600 ?
  C28 H28B . 0.9600 ?
  C28 H28C . 0.9600 ?
  N3 C29 . 1.291(7) ?
  N3 C33 . 1.299(8) ?
  C29 C30 . 1.408(9) ?
  C29 H29 . 0.9300 ?
  C30 C31 . 1.380(9) ?
  C30 H30 . 0.9300 ?
  C31 C32 . 1.353(8) ?
  C31 C34 . 1.504(9) ?
  C32 C33 . 1.326(8) ?
  C32 H32 . 0.93(8) ?
  C33 H33 . 0.9300 ?
  C34 H34A . 0.9600 ?
  C34 H34B . 0.9600 ?
  C34 H34C . 0.9600 ?
  N4 C39 . 1.273(7) ?
  N4 C35 . 1.284(7) ?
  C35 C36 . 1.390(8) ?
  C35 H35 . 0.9300 ?
  C36 C37 . 1.415(9) ?
  C36 H36 . 0.9300 ?
  C37 C38 . 1.350(8) ?
  C37 C40 . 1.490(8) ?
  C38 C39 . 1.343(8) ?
  C38 H38 . 0.9300 ?
  C39 H39 . 0.9300 ?
  C40 H40A . 0.9600 ?
  C40 H40B . 0.9600 ?
  C40 H40C . 0.9600 ?