#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008299.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_2008299
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  430
_journal_page_last  432
_publ_section_title
;
Self-assembled triple helices in the hydrogen-bonded
structure of 2,2'-biphenol--4,4'-bipyridyl (1/1)
;
loop_
_publ_author_name
  'Lavender, Emma S.'
  'Ferguson, George'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C12 H10 O2, C10 H8 N2'
_chemical_formula_sum  'C22 H18 N2 O2'
_chemical_formula_weight  342.38
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
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  10.8952(17)
_cell_length_b  9.9647(10)
_cell_length_c  16.288(4)
_cell_angle_alpha  90.00
_cell_angle_beta  93.982(12)
_cell_angle_gamma  90.00
_cell_volume  1764.1(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  294.0(10)
_exptl_crystal_density_diffrn  1.289
_diffrn_ambient_temperature  294.0(10)
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 0.08612(13) -0.03570(13) 0.36120(9) 0.0579(4) Uani d . 1 . . O
  O2 0.16921(13) -0.46134(12) 0.41877(8) 0.0531(4) Uani d . 1 . . O
  C11 0.01306(16) -0.23801(18) 0.41580(10) 0.0361(4) Uani d . 1 . . C
  C12 -0.00394(17) -0.13003(18) 0.36153(11) 0.0411(5) Uani d . 1 . . C
  C13 -0.10837(19) -0.1229(2) 0.30851(12) 0.0539(6) Uani d . 1 . . C
  C14 -0.19623(19) -0.2219(2) 0.30817(13) 0.0586(6) Uani d . 1 . . C
  C15 -0.18159(19) -0.3288(2) 0.36115(13) 0.0560(6) Uani d . 1 . . C
  C16 -0.07787(17) -0.33595(19) 0.41409(12) 0.0463(5) Uani d . 1 . . C
  C21 0.12501(16) -0.24903(18) 0.47406(10) 0.0366(4) Uani d . 1 . . C
  C22 0.19926(16) -0.36386(18) 0.47466(11) 0.0392(5) Uani d . 1 . . C
  C23 0.30128(18) -0.3742(2) 0.52993(12) 0.0493(5) Uani d . 1 . . C
  C24 0.33077(19) -0.2717(2) 0.58449(12) 0.0551(6) Uani d . 1 . . C
  C25 0.2597(2) -0.1579(2) 0.58425(12) 0.0534(6) Uani d . 1 . . C
  C26 0.15835(18) -0.14702(19) 0.52938(11) 0.0458(5) Uani d . 1 . . C
  C31 0.07785(16) 0.43309(18) 0.18620(11) 0.0378(4) Uani d . 1 . . C
  C32 0.02882(18) 0.4189(2) 0.26230(12) 0.0478(5) Uani d . 1 . . C
  C33 0.01106(19) 0.2932(2) 0.29365(13) 0.0567(6) Uani d . 1 . . C
  N34 0.03593(17) 0.18050(18) 0.25496(12) 0.0602(5) Uani d . 1 . . N
  C35 0.0780(2) 0.1945(2) 0.18045(15) 0.0650(6) Uani d . 1 . . C
  C36 0.1007(2) 0.31595(18) 0.14475(13) 0.0538(6) Uani d . 1 . . C
  C41 0.11094(16) 0.56638(18) 0.15429(11) 0.0363(4) Uani d . 1 . . C
  C42 0.12901(19) 0.5881(2) 0.07205(12) 0.0498(5) Uani d . 1 . . C
  C43 0.1644(2) 0.7118(2) 0.04595(13) 0.0611(6) Uani d . 1 . . C
  N44 0.18311(16) 0.81736(16) 0.09588(12) 0.0570(5) Uani d . 1 . . N
  C45 0.16455(19) 0.7968(2) 0.17451(14) 0.0520(5) Uani d . 1 . . C
  C46 0.12949(18) 0.67619(18) 0.20610(12) 0.0446(5) Uani d . 1 . . C
  H1 0.0649 0.0240 0.3286 0.087 Uiso calc R 1 . . H
  H2 0.2170 -0.5245 0.4259 0.080 Uiso calc R 1 . . H
  H13 -0.1193 -0.0505 0.2727 0.065 Uiso calc R 1 . . H
  H14 -0.2659 -0.2164 0.2719 0.070 Uiso calc R 1 . . H
  H15 -0.2412 -0.3956 0.3612 0.067 Uiso calc R 1 . . H
  H16 -0.0683 -0.4085 0.4498 0.056 Uiso calc R 1 . . H
  H23 0.3501 -0.4508 0.5302 0.059 Uiso calc R 1 . . H
  H24 0.3991 -0.2796 0.6217 0.066 Uiso calc R 1 . . H
  H25 0.2799 -0.0886 0.6210 0.064 Uiso calc R 1 . . H
  H26 0.1109 -0.0694 0.5293 0.055 Uiso calc R 1 . . H
  H32 0.0081 0.4945 0.2919 0.057 Uiso calc R 1 . . H
  H33 -0.0203 0.2867 0.3452 0.068 Uiso calc R 1 . . H
  H35 0.0930 0.1171 0.1508 0.078 Uiso calc R 1 . . H
  H36 0.1312 0.3193 0.0929 0.065 Uiso calc R 1 . . H
  H42 0.1170 0.5184 0.0344 0.060 Uiso calc R 1 . . H
  H43 0.1762 0.7231 -0.0096 0.073 Uiso calc R 1 . . H
  H45 0.1761 0.8687 0.2106 0.062 Uiso calc R 1 . . H
  H46 0.1182 0.6681 0.2620 0.054 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
  O1 0.0636(10) 0.0444(9) 0.0647(10) -0.0045(7) -0.0033(8) 0.0194(7)
  O2 0.0622(9) 0.0384(8) 0.0573(9) 0.0137(7) -0.0055(7) -0.0078(7)
  C11 0.0414(10) 0.0359(10) 0.0319(9) 0.0058(8) 0.0095(8) -0.0029(8)
  C12 0.0480(12) 0.0356(10) 0.0404(11) 0.0030(9) 0.0078(9) -0.0017(9)
  C13 0.0563(13) 0.0553(13) 0.0496(13) 0.0093(11) -0.0011(11) 0.0069(11)
  C14 0.0454(12) 0.0728(16) 0.0563(14) 0.0061(12) -0.0050(10) -0.0068(13)
  C15 0.0463(13) 0.0602(15) 0.0620(14) -0.0077(10) 0.0076(11) -0.0060(12)
  C16 0.0468(12) 0.0453(12) 0.0480(12) -0.0003(9) 0.0112(10) 0.0026(10)
  C21 0.0436(11) 0.0345(10) 0.0324(10) -0.0020(9) 0.0077(8) 0.0048(8)
  C22 0.0485(12) 0.0339(10) 0.0356(11) -0.0005(9) 0.0066(9) 0.0025(9)
  C23 0.0528(13) 0.0456(12) 0.0495(13) 0.0061(10) 0.0017(10) 0.0123(11)
  C24 0.0533(13) 0.0664(15) 0.0445(12) -0.0058(12) -0.0041(10) 0.0103(12)
  C25 0.0645(14) 0.0533(14) 0.0422(12) -0.0108(11) 0.0012(11) -0.0056(10)
  C26 0.0569(13) 0.0395(11) 0.0417(11) 0.0024(10) 0.0087(10) -0.0021(9)
  C31 0.0373(10) 0.0362(10) 0.0398(11) 0.0010(8) 0.0032(8) 0.0019(9)
  C32 0.0522(12) 0.0480(12) 0.0441(12) -0.0059(10) 0.0094(9) 0.0006(10)
  C33 0.0587(14) 0.0616(15) 0.0504(13) -0.0093(11) 0.0081(10) 0.0135(12)
  N34 0.0619(12) 0.0473(12) 0.0714(14) -0.0047(9) 0.0051(10) 0.0184(10)
  C35 0.0825(17) 0.0376(12) 0.0766(17) 0.0038(12) 0.0185(13) 0.0031(12)
  C36 0.0756(15) 0.0348(11) 0.0528(13) 0.0064(10) 0.0183(11) 0.0009(10)
  C41 0.0349(10) 0.0350(10) 0.0395(11) 0.0014(8) 0.0058(8) 0.0019(9)
  C42 0.0665(14) 0.0393(11) 0.0445(12) -0.0092(10) 0.0105(10) -0.0009(10)
  C43 0.0784(16) 0.0573(15) 0.0489(13) -0.0135(12) 0.0130(11) 0.0099(12)
  N44 0.0610(12) 0.0424(11) 0.0672(13) -0.0130(8) 0.0020(9) 0.0096(10)
  C45 0.0581(13) 0.0380(12) 0.0586(14) -0.0033(10) -0.0055(10) -0.0030(10)
  C46 0.0538(12) 0.0379(11) 0.0418(11) -0.0012(9) 0.0017(9) -0.0008(9)
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 C12 . 1.359(2) y
  O2 C22 . 1.356(2) y
  C11 C12 . 1.397(2) no
  C11 C16 . 1.390(2) no
  C11 C21 . 1.497(2) y
  C12 C13 . 1.382(3) no
  C13 C14 . 1.374(3) no
  C14 C15 . 1.374(3) no
  C15 C16 . 1.375(3) no
  C21 C22 . 1.401(2) no
  C21 C26 . 1.390(2) no
  C22 C23 . 1.385(3) no
  C23 C24 . 1.377(3) no
  C24 C25 . 1.373(3) no
  C25 C26 . 1.376(3) no
  C31 C32 . 1.391(2) no
  C31 C36 . 1.380(2) no
  C31 C41 . 1.480(2) y
  C32 C33 . 1.372(3) no
  C33 N34 . 1.325(3) no
  N34 C35 . 1.334(3) no
  C35 C36 . 1.372(3) no
  C41 C42 . 1.384(3) no
  C41 C46 . 1.388(2) no
  C42 C43 . 1.368(3) no
  C43 N44 . 1.336(3) no
  N44 C45 . 1.327(3) no
  C45 C46 . 1.372(3) no