data_2012265
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1194
_journal_page_last  1195
_publ_section_title
;
Hexahydroxybenzene-2,2'-bipyridine (1/2)
;
loop_
_publ_author_name
  'Cowan, John A.'
  'Howard, Judith A. K.'
  'Leech, Michael A.'
  'Puschmann, Horst'
  'Williams, Ian D.'
_chemical_name_common  'bis-(2,2-bipyridyl) hexahydroxybenzene'
_chemical_formula_moiety  'C6 H6 O6 , 2C10 H8 N2'
_chemical_formula_sum  'C26 H22 N4 O6'
_chemical_formula_weight  486.48
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.2913(5)
_cell_length_b  7.9434(5)
_cell_length_c  9.9197(7)
_cell_angle_alpha  76.584(4)
_cell_angle_beta  80.959(4)
_cell_angle_gamma  86.321(4)
_cell_volume  551.68(6)
_cell_formula_units_Z  1
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.464
_diffrn_ambient_temperature  100(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  .16996(15)  .52804(13)  -.08938(11)  .0142(2) Uani d . 1 . . C
  O1  .33398(11)  .55394(11)  -.18105(8)  .01782(19) Uani d . 1 . . O
  H1  .427(3)  .537(3)  -.136(2)  .045(5) Uiso d . 1 . . H
  C2  .16557(15)  .44537(13)  .05206(11)  .0139(2) Uani d . 1 . . C
  O2  .33287(11)  .39335(10)  .09993(8)  .01630(18) Uani d . 1 . . O
  H2  .315(3)  .295(3)  .163(2)  .048(5) Uiso d . 1 . . H
  C3  -.00342(15)  .41799(13)  .14194(10)  .0143(2) Uani d . 1 . . C
  O3  .00197(12)  .34774(10)  .28181(8)  .01730(19) Uani d . 1 . . O
  H3  -.077(3)  .261(3)  .315(2)  .043(5) Uiso d . 1 . . H
  C10  .26616(15)  -.04066(14)  .37534(11)  .0152(2) Uani d . 1 . . C
  N1  .30727(13)  .06018(12)  .24539(10)  .0169(2) Uani d . 1 . . N
  C12  .31299(17)  -.01257(15)  .13510(12)  .0202(2) Uani d . 1 . . C
  H12  .342(2)  .067(2)  .0444(17)  .025(4) Uiso d . 1 . . H
  C13  .27951(18)  -.18639(15)  .14682(13)  .0223(2) Uani d . 1 . . C
  H13  .287(2)  -.231(2)  .0611(17)  .027(4) Uiso d . 1 . . H
  C14  .23513(18)  -.28999(15)  .28074(12)  .0209(2) Uani d . 1 . . C
  H14  .204(2)  -.413(2)  .2928(18)  .033(4) Uiso d . 1 . . H
  C15  .22906(17)  -.21697(14)  .39622(12)  .0184(2) Uani d . 1 . . C
  H15  .198(2)  -.289(2)  .4884(18)  .030(4) Uiso d . 1 . . H
  C20  .26165(15)  .04352(13)  .49592(11)  .0153(2) Uani d . 1 . . C
  N2  .19573(14)  -.05152(12)  .62402(10)  .0177(2) Uani d . 1 . . N
  C22  .18863(18)  .01969(15)  .73523(12)  .0211(2) Uani d . 1 . . C
  H22  .141(2)  -.054(2)  .8248(18)  .028(4) Uiso d . 1 . . H
  C23  .24377(18)  .18730(16)  .72545(12)  .0213(2) Uani d . 1 . . C
  H23  .232(2)  .231(2)  .8112(18)  .031(4) Uiso d . 1 . . H
  C24  .31240(17)  .28460(15)  .59350(13)  .0205(2) Uani d . 1 . . C
  H24  .356(2)  .402(2)  .5849(17)  .030(4) Uiso d . 1 . . H
  C25  .32362(17)  .21210(14)  .47730(12)  .0190(2) Uani d . 1 . . C
  H25  .376(2)  .275(2)  .3857(17)  .027(4) 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
  C1  .0153(5)  .0133(4)  .0139(4)  -.0024(4)  .0003(4)  -.0039(4)
  O1  .0139(4)  .0231(4)  .0149(4)  -.0027(3)  .0000(3)  -.0020(3)
  C2  .0149(5)  .0124(4)  .0150(5)  -.0018(4)  -.0029(4)  -.0032(4)
  O2  .0149(4)  .0157(4)  .0168(4)  -.0021(3)  -.0035(3)  .0006(3)
  C3  .0175(5)  .0130(4)  .0122(4)  -.0021(4)  -.0016(4)  -.0022(3)
  O3  .0195(4)  .0188(4)  .0125(4)  -.0046(3)  -.0024(3)  -.0001(3)
  C10  .0148(5)  .0150(5)  .0159(5)  -.0005(4)  -.0019(4)  -.0037(4)
  N1  .0168(4)  .0161(4)  .0168(4)  -.0004(3)  -.0008(3)  -.0030(3)
  C12  .0243(6)  .0197(5)  .0158(5)  -.0006(4)  -.0010(4)  -.0034(4)
  C13  .0283(6)  .0206(5)  .0192(5)  -.0015(4)  -.0017(4)  -.0080(4)
  C14  .0250(6)  .0166(5)  .0216(5)  -.0024(4)  -.0015(4)  -.0063(4)
  C15  .0217(5)  .0149(5)  .0177(5)  -.0016(4)  -.0009(4)  -.0032(4)
  C20  .0153(5)  .0144(5)  .0163(5)  .0009(4)  -.0032(4)  -.0034(4)
  N2  .0194(5)  .0170(4)  .0165(4)  -.0016(4)  -.0026(4)  -.0030(3)
  C22  .0252(6)  .0216(5)  .0161(5)  -.0027(4)  -.0021(4)  -.0037(4)
  C23  .0249(6)  .0213(5)  .0200(5)  .0007(4)  -.0053(4)  -.0083(4)
  C24  .0235(6)  .0162(5)  .0230(5)  -.0008(4)  -.0061(4)  -.0049(4)
  C25  .0221(6)  .0156(5)  .0190(5)  -.0023(4)  -.0039(4)  -.0026(4)
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 O1 . 1.3793(13) ?
  C1 C3 2_565 1.3994(15) ?
  C1 C2 . 1.4007(14) ?
  O1 H1 .  .86(2) ?
  C2 O2 . 1.3822(13) ?
  C2 C3 . 1.3999(15) ?
  O2 H2 .  .88(2) ?
  C3 O3 . 1.3758(12) ?
  C3 C1 2_565 1.3994(15) ?
  O3 H3 .  .89(2) ?
  C10 N1 . 1.3503(14) ?
  C10 C15 . 1.4049(15) ?
  C10 C20 . 1.4950(15) ?
  N1 C12 . 1.3448(15) ?
  C12 C13 . 1.3926(16) ?
  C12 H12 .  .975(16) ?
  C13 C14 . 1.3923(16) ?
  C13 H13 .  .985(16) ?
  C14 C15 . 1.3928(16) ?
  C14 H14 .  .991(17) ?
  C15 H15 .  .961(17) ?
  C20 N2 . 1.3509(14) ?
  C20 C25 . 1.4029(15) ?
  N2 C22 . 1.3445(15) ?
  C22 C23 . 1.3929(17) ?
  C22 H22 .  .968(17) ?
  C23 C24 . 1.3912(17) ?
  C23 H23 .  .978(17) ?
  C24 C25 . 1.3926(16) ?
  C24 H24 .  .986(17) ?
  C25 H25 .  .961(17) ?