#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008517.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_2008517
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  770
_journal_page_last  772
_publ_section_title
;
4-({\it p}-Methoxyphenyl)-3,5-bis(2-pyridyl)-4{\it H}-1,2,4-triazole
;
loop_
_publ_author_name
  'Hoong-Kun Fun'
  'Kandasamy Chinnakali'
  'Sichang Shao'
  'Dunru Zhu'
  'Xiao Zeng You'
_chemical_formula_sum  'C19 H15 N5 O'
_chemical_formula_weight  329.36
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
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  11.5436(4)
_cell_length_b  18.2820(6)
_cell_length_c  8.2935(3)
_cell_angle_alpha  90.00
_cell_angle_beta  107.1410(10)
_cell_angle_gamma  90.00
_cell_volume  1672.50(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.308
_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  .71993(9)  .66926(9)  .74893(18)  .0847(4) Uani d . 1 . . O
  N1  .23209(8)  .65661(5)  .71508(14)  .0380(2) Uani d . 1 . . N
  N2  .05808(10)  .60161(7)  .69305(17)  .0544(3) Uani d . 1 . . N
  N3  .03938(10)  .67646(7)  .68962(17)  .0538(3) Uani d . 1 . . N
  N4  .33529(10)  .50901(6)  .84284(15)  .0480(3) Uani d . 1 . . N
  N5  .24555(11)  .81409(6)  .63824(16)  .0503(3) Uani d . 1 . . N
  C1  .17326(11)  .59117(7)  .70890(17)  .0426(3) Uani d . 1 . . C
  C2  .14392(10)  .70843(7)  .70312(17)  .0422(3) Uani d . 1 . . C
  C3  .23130(11)  .51863(7)  .71911(17)  .0418(3) Uani d . 1 . . C
  C4  .38825(15)  .44356(8)  .8516(2)  .0544(4) Uani d . 1 . . C
  C5  .34158(16)  .38704(9)  .7408(2)  .0593(4) Uani d . 1 . . C
  C6  .23474(16)  .39774(9)  .6151(2)  .0599(4) Uani d . 1 . . C
  C7  .17814(13)  .46466(8)  .6038(2)  .0511(3) Uani d . 1 . . C
  C8  .15775(11)  .78835(7)  .69820(17)  .0427(3) Uani d . 1 . . C
  C9  .07761(14)  .83327(9)  .7489(2)  .0555(4) Uani d . 1 . . C
  C10  .08792(17)  .90788(10)  .7342(3)  .0680(5) Uani d . 1 . . C
  C11  .17786(18)  .93517(10)  .6744(2)  .0681(5) Uani d . 1 . . C
  C12  .25431(16)  .88669(9)  .6287(2)  .0596(4) Uani d . 1 . . C
  C13  .35842(10)  .66457(6)  .72576(16)  .0357(3) Uani d . 1 . . C
  C14  .43754(10)  .69963(7)  .86042(17)  .0392(3) Uani d . 1 . . C
  C15  .56013(11)  .70294(7)  .87120(18)  .0442(3) Uani d . 1 . . C
  C16  .60146(11)  .66946(8)  .74956(19)  .0497(3) Uani d . 1 . . C
  C17  .52065(13)  .63441(9)  .6145(2)  .0545(4) Uani d . 1 . . C
  C18  .39874(12)  .63256(8)  .60121(18)  .0459(3) Uani d . 1 . . C
  C19  .81194(14)  .68051(15)  .9013(3)  .0775(6) Uani d . 1 . . C
  H4  .4645(14)  .4366(8)  .942(2)  .056(4) Uiso d . 1 . . H
  H5  .3838(16)  .3432(10)  .753(2)  .072(5) Uiso d . 1 . . H
  H6  .1993(16)  .3602(10)  .535(3)  .075(5) Uiso d . 1 . . H
  H7  .1055(15)  .4738(9)  .517(2)  .061(5) Uiso d . 1 . . H
  H9  .0167(16)  .8116(10)  .794(2)  .072(5) Uiso d . 1 . . H
  H10  .0327(17)  .9402(11)  .768(2)  .084(6) Uiso d . 1 . . H
  H11  .1901(16)  .9860(11)  .662(2)  .078(6) Uiso d . 1 . . H
  H12  .3226(17)  .9045(10)  .586(3)  .076(5) Uiso d . 1 . . H
  H14  .4071(13)  .7224(8)  .947(2)  .047(4) Uiso d . 1 . . H
  H15  .6155(14)  .7295(8)  .964(2)  .055(4) Uiso d . 1 . . H
  H17  .5511(15)  .6092(10)  .529(2)  .071(5) Uiso d . 1 . . H
  H18  .3403(14)  .6070(9)  .507(2)  .058(4) Uiso d . 1 . . H
  H19A  .799(3)  .6449(15)  .986(4)  .136(10) Uiso d . 1 . . H
  H19B  .808(2)  .7321(15)  .942(4)  .135(10) Uiso d . 1 . . H
  H19C  .888(2)  .6707(11)  .878(3)  .096(6) 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  .0352(5)  .1543(13)  .0698(9)  -.0076(6)  .0234(5)  -.0093(8)
  N1  .0299(4)  .0445(5)  .0391(6)  -.0003(4)  .0095(4)  -.0018(4)
  N2  .0347(5)  .0616(7)  .0653(9)  -.0061(5)  .0123(5)  -.0075(6)
  N3  .0343(5)  .0619(7)  .0639(8)  .0014(5)  .0126(5)  -.0058(6)
  N4  .0473(6)  .0439(6)  .0484(7)  -.0018(5)  .0074(5)  -.0032(5)
  N5  .0539(6)  .0516(6)  .0484(7)  .0077(5)  .0198(5)  .0070(5)
  C1  .0339(5)  .0481(7)  .0442(7)  -.0054(5)  .0091(5)  -.0035(5)
  C2  .0329(5)  .0533(7)  .0397(7)  .0045(5)  .0095(5)  -.0023(5)
  C3  .0371(6)  .0454(7)  .0441(7)  -.0072(5)  .0139(5)  -.0032(5)
  C4  .0580(8)  .0483(7)  .0527(9)  .0036(6)  .0099(7)  .0004(6)
  C5  .0778(10)  .0439(7)  .0593(10)  .0048(7)  .0251(8)  -.0031(7)
  C6  .0759(10)  .0508(8)  .0542(10)  -.0121(7)  .0209(8)  -.0132(7)
  C7  .0468(7)  .0559(8)  .0483(9)  -.0116(6)  .0105(6)  -.0082(6)
  C8  .0380(6)  .0516(7)  .0355(7)  .0079(5)  .0063(5)  .0002(5)
  C9  .0459(7)  .0649(9)  .0555(9)  .0100(7)  .0147(7)  -.0074(7)
  C10  .0673(10)  .0638(10)  .0691(11)  .0227(8)  .0144(9)  -.0091(8)
  C11  .0856(12)  .0486(9)  .0640(11)  .0137(8)  .0125(9)  .0050(7)
  C12  .0715(10)  .0554(8)  .0529(9)  .0036(7)  .0197(8)  .0111(7)
  C13  .0300(5)  .0384(6)  .0392(7)  .0009(4)  .0110(5)  .0033(5)
  C14  .0361(6)  .0395(6)  .0429(7)  -.0010(5)  .0130(5)  -.0013(5)
  C15  .0351(6)  .0503(7)  .0450(8)  -.0063(5)  .0083(5)  .0011(6)
  C16  .0333(6)  .0681(9)  .0504(8)  -.0006(6)  .0165(6)  .0072(7)
  C17  .0455(7)  .0745(10)  .0496(9)  .0018(7)  .0236(6)  -.0051(7)
  C18  .0409(6)  .0576(8)  .0399(7)  -.0041(6)  .0130(5)  -.0048(6)
  C19  .0326(7)  .1117(17)  .0863(15)  -.0021(9)  .0146(8)  -.0002(13)
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 C16 . 1.369(2) yes
  O1 C19 . 1.406(2) yes
  N1 C1 . 1.369(2) yes
  N1 C2 . 1.373(2) yes
  N1 C13 . 1.4420(10)
  yes
  N2 C1 . 1.311(2) yes
  N2 N3 . 1.384(2) yes
  N3 C2 . 1.316(2) yes
  N4 C4 . 1.336(2) yes
  N4 C3 . 1.341(2) yes
  N5 C12 . 1.335(2) yes
  N5 C8 . 1.339(2) yes
  C1 C3 . 1.4770(18) ?
  C2 C8 . 1.4716(19) ?
  C3 C7 . 1.3853(19) ?
  C4 C5 . 1.382(2) ?
  C4 H4 .  .982(16) ?
  C5 C6 . 1.374(2) ?
  C5 H5 .  .928(18) ?
  C6 C7 . 1.377(2) ?
  C6 H6 .  .960(19) ?
  C7 H7 .  .945(17) ?
  C8 C9 . 1.3917(19) ?
  C9 C10 . 1.378(2) ?
  C9 H9 .  .975(19) ?
  C10 C11 . 1.370(3) ?
  C10 H10 .  .97(2) ?
  C11 C12 . 1.380(2) ?
  C11 H11 .  .949(19) ?
  C12 H12 . 1.01(2) ?
  C13 C14 . 1.3753(17) ?
  C13 C18 . 1.3819(19) ?
  C14 C15 . 1.3927(17) ?
  C14 H14 .  .977(16) ?
  C15 C16 . 1.380(2) ?
  C15 H15 .  .972(16) ?
  C16 C17 . 1.385(2) ?
  C17 C18 . 1.3791(19) ?
  C17 H17 .  .994(19) ?
  C18 H18 .  .986(17) ?
  C19 H19A . 1.00(3) ?
  C19 H19B . 1.01(3) ?
  C19 H19C .  .98(2) ?