#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/8/8100857.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_8100857
_journal_name_full  'Zeitschrift fur Kristallographie - NCS'
_journal_year     2001
_publ_section_title
;
 Crystal Structure of
2-[5-(2-hydroxyphenyl)-1-phenyl-1H-1,2,4-triazol-3-yl]phenol
;
loop_
_publ_author_name
  'Heinz, U.'
  'Sander, J.'
  'Hegetschweiler, K.'
_chemical_formula_sum  'C20 H15 N3 O2'
_chemical_formula_structural  'C20 H15 N3 O2'
_chemical_formula_weight  329.35
_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  8.109(2)
_cell_length_b  10.052(2)
_cell_length_c  10.287(2)
_cell_angle_alpha  99.92(3)
_cell_angle_beta  97.65(3)
_cell_angle_gamma  101.81(3)
_cell_volume  796.1(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.374
_diffrn_ambient_temperature  293(2)
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.4770(2) 0.98247(16) 0.24859(17) 0.0460(4) Uani 1 2 i d . . .
O1 O 0.1038(2) 0.93238(16) -0.09515(16) 0.0650(5) Uani 1 2 i d . . .
N2 N 0.2758(2) 0.79656(16) 0.22903(17) 0.0466(4) Uani 1 2 i d . . .
O2 O 0.75760(19) 1.04369(17) 0.41670(17) 0.0661(5) Uani 1 2 i d . . .
N3 N 0.2229(2) 0.86304(17) 0.13149(17) 0.0480(4) Uani 1 2 i d . . .
C2 C 0.3478(2) 0.97382(19) 0.1478(2) 0.0436(5) Uani 1 2 i d . . .
C26 C 0.2212(3) 1.0540(2) -0.0496(2) 0.0483(5) Uani 1 2 i d . . .
C21 C 0.3436(3) 1.0777(2) 0.0650(2) 0.0459(5) Uani 1 2 i d . . .
C1 C 0.4302(2) 0.8702(2) 0.2983(2) 0.0445(5) Uani 1 2 i d . . .
C11 C 0.5392(3) 0.8365(2) 0.4067(2) 0.0484(5) Uani 1 2 i d . . .
C22 C 0.4630(3) 1.2035(2) 0.1013(2) 0.0563(6) Uani 1 2 i d . . .
H22 H 0.5468 1.2202 0.1771 0.068 Uiso 1 2 i calc R . .
C12 C 0.6992(3) 0.9263(2) 0.4598(2) 0.0533(6) Uani 1 2 i d . . .
C31 C 0.1637(3) 0.6706(2) 0.2406(2) 0.0475(5) Uani 1 2 i d . . .
C25 C 0.2181(3) 1.1565(2) -0.1232(2) 0.0571(6) Uani 1 2 i d . . .
H25 H 0.1351 1.1409 -0.1993 0.069 Uiso 1 2 i calc R . .
C16 C 0.4933(3) 0.7192(2) 0.4603(2) 0.0623(6) Uani 1 2 i d . . .
H16 H 0.3876 0.6580 0.4265 0.075 Uiso 1 2 i calc R . .
C32 C 0.0554(3) 0.6739(2) 0.3318(3) 0.0630(6) Uani 1 2 i d . . .
H32 H 0.0561 0.7569 0.3885 0.076 Uiso 1 2 i calc R . .
C13 C 0.8054(3) 0.8970(3) 0.5620(2) 0.0647(7) Uani 1 2 i d . . .
H13 H 0.9119 0.9568 0.5966 0.078 Uiso 1 2 i calc R . .
C24 C 0.3356(3) 1.2801(2) -0.0851(3) 0.0639(7) Uani 1 2 i d . . .
H24 H 0.3321 1.3486 -0.1351 0.077 Uiso 1 2 i calc R . .
C15 C 0.6003(4) 0.6919(3) 0.5618(3) 0.0722(7) Uani 1 2 i d . . .
H15 H 0.5676 0.6127 0.5962 0.087 Uiso 1 2 i calc R . .
C36 C 0.1645(3) 0.5499(2) 0.1568(2) 0.0657(7) Uani 1 2 i d . . .
H36 H 0.2383 0.5498 0.0949 0.079 Uiso 1 2 i calc R . .
C14 C 0.7561(3) 0.7819(3) 0.6126(3) 0.0700(7) Uani 1 2 i d . . .
H14 H 0.8285 0.7639 0.6821 0.084 Uiso 1 2 i calc R . .
C23 C 0.4591(3) 1.3042(2) 0.0265(3) 0.0664(7) Uani 1 2 i d . . .
H23 H 0.5400 1.3884 0.0516 0.080 Uiso 1 2 i calc R . .
C34 C -0.0533(4) 0.4300(3) 0.2537(3) 0.0812(9) Uani 1 2 i d . . .
H34 H -0.1274 0.3476 0.2580 0.097 Uiso 1 2 i calc R . .
C33 C -0.0551(3) 0.5517(3) 0.3379(3) 0.0785(8) Uani 1 2 i d . . .
H33 H -0.1304 0.5517 0.3987 0.094 Uiso 1 2 i calc R . .
C35 C 0.0560(4) 0.4292(3) 0.1643(3) 0.0819(9) Uani 1 2 i d . . .
H35 H 0.0569 0.3464 0.1082 0.098 Uiso 1 2 i calc R . .
H1O H 0.6553 1.0461 0.3377 0.120(11) Uiso 1 2 i d R . .
H2O H 0.0957 0.8775 -0.0171 0.129(12) Uiso 1 2 i d R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0444(9) 0.0372(9) 0.0544(10) 0.0090(8) 0.0066(8) 0.0069(7)
O1 0.0738(11) 0.0487(9) 0.0628(10) 0.0162(8) -0.0062(8) -0.0002(8)
N2 0.0501(10) 0.0366(9) 0.0507(10) 0.0147(8) 0.0010(8) 0.0047(8)
O2 0.0521(9) 0.0649(11) 0.0716(11) 0.0135(8) -0.0009(8) -0.0003(8)
N3 0.0525(10) 0.0387(9) 0.0509(10) 0.0160(8) 0.0007(8) 0.0057(8)
C2 0.0430(11) 0.0378(11) 0.0483(11) 0.0076(9) 0.0065(9) 0.0073(9)
C26 0.0529(12) 0.0401(11) 0.0525(12) 0.0110(9) 0.0112(10) 0.0099(9)
C21 0.0502(12) 0.0363(11) 0.0531(12) 0.0116(9) 0.0136(10) 0.0096(9)
C1 0.0442(11) 0.0384(11) 0.0501(12) 0.0076(9) 0.0059(9) 0.0105(9)
C11 0.0511(12) 0.0454(12) 0.0483(12) 0.0057(9) 0.0029(9) 0.0173(9)
C22 0.0577(13) 0.0427(12) 0.0664(14) 0.0151(10) 0.0103(11) 0.0038(10)
C12 0.0496(12) 0.0578(14) 0.0514(12) 0.0034(10) 0.0053(10) 0.0184(10)
C31 0.0495(12) 0.0389(11) 0.0509(12) 0.0161(9) -0.0022(10) 0.0043(9)
C25 0.0705(15) 0.0510(13) 0.0568(13) 0.0198(10) 0.0130(11) 0.0216(11)
C16 0.0673(15) 0.0516(13) 0.0641(15) 0.0145(11) -0.0057(12) 0.0141(11)
C32 0.0690(15) 0.0533(14) 0.0717(16) 0.0226(12) 0.0179(13) 0.0140(11)
C13 0.0525(13) 0.0751(17) 0.0616(14) 0.0017(13) -0.0018(11) 0.0220(12)
C24 0.0831(17) 0.0461(13) 0.0724(16) 0.0251(12) 0.0231(14) 0.0204(12)
C15 0.0894(19) 0.0613(15) 0.0677(16) 0.0197(12) -0.0044(14) 0.0276(14)
C36 0.0823(17) 0.0453(13) 0.0630(15) 0.0091(11) 0.0132(13) 0.0021(12)
C14 0.0732(17) 0.0782(18) 0.0602(15) 0.0099(13) -0.0061(13) 0.0365(14)
C23 0.0767(16) 0.0388(12) 0.0829(18) 0.0187(12) 0.0213(14) 0.0022(11)
C34 0.0752(18) 0.0562(16) 0.101(2) 0.0378(16) -0.0083(16) -0.0123(13)
C33 0.0700(17) 0.0787(19) 0.098(2) 0.0481(17) 0.0232(15) 0.0110(14)
C35 0.108(2) 0.0440(14) 0.0800(19) 0.0108(13) 0.0093(17) -0.0081(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.324(3) . ?
N1 C2 1.350(3) . ?
O1 C26 1.352(3) . ?
N2 C1 1.351(3) . ?
N2 N3 1.368(2) . ?
N2 C31 1.433(3) . ?
O2 C12 1.350(3) . ?
N3 C2 1.312(3) . ?
C2 C21 1.460(3) . ?
C26 C25 1.382(3) . ?
C26 C21 1.388(3) . ?
C21 C22 1.384(3) . ?
C1 C11 1.459(3) . ?
C11 C16 1.391(3) . ?
C11 C12 1.399(3) . ?
C22 C23 1.376(3) . ?
C12 C13 1.379(3) . ?
C31 C36 1.363(3) . ?
C31 C32 1.369(3) . ?
C25 C24 1.362(3) . ?
C16 C15 1.369(3) . ?
C32 C33 1.381(4) . ?
C13 C14 1.358(4) . ?
C24 C23 1.370(4) . ?
C15 C14 1.371(4) . ?
C36 C35 1.366(3) . ?
C34 C35 1.360(4) . ?
C34 C33 1.376(4) . ?