#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202577.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_2202577
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1528
_journal_page_last  o1529
_publ_section_title
;
3,5-Diphenyl-4-(3,4,5-trimethoxybenzylideneamino)-4H-1,2,4-triazole
;
loop_
_publ_author_name
  'Atalay, \,Sehriman'
  'Yavuz, Metin'
  'Bekircan,Olcay'
  'A\<gar, Ay\,sen'
  '\,Sa\,smaz, Selami'
_chemical_formula_moiety  'C24 H22 N4 O3'
_chemical_formula_sum  'C24 H22 N4 O3'
_chemical_formula_iupac  'C24 H22 N4 O3'
_chemical_formula_weight  414.46
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
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  12.3359(10)
_cell_length_b  12.5288(12)
_cell_length_c  13.9855(11)
_cell_angle_alpha  90.00
_cell_angle_beta  96.272(6)
_cell_angle_gamma  90.00
_cell_volume  2148.6(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.281
_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
  H5 -0.0127(19) -0.3042(19) -0.1359(17) 0.075(7) Uiso d . 1 . . H
  H1 -0.0628(19) -0.1301(19) -0.0978(17) 0.071(8) Uiso d . 1 . . H
  C6 -0.0047(2) -0.2747(2) -0.0714(2) 0.0689(7) Uani d . 1 . . C
  C1 -0.0361(2) -0.1725(2) -0.0496(2) 0.0734(7) Uani d . 1 . . C
  H4 0.0652(18) -0.4108(19) -0.0147(15) 0.071(7) Uiso d . 1 . . H
  C5 0.03802(19) -0.34094(19) 0.00111(17) 0.0582(6) Uani d . 1 . . C
  C2 -0.0232(2) -0.1372(2) 0.0430(2) 0.0683(7) Uani d . 1 . . C
  H2 -0.042(2) -0.067(2) 0.0580(18) 0.092(9) Uiso d . 1 . . H
  C4 0.05173(16) -0.30604(16) 0.09562(15) 0.0489(5) Uani d . 1 . . C
  O1 0.65053(12) -0.05881(13) 0.34780(12) 0.0707(5) Uani d . 1 . . O
  C24 0.7103(2) -0.1513(2) 0.3804(2) 0.1013(10) Uani d . 1 . . C
  H24A 0.6794 -0.1811 0.4346 0.152 Uiso calc R 1 . . H
  H24B 0.7850 -0.1323 0.3991 0.152 Uiso calc R 1 . . H
  H24C 0.7069 -0.2031 0.3295 0.152 Uiso calc R 1 . . H
  C3 0.02103(18) -0.20244(18) 0.11653(19) 0.0572(6) Uani d . 1 . . C
  H13 0.5211(16) -0.2295(17) 0.3190(14) 0.061(6) Uiso d . 1 . . H
  O2 0.53783(12) 0.12509(12) 0.34586(12) 0.0674(5) Uani d . 1 . . O
  C20 0.53960(17) -0.06629(18) 0.33702(15) 0.0536(5) Uani d . 1 . . C
  C7 0.09076(17) -0.38202(16) 0.17130(15) 0.0498(5) Uani d . 1 . . C
  C21 0.48321(19) -0.16127(18) 0.32291(15) 0.0537(5) Uani d . 1 . . C
  C19 0.48413(18) 0.02952(16) 0.33962(15) 0.0511(5) Uani d . 1 . . C
  N3 0.06275(15) -0.48338(14) 0.17133(14) 0.0613(5) Uani d . 1 . . N
  H11 0.3544(18) -0.3247(17) 0.2955(14) 0.061(6) Uiso d . 1 . . H
  H3 0.0282(18) -0.1819(18) 0.1826(17) 0.071(7) Uiso d . 1 . . H
  C23 0.5967(3) 0.1492(2) 0.43460(19) 0.1014(10) Uani d . 1 . . C
  H23A 0.5512 0.1382 0.4852 0.152 Uiso calc R 1 . . H
  H23B 0.6198 0.2224 0.4348 0.152 Uiso calc R 1 . . H
  H23C 0.6594 0.1036 0.4447 0.152 Uiso calc R 1 . . H
  C16 0.36937(17) -0.15981(16) 0.31175(14) 0.0478(5) Uani d . 1 . . C
  C18 0.37016(17) 0.03017(16) 0.32955(15) 0.0522(5) Uani d . 1 . . C
  C15 0.31216(19) -0.26058(18) 0.29182(15) 0.0491(5) Uani d . 1 . . C
  N1 0.16380(13) -0.36252(12) 0.24991(12) 0.0477(4) Uani d . 1 . . N
  O3 0.32370(13) 0.12827(12) 0.33480(13) 0.0768(5) Uani d . 1 . . O
  N4 0.20982(15) -0.26099(13) 0.26938(12) 0.0539(5) Uani d . 1 . . N
  C17 0.31287(19) -0.06452(17) 0.31658(15) 0.0509(5) Uani d . 1 . . C
  N2 0.11850(16) -0.53090(14) 0.25169(13) 0.0616(5) Uani d . 1 . . N
  H6 0.3131(19) -0.6067(19) 0.3406(18) 0.079(8) Uiso d . 1 . . H
  H12 0.2336(19) -0.0668(16) 0.3085(15) 0.065(6) Uiso d . 1 . . H
  C22 0.2071(2) 0.1333(2) 0.3299(3) 0.1030(10) Uani d . 1 . . C
  H22A 0.1755 0.1021 0.2706 0.155 Uiso calc R 1 . . H
  H22B 0.1846 0.2065 0.3328 0.155 Uiso calc R 1 . . H
  H22C 0.1831 0.0947 0.3831 0.155 Uiso calc R 1 . . H
  C8 0.17949(17) -0.45760(16) 0.29801(15) 0.0515(5) Uani d . 1 . . C
  C14 0.3125(2) -0.5686(2) 0.3973(2) 0.0752(7) Uani d . 1 . . C
  C9 0.24885(18) -0.47733(17) 0.38892(15) 0.0538(6) Uani d . 1 . . C
  H7 0.411(2) -0.652(2) 0.484(2) 0.101(11) Uiso d . 1 . . H
  C13 0.3717(3) -0.5933(3) 0.4831(3) 0.0924(10) Uani d . 1 . . C
  C10 0.2459(2) -0.4127(2) 0.46811(18) 0.0649(7) Uani d . 1 . . C
  H10 0.2006(18) -0.3528(18) 0.4615(16) 0.069(7) Uiso d . 1 . . H
  C12 0.3681(3) -0.5295(3) 0.5613(2) 0.0958(10) Uani d . 1 . . C
  C11 0.3040(3) -0.4389(3) 0.5537(2) 0.0878(9) Uani d . 1 . . C
  H8 0.408(3) -0.550(2) 0.624(2) 0.124(11) Uiso d . 1 . . H
  H9 0.306(2) -0.396(2) 0.611(2) 0.108(10) 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
  C6 0.0733(18) 0.0710(18) 0.0596(16) -0.0172(14) -0.0058(13) -0.0050(14)
  C1 0.0648(17) 0.0756(19) 0.0760(19) -0.0078(14) -0.0096(14) 0.0131(16)
  C5 0.0580(14) 0.0523(14) 0.0631(15) -0.0109(12) 0.0018(12) -0.0105(12)
  C2 0.0642(16) 0.0608(16) 0.0796(19) 0.0060(13) 0.0062(14) 0.0001(14)
  C4 0.0406(12) 0.0482(12) 0.0572(13) -0.0089(10) 0.0029(10) -0.0075(10)
  O1 0.0390(9) 0.0704(11) 0.1027(13) -0.0079(8) 0.0072(8) 0.0052(9)
  C24 0.0481(16) 0.112(2) 0.142(3) 0.0030(16) 0.0004(17) 0.046(2)
  C3 0.0563(14) 0.0543(14) 0.0613(15) -0.0027(11) 0.0082(12) -0.0058(12)
  O2 0.0631(10) 0.0560(9) 0.0809(11) -0.0264(8) -0.0019(9) 0.0086(8)
  C20 0.0426(13) 0.0611(14) 0.0576(13) -0.0110(11) 0.0076(11) 0.0006(11)
  C7 0.0468(13) 0.0476(13) 0.0547(13) -0.0090(10) 0.0044(11) -0.0094(10)
  C21 0.0495(14) 0.0502(14) 0.0617(14) -0.0022(11) 0.0068(11) -0.0031(11)
  C19 0.0505(13) 0.0485(13) 0.0543(13) -0.0130(11) 0.0056(10) 0.0027(10)
  N3 0.0644(12) 0.0477(11) 0.0692(12) -0.0148(9) -0.0051(10) -0.0056(9)
  C23 0.139(3) 0.087(2) 0.0769(19) -0.053(2) 0.0040(19) -0.0137(15)
  C16 0.0495(13) 0.0462(12) 0.0479(12) -0.0106(10) 0.0056(10) -0.0045(9)
  C18 0.0502(13) 0.0445(13) 0.0615(13) -0.0043(10) 0.0042(11) -0.0006(10)
  C15 0.0510(15) 0.0480(13) 0.0487(12) -0.0056(11) 0.0071(11) -0.0054(10)
  N1 0.0489(10) 0.0382(10) 0.0552(10) -0.0105(8) 0.0021(9) -0.0065(8)
  O3 0.0543(10) 0.0468(9) 0.1277(15) -0.0004(8) 0.0029(10) -0.0060(9)
  N4 0.0531(12) 0.0424(10) 0.0639(12) -0.0108(8) -0.0036(9) -0.0070(8)
  C17 0.0419(13) 0.0503(13) 0.0593(13) -0.0068(11) 0.0003(11) -0.0039(10)
  N2 0.0700(13) 0.0471(11) 0.0658(12) -0.0133(10) -0.0019(10) -0.0024(9)
  C22 0.0546(17) 0.0726(19) 0.180(3) 0.0108(14) 0.0035(19) -0.0068(19)
  C8 0.0559(13) 0.0445(13) 0.0547(12) -0.0090(10) 0.0086(11) -0.0025(10)
  C14 0.091(2) 0.0685(17) 0.0661(17) 0.0008(16) 0.0092(16) 0.0054(15)
  C9 0.0576(14) 0.0468(12) 0.0573(14) -0.0104(11) 0.0082(11) 0.0037(11)
  C13 0.100(2) 0.086(2) 0.091(3) 0.0166(19) 0.007(2) 0.0272(19)
  C10 0.0756(18) 0.0616(16) 0.0569(16) -0.0105(14) 0.0046(13) -0.0029(13)
  C12 0.101(2) 0.112(3) 0.070(2) -0.014(2) -0.0122(18) 0.019(2)
  C11 0.113(3) 0.086(2) 0.0619(19) -0.021(2) -0.0001(18) 0.0022(17)
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
  C6 C5 . 1.371(3) ?
  C6 C1 . 1.381(4) ?
  C6 H5 . 0.97(2) ?
  C1 C2 . 1.361(4) ?
  C1 H1 . 0.89(2) ?
  C5 C4 . 1.385(3) ?
  C5 H4 . 0.97(2) ?
  C2 C3 . 1.379(3) ?
  C2 H2 . 0.94(3) ?
  C4 C3 . 1.392(3) ?
  C4 C7 . 1.465(3) yes
  O1 C20 . 1.363(2) yes
  O1 C24 . 1.422(3) yes
  C24 H24A . 0.9600 ?
  C24 H24B . 0.9600 ?
  C24 H24C . 0.9600 ?
  C3 H3 . 0.95(2) ?
  O2 C19 . 1.367(2) yes
  O2 C23 . 1.401(3) yes
  C20 C21 . 1.382(3) ?
  C20 C19 . 1.384(3) ?
  C7 N3 . 1.316(2) yes
  C7 N1 . 1.365(2) yes
  C21 C16 . 1.396(3) ?
  C21 H13 . 0.98(2) ?
  C19 C18 . 1.398(3) ?
  N3 N2 . 1.386(3) yes
  C23 H23A . 0.9600 ?
  C23 H23B . 0.9600 ?
  C23 H23C . 0.9600 ?
  C16 C17 . 1.388(3) ?
  C16 C15 . 1.458(3) ?
  C18 O3 . 1.361(2) yes
  C18 C17 . 1.383(3) ?
  C15 N4 . 1.267(3) yes
  C15 H11 . 0.96(2) ?
  N1 C8 . 1.371(2) yes
  N1 N4 . 1.407(2) yes
  O3 C22 . 1.434(3) yes
  C17 H12 . 0.97(2) ?
  N2 C8 . 1.313(3) yes
  C22 H22A . 0.9600 ?
  C22 H22B . 0.9600 ?
  C22 H22C . 0.9600 ?
  C8 C9 . 1.474(3) ?
  C14 C13 . 1.371(4) ?
  C14 C9 . 1.385(3) ?
  C14 H6 . 0.93(2) ?
  C9 C10 . 1.375(3) ?
  C13 C12 . 1.359(5) ?
  C13 H7 . 0.88(3) ?
  C10 C11 . 1.366(4) ?
  C10 H10 . 0.93(2) ?
  C12 C11 . 1.380(5) ?
  C12 H8 . 0.99(3) ?
  C11 H9 . 0.96(3) ?