#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011155.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_2011155
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  884
_journal_page_last  887
_publ_section_title
;
Red, orange, and yellow crystals of
4,5-bis(4-methoxyphenyl)-2-(3-nitrophenyl)-1H-imidazole
;
loop_
_publ_author_name
  'Inouye, Yoshinobu'
  'Sakaino, Yoshiko'
_chemical_formula_moiety  'C23 H19 N3 O4, 0.5C4 H8 O2'
_chemical_formula_sum  'C25 H23 N3 O5'
_chemical_formula_weight  445.46
_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  9.510(2)
_cell_length_b  13.236(4)
_cell_length_c  9.168(2)
_cell_angle_alpha  104.651(13)
_cell_angle_beta  92.624(15)
_cell_angle_gamma  85.83(2)
_cell_volume  1113.1(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.329
_exptl_crystal_density_meas  1.32(2)
_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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .7080(2)  .03857(14)  .3587(3)  .1119(7) Uani d . 1 . O
  O2A  .5404(15)  -.0670(8)  .3366(11)  .116(3) Uani d P  .50 1 O
  O2B  .5732(15)  -.0837(8)  .2657(11)  .116(3) Uani d P  .50 2 O
  N3  .5937(2)  .00989(14)  .3067(3)  .0902(6) Uani d . 1 . N
  C4  .4992(2)  .08102(13)  .2424(2)  .0604(5) Uani d . 1 . C
  C5  .5297(2)  .18459(13)  .2704(2)  .0510(4) Uani d . 1 . C
  H5  .609(2)  .2083(16)  .335(2)  .065(6) Uiso d . 1 . H
  C6  .4412(2)  .25230(12)  .2098(2)  .0455(3) Uani d . 1 . C
  C7  .3250(2)  .2123(2)  .1225(3)  .0690(5) Uani d . 1 . C
  H7  .262(2)  .2562(18)  .083(3)  .077(7) Uiso d . 1 . H
  C8  .2966(3)  .1084(2)  .0973(3)  .0852(7) Uani d . 1 . C
  H8  .213(3)  .0828(19)  .036(3)  .090(7) Uiso d . 1 . H
  C9  .3838(2)  .0413(2)  .1580(3)  .0769(6) Uani d . 1 . C
  H9  .365(3)  -.032(2)  .137(3)  .094(8) Uiso d . 1 . H
  C10  .4703(2)  .36281(11)  .2414(2)  .0416(3) Uani d . 1 . C
  N11  .38083(15)  .43603(10)  .19920(15)  .0442(3) Uani d . 1 . N
  H11  .291(2)  .4287(16)  .155(2)  .069(6) Uiso d . 1 . H
  C12  .4389(2)  .53124(11)  .2493(2)  .0421(3) Uani d . 1 . C
  C13  .5659(2)  .51096(11)  .3184(2)  .0414(3) Uani d . 1 . C
  N14  .58447(13)  .40494(9)  .31231(14)  .0423(3) Uani d . 1 . N
  C15  .3609(2)  .62678(12)  .2255(2)  .0424(3) Uani d . 1 . C
  C16  .3551(2)  .64835(13)  .0846(2)  .0494(4) Uani d . 1 . C
  H16  .405(2)  .6005(15)  .002(2)  .059(5) Uiso d . 1 . H
  C17  .2781(2)  .73542(14)  .0611(2)  .0553(4) Uani d . 1 . C
  H17  .274(2)  .7472(16)  -.036(3)  .071(6) Uiso d . 1 . H
  C18  .2027(2)  .80105(12)  .1769(2)  .0539(4) Uani d . 1 . C
  C19  .2081(2)  .78107(14)  .3177(2)  .0637(5) Uani d . 1 . C
  H19  .163(3)  .8215(19)  .400(3)  .084(7) Uiso d . 1 . H
  C20  .2873(2)  .69429(14)  .3411(2)  .0582(4) Uani d . 1 . C
  H20  .297(2)  .6793(18)  .440(3)  .083(7) Uiso d . 1 . H
  O21  .1243(2)  .88230(10)  .1396(2)  .0784(4) Uani d . 1 . O
  C22  .0398(3)  .9485(2)  .2532(4)  .1234(12) Uani d . 1 . C
  H22A  -.0121 1.0007  .2127  .185 Uiso calc R 1 . H
  H22B  .0991  .9820  .3363  .185 Uiso calc R 1 . H
  H22C  -.0249  .9077  .2874  .185 Uiso calc R 1 . H
  C23  .6719(2)  .58377(11)  .3930(2)  .0414(3) Uani d . 1 . C
  C24  .6705(2)  .68699(13)  .3784(2)  .0501(4) Uani d . 1 . C
  H24  .600(2)  .7104(15)  .319(2)  .062(5) Uiso d . 1 . H
  C25  .7702(2)  .75407(13)  .4518(2)  .0540(4) Uani d . 1 . C
  H25  .766(2)  .8269(16)  .445(2)  .061(5) Uiso d . 1 . H
  C26  .8754(2)  .72057(12)  .5419(2)  .0477(4) Uani d . 1 . C
  C27  .8801(2)  .61901(13)  .5569(2)  .0494(4) Uani d . 1 . C
  H27  .953(2)  .5911(15)  .617(2)  .060(5) Uiso d . 1 . H
  C28  .7787(2)  .55205(12)  .4828(2)  .0457(3) Uani d . 1 . C
  H28  .7852(17)  .4802(13)  .4924(18)  .045(4) Uiso d . 1 . H
  O29  .96917(14)  .79261(10)  .6114(2)  .0637(3) Uani d . 1 . O
  C30 1.0656(2)  .7656(2)  .7200(3)  .0707(6) Uani d . 1 . C
  H30A 1.1219  .8237  .7636  .106 Uiso calc R 1 . H
  H30B 1.1258  .7062  .6722  .106 Uiso calc R 1 . H
  H30C 1.0145  .7487  .7976  .106 Uiso calc R 1 . H
  O31  .09737(14)  .44547(11)  .07708(14)  .0645(4) Uani d . 1 . O
  C32  .0583(3)  .4035(2)  -.0768(2)  .0692(5) Uani d . 1 . C
  H32A  -.027(3)  .359(2)  -.089(3)  .118(10) Uiso d . 1 . H
  H32B  .147(3)  .362(2)  -.126(3)  .095(8) Uiso d . 1 . H
  C33  -.0156(3)  .5123(2)  .1526(2)  .0777(7) Uani d . 1 . C
  H33A  .014(3)  .543(2)  .251(3)  .094(8) Uiso d . 1 . H
  H33B  -.112(4)  .468(3)  .142(4)  .129(11) 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  .0918(13)  .0749(11)  .172(2)  .0032(10)  -.0422(13)  .0474(12)
  O2A  .129(6)  .067(5)  .174(9)  -.016(4)  -.019(6)  .072(6)
  O2B  .147(8)  .050(3)  .158(8)  -.006(3)  -.033(6)  .046(5)
  N3  .0923(15)  .0529(10)  .132(2)  .0000(10)  -.0184(13)  .0405(11)
  C4  .0606(11)  .0434(9)  .0808(13)  .0005(8)  .0018(9)  .0232(9)
  C5  .0485(9)  .0434(8)  .0622(10)  -.0014(7)  .0006(8)  .0157(7)
  C6  .0451(8)  .0415(8)  .0512(8)  -.0007(6)  .0052(7)  .0138(6)
  C7  .0637(12)  .0529(10)  .0889(15)  -.0046(9)  -.0210(11)  .0190(10)
  C8  .0731(14)  .0570(12)  .122(2)  -.0171(10)  -.0316(14)  .0178(12)
  C9  .0726(14)  .0447(10)  .113(2)  -.0144(9)  -.0082(13)  .0187(11)
  C10  .0431(8)  .0401(7)  .0431(7)  .0018(6)  .0030(6)  .0140(6)
  N11  .0439(7)  .0414(7)  .0475(7)  .0018(5)  .0003(6)  .0129(5)
  C12  .0470(8)  .0391(7)  .0410(7)  .0028(6)  .0053(6)  .0121(6)
  C13  .0462(8)  .0393(7)  .0396(7)  .0030(6)  .0041(6)  .0126(6)
  N14  .0454(7)  .0391(6)  .0442(6)  .0018(5)  .0025(5)  .0146(5)
  C15  .0419(8)  .0402(7)  .0456(8)  .0022(6)  .0010(6)  .0131(6)
  C16  .0498(9)  .0514(9)  .0492(9)  .0085(7)  .0078(7)  .0188(7)
  C17  .0537(10)  .0558(10)  .0627(11)  .0033(8)  .0000(8)  .0287(8)
  C18  .0459(9)  .0357(7)  .0808(12)  .0006(6)  -.0047(8)  .0176(8)
  C19  .0730(13)  .0440(9)  .0670(12)  .0113(8)  .0135(10)  .0031(8)
  C20  .0750(12)  .0493(9)  .0475(9)  .0092(8)  .0074(8)  .0098(7)
  O21  .0715(9)  .0465(7)  .1181(12)  .0139(6)  -.0048(8)  .0286(7)
  C22  .119(2)  .066(2)  .177(3)  .049(2)  .024(2)  .028(2)
  C23  .0441(8)  .0397(7)  .0413(7)  .0020(6)  .0050(6)  .0124(6)
  C24  .0520(9)  .0458(8)  .0565(9)  -.0003(7)  -.0060(7)  .0220(7)
  C25  .0582(10)  .0410(8)  .0667(11)  -.0029(7)  -.0034(8)  .0215(8)
  C26  .0476(9)  .0425(8)  .0516(9)  -.0019(6)  .0004(7)  .0100(7)
  C27  .0492(9)  .0465(8)  .0531(9)  .0027(7)  -.0049(7)  .0162(7)
  C28  .0508(9)  .0381(7)  .0496(8)  .0021(6)  -.0006(7)  .0150(6)
  O29  .0618(8)  .0493(7)  .0787(9)  -.0099(6)  -.0152(6)  .0150(6)
  C30  .0588(11)  .0610(11)  .0866(14)  -.0043(9)  -.0177(10)  .0113(10)
  O31  .0573(7)  .0763(9)  .0575(7)  .0112(6)  -.0096(6)  .0184(6)
  C32  .0685(13)  .0705(13)  .0622(12)  .0113(11)  -.0018(10)  .0100(10)
  C33  .086(2)  .093(2)  .0487(11)  .0228(13)  .0038(10)  .0171(11)
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 N3 . 1.213(3) ?
  O2A N3 . 1.264(11) ?
  O2B N3 . 1.228(11) ?
  N3 C4 . 1.467(3) ?
  C4 C9 . 1.371(3) ?
  C4 C5 . 1.379(2) ?
  C5 C6 . 1.386(2) ?
  C5 H5 .  .96(2) ?
  C6 C7 . 1.390(3) ?
  C6 C10 . 1.462(2) ?
  C7 C8 . 1.380(3) ?
  C7 H7 .  .93(2) ?
  C8 C9 . 1.373(3) ?
  C8 H8 .  .98(3) ?
  C9 H9 .  .97(3) ?
  C10 N14 . 1.323(2) ?
  C10 N11 . 1.361(2) ?
  N11 C12 . 1.374(2) ?
  N11 H11 .  .93(2) ?
  C12 C13 . 1.379(2) ?
  C12 C15 . 1.478(2) ?
  C13 N14 . 1.389(2) ?
  C13 C23 . 1.469(2) ?
  C15 C20 . 1.382(2) ?
  C15 C16 . 1.390(2) ?
  C16 C17 . 1.378(2) ?
  C16 H16 .  .98(2) ?
  C17 C18 . 1.381(3) ?
  C17 H17 .  .94(2) ?
  C18 O21 . 1.370(2) ?
  C18 C19 . 1.379(3) ?
  C19 C20 . 1.385(3) ?
  C19 H19 .  .91(2) ?
  C20 H20 .  .97(2) ?
  O21 C22 . 1.418(3) ?
  C22 H22A .  .96 ?
  C22 H22B .  .96 ?
  C22 H22C .  .96 ?
  C23 C28 . 1.387(2) ?
  C23 C24 . 1.405(2) ?
  C24 C25 . 1.379(3) ?
  C24 H24 .  .93(2) ?
  C25 C26 . 1.387(2) ?
  C25 H25 .  .98(2) ?
  C26 O29 . 1.369(2) ?
  C26 C27 . 1.383(2) ?
  C27 C28 . 1.391(2) ?
  C27 H27 .  .97(2) ?
  C28 H28 .  .97(2) ?
  O29 C30 . 1.417(2) ?
  C30 H30A .  .96 ?
  C30 H30B .  .96 ?
  C30 H30C .  .96 ?
  O31 C32 . 1.422(2) ?
  O31 C33 . 1.427(3) ?
  C32 C33 2_565 1.480(3) ?
  C32 H32A . 1.02(3) ?
  C32 H32B . 1.03(3) ?
  C33 C32 2_565 1.480(3) ?
  C33 H33A .  .93(3) ?
  C33 H33B . 1.11(3) ?