#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011154.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_2011154
_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
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Inouye, Yoshinobu'
  'Sakaino, Yoshiko'
_chemical_formula_moiety  'C23 H19 N3 O4, C4 H10 O'
_chemical_formula_sum  'C27 H29 N3 O5'
_chemical_formula_weight  475.53
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x+1/2, -y+1/2, z+1/2'
  '-x, -y, -z'
  '-x-1/2, y-1/2, -z-1/2'
_cell_length_a  15.331(3)
_cell_length_b  18.419(3)
_cell_length_c  8.8318(14)
_cell_angle_alpha  90.00
_cell_angle_beta  97.401(8)
_cell_angle_gamma  90.00
_cell_volume  2473.2(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.277
_exptl_crystal_density_meas  1.30(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  .0177(3)  .20786(14)  .1112(4)  .0791(9) Uani d . 1 . O
  O2  .1349(3)  .1779(2)  .0162(5)  .1067(13) Uani d . 1 . O
  N3  .0881(3)  .2230(2)  .0685(4)  .0666(9) Uani d . 1 . N
  C4  .1182(3)  .2984(2)  .0782(4)  .0502(8) Uani d . 1 . C
  C5  .0631(2)  .3505(2)  .1265(4)  .0424(7) Uani d . 1 . C
  H5  .005(2)  .3370(18)  .151(4)  .045(9) Uiso d . 1 . H
  C6  .0918(2)  .4229(2)  .1331(4)  .0396(7) Uani d . 1 . C
  C7  .1736(3)  .4381(2)  .0917(5)  .0598(10) Uani d . 1 . C
  H7  .193(3)  .487(2)  .086(5)  .071(12) Uiso d . 1 . H
  C8  .2272(3)  .3839(2)  .0465(6)  .0741(13) Uani d . 1 . C
  H8  .286(3)  .398(2)  .026(5)  .078(13) Uiso d . 1 . H
  C9  .2004(3)  .3131(2)  .0394(5)  .0630(11) Uani d . 1 . C
  H9  .240(3)  .272(2)  .016(5)  .072(12) Uiso d . 1 . H
  C10  .0372(2)  .47878(15)  .1905(3)  .0362(6) Uani d . 1 . C
  N11  .0602(2)  .54989(13)  .2015(3)  .0381(6) Uani d . 1 . N
  H11  .103(3)  .570(2)  .156(4)  .058(11) Uiso d . 1 . H
  C12  .0003(2)  .5857(2)  .2789(3)  .0376(6) Uani d . 1 . C
  C13  -.0604(2)  .53370(15)  .3068(3)  .0377(6) Uani d . 1 . C
  N14  -.0364(2)  .46743(13)  .2517(3)  .0392(6) Uani d . 1 . N
  C15  .0140(2)  .6622(2)  .3259(3)  .0373(6) Uani d . 1 . C
  C16  .0449(2)  .7136(2)  .2308(4)  .0449(8) Uani d . 1 . C
  H16  .060(3)  .700(2)  .130(5)  .068(12) Uiso d . 1 . H
  C17  .0584(3)  .7850(2)  .2774(4)  .0507(9) Uani d . 1 . C
  H17  .081(3)  .819(2)  .222(5)  .057(11) Uiso d . 1 . H
  C18  .0402(2)  .8063(2)  .4206(4)  .0435(7) Uani d . 1 . C
  C19  .0116(2)  .7555(2)  .5182(4)  .0453(8) Uani d . 1 . C
  H19  -.001(2)  .7675(19)  .624(4)  .052(10) Uiso d . 1 . H
  C20  -.0026(2)  .6844(2)  .4691(4)  .0449(7) Uani d . 1 . C
  H20  -.023(3)  .649(2)  .538(5)  .059(11) Uiso d . 1 . H
  O21  .0532(2)  .87845(12)  .4554(3)  .0586(7) Uani d . 1 . O
  C22  .0442(3)  .9012(2)  .6060(5)  .0689(12) Uani d . 1 . C
  H22A  .0561  .9523  .6158  .103 Uiso calc R 1 . H
  H22B  .0850  .8750  .6775  .103 Uiso calc R 1 . H
  H22C  -.0147  .8917  .6267  .103 Uiso calc R 1 . H
  C23  -.1407(2)  .5397(2)  .3804(3)  .0377(6) Uani d . 1 . C
  C24  -.1912(2)  .6033(2)  .3736(4)  .0491(8) Uani d . 1 . C
  H24  -.172(3)  .645(2)  .316(4)  .059(11) Uiso d . 1 . H
  C25  -.2673(2)  .6072(2)  .4399(5)  .0548(9) Uani d . 1 . C
  H25  -.308(3)  .651(2)  .433(5)  .065(11) Uiso d . 1 . H
  C26  -.2965(2)  .5477(2)  .5145(4)  .0480(8) Uani d . 1 . C
  C27  -.2485(2)  .4841(2)  .5239(4)  .0464(8) Uani d . 1 . C
  H27  -.271(2)  .4405(19)  .577(4)  .054(10) Uiso d . 1 . H
  C28  -.1711(2)  .4809(2)  .4571(4)  .0411(7) Uani d . 1 . C
  H28  -.138(2)  .437(2)  .464(4)  .057(11) Uiso d . 1 . H
  O29  -.3729(2)  .55830(14)  .5768(4)  .0709(9) Uani d . 1 . O
  C30  -.4066(3)  .5004(2)  .6562(6)  .0789(14) Uani d . 1 . C
  H30A  -.4615  .5147  .6887  .118 Uiso calc R 1 . H
  H30B  -.3655  .4882  .7438  .118 Uiso calc R 1 . H
  H30C  -.4158  .4590  .5902  .118 Uiso calc R 1 . H
  O31  .1605(2)  .60988(14)  -.0279(3)  .0549(7) Uani d . 1 . O
  H31  .134(3)  .590(3)  -.115(6)  .099(17) Uiso d . 1 . H
  C32  .2377(2)  .6467(2)  -.0661(4)  .0516(9) Uani d . 1 . C
  C33  .3040(3)  .5907(3)  -.1044(6)  .0787(13) Uani d . 1 . C
  H33A  .3515  .6147  -.1451  .118 Uiso calc R 1 . H
  H33B  .2759  .5573  -.1787  .118 Uiso calc R 1 . H
  H33C  .3266  .5647  -.0135  .118 Uiso calc R 1 . H
  C34  .2720(3)  .6888(3)  .0774(5)  .0755(13) Uani d . 1 . C
  H34A  .3241  .7150  .0607  .113 Uiso calc R 1 . H
  H34B  .2856  .6557  .1609  .113 Uiso calc R 1 . H
  H34C  .2278  .7225  .1010  .113 Uiso calc R 1 . H
  C35  .2113(4)  .6964(2)  -.2000(6)  .0815(14) Uani d . 1 . C
  H35A  .2615  .7239  -.2214  .122 Uiso calc R 1 . H
  H35B  .1662  .7290  -.1758  .122 Uiso calc R 1 . H
  H35C  .1894  .6681  -.2879  .122 Uiso calc R 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  .122(3)  .047(2)  .076(2)  -.009(2)  .043(2)  -.0053(14)
  O2  .141(3)  .048(2)  .140(3)  .028(2)  .051(3)  -.015(2)
  N3  .097(3)  .044(2)  .061(2)  .015(2)  .021(2)  .0017(15)
  C4  .070(2)  .038(2)  .044(2)  .012(2)  .011(2)  .0022(14)
  C5  .050(2)  .038(2)  .041(2)  .0034(14)  .0109(14)  -.0014(13)
  C6  .042(2)  .0386(15)  .039(2)  .0024(12)  .0095(13)  -.0044(12)
  C7  .054(2)  .048(2)  .082(3)  -.004(2)  .025(2)  -.008(2)
  C8  .051(2)  .068(3)  .109(4)  .007(2)  .031(2)  -.014(2)
  C9  .062(2)  .058(2)  .073(3)  .019(2)  .022(2)  -.009(2)
  C10  .038(2)  .0352(14)  .0351(15)  .0005(12)  .0057(12)  -.0023(12)
  N11  .0402(14)  .0362(12)  .0397(14)  -.0008(11)  .0116(11)  -.0011(11)
  C12  .041(2)  .0358(14)  .037(2)  .0007(12)  .0092(12)  -.0025(12)
  C13  .041(2)  .0330(14)  .039(2)  .0002(12)  .0053(12)  -.0017(12)
  N14  .0439(14)  .0336(12)  .0415(14)  .0015(10)  .0110(11)  -.0022(10)
  C15  .039(2)  .0340(14)  .039(2)  -.0028(12)  .0078(13)  -.0048(12)
  C16  .058(2)  .040(2)  .039(2)  -.0060(14)  .0144(15)  -.0015(13)
  C17  .064(2)  .041(2)  .051(2)  -.012(2)  .021(2)  .0004(15)
  C18  .041(2)  .036(2)  .054(2)  -.0038(13)  .0097(14)  -.0062(13)
  C19  .054(2)  .041(2)  .043(2)  -.0017(14)  .015(2)  -.0072(14)
  C20  .055(2)  .039(2)  .043(2)  -.0032(14)  .017(2)  -.0018(14)
  O21  .074(2)  .0373(12)  .069(2)  -.0113(11)  .0270(14)  -.0124(11)
  C22  .077(3)  .054(2)  .079(3)  -.014(2)  .022(2)  -.029(2)
  C23  .040(2)  .0345(14)  .040(2)  .0003(12)  .0109(13)  -.0021(12)
  C24  .051(2)  .035(2)  .064(2)  .0028(14)  .019(2)  .009(2)
  C25  .052(2)  .039(2)  .077(3)  .0062(15)  .024(2)  .006(2)
  C26  .047(2)  .043(2)  .057(2)  -.0004(14)  .017(2)  -.0021(15)
  C27  .055(2)  .039(2)  .048(2)  -.0011(14)  .018(2)  .0046(14)
  C28  .047(2)  .0330(14)  .044(2)  .0028(13)  .0097(14)  .0017(13)
  O29  .063(2)  .055(2)  .104(2)  .0059(13)  .048(2)  .0074(15)
  C30  .076(3)  .065(3)  .106(4)  -.001(2)  .052(3)  .010(3)
  O31  .0530(14)  .0573(15)  .056(2)  -.0184(12)  .0137(12)  -.0106(12)
  C32  .050(2)  .058(2)  .049(2)  -.017(2)  .014(2)  -.006(2)
  C33  .054(2)  .098(3)  .086(3)  -.001(2)  .013(2)  -.020(3)
  C34  .074(3)  .084(3)  .068(3)  -.027(2)  .005(2)  -.019(2)
  C35  .110(4)  .063(3)  .070(3)  -.019(3)  .006(3)  .011(2)
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 . 1.221(5) ?
  O2 N3 . 1.225(4) ?
  N3 C4 . 1.463(5) ?
  C4 C9 . 1.374(5) ?
  C4 C5 . 1.382(4) ?
  C5 C6 . 1.403(4) ?
  C5 H5 .  .98(4) ?
  C6 C7 . 1.379(5) ?
  C6 C10 . 1.458(4) ?
  C7 C8 . 1.385(5) ?
  C7 H7 .  .95(4) ?
  C8 C9 . 1.365(6) ?
  C8 H8 .  .98(4) ?
  C9 H9 . 1.01(4) ?
  C10 N14 . 1.329(4) ?
  C10 N11 . 1.357(4) ?
  N11 C12 . 1.381(4) ?
  N11 H11 .  .90(4) ?
  C12 C13 . 1.379(4) ?
  C12 C15 . 1.477(4) ?
  C13 N14 . 1.381(4) ?
  C13 C23 . 1.470(4) ?
  C15 C20 . 1.383(4) ?
  C15 C16 . 1.389(4) ?
  C16 C17 . 1.384(5) ?
  C16 H16 .  .98(4) ?
  C17 C18 . 1.387(5) ?
  C17 H17 .  .89(4) ?
  C18 O21 . 1.372(4) ?
  C18 C19 . 1.381(4) ?
  C19 C20 . 1.389(4) ?
  C19 H19 . 1.00(4) ?
  C20 H20 .  .97(4) ?
  O21 C22 . 1.419(5) ?
  C22 H22A .  .96 ?
  C22 H22B .  .96 ?
  C22 H22C .  .96 ?
  C23 C28 . 1.389(4) ?
  C23 C24 . 1.402(4) ?
  C24 C25 . 1.373(5) ?
  C24 H24 .  .99(4) ?
  C25 C26 . 1.383(5) ?
  C25 H25 . 1.03(4) ?
  C26 O29 . 1.371(4) ?
  C26 C27 . 1.379(5) ?
  C27 C28 . 1.394(4) ?
  C27 H27 . 1.01(4) ?
  C28 H28 .  .95(4) ?
  O29 C30 . 1.410(5) ?
  C30 H30A .  .96 ?
  C30 H30B .  .96 ?
  C30 H30C .  .96 ?
  O31 C32 . 1.440(4) ?
  O31 H31 .  .90(5) ?
  C32 C35 . 1.510(6) ?
  C32 C33 . 1.516(6) ?
  C32 C34 . 1.521(5) ?
  C33 H33A .  .96 ?
  C33 H33B .  .96 ?
  C33 H33C .  .96 ?
  C34 H34A .  .96 ?
  C34 H34B .  .96 ?
  C34 H34C .  .96 ?
  C35 H35A .  .96 ?
  C35 H35B .  .96 ?
  C35 H35C .  .96 ?