#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006535.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_2006535
_journal_name_full   'Acta Crystallographica'
_journal_year   1997
_journal_volume   C53
_journal_page_first   1358
_journal_page_last   1359
_publ_section_title
;
2-(2-Benzoxazolyl)-3-(5-diethylamino-2-furyl)propenenitrile
;
loop_
_publ_author_name
  "J\'an Lokaj"
  'Viktor Kettmann'
  "Jarmila \<Stetinov\'a"
  'Rudolf Kada'
  "Viktor Vr\'abel"
_chemical_formula_moiety   'C18 H17 N3 O2'
_chemical_formula_sum   'C18 H17 N3 O2'
_chemical_formula_weight   307.35
_chemical_melting_point   317
_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   6.5270(10)
_cell_length_b   17.257(3)
_cell_length_c   13.990(3)
_cell_angle_alpha   90.00
_cell_angle_beta   93.58(3)
_cell_angle_gamma   90.00
_cell_volume   1572.7(5)
_cell_formula_units_Z   4
_cell_measurement_temperature   293(2)
_exptl_crystal_density_diffrn   1.298
_exptl_crystal_density_meas   1.300(10)
_diffrn_ambient_temperature   293(2)
_refine_ls_R_factor_obs  .0629
_refine_ls_wR_factor_obs  .1404
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  .8518(4)  .5682(2)  .1122(2)  .0785(8) Uani d . 1 . O
  O2  .2090(3)  .73661(13)  .08292(15)  .0596(7) Uani d . 1 . O
  N1  .9100(4)  .63859(15)  .2440(2)  .0553(8) Uani d . 1 . N
  N2  .5141(5)  .7643(2)  .2706(2)  .0869(11) Uani d . 1 . N
  N3  -.0766(5)  .8105(2)  .0750(2)  .0785(10) Uani d . 1 . N
  C1  .7877(6)  .6245(2)  .1690(3)  .0631(10) Uani d . 1 . C
  C2 1.1657(6)  .4867(2)  .1317(3)  .0759(11) Uani d . 1 . C
  C3 1.3390(6)  .4745(2)  .1911(3)  .0792(12) Uani d . 1 . C
  C4 1.3736(7)  .5183(3)  .2715(3)  .0821(12) Uani d . 1 . C
  C5 1.2417(7)  .5755(2)  .2982(3)  .0760(11) Uani d . 1 . C
  C6 1.0693(6)  .5871(2)  .2374(2)  .0605(10) Uani d . 1 . C
  C7 1.0364(6)  .5432(2)  .1569(2)  .0582(9) Uani d . 1 . C
  C8  .6022(5)  .6643(2)  .1459(2)  .0578(9) Uani d . 1 . C
  C9  .5495(6)  .7197(2)  .2140(3)  .0640(10) Uani d . 1 . C
  C10  .4862(5)  .6503(2)  .0627(2)  .0642(10) Uani d . 1 . C
  C11  .3056(6)  .6834(2)  .0282(3)  .0629(10) Uani d . 1 . C
  C12  .1906(7)  .6752(2)  -.0572(3)  .0823(12) Uani d . 1 . C
  C13  .0247(6)  .7237(3)  -.0553(3)  .0855(13) Uani d . 1 . C
  C14  .0391(5)  .7598(2)  .0322(3)  .0628(10) Uani d . 1 . C
  C15  -.2764(8)  .8369(3)  .0268(4)  .111(2) Uani d . 1 . C
  C16  -.2537(10)  .9100(3)  -.0159(4)  .135(2) Uani d . 1 . C
  C17  -.0135(6)  .8416(2)  .1677(3)  .0749(11) Uani d . 1 . C
  C18  .1456(7)  .9017(2)  .1679(3)  .0922(14) Uani d . 1 . C
  H2 1.1383  .4572  .0767  .081 Uiso d . 1 . H
  H3 1.4658  .4325  .1800  .085 Uiso d . 1 . H
  H4 1.4930  .5094  .3101  .087 Uiso d . 1 . H
  H5 1.2543  .6122  .3600  .081 Uiso d . 1 . H
  H10  .5715  .6150  .0200  .069 Uiso d . 1 . H
  H12  .2425  .6390  -.1200  .089 Uiso d . 1 . H
  H13  -.0786  .7308  -.1036  .090 Uiso d . 1 . H
  H15A  -.2923  .8020  -.0200  .111 Uiso d . 1 . H
  H15B  -.3633  .8408  .0800  .111 Uiso d . 1 . H
  H16A  -.3815  .9265  -.0465  .138 Uiso d . 1 . H
  H16B  -.1520  .9068  -.0633  .138 Uiso d . 1 . H
  H16C  -.2081  .9474  .0318  .138 Uiso d . 1 . H
  H17A  .0239  .7954  .2200  .079 Uiso d . 1 . H
  H17B  -.1281  .8593  .2000  .079 Uiso d . 1 . H
  H18A  .1642  .9295  .2400  .096 Uiso d . 1 . H
  H18B  .2754  .8829  .1400  .096 Uiso d . 1 . H
  H18C  .1441  .9379  .1200  .096 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  .080(2)  .085(2)  .069(2)  .007(2)  -.0079(14)  -.0016(15)
  O2  .0572(14)  .0618(15)  .0581(14)  .0052(12)  -.0087(12)  .0010(12)
  N1  .056(2)  .052(2)  .056(2)  .0037(15)  -.0067(14)  .0024(14)
  N2  .090(2)  .091(3)  .079(2)  .003(2)  .002(2)  -.024(2)
  N3  .069(2)  .076(2)  .087(2)  .014(2)  -.020(2)  -.002(2)
  C1  .069(2)  .057(2)  .064(2)  .002(2)  .009(2)  .009(2)
  C2  .087(3)  .066(3)  .074(3)  .006(2)  -.001(2)  -.004(2)
  C3  .080(3)  .069(3)  .088(3)  .015(2)  -.003(2)  .010(2)
  C4  .076(3)  .079(3)  .089(3)  .013(2)  -.018(2)  .010(3)
  C5  .077(3)  .074(3)  .075(3)  -.001(2)  -.011(2)  .000(2)
  C6  .068(2)  .057(2)  .056(2)  -.007(2)  .001(2)  .008(2)
  C7  .061(2)  .060(2)  .053(2)  .011(2)  -.002(2)  .002(2)
  C8  .065(2)  .059(2)  .049(2)  .004(2)  .002(2)  .003(2)
  C9  .070(3)  .065(2)  .056(2)  -.002(2)  -.001(2)  .005(2)
  C10  .068(2)  .063(2)  .061(2)  .002(2)  .002(2)  .000(2)
  C11  .067(2)  .064(2)  .058(2)  .005(2)  .003(2)  -.006(2)
  C12  .084(3)  .098(3)  .063(3)  .015(3)  -.012(2)  -.013(2)
  C13  .084(3)  .110(3)  .059(2)  .010(3)  -.021(2)  -.001(2)
  C14  .055(2)  .070(3)  .063(2)  .004(2)  -.004(2)  .004(2)
  C15  .128(4)  .089(3)  .113(4)  .022(3)  -.020(3)  .008(3)
  C16  .167(5)  .121(4)  .114(4)  .006(4)  -.025(4)  .022(4)
  C17  .077(3)  .070(3)  .078(3)  .010(2)  .007(2)  -.006(2)
  C18  .100(3)  .073(3)  .103(3)  .000(3)  .002(3)  -.009(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 C1 . 1.339(4) yes
  O1 C7 . 1.390(4) yes
  O2 C14 . 1.340(4) yes
  O2 C11 . 1.374(4) yes
  N1 C1 . 1.301(4) yes
  N1 C6 . 1.375(4) ?
  N2 C9 . 1.139(4) ?
  N3 C14 . 1.324(4) yes
  N3 C17 . 1.440(5) ?
  N3 C15 . 1.501(5) ?
  C1 C8 . 1.411(5) yes
  C2 C7 . 1.351(5) ?
  C2 C3 . 1.377(5) ?
  C3 C4 . 1.362(5) ?
  C4 C5 . 1.376(6) ?
  C5 C6 . 1.383(5) ?
  C6 C7 . 1.363(5) ?
  C8 C10 . 1.370(5) yes
  C8 C9 . 1.407(5) yes
  C10 C11 . 1.371(5) yes
  C11 C12 . 1.377(5) yes
  C12 C13 . 1.369(5) yes
  C13 C14 . 1.372(5) yes
  C15 C16 . 1.408(6) ?
  C17 C18 . 1.467(6) ?