#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011566.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_2011566
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e520
_journal_page_last  e521
_publ_section_title
;
N-(4-Methylphenyl)-N-(5-nitrofurfuryl)-N-prop-2-ynylamine
;
loop_
_publ_author_name
  "Hergold-Brundi\'c, Antonija"
  "Pavlovi\'c, Gordana"
  'Mance, Ana Dunja'
  "Jakop\<ci\'c, Kre\<simir"
_chemical_formula_moiety  'C15 H14 N2 O3'
_chemical_formula_sum  'C15 H14 N2 O3'
_chemical_formula_weight  270.28
_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  8.8490(18)
_cell_length_b  9.2060(13)
_cell_length_c  9.8438(19)
_cell_angle_alpha  63.196(14)
_cell_angle_beta  76.908(15)
_cell_angle_gamma  73.937(13)
_cell_volume  683.0(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.314
_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
  O1  .47394(9)  .77179(11)  .74520(9)  .0474(2) Uani d . 1 . . O
  O2  .67701(14)  .47179(16)  .61158(15)  .0784(3) Uani d . 1 . . O
  O3  .69057(13)  .49415(15)  .81856(14)  .0769(3) Uani d . 1 . . O
  N1  .11488(11) 1.07782(13)  .75658(10)  .0438(2) Uani d . 1 . . N
  N2  .63536(13)  .54186(15)  .69909(14)  .0569(3) Uani d . 1 . . N
  C1  .28225(14) 1.01103(18)  .76444(15)  .0515(3) Uani d . 1 . . C
  H1A  .3005  .9498  .8712  .062 Uiso calc R 1 . . H
  H1B  .3380 1.1023  .7195  .062 Uiso calc R 1 . . H
  C2  .34977(13)  .89850(16)  .68373(13)  .0455(3) Uani d . 1 . . C
  C3  .31406(15)  .88957(18)  .56119(15)  .0536(3) Uani d . 1 . . C
  H3  .2343  .9607  .5006  .064 Uiso calc R 1 . . H
  C4  .42096(16)  .75164(18)  .54272(15)  .0532(3) Uani d . 1 . . C
  H4  .4259  .7136  .4685  .064 Uiso calc R 1 . . H
  C5  .51347(14)  .68762(17)  .65516(14)  .0473(3) Uani d . 1 . . C
  C6  .00588(13)  .97352(14)  .83140(11)  .0402(2) Uani d . 1 . . C
  C7  .05328(16)  .80830(16)  .93425(12)  .0477(3) Uani d . 1 . . C
  H7  .1597  .7655  .9482  .057 Uiso calc R 1 . . H
  C8  -.05664(19)  .70851(18) 1.01507(13)  .0578(3) Uani d . 1 . . C
  H8  -.0224  .6001 1.0842  .069 Uiso calc R 1 . . H
  C9  -.2166(2)  .7646(2)  .99655(15)  .0607(4) Uani d . 1 . . C
  C10  -.26237(16)  .9274(2)  .89053(15)  .0578(3) Uani d . 1 . . C
  H10  -.3684  .9682  .8744  .069 Uiso calc R 1 . . H
  C11  -.15446(14) 1.03022(16)  .80857(13)  .0477(3) Uani d . 1 . . C
  H11  -.1887 1.1378  .7378  .057 Uiso calc R 1 . . H
  C12  -.3384(3)  .6570(3) 1.0887(2)  .0937(7) Uani d . 1 . . C
  H12A  -.3812  .6747 1.1800  .141 Uiso calc R 1 . . H
  H12B  -.2888  .5422 1.1161  .141 Uiso calc R 1 . . H
  H12C  -.4221  .6860 1.0283  .141 Uiso calc R 1 . . H
  C13  .06416(15) 1.25034(16)  .65162(14)  .0490(3) Uani d . 1 . . C
  H13A  .1413 1.3133  .6403  .059 Uiso calc R 1 . . H
  H13B  -.0361 1.2966  .6958  .059 Uiso calc R 1 . . H
  C14  .04568(16) 1.26957(17)  .49896(14)  .0538(3) Uani d . 1 . . C
  C15  .0333(2) 1.2781(2)  .37825(17)  .0708(4) Uani d . 1 . . C
  H15  .028(3) 1.283(3)  .274(3)  .110(7) 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  .0400(4)  .0548(5)  .0483(4)  -.0048(4)  -.0038(3)  -.0255(4)
  O2  .0676(6)  .0685(7)  .1059(8)  .0071(5)  -.0089(5)  -.0544(7)
  O3  .0662(6)  .0721(7)  .0758(7)  .0075(5)  -.0223(5)  -.0222(6)
  N1  .0418(5)  .0443(5)  .0443(5)  -.0058(4)  -.0006(4)  -.0212(4)
  N2  .0455(6)  .0521(6)  .0673(7)  -.0054(5)  -.0025(5)  -.0242(6)
  C1  .0454(6)  .0623(8)  .0584(7)  -.0062(5)  -.0061(5)  -.0377(7)
  C2  .0375(5)  .0527(7)  .0491(6)  -.0059(5)  -.0017(4)  -.0268(5)
  C3  .0492(6)  .0617(8)  .0574(7)  .0005(5)  -.0122(5)  -.0350(6)
  C4  .0519(6)  .0601(8)  .0551(7)  -.0056(5)  -.0036(5)  -.0349(6)
  C5  .0404(6)  .0490(7)  .0542(7)  -.0088(5)  .0016(5)  -.0264(6)
  C6  .0467(6)  .0439(6)  .0341(5)  -.0055(5)  -.0022(4)  -.0228(5)
  C7  .0572(7)  .0450(6)  .0386(6)  -.0025(5)  -.0077(5)  -.0188(5)
  C8  .0892(10)  .0459(7)  .0386(6)  -.0181(7)  -.0033(6)  -.0172(5)
  C9  .0817(10)  .0670(9)  .0450(6)  -.0349(8)  .0080(6)  -.0289(6)
  C10  .0511(7)  .0743(9)  .0558(7)  -.0192(6)  .0012(5)  -.0333(7)
  C11  .0482(7)  .0466(6)  .0453(6)  -.0046(5)  -.0058(5)  -.0189(5)
  C12  .1217(16)  .1020(16)  .0717(10)  -.0712(14)  .0220(10)  -.0360(11)
  C13  .0564(7)  .0421(6)  .0487(6)  -.0104(5)  -.0010(5)  -.0210(5)
  C14  .0622(8)  .0460(7)  .0484(7)  -.0119(6)  -.0014(5)  -.0172(6)
  C15  .0973(12)  .0591(9)  .0513(8)  -.0110(8)  -.0133(7)  -.0193(7)
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 C5 . 1.3555(15) no
  O1 C2 . 1.3745(16) no
  O2 N2 . 1.2328(16) no
  O3 N2 . 1.2208(16) no
  N1 C6 . 1.3956(14) yes
  N1 C1 . 1.4432(16) yes
  N1 C13 . 1.4584(16) yes
  N2 C5 . 1.4276(19) no
  C1 C2 . 1.4988(17) no
  C1 H1A .  .9700 no
  C1 H1B .  .9700 no
  C2 C3 . 1.3558(17) no
  C3 C4 . 1.416(2) no
  C3 H3 .  .9300 no
  C4 C5 . 1.341(2) no
  C4 H4 .  .9300 no
  C6 C11 . 1.4017(17) no
  C6 C7 . 1.4017(17) no
  C7 C8 . 1.3812(18) no
  C7 H7 .  .9300 no
  C8 C9 . 1.390(2) no
  C8 H8 .  .9300 no
  C9 C10 . 1.395(2) no
  C9 C12 . 1.5175(19) no
  C10 C11 . 1.3859(18) no
  C10 H10 .  .9300 no
  C11 H11 .  .9300 no
  C12 H12A .  .9600 no
  C12 H12B .  .9600 no
  C12 H12C .  .9600 no
  C13 C14 . 1.4737(18) yes
  C13 H13A .  .9700 no
  C13 H13B .  .9700 no
  C14 C15 . 1.183(2) yes
  C15 H15 . 1.02(2) no