#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006936.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_2006936
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1998
_journal_volume 54
_journal_page_first  128
_journal_page_last  130
_publ_section_title
;
1-[N-(4-Methyl-2-pyridyl)aminomethylidene]-2(1H)-naphthalenone
;
loop_
_publ_author_name
  'Elerman, Yal\,cin'
  'Kabak, Mehmet'
  'Elmali, Ayhan'
  'Svoboda, Ingrid'
_chemical_formula_sum  'C17 H14 N2 O'
_chemical_formula_weight  262.33
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x+1/2, -y, z+1/2'
_cell_length_a  6.574(2)
_cell_length_b  13.798(2)
_cell_length_c  14.838(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1346.0(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  299(2)
_exptl_crystal_density_diffrn  1.295
_diffrn_ambient_temperature  299(2)
_refine_ls_R_factor_obs  .049
_refine_ls_wR_factor_obs  .140
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
  C1  .2242(5)  .1170(2)  .5928(2)  .0584(9) Uani d . 1 . C
  C2  .4025(5)  .1505(2)  .6397(2)  .0592(9) Uani d . 1 . C
  H2  .4176(5)  .2162(2)  .6519(2)  .071 Uiso calc R 1 . H
  C3  .5467(5)  .0883(2)  .6658(2)  .0611(10) Uani d . 1 . C
  H3  .6604(5)  .1122(2)  .6957(2)  .073 Uiso calc R 1 . H
  C4  .5330(4)  -.0133(2)  .6496(2)  .0519(9) Uani d . 1 . C
  C5  .6868(5)  -.0758(2)  .6794(2)  .0644(10) Uani d . 1 . C
  H5  .8002(5)  -.0508(2)  .7087(2)  .077 Uiso calc R 1 . H
  C6  .6709(5)  -.1729(3)  .6656(2)  .0735(11) Uani d . 1 . C
  H6  .7722(5)  -.2141(3)  .6866(2)  .088 Uiso calc R 1 . H
  C7  .5068(5)  -.2102(2)  .6211(2)  .0717(11) Uani d . 1 . C
  H7  .4978(5)  -.2767(2)  .6121(2)  .086 Uiso calc R 1 . H
  C8  .3541(5)  -.1507(2)  .5893(2)  .0560(9) Uani d . 1 . C
  H8  .2454(5)  -.1773(2)  .5578(2)  .067 Uiso calc R 1 . H
  C9  .3617(4)  -.0500(2)  .6044(2)  .0495(8) Uani d . 1 . C
  C10  .2044(4)  .0164(2)  .5737(2)  .0466(8) Uani d . 1 . C
  C11  .0411(4)  -.0155(2)  .5239(2)  .0515(8) Uani d . 1 . C
  H11  .0306(4)  -.0814(2)  .5119(2)  .062 Uiso calc R 1 . H
  C12  -.2700(4)  .0134(2)  .4395(2)  .0447(8) Uani d . 1 . C
  N2  -.2777(4)  -.0781(2)  .4157(2)  .0598(8) Uani d . 1 . N
  C13  -.4382(5)  -.1026(2)  .3662(2)  .0660(10) Uani d . 1 . C
  H13  -.4497(5)  -.1667(2)  .3476(2)  .079 Uiso calc R 1 . H
  C14  -.5897(5)  -.0381(2)  .3407(2)  .0652(10) Uani d . 1 . C
  H14  -.7012(5)  -.0596(2)  .3077(2)  .078 Uiso calc R 1 . H
  C15  -.5739(5)  .0564(2)  .3643(2)  .0545(9) Uani d . 1 . C
  C16  -.4080(5)  .0835(2)  .4160(2)  .0512(8) Uani d . 1 . C
  H16  -.3907(5)  .1474(2)  .4343(2)  .061 Uiso calc R 1 . H
  C17  -.7285(5)  .1312(2)  .3362(2)  .0749(12) Uani d . 1 . C
  H17A  -.6898(5)  .1934(2)  .3595(2)  .090 Uiso calc R 1 . H
  H17B  -.8596(5)  .1136(2)  .3595(2)  .090 Uiso calc R 1 . H
  H17C  -.7345(5)  .1342(2)  .2716(2)  .090 Uiso calc R 1 . H
  N1  -.1016(4)  .0427(2)  .4922(2)  .0530(7) Uani d . 1 . N
  H1N  -.100(5)  .1056(19)  .5096(17)  .064 Uiso d . 1 . H
  O1  .0886(4)  .17890(10)
  .5696(2)  .0782(7) Uani d . 1 . O
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
  C1  .060(2)  .050(2)  .065(2)  -.002(2)  -.004(2)  -.006(2)
  C2  .063(2)  .050(2)  .065(2)  -.017(2)  -.003(2)  -.009(2)
  C3  .055(2)  .072(2)  .056(2)  -.014(2)  -.007(2)  .000(2)
  C4  .047(2)  .064(2)  .0454(15)  -.006(2)  .000(2)  .0061(14)
  C5  .044(2)  .086(2)  .063(2)  .001(2)  -.005(2)  .009(2)
  C6  .058(2)  .079(2)  .083(2)  .011(2)  -.003(2)  .011(2)
  C7  .072(2)  .067(2)  .076(2)  .004(2)  .001(2)  .000(2)
  C8  .050(2)  .054(2)  .064(2)  -.001(2)  -.003(2)  -.001(2)
  C9  .047(2)  .052(2)  .049(2)  -.004(2)  .001(2)  -.0038(14)
  C10  .0416(14)  .0529(15)  .0452(14)  -.0075(15)  .001(2)  -.0019(13)
  C11  .050(2)  .052(2)  .052(2)  -.007(2)  .006(2)  -.0011(15)
  C12  .0391(14)  .052(2)  .0429(14)  -.0109(14)  -.0017(15)  -.0049(13)
  N2  .0540(14)  .0490(13)  .077(2)  -.0086(13)  -.005(2)  -.0073(13)
  C13  .058(2)  .055(2)  .084(2)  -.010(2)  -.020(2)  -.015(2)
  C14  .064(2)  .076(2)  .055(2)  -.014(2)  -.011(2)  -.005(2)
  C15  .042(2)  .072(2)  .049(2)  -.005(2)  -.006(2)  .003(2)
  C16  .047(2)  .052(2)  .055(2)  -.003(2)  -.004(2)  -.0013(15)
  C17  .064(2)  .091(3)  .070(2)  .002(2)  -.014(2)  -.002(2)
  N1  .0462(13)  .0444(13)  .069(2)  -.0043(14)  -.0037(14)  -.0023(12)
  O1  .0699(14)  .0502(12)  .114(2)  .0037(12)  -.024(2)  -.0140(13)
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
  C1 O1 . 1.281(4) y
  C1 C10 . 1.422(4) y
  C1 C2 . 1.440(4) y
  C2 C3 . 1.336(4) y
  C2 H2 .  .93 ?
  C3 C4 . 1.425(4) y
  C3 H3 .  .93 ?
  C4 C5 . 1.400(4) y
  C4 C9 . 1.404(4) y
  C5 C6 . 1.359(5) y
  C5 H5 .  .93 ?
  C6 C7 . 1.365(5) y
  C6 H6 .  .93 ?
  C7 C8 . 1.380(4) y
  C7 H7 .  .93 ?
  C8 C9 . 1.408(4) y
  C8 H8 .  .93 ?
  C9 C10 . 1.455(4) y
  C10 C11 . 1.375(4) y
  C11 N1 . 1.322(4) y
  C11 H11 .  .93 ?
  C12 N2 . 1.312(3) y
  C12 C16 . 1.371(4) y
  C12 N1 . 1.415(3) y
  N2 C13 . 1.329(4) y
  C13 C14 . 1.388(5) y
  C13 H13 .  .93 ?
  C14 C15 . 1.354(4) y
  C14 H14 .  .93 ?
  C15 C16 . 1.385(4) y
  C15 C17 . 1.507(4) y
  C16 H16 .  .93 ?
  C17 H17A .  .96 ?
  C17 H17B .  .96 ?
  C17 H17C .  .96 ?
  N1 H1N .  .91(3) ?