#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012138.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_2012138
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  989
_journal_page_last  990
_publ_section_title
;
N-(tert-Butyl)-N'-(2,4-dimethyl-1,8-naphthyridin-2-yl)urea
;
loop_
_publ_author_name
  'L\"uning, Ulrich'
  'K\"uhl, Christine'
  'Bolte, Michael'
_chemical_formula_moiety  'C15 H20 N4 O'
_chemical_formula_sum  'C15 H20 N4 O'
_chemical_formula_weight  272.35
_chemical_melting_point  513
_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  12.7129(2)
_cell_length_b  11.20670(10)
_cell_length_c  11.6822(2)
_cell_angle_alpha  90
_cell_angle_beta  109.5780(10)
_cell_angle_gamma  90
_cell_volume  1568.14(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  140(2)
_exptl_crystal_density_diffrn  1.154
_diffrn_ambient_temperature  140(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
  N1  .85531(12)  .54915(14)  .48862(14)  .0231(4) Uani d . 1 . . N
  H1  .8923(16)  .4926(19)  .4634(18)  .026(5) Uiso d . 1 . . H
  C2  .92330(14)  .63554(16)  .56465(15)  .0205(4) Uani d . 1 . . C
  O2 1.02662(9)  .62078(11)  .59955(11)  .0254(3) Uani d . 1 . . O
  N3  .87183(13)  .72830(14)  .59484(14)  .0249(4) Uani d . 1 . . N
  H3  .7957(19)  .7260(19)  .563(2)  .042(6) Uiso d . 1 . . H
  C4  .92836(15)  .82712(16)  .67685(17)  .0257(4) Uani d . 1 . . C
  C41 1.00999(19)  .8910(2)  .6270(2)  .0410(6) Uani d . 1 . . C
  H41A  .9697  .9211  .5453  .062 Uiso calc R 1 . . H
  H41B 1.0679  .8349  .6233  .062 Uiso calc R 1 . . H
  H41C 1.0447  .9578  .6804  .062 Uiso calc R 1 . . H
  C42  .83422(17)  .91287(19)  .6775(2)  .0416(6) Uani d . 1 . . C
  H42A  .7820  .8714  .7093  .062 Uiso calc R 1 . . H
  H42B  .7945  .9401  .5945  .062 Uiso calc R 1 . . H
  H42C  .8661  .9817  .7292  .062 Uiso calc R 1 . . H
  C43  .98812(17)  .77897(19)  .80489(18)  .0356(5) Uani d . 1 . . C
  H43A  .9341  .7383  .8347  .053 Uiso calc R 1 . . H
  H43B 1.0223  .8453  .8593  .053 Uiso calc R 1 . . H
  H43C 1.0462  .7224  .8026  .053 Uiso calc R 1 . . H
  C11  .73957(14)  .54333(16)  .43817(16)  .0218(4) Uani d . 1 . . C
  N12  .67811(12)  .62899(13)  .46135(14)  .0239(4) Uani d . 1 . . N
  C13  .56386(14)  .61944(17)  .41554(17)  .0248(4) Uani d . 1 . . C
  N14  .50809(12)  .71130(15)  .44676(15)  .0301(4) Uani d . 1 . . N
  C15  .39668(15)  .70527(19)  .40751(19)  .0341(5) Uani d . 1 . . C
  C15'  .33656(17)  .8068(2)  .4442(2)  .0458(6) Uani d . 1 . . C
  H15A  .3651  .8158  .5327  .069 Uiso calc R 1 . . H
  H15B  .2564  .7896  .4175  .069 Uiso calc R 1 . . H
  H15C  .3492  .8808  .4061  .069 Uiso calc R 1 . . H
  C16  .33698(16)  .6101(2)  .3365(2)  .0382(5) Uani d . 1 . . C
  H16  .2577  .6103  .3111  .046 Uiso calc R 1 . . H
  C17  .39086(16)  .5164(2)  .30286(18)  .0352(5) Uani d . 1 . . C
  C17'  .32876(18)  .4114(2)  .2298(2)  .0522(7) Uani d . 1 . . C
  H17A  .3469  .3391  .2798  .078 Uiso calc R 1 . . H
  H17B  .3509  .4008  .1578  .078 Uiso calc R 1 . . H
  H17C  .2482  .4263  .2046  .078 Uiso calc R 1 . . H
  C18  .51024(15)  .52085(18)  .34368(17)  .0276(4) Uani d . 1 . . C
  C19  .57963(15)  .43159(18)  .31861(18)  .0298(5) Uani d . 1 . . C
  H19  .5467  .3649  .2695  .036 Uiso calc R 1 . . H
  C20  .69254(15)  .44170(17)  .36482(17)  .0270(4) Uani d . 1 . . C
  H20  .7393  .3825  .3487  .032 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
  N1  .0187(8)  .0226(8)  .0282(9)  .0039(6)  .0083(7)  -.0045(7)
  C2  .0217(9)  .0218(10)  .0186(9)  .0014(7)  .0075(7)  .0008(7)
  O2  .0182(6)  .0292(7)  .0269(7)  .0040(5)  .0052(5)  -.0043(6)
  N3  .0188(8)  .0246(9)  .0302(9)  .0008(6)  .0068(7)  -.0063(7)
  C4  .0253(9)  .0225(10)  .0279(10)  .0005(7)  .0071(8)  -.0061(8)
  C41  .0456(13)  .0345(12)  .0447(13)  -.0109(10)  .0174(10)  -.0029(10)
  C42  .0351(12)  .0343(12)  .0479(14)  .0079(9)  .0039(10)  -.0172(10)
  C43  .0393(11)  .0377(12)  .0272(11)  .0033(9)  .0075(9)  -.0041(9)
  C11  .0208(9)  .0223(9)  .0239(10)  .0009(7)  .0096(7)  .0016(7)
  N12  .0204(8)  .0248(9)  .0275(9)  .0017(6)  .0093(6)  -.0004(7)
  C13  .0206(9)  .0291(10)  .0255(10)  .0028(8)  .0089(8)  .0054(8)
  N14  .0233(8)  .0320(9)  .0372(10)  .0070(7)  .0132(7)  .0059(8)
  C15  .0255(10)  .0414(12)  .0379(12)  .0086(9)  .0138(9)  .0130(10)
  C15'  .0332(12)  .0485(14)  .0602(15)  .0177(10)  .0215(11)  .0136(12)
  C16  .0188(9)  .0560(14)  .0398(12)  .0034(9)  .0097(9)  .0110(11)
  C17  .0250(10)  .0487(13)  .0305(11)  -.0038(9)  .0075(9)  .0042(10)
  C17'  .0263(11)  .0716(18)  .0539(15)  -.0142(11)  .0070(11)  -.0143(13)
  C18  .0233(10)  .0347(11)  .0255(10)  -.0037(8)  .0092(8)  .0027(9)
  C19  .0286(10)  .0329(11)  .0291(11)  -.0072(8)  .0115(9)  -.0069(9)
  C20  .0267(10)  .0276(10)  .0294(11)  -.0006(8)  .0127(8)  -.0029(8)
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
  N1 C11 . 1.391(2) y
  N1 C2 . 1.400(2) y
  N1 H1 .  .90(2) ?
  C2 O2 . 1.249(2) y
  C2 N3 . 1.337(2) y
  N3 C4 . 1.483(2) y
  N3 H3 .  .91(2) ?
  C4 C41 . 1.527(3) ?
  C4 C43 . 1.531(3) ?
  C4 C42 . 1.537(3) ?
  C41 H41A .  .9800 ?
  C41 H41B .  .9800 ?
  C41 H41C .  .9800 ?
  C42 H42A .  .9800 ?
  C42 H42B .  .9800 ?
  C42 H42C .  .9800 ?
  C43 H43A .  .9800 ?
  C43 H43B .  .9800 ?
  C43 H43C .  .9800 ?
  C11 N12 . 1.322(2) y
  C11 C20 . 1.430(3) ?
  N12 C13 . 1.374(2) y
  C13 N14 . 1.367(2) y
  C13 C18 . 1.417(3) ?
  N14 C15 . 1.336(2) y
  C15 C16 . 1.407(3) ?
  C15 C15' . 1.510(3) ?
  C15' H15A .  .9800 ?
  C15' H15B .  .9800 ?
  C15' H15C .  .9800 ?
  C16 C17 . 1.381(3) ?
  C16 H16 .  .9500 ?
  C17 C18 . 1.431(3) ?
  C17 C17' . 1.512(3) ?
  C17' H17A .  .9800 ?
  C17' H17B .  .9800 ?
  C17' H17C .  .9800 ?
  C18 C19 . 1.427(3) ?
  C19 C20 . 1.358(3) ?
  C19 H19 .  .9500 ?
  C20 H20 .  .9500 ?