#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014732.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_2014732
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o15
_journal_page_last  o20
_publ_section_title
;
5-(1-Hydroxyethylidene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
and four amino derivatives
;
_space_group_IT_number           7
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_[local]_cod_cif_authors_sg_H-M  'P n'
loop_
_publ_author_name
  'da Silva, Emerson T.'
  'Ribiero, Rodrigo S.'
  'Lima, Edson L. S.'
  'Wardell, James L.'
  'Skakle, Janet M. S.'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C11 H17 N3 O3'
_chemical_formula_sum  'C11 H17 N3 O3'
_chemical_formula_iupac  'C11 H17 N3 O3'
_chemical_formula_weight  239.28
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x+1/2, -y, z+1/2'
_cell_length_a  4.1085(3)
_cell_length_b  8.4497(5)
_cell_length_c  17.1272(11)
_cell_angle_alpha  90.00
_cell_angle_beta  94.721(2)
_cell_angle_gamma  90.00
_cell_volume  592.56(7)
_cell_formula_units_Z  2
_cell_measurement_temperature  291(2)
_exptl_crystal_density_diffrn  1.341
_diffrn_ambient_temperature  291(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
  O2 -0.1487(6) 0.6297(2) 0.17114(12) 0.0757(5) Uani d . 1 . . O
  O4 0.3625(4) 0.24030(15) 0.31415(9) 0.0539(4) Uani d . 1 . . O
  O6 0.4409(5) 0.77604(17) 0.39406(12) 0.0691(5) Uani d . 1 . . O
  N1 0.1514(5) 0.70039(19) 0.28271(11) 0.0493(4) Uani d . 1 . . N
  N3 0.1034(4) 0.43561(19) 0.24510(9) 0.0442(3) Uani d . 1 . . N
  N51 0.7094(4) 0.30194(18) 0.44180(10) 0.0442(3) Uani d . 1 . . N
  C1 0.0685(8) 0.8679(3) 0.26797(17) 0.0705(7) Uani d . 1 . . C
  C2 0.0236(5) 0.5912(2) 0.22940(12) 0.0497(4) Uani d . 1 . . C
  C3 -0.0342(6) 0.3140(3) 0.19047(13) 0.0560(5) Uani d . 1 . . C
  C4 0.3062(4) 0.3832(2) 0.30920(10) 0.0404(3) Uani d . 1 . . C
  C5 0.4315(4) 0.50075(19) 0.36465(10) 0.0381(3) Uani d . 1 . . C
  C6 0.3515(5) 0.6659(2) 0.35116(11) 0.0447(4) Uani d . 1 . . C
  C51 0.6311(4) 0.4518(2) 0.43250(10) 0.0395(3) Uani d . 1 . . C
  C52 0.7544(6) 0.5641(3) 0.49526(13) 0.0553(5) Uani d . 1 . . C
  C53 0.8946(5) 0.2300(2) 0.50958(11) 0.0467(4) Uani d . 1 . . C
  C54 0.9653(6) 0.0585(2) 0.49084(13) 0.0519(4) Uani d . 1 . . C
  C55 1.1227(6) -0.0276(3) 0.56190(16) 0.0629(6) Uani d . 1 . . C
  H1A 0.0733 0.8902 0.2131 0.106 Uiso calc R 1 . . H
  H1B 0.2243 0.9339 0.2974 0.106 Uiso calc R 1 . . H
  H1C -0.1462 0.8888 0.2838 0.106 Uiso calc R 1 . . H
  H31 -0.2070 0.3594 0.1565 0.084 Uiso calc R 1 . . H
  H32 -0.1192 0.2284 0.2195 0.084 Uiso calc R 1 . . H
  H33 0.1336 0.2749 0.1597 0.084 Uiso calc R 1 . . H
  H51 0.6452 0.2392 0.4041 0.053 Uiso calc R 1 . . H
  H52A 0.8360 0.5056 0.5408 0.083 Uiso calc R 1 . . H
  H52B 0.5797 0.6318 0.5085 0.083 Uiso calc R 1 . . H
  H52C 0.9270 0.6271 0.4769 0.083 Uiso calc R 1 . . H
  H53A 0.7692 0.2356 0.5551 0.056 Uiso calc R 1 . . H
  H53B 1.0978 0.2868 0.5213 0.056 Uiso calc R 1 . . H
  H54A 0.7630 0.0058 0.4729 0.062 Uiso calc R 1 . . H
  H54B 1.1096 0.0543 0.4488 0.062 Uiso calc R 1 . . H
  H55A 1.3038 0.0333 0.5846 0.094 Uiso calc R 1 . . H
  H55B 1.1988 -0.1293 0.5463 0.094 Uiso calc R 1 . . H
  H55C 0.9653 -0.0412 0.5998 0.094 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
  O2 0.0973(14) 0.0687(10) 0.0557(9) 0.0106(10) -0.0264(9) 0.0048(8)
  O4 0.0752(9) 0.0374(6) 0.0465(7) -0.0018(6) -0.0104(7) -0.0063(6)
  O6 0.0995(13) 0.0378(6) 0.0661(10) 0.0002(7) -0.0177(9) -0.0089(7)
  N1 0.0659(10) 0.0376(7) 0.0436(8) 0.0027(6) 0.0003(7) 0.0023(6)
  N3 0.0546(9) 0.0446(7) 0.0324(7) -0.0011(6) -0.0037(6) -0.0037(5)
  N51 0.0538(9) 0.0413(7) 0.0359(7) -0.0004(6) -0.0056(6) -0.0009(6)
  C1 0.0965(19) 0.0411(10) 0.0715(16) 0.0122(10) -0.0069(14) 0.0109(10)
  C2 0.0570(11) 0.0520(10) 0.0394(9) 0.0032(8) -0.0010(8) 0.0014(7)
  C3 0.0695(12) 0.0555(10) 0.0407(9) -0.0065(9) -0.0091(8) -0.0098(8)
  C4 0.0489(9) 0.0404(7) 0.0313(7) -0.0024(7) 0.0005(6) -0.0037(6)
  C5 0.0471(9) 0.0339(6) 0.0329(7) -0.0024(6) 0.0017(6) -0.0019(5)
  C6 0.0550(10) 0.0381(7) 0.0410(9) -0.0009(7) 0.0031(7) -0.0012(7)
  C51 0.0431(9) 0.0419(8) 0.0333(7) -0.0034(6) 0.0028(6) -0.0030(6)
  C52 0.0680(13) 0.0511(10) 0.0443(10) 0.0017(9) -0.0098(9) -0.0139(8)
  C53 0.0512(10) 0.0492(10) 0.0381(9) 0.0006(7) -0.0065(7) 0.0022(7)
  C54 0.0567(11) 0.0488(9) 0.0486(10) 0.0036(8) -0.0054(8) 0.0004(8)
  C55 0.0680(13) 0.0561(12) 0.0616(13) 0.0076(10) -0.0127(10) 0.0096(10)
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 C2 . 1.372(3) no
  N1 C6 . 1.406(3) no
  N1 C1 . 1.473(2) no
  C1 H1A . 0.96 no
  C1 H1B . 0.96 no
  C1 H1C . 0.96 no
  C2 O2 . 1.219(3) no
  C2 N3 . 1.376(3) no
  N3 C4 . 1.394(2) no
  N3 C3 . 1.471(2) no
  C3 H31 . 0.96 no
  C3 H32 . 0.96 no
  C3 H33 . 0.96 no
  C4 O4 . 1.232(2) no
  C4 C5 . 1.440(2) no
  C5 C51 . 1.427(2) no
  C5 C6 . 1.448(2) no
  C51 N51 . 1.313(2) no
  C51 C52 . 1.491(2) no
  N51 C53 . 1.467(2) no
  N51 H51 . 0.86 no
  C52 H52A . 0.96 no
  C52 H52B . 0.96 no
  C52 H52C . 0.96 no
  C53 C54 . 1.517(3) no
  C53 H53A . 0.97 no
  C53 H53B . 0.97 no
  C54 C55 . 1.516(3) no
  C54 H54A . 0.97 no
  C54 H54B . 0.97 no
  C55 H55A . 0.96 no
  C55 H55B . 0.96 no
  C55 H55C . 0.96 no
  C6 O6 . 1.223(2) no