#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012721.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_2012721
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o289
_journal_page_last  o294
_publ_section_title
;
Hydrogen bonding in 2-amino-4,6-dimethoxypyrimidine,
2-benzylamino-4,6-bis(benzyloxy)pyrimidine and
2-amino-4,6-bis(N-pyrrolidino)pyrimidine: chains of fused rings and a
centrosymmetric dimer
;
_space_group_IT_number           15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_[local]_cod_cif_authors_sg_H-M  'C 2/c'
loop_
_publ_author_name
  'Low, John N.'
  'Quesada, Antonio'
  'Marchal, Antonio'
  'Melguizo, Manuel'
  'Nogueras, Manuel'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C6 H9 N3 O2'
_chemical_formula_sum  'C6 H9 N3 O2'
_chemical_formula_weight  155.16
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  '-x, -y, -z'
  'x, -y, z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z+1/2'
_cell_length_a  12.3971(5)
_cell_length_b  8.3608(5)
_cell_length_c  14.5237(7)
_cell_angle_alpha  90
_cell_angle_beta  106.585(3)
_cell_angle_gamma  90
_cell_volume  1442.75(13)
_cell_formula_units_Z  8
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.429
_diffrn_ambient_temperature  120(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 0.14019(11) 0.48401(17) 0.48098(9) 0.0206(4) Uani d . 1 . . N
  N2 -0.01762(11) 0.37392(19) 0.37859(10) 0.0285(4) Uani d . 1 . . N
  N3 0.14982(11) 0.31903(17) 0.34783(9) 0.0205(4) Uani d . 1 . . N
  C2 0.09446(13) 0.3937(2) 0.40367(11) 0.0196(4) Uani d . 1 . . C
  O4 0.32450(9) 0.26690(14) 0.32742(8) 0.0244(3) Uani d . 1 . . O
  C4 0.26097(13) 0.3388(2) 0.37614(11) 0.0200(4) Uani d . 1 . . C
  C41 0.27005(15) 0.1574(2) 0.25231(12) 0.0266(4) Uani d . 1 . . C
  C5 0.31797(13) 0.4311(2) 0.45409(11) 0.0209(4) Uani d . 1 . . C
  O6 0.29165(9) 0.59379(15) 0.58250(8) 0.0253(3) Uani d . 1 . . O
  C6 0.25158(13) 0.5009(2) 0.50419(10) 0.0205(4) Uani d . 1 . . C
  C61 0.41058(14) 0.6223(2) 0.61287(13) 0.0307(5) Uani d . 1 . . C
  H2A -0.0576 0.4195 0.4126 0.034 Uiso calc R 1 . . H
  H2B -0.0511 0.3154 0.3282 0.034 Uiso calc R 1 . . H
  H41A 0.2195 0.0873 0.2749 0.040 Uiso calc R 1 . . H
  H41B 0.3270 0.0925 0.2347 0.040 Uiso calc R 1 . . H
  H41C 0.2265 0.2176 0.1961 0.040 Uiso calc R 1 . . H
  H5 0.3973 0.4451 0.4717 0.025 Uiso calc R 1 . . H
  H61A 0.4505 0.5200 0.6270 0.046 Uiso calc R 1 . . H
  H61B 0.4296 0.6889 0.6708 0.046 Uiso calc R 1 . . H
  H61C 0.4329 0.6774 0.5616 0.046 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 0.0176(8) 0.0247(8) 0.0192(7) 0.0026(6) 0.0048(6) -0.0002(6)
  N2 0.0161(8) 0.0425(10) 0.0265(8) 0.0012(7) 0.0051(6) -0.0114(7)
  N3 0.0207(8) 0.0233(8) 0.0185(7) 0.0011(6) 0.0071(6) 0.0008(6)
  C2 0.0196(9) 0.0207(10) 0.0186(8) 0.0022(7) 0.0055(7) 0.0038(7)
  O4 0.0221(7) 0.0297(7) 0.0224(6) 0.0025(5) 0.0081(5) -0.0049(5)
  C4 0.0208(9) 0.0219(10) 0.0186(8) 0.0050(7) 0.0077(7) 0.0055(7)
  C41 0.0307(10) 0.0255(10) 0.0258(9) 0.0012(8) 0.0114(8) -0.0046(8)
  C5 0.0153(8) 0.0248(10) 0.0222(8) 0.0006(7) 0.0047(7) 0.0003(7)
  O6 0.0191(7) 0.0349(8) 0.0213(6) -0.0007(5) 0.0046(5) -0.0076(5)
  C6 0.0210(9) 0.0223(10) 0.0173(8) 0.0016(7) 0.0042(7) 0.0006(7)
  C61 0.0174(9) 0.0414(12) 0.0303(10) -0.0002(8) 0.0018(8) -0.0118(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 C2 . 1.338(2) y
  C2 N3 . 1.355(2) y
  N3 C4 . 1.331(2) y
  C4 C5 . 1.386(2) y
  C5 C6 . 1.375(2) y
  C6 N1 . 1.332(2) y
  C2 N2 . 1.342(2) y
  C4 O4 . 1.342(2) y
  O4 C41 . 1.437(2) y
  C6 O6 . 1.3492(19) y
  O6 C61 . 1.433(2) y
  N2 H2A . 0.8800 no
  N2 H2B . 0.8800 no
  C41 H41A . 0.9800 no
  C41 H41B . 0.9800 no
  C41 H41C . 0.9800 no
  C5 H5 . 0.9500 no
  C61 H61A . 0.9800 no
  C61 H61B . 0.9800 no
  C61 H61C . 0.9800 no