#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012777.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_2012777
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o355
_journal_page_last  o358
_publ_section_title
;
2-Amino-4,6-bis(benzyloxy)-5-nitrosopyrimidine: chains built from three-centre
N-H...(N,O) and N-H...\p(arene) hydrogen bonds
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Quesada, Antonio'
  'Low, John N.'
  'Melguizo, Manuel'
  'Nogueras, Manuel'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C18 H16 N4 O3'
_chemical_formula_sum  'C18 H16 N4 O3'
_chemical_formula_weight  336.35
_symmetry_cell_setting  monoclinic
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  11.0731(5)
_cell_length_b  7.3642(3)
_cell_length_c  22.9129(11)
_cell_angle_alpha  90
_cell_angle_beta  111.456(2)
_cell_angle_gamma  90
_cell_volume  1738.94(13)
_cell_formula_units_Z  4
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.285
_diffrn_ambient_temperature  298(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 0.2250(3) -0.1634(3) 0.00421(13) 0.0586(8) Uani d . 1 . . N
  C2 0.1619(3) -0.1771(5) 0.04435(17) 0.0597(9) Uani d . 1 . . C
  N2 0.1348(3) -0.3428(4) 0.05732(14) 0.0861(11) Uani d . 1 . . N
  N3 0.1232(3) -0.0393(3) 0.07247(12) 0.0591(8) Uani d . 1 . . N
  C4 0.1563(3) 0.1226(4) 0.05998(15) 0.0531(9) Uani d . 1 . . C
  O4 0.1272(2) 0.2660(3) 0.08853(10) 0.0641(7) Uani d . 1 . . O
  C47 0.0702(4) 0.2280(4) 0.13540(17) 0.0708(11) Uani d . 1 . . C
  C41 0.0557(4) 0.4087(4) 0.16239(17) 0.0555(9) Uani d . 1 . . C
  C42 -0.0578(4) 0.5044(5) 0.13773(17) 0.0667(10) Uani d . 1 . . C
  C43 -0.0697(4) 0.6740(5) 0.1610(2) 0.0800(12) Uani d . 1 . . C
  C44 0.0316(6) 0.7469(6) 0.2091(2) 0.0868(14) Uani d . 1 . . C
  C45 0.1440(5) 0.6533(6) 0.2343(2) 0.0903(13) Uani d . 1 . . C
  C46 0.1576(4) 0.4845(5) 0.21121(18) 0.0746(11) Uani d . 1 . . C
  C5 0.2240(3) 0.1590(4) 0.01983(14) 0.0496(8) Uani d . 1 . . C
  N5 0.2524(3) 0.3375(4) 0.01281(13) 0.0610(8) Uani d . 1 . . N
  O5 0.3201(2) 0.3712(3) -0.01890(12) 0.0758(8) Uani d . 1 . . O
  C6 0.2565(3) 0.0008(4) -0.00656(15) 0.0525(9) Uani d . 1 . . C
  O6 0.3226(2) 0.0224(3) -0.04448(11) 0.0660(7) Uani d . 1 . . O
  C67 0.3601(4) -0.1411(5) -0.06850(19) 0.0815(12) Uani d . 1 . . C
  C61 0.4320(4) -0.0870(6) -0.10946(18) 0.0732(11) Uani d . 1 . . C
  C62 0.4577(4) 0.0886(7) -0.11957(18) 0.0896(13) Uani d . 1 . . C
  C63 0.5258(5) 0.1308(9) -0.1582(2) 0.1207(19) Uani d . 1 . . C
  C64 0.5695(6) -0.0060(13) -0.1862(3) 0.149(3) Uani d . 1 . . C
  C65 0.5435(6) -0.1804(12) -0.1766(3) 0.139(3) Uani d . 1 . . C
  C66 0.4765(4) -0.2256(7) -0.1381(2) 0.0962(14) Uani d . 1 . . C
  H2A 0.1572 -0.4346 0.0404 0.103 Uiso calc R 1 . . H
  H2B 0.0946 -0.3592 0.0827 0.103 Uiso calc R 1 . . H
  H47A 0.1263 0.1490 0.1679 0.085 Uiso calc R 1 . . H
  H47B -0.0137 0.1697 0.1162 0.085 Uiso calc R 1 . . H
  H42 -0.1274 0.4550 0.1051 0.080 Uiso calc R 1 . . H
  H43 -0.1469 0.7383 0.1438 0.096 Uiso calc R 1 . . H
  H44 0.0235 0.8610 0.2246 0.104 Uiso calc R 1 . . H
  H45 0.2126 0.7031 0.2673 0.108 Uiso calc R 1 . . H
  H46 0.2354 0.4215 0.2286 0.090 Uiso calc R 1 . . H
  H67A 0.2837 -0.2109 -0.0924 0.098 Uiso calc R 1 . . H
  H67B 0.4149 -0.2156 -0.0341 0.098 Uiso calc R 1 . . H
  H62 0.4293 0.1818 -0.1004 0.108 Uiso calc R 1 . . H
  H63 0.5417 0.2514 -0.1650 0.145 Uiso calc R 1 . . H
  H64 0.6164 0.0212 -0.2115 0.179 Uiso calc R 1 . . H
  H65 0.5714 -0.2726 -0.1964 0.166 Uiso calc R 1 . . H
  H66 0.4612 -0.3466 -0.1315 0.115 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 0.075(2) 0.0408(17) 0.071(2) -0.0046(13) 0.0408(18) -0.0039(13)
  C2 0.070(3) 0.046(2) 0.070(3) -0.0027(18) 0.035(2) -0.0011(18)
  N2 0.133(3) 0.044(2) 0.114(3) -0.0095(17) 0.084(2) -0.0049(16)
  N3 0.075(2) 0.0406(16) 0.073(2) -0.0020(13) 0.0397(17) -0.0021(13)
  C4 0.064(3) 0.046(2) 0.054(2) 0.0024(16) 0.026(2) -0.0040(16)
  O4 0.090(2) 0.0469(13) 0.0749(17) 0.0027(11) 0.0532(15) 0.0015(11)
  C47 0.093(3) 0.060(2) 0.080(3) 0.0021(18) 0.056(2) 0.0045(18)
  C41 0.067(3) 0.056(2) 0.052(2) 0.002(2) 0.032(2) 0.0024(17)
  C42 0.066(3) 0.065(2) 0.071(3) -0.004(2) 0.027(2) 0.0012(19)
  C43 0.081(3) 0.069(3) 0.102(4) 0.016(2) 0.048(3) 0.003(2)
  C44 0.117(4) 0.075(3) 0.087(3) -0.002(3) 0.060(3) -0.015(3)
  C45 0.096(4) 0.103(3) 0.075(3) -0.019(3) 0.035(3) -0.026(3)
  C46 0.069(3) 0.090(3) 0.069(3) 0.014(2) 0.030(2) -0.002(2)
  C5 0.059(2) 0.043(2) 0.053(2) -0.0006(15) 0.0271(19) -0.0001(15)
  N5 0.073(2) 0.0544(18) 0.064(2) -0.0029(15) 0.0345(18) 0.0058(14)
  O5 0.093(2) 0.0624(16) 0.092(2) -0.0045(13) 0.0575(18) 0.0109(13)
  C6 0.056(3) 0.056(2) 0.052(2) -0.0023(17) 0.027(2) -0.0036(17)
  O6 0.0816(19) 0.0577(15) 0.0770(17) -0.0058(12) 0.0507(15) -0.0087(12)
  C67 0.092(3) 0.077(3) 0.098(3) -0.005(2) 0.061(3) -0.024(2)
  C61 0.061(3) 0.102(3) 0.060(3) 0.002(2) 0.026(2) -0.014(2)
  C62 0.076(3) 0.133(4) 0.068(3) 0.004(3) 0.037(3) 0.009(3)
  C63 0.095(4) 0.191(6) 0.089(4) 0.006(4) 0.048(3) 0.037(4)
  C64 0.082(4) 0.299(11) 0.081(4) 0.033(6) 0.045(3) 0.036(6)
  C65 0.082(4) 0.272(9) 0.069(4) 0.030(5) 0.037(3) -0.037(5)
  C66 0.071(3) 0.142(4) 0.077(3) 0.007(3) 0.029(3) -0.036(3)
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
  C6 N1 . 1.306(4) y
  N1 C2 . 1.347(4) y
  C2 N3 . 1.353(4) y
  N3 C4 . 1.310(4) y
  C4 C5 . 1.408(4) y
  C5 C6 . 1.419(4) y
  C2 N2 . 1.316(4) y
  C4 O4 . 1.342(3) y
  C6 O6 . 1.334(4) y
  C5 N5 . 1.374(4) y
  N5 O5 . 1.245(3) y
  N2 H2A . 0.8600 no
  N2 H2B . 0.8600 no
  O4 C47 . 1.458(4) no
  C47 C41 . 1.500(4) no
  C47 H47A . 0.9700 no
  C47 H47B . 0.9700 no
  C41 C42 . 1.369(5) no
  C41 C46 . 1.383(5) no
  C42 C43 . 1.383(5) no
  C42 H42 . 0.9300 no
  C43 C44 . 1.362(5) no
  C43 H43 . 0.9300 no
  C44 C45 . 1.353(6) no
  C44 H44 . 0.9300 no
  C45 C46 . 1.380(5) no
  C45 H45 . 0.9300 no
  C46 H46 . 0.9300 no
  O6 C67 . 1.446(4) no
  C67 C61 . 1.490(5) no
  C67 H67A . 0.9700 no
  C67 H67B . 0.9700 no
  C61 C62 . 1.363(5) no
  C61 C66 . 1.397(5) no
  C62 C63 . 1.392(6) no
  C62 H62 . 0.9300 no
  C63 C64 . 1.374(8) no
  C63 H63 . 0.9300 no
  C64 C65 . 1.352(8) no
  C64 H64 . 0.9300 no
  C65 C66 . 1.385(7) no
  C65 H65 . 0.9300 no
  C66 H66 . 0.9300 no