#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012827.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_2012827
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o425
_journal_page_last  o427
_publ_section_title
;
Ethyl N-(2-benzylamino-6-benzyloxy-5-nitrosopyrimidin-4-yl)glycinate:
sheets built from a three-centre N-H...(N,O) hydrogen bond, and
two-centre C---H...O and C---H...\p(arene) hydrogen bonds
;
loop_
_publ_author_name
  'Low, John N.'
  'Glidewell, Christopher'
  'Quesada, Antonio'
  'Nogueras, Manuel'
  'S\'anchez, Adolfo'
_chemical_formula_moiety  'C22 H23 N5 O4'
_chemical_formula_sum  'C22 H23 N5 O4'
_chemical_formula_iupac  'C22 H23 N5 O4'
_chemical_formula_weight  421.45
_chemical_melting_point  396
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
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  15.2278(8)
_cell_length_b  15.8992(5)
_cell_length_c  8.5558(3)
_cell_angle_alpha  90.00
_cell_angle_beta  97.5860(11)
_cell_angle_gamma  90.00
_cell_volume  2053.31(14)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.363
_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 -0.0187(2) 0.3075(2) 0.2239(4) 0.0245(8) Uani d . 1 . . N
  C2 0.0506(3) 0.3350(3) 0.3311(4) 0.0239(10) Uani d . 1 . . C
  N2 0.0590(2) 0.4176(2) 0.3421(4) 0.0253(8) Uani d . 1 . . N
  C27 0.1239(3) 0.4596(3) 0.4548(5) 0.0263(10) Uani d . 1 . . C
  C21 0.2143(3) 0.4660(2) 0.4009(5) 0.0248(10) Uani d . 1 . . C
  C22 0.2867(3) 0.4234(3) 0.4784(5) 0.0269(10) Uani d . 1 . . C
  C23 0.3690(3) 0.4312(3) 0.4307(5) 0.0330(11) Uani d . 1 . . C
  C24 0.3813(3) 0.4810(3) 0.3038(5) 0.0325(11) Uani d . 1 . . C
  C25 0.3102(3) 0.5240(3) 0.2236(5) 0.0324(11) Uani d . 1 . . C
  C26 0.2276(3) 0.5166(3) 0.2734(5) 0.0309(11) Uani d . 1 . . C
  N3 0.1087(2) 0.2870(2) 0.4246(4) 0.0239(8) Uani d . 1 . . N
  C4 0.0945(2) 0.2044(3) 0.4154(4) 0.0214(9) Uani d . 1 . . C
  N4 0.1494(2) 0.1539(2) 0.5065(4) 0.0254(8) Uani d . 1 . . N
  C7 0.2333(2) 0.1838(3) 0.5859(4) 0.0263(10) Uani d . 1 . . C
  C8 0.3013(3) 0.1837(2) 0.4729(5) 0.0251(10) Uani d . 1 . . C
  O81 0.28688(18) 0.16395(18) 0.3365(3) 0.0336(8) Uani d . 1 . . O
  O82 0.38064(17) 0.20902(18) 0.5446(3) 0.0307(7) Uani d . 1 . . O
  C9 0.4508(3) 0.2097(3) 0.4442(5) 0.0356(12) Uani d . 1 . . C
  C10 0.4846(3) 0.1237(3) 0.4187(6) 0.0457(13) Uani d . 1 . . C
  C5 0.0225(2) 0.1675(3) 0.3114(4) 0.0223(10) Uani d . 1 . . C
  N5 0.0049(2) 0.0859(2) 0.2857(4) 0.0284(9) Uani d . 1 . . N
  O5 0.05466(19) 0.03165(18) 0.3646(3) 0.0345(8) Uani d . 1 . . O
  C6 -0.0312(2) 0.2273(3) 0.2183(4) 0.0225(10) Uani d . 1 . . C
  O6 -0.09866(17) 0.19484(17) 0.1202(3) 0.0285(7) Uani d . 1 . . O
  C67 -0.1553(3) 0.2533(3) 0.0206(5) 0.0295(10) Uani d . 1 . . C
  C61 -0.2196(2) 0.2975(3) 0.1104(4) 0.0248(10) Uani d . 1 . . C
  C62 -0.2114(3) 0.3827(3) 0.1432(5) 0.0298(11) Uani d . 1 . . C
  C63 -0.2713(3) 0.4233(3) 0.2247(5) 0.0369(12) Uani d . 1 . . C
  C64 -0.3403(3) 0.3792(3) 0.2756(5) 0.0411(13) Uani d . 1 . . C
  C65 -0.3501(3) 0.2950(3) 0.2425(5) 0.0387(12) Uani d . 1 . . C
  C66 -0.2908(3) 0.2541(3) 0.1583(5) 0.0310(11) Uani d . 1 . . C
  H2 0.0231 0.4489 0.2772 0.030 Uiso calc R 1 . . H
  H27A 0.1295 0.4285 0.5559 0.032 Uiso calc R 1 . . H
  H27B 0.1024 0.5169 0.4743 0.032 Uiso calc R 1 . . H
  H22 0.2793 0.3883 0.5656 0.032 Uiso calc R 1 . . H
  H23 0.4180 0.4020 0.4859 0.040 Uiso calc R 1 . . H
  H24 0.4384 0.4858 0.2714 0.039 Uiso calc R 1 . . H
  H25 0.3180 0.5582 0.1354 0.039 Uiso calc R 1 . . H
  H26 0.1789 0.5468 0.2193 0.037 Uiso calc R 1 . . H
  H4 0.1342 0.1011 0.5186 0.030 Uiso calc R 1 . . H
  H7A 0.2535 0.1471 0.6770 0.032 Uiso calc R 1 . . H
  H7B 0.2263 0.2416 0.6258 0.032 Uiso calc R 1 . . H
  H9A 0.5002 0.2453 0.4933 0.043 Uiso calc R 1 . . H
  H9B 0.4278 0.2348 0.3410 0.043 Uiso calc R 1 . . H
  H10A 0.5338 0.1271 0.3559 0.055 Uiso calc R 1 . . H
  H10B 0.4369 0.0895 0.3627 0.055 Uiso calc R 1 . . H
  H10C 0.5053 0.0977 0.5209 0.055 Uiso calc R 1 . . H
  H67A -0.1885 0.2219 -0.0682 0.035 Uiso calc R 1 . . H
  H67B -0.1178 0.2955 -0.0240 0.035 Uiso calc R 1 . . H
  H62 -0.1639 0.4135 0.1092 0.036 Uiso calc R 1 . . H
  H63 -0.2651 0.4819 0.2458 0.044 Uiso calc R 1 . . H
  H64 -0.3809 0.4071 0.3334 0.049 Uiso calc R 1 . . H
  H65 -0.3976 0.2646 0.2774 0.046 Uiso calc R 1 . . H
  H66 -0.2990 0.1962 0.1332 0.037 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 0.0219(19) 0.029(2) 0.0227(19) -0.0002(17) 0.0032(14) -0.0018(15)
  C2 0.022(2) 0.030(3) 0.021(2) -0.001(2) 0.0071(18) 0.0003(19)
  N2 0.023(2) 0.024(2) 0.028(2) 0.0002(17) 0.0008(15) -0.0005(15)
  C27 0.028(2) 0.027(3) 0.025(2) -0.003(2) 0.0075(18) -0.0038(18)
  C21 0.027(2) 0.021(3) 0.026(2) -0.0053(19) 0.0028(18) -0.0035(18)
  C22 0.032(3) 0.027(3) 0.020(2) 0.000(2) -0.0008(18) -0.0007(18)
  C23 0.023(2) 0.041(3) 0.034(3) 0.002(2) -0.0030(18) -0.003(2)
  C24 0.026(3) 0.037(3) 0.036(3) -0.003(2) 0.008(2) 0.000(2)
  C25 0.031(3) 0.032(3) 0.035(3) -0.008(2) 0.008(2) 0.003(2)
  C26 0.027(3) 0.036(3) 0.029(3) 0.003(2) -0.0022(18) 0.001(2)
  N3 0.025(2) 0.022(2) 0.0243(19) 0.0016(16) 0.0035(15) 0.0020(15)
  C4 0.023(2) 0.022(3) 0.019(2) 0.000(2) 0.0056(17) 0.0010(18)
  N4 0.023(2) 0.025(2) 0.027(2) -0.0027(16) 0.0017(15) 0.0026(16)
  C7 0.025(2) 0.034(3) 0.020(2) 0.000(2) 0.0005(17) 0.0049(18)
  C8 0.021(2) 0.023(3) 0.031(3) 0.0004(19) 0.0002(18) 0.0069(19)
  O81 0.0330(18) 0.044(2) 0.0230(18) -0.0003(15) 0.0016(12) -0.0038(14)
  O82 0.0253(17) 0.0385(19) 0.0286(17) 0.0002(14) 0.0050(13) -0.0020(13)
  C9 0.023(2) 0.049(3) 0.036(3) 0.000(2) 0.009(2) -0.002(2)
  C10 0.030(3) 0.049(3) 0.058(3) 0.008(2) 0.006(2) 0.000(3)
  C5 0.024(2) 0.024(3) 0.019(2) 0.0011(19) 0.0044(17) -0.0007(18)
  N5 0.029(2) 0.025(2) 0.032(2) 0.0043(18) 0.0085(16) 0.0009(17)
  O5 0.0328(17) 0.0261(19) 0.0438(19) -0.0006(15) 0.0026(14) 0.0008(14)
  C6 0.021(2) 0.029(3) 0.018(2) -0.006(2) 0.0043(17) -0.0049(18)
  O6 0.0265(16) 0.0294(18) 0.0282(17) 0.0015(14) -0.0016(12) -0.0027(13)
  C67 0.025(2) 0.042(3) 0.021(2) 0.000(2) -0.0022(17) -0.001(2)
  C61 0.022(2) 0.033(3) 0.018(2) -0.004(2) -0.0008(17) 0.0025(19)
  C62 0.030(3) 0.037(3) 0.022(2) 0.003(2) -0.0016(18) 0.003(2)
  C63 0.042(3) 0.038(3) 0.028(3) 0.009(2) -0.006(2) -0.004(2)
  C64 0.038(3) 0.059(4) 0.026(3) 0.021(3) 0.002(2) -0.003(2)
  C65 0.031(3) 0.061(4) 0.024(3) 0.000(3) 0.002(2) 0.002(2)
  C66 0.029(3) 0.038(3) 0.024(2) -0.003(2) -0.0022(19) 0.001(2)
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 . 1.376(5) y
  C2 N3 . 1.348(5) y
  N3 C4 . 1.330(5) y
  C4 C5 . 1.443(5) y
  C5 C6 . 1.427(6) y
  C6 N1 . 1.288(5) y
  C2 N2 . 1.321(5) y
  C4 N4 . 1.334(5) y
  C5 N5 . 1.337(5) y
  N5 O5 . 1.280(4) y
  C6 O6 . 1.342(5) y
  N2 C27 . 1.450(5) no
  N2 H2 . 0.8800 no
  C27 C21 . 1.512(6) no
  C27 H27A . 0.9900 no
  C27 H27B . 0.9900 no
  C21 C22 . 1.386(6) no
  C21 C26 . 1.392(6) no
  C22 C23 . 1.375(6) no
  C22 H22 . 0.9500 no
  C23 C24 . 1.376(6) no
  C23 H23 . 0.9500 no
  C24 C25 . 1.383(6) no
  C24 H24 . 0.9500 no
  C25 C26 . 1.386(6) no
  C25 H25 . 0.9500 no
  C26 H26 . 0.9500 no
  N4 C7 . 1.447(5) no
  N4 H4 . 0.8800 no
  C7 C8 . 1.507(6) no
  C7 H7A . 0.9900 no
  C7 H7B . 0.9900 no
  C8 O81 . 1.201(5) no
  C8 O82 . 1.343(5) no
  O82 C9 . 1.456(5) no
  C9 C10 . 1.488(6) no
  C9 H9A . 0.9900 no
  C9 H9B . 0.9900 no
  C10 H10A . 0.9800 no
  C10 H10B . 0.9800 no
  C10 H10C . 0.9800 no
  O6 C67 . 1.462(5) no
  C67 C61 . 1.497(6) no
  C67 H67A . 0.9900 no
  C67 H67B . 0.9900 no
  C61 C62 . 1.386(6) no
  C61 C66 . 1.392(6) no
  C62 C63 . 1.380(6) no
  C62 H62 . 0.9500 no
  C63 C64 . 1.381(6) no
  C63 H63 . 0.9500 no
  C64 C65 . 1.373(6) no
  C64 H64 . 0.9500 no
  C65 C66 . 1.388(6) no
  C65 H65 . 0.9500 no
  C66 H66 . 0.9500 no