data_2010567
_journal_data_validation_number  IUC9900187
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e29
_journal_page_last  e30
_publ_section_title
;
2-tert-Butyloxymethyl-6-cyano-2,3-dihydro-5H-oxazolo[3,2-a]pyrimidin-5-one
;
loop_
_publ_author_name
  'Chaimbault, Corinne'
  'Leger, Jean Michel'
  'Bosc, Jean-Jacques'
  'Jarry, Christian'
_chemical_formula_sum  'C12 H15 N3 O3'
_chemical_formula_weight  249.27
_chemical_melting_point  375
_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  11.9030(10)
_cell_length_b  10.895(2)
_cell_length_c  10.3430(10)
_cell_angle_alpha  90.00
_cell_angle_beta  109.760(10)
_cell_angle_gamma  90.00
_cell_volume  1262.3(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.312
_diffrn_ambient_temperature  296(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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  C3  -.0128(5)  .6303(5)  .0997(5)  .123(2) Uani d . 1 . C
  H3A  .0431(5)  .6520(5)  .0548(5)  .184 Uiso calc R 1 . H
  H3B  -.0705(5)  .6948(5)  .0869(5)  .184 Uiso calc R 1 . H
  H3C  -.0527(5)  .5556(5)  .0610(5)  .184 Uiso calc R 1 . H
  C4  .1207(4)  .7259(4)  .3126(5)  .110(2) Uani d . 1 . C
  H4A  .1744(4)  .7470(4)  .2647(5)  .166 Uiso calc R 1 . H
  H4B  .1654(4)  .7110(4)  .4076(5)  .166 Uiso calc R 1 . H
  H4C  .0659(4)  .7923(4)  .3055(5)  .166 Uiso calc R 1 . H
  C5  -.0316(4)  .5784(5)  .3237(6)  .115(2) Uani d . 1 . C
  H5A  .0122(4)  .5676(5)  .4197(6)  .173 Uiso calc R 1 . H
  H5B  -.0715(4)  .5033(5)  .2864(6)  .173 Uiso calc R 1 . H
  H5C  -.0895(4)  .6425(5)  .3123(6)  .173 Uiso calc R 1 . H
  C6  .0526(3)  .6125(3)  .2503(4)  .0611(9) Uani d . 1 . C
  O7  .1342(2)  .5127(2)  .2540(2)  .0643(7) Uani d . 1 . O
  C8  .2074(3)  .4702(3)  .3847(4)  .0650(9) Uani d . 1 . C
  H8A  .1730(3)  .3968(3)  .4093(4)  .078 Uiso calc R 1 . H
  H8B  .2133(3)  .5324(3)  .4537(4)  .078 Uiso calc R 1 . H
  C9  .3293(3)  .4421(3)  .3783(3)  .0598(9) Uani d . 1 . C
  H9  .3797(3)  .4058(3)  .4652(3)  .072 Uiso calc R 1 . H
  O10  .3809(2)  .5589(2)  .3545(2)  .0624(6) Uani d . 1 . O
  C11  .3744(2)  .5623(3)  .2240(3)  .0513(8) Uani d . 1 . C
  N12  .3453(2)  .4529(2)  .1627(3)  .0466(6) Uani d . 1 . N
  C13  .3304(3)  .3615(3)  .2582(4)  .0620(9) Uani d . 1 . C
  H13A  .3963(3)  .3039(3)  .2853(4)  .074 Uiso calc R 1 . H
  H13B  .2560(3)  .3169(3)  .2195(4)  .074 Uiso calc R 1 . H
  N14  .3970(2)  .6628(2)  .1692(3)  .0623(8) Uani d . 1 . N
  C15  .3884(3)  .6487(3)  .0359(4)  .0602(9) Uani d . 1 . C
  H15  .4023(3)  .7173(3)  -.0100(4)  .072 Uiso calc R 1 . H
  C16  .3610(2)  .5415(3)  -.0355(3)  .0523(8) Uani d . 1 . C
  C17  .3407(2)  .4319(3)  .0295(3)  .0508(8) Uani d . 1 . C
  C18  .3575(3)  .5337(3)  -.1747(4)  .0645(10) Uani d . 1 . C
  N19  .3562(3)  .5258(3)  -.2858(4)  .0903(11) Uani d . 1 . N
  O20  .3220(2)  .3287(2)  -.0200(2)  .0678(7) Uani d . 1 . O
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
  C3  .107(4)  .144(5)  .097(4)  .066(4)  .006(3)  .005(3)
  C4  .099(3)  .068(3)  .152(4)  -.014(2)  .027(3)  -.017(3)
  C5  .086(3)  .097(3)  .189(5)  .009(3)  .080(3)  .010(3)
  C6  .051(2)  .055(2)  .077(2)  -.001(2)  .021(2)  -.006(2)
  O7  .0537(12)  .076(2)  .0570(14)  .0135(11)  .0109(10)  -.0027(12)
  C8  .065(2)  .072(2)  .058(2)  .002(2)  .022(2)  .009(2)
  C9  .055(2)  .062(2)  .055(2)  .005(2)  .010(2)  .005(2)
  O10  .0569(13)  .062(2)  .063(2)  -.0054(11)  .0119(11)  -.0092(12)
  C11  .038(2)  .047(2)  .062(2)  .0006(14)  .0079(14)  -.005(2)
  N12  .0414(13)  .040(2)  .055(2)  .0001(11)  .0116(11)  -.0004(12)
  C13  .059(2)  .054(2)  .072(2)  .003(2)  .021(2)  .008(2)
  N14  .057(2)  .045(2)  .081(2)  -.0073(13)  .0188(15)  -.0053(15)
  C15  .044(2)  .051(2)  .079(3)  -.0006(14)  .013(2)  .011(2)
  C16  .037(2)  .053(2)  .063(2)  .0037(14)  .0112(14)  .006(2)
  C17  .0349(14)  .049(2)  .064(2)  .0010(13)  .0105(13)  -.003(2)
  C18  .047(2)  .072(3)  .069(3)  .006(2)  .013(2)  .010(2)
  N19  .085(2)  .111(3)  .071(2)  .008(2)  .021(2)  .009(2)
  O20  .0700(15)  .055(2)  .075(2)  -.0024(12)  .0202(12)  -.0120(13)
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
  C3 C6 . 1.500(5) yes
  C4 C6 . 1.498(5) yes
  C5 C6 . 1.494(5) yes
  C6 O7 . 1.450(4) yes
  O7 C8 . 1.416(4) yes
  C8 C9 . 1.506(5) yes
  C9 O10 . 1.469(4) yes
  C9 C13 . 1.525(5) yes
  O10 C11 . 1.326(4) yes
  C11 N14 . 1.302(4) yes
  C11 N12 . 1.340(4) yes
  N12 C17 . 1.379(4) yes
  N12 C13 . 1.456(4) yes
  N14 C15 . 1.356(4) yes
  C15 C16 . 1.362(4) yes
  C16 C18 . 1.429(5) yes
  C16 C17 . 1.431(4) yes
  C17 O20 . 1.224(4) yes
  C18 N19 . 1.147(4) yes