#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200357.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_2200357
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o451
_journal_page_last  o453
_publ_section_title
;
Ethyl 3-methylimidazo[1,2-a]pyrimidine-2-carboxylate
;
loop_
_publ_author_name
  'Prager, Rolf H.'
  'Smith, Jason A.'
  'Tiekink, Edward R. T.'
_chemical_formula_moiety  'C10 H11 N3 O2'
_chemical_formula_sum  'C10 H11 N3 O2'
_chemical_formula_iupac  'C10 H11 N3 O2'
_chemical_formula_weight  205.22
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '  -x,  -y,  -z'
_cell_length_a  9.9100(10)
_cell_length_b  11.653(2)
_cell_length_c  9.000(2)
_cell_angle_alpha  100.930(10)
_cell_angle_beta  95.310(10)
_cell_angle_gamma  89.240(10)
_cell_volume  1016.0(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.341
_diffrn_ambient_temperature  293
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
  O2A  -.5071(2)  .14140(17)  .3538(2)  .0832(6) Uani d . 1 . . O
  O2'A  -.31279(18)  .18219(14)  .5020(2)  .0658(5) Uani d . 1 . . O
  O2B  -.3865(2)  .19785(18)  -.0494(2)  .0879(7) Uani d . 1 . . O
  O2'B  -.2330(2)  .11494(16)  .0911(2)  .0801(6) Uani d . 1 . . O
  N1A  -.30835(18)  .40531(16)  .4586(2)  .0470(5) Uani d . 1 . . N
  N1B  -.23653(19)  .41172(18)  .0354(2)  .0539(5) Uani d . 1 . . N
  N4A  -.45032(17)  .49217(17)  .30469(19)  .0462(5) Uani d . 1 . . N
  N4B  -.05618(17)  .44123(17)  .20843(19)  .0463(5) Uani d . 1 . . N
  N8A  -.26319(19)  .60486(17)  .4486(2)  .0504(5) Uani d . 1 . . N
  N8B  -.1309(2)  .60075(18)  .0866(2)  .0563(5) Uani d . 1 . . N
  C2A  -.4091(2)  .3298(2)  .3855(2)  .0485(6) Uani d . 1 . . C
  C2'A  -.4171(3)  .2096(2)  .4099(3)  .0580(6) Uani d . 1 . . C
  C2B  -.2039(2)  .3120(2)  .0920(3)  .0498(6) Uani d . 1 . . C
  C2'B  -.2856(3)  .2049(2)  .0353(3)  .0579(6) Uani d . 1 . . C
  C3A  -.4980(2)  .3805(2)  .2899(2)  .0504(6) Uani d . 1 . . C
  C3'A  -.6195(3)  .3371(3)  .1860(3)  .0730(8) Uani d . 1 . . C
  H3A  -.6963  .3843  .2152  .132(3) Uiso calc R 1 . . H
  H3B  -.6371  .2574  .1922  .132(3) Uiso calc R 1 . . H
  H3C  -.6037  .3415  .0837  .132(3) Uiso calc R 1 . . H
  C3B  -.0932(2)  .3271(2)  .1982(2)  .0477(6) Uani d . 1 . . C
  C3'B  -.0188(3)  .2511(2)  .2947(3)  .0637(7) Uani d . 1 . . C
  H3D  -.0183  .2874  .3998  .132(3) Uiso calc R 1 . . H
  H3E  .0727  .2406  .2680  .132(3) Uiso calc R 1 . . H
  H3F  -.0632  .1764  .2782  .132(3) Uiso calc R 1 . . H
  C5A  -.4942(2)  .5849(2)  .2391(3)  .0582(7) Uani d . 1 . . C
  H5A  -.5702  .5785  .1691  .088(2) Uiso calc R 1 . . H
  C5B  .0464(2)  .5071(2)  .2948(3)  .0515(6) Uani d . 1 . . C
  H5B  .1044  .4762  .3644  .088(2) Uiso calc R 1 . . H
  C6A  -.4235(3)  .6847(2)  .2795(3)  .0615(7) Uani d . 1 . . C
  H6A  -.4505  .7497  .2383  .088(2) Uiso calc R 1 . . H
  C6B  .0605(2)  .6178(2)  .2757(3)  .0567(6) Uani d . 1 . . C
  H6B  .1290  .6655  .3319  .088(2) Uiso calc R 1 . . H
  C7A  -.3084(3)  .6913(2)  .3844(3)  .0602(7) Uani d . 1 . . C
  H7A  -.2612  .7617  .4098  .088(2) Uiso calc R 1 . . H
  C7B  -.0301(3)  .6602(2)  .1696(3)  .0595(7) Uani d . 1 . . C
  H7B  -.0176  .7367  .1571  .088(2) Uiso calc R 1 . . H
  C9A  -.3346(2)  .5029(2)  .4088(2)  .0437(5) Uani d . 1 . . C
  C9B  -.1452(2)  .4891(2)  .1064(2)  .0467(6) Uani d . 1 . . C
  C21A  -.3175(3)  .0668(3)  .5401(4)  .0852(9) Uani d . 1 . . C
  H21A  -.3320  .0078  .4483  .110(3) Uiso calc R 1 . . H
  H21B  -.3911  .0621  .6026  .110(3) Uiso calc R 1 . . H
  C21B  -.3027(3)  .0035(3)  .0465(4)  .0878(10) Uani d . 1 . . C
  H21C  -.3241  -.0144  -.0628  .110(3) Uiso calc R 1 . . H
  H21D  -.3864  .0054  .0950  .110(3) Uiso calc R 1 . . H
  C22A  -.1870(4)  .0475(3)  .6236(5)  .1085(12) Uani d . 1 . . C
  H22A  -.1873  -.0283  .6507  .132(3) Uiso calc R 1 . . H
  H22B  -.1737  .1063  .7141  .132(3) Uiso calc R 1 . . H
  H22C  -.1150  .0519  .5605  .132(3) Uiso calc R 1 . . H
  C22B  -.2103(4)  -.0845(3)  .0957(4)  .1154(14) Uani d . 1 . . C
  H22D  -.2528  -.1601  .0687  .132(3) Uiso calc R 1 . . H
  H22E  -.1896  -.0654  .2039  .132(3) Uiso calc R 1 . . H
  H22F  -.1282  -.0856  .0466  .132(3) 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
  O2A  .0802(14)  .0689(13)  .0963(15)  -.0273(11)  -.0163(12)  .0147(11)
  O2'A  .0608(11)  .0528(10)  .0861(13)  -.0072(8)  -.0054(10)  .0247(9)
  O2B  .0762(14)  .0844(14)  .0931(15)  -.0080(11)  -.0435(12)  .0153(12)
  O2'B  .0771(13)  .0618(12)  .0945(14)  -.0119(10)  -.0356(11)  .0169(10)
  N1A  .0434(10)  .0513(12)  .0459(11)  -.0034(9)  -.0031(8)  .0113(9)
  N1B  .0471(11)  .0668(13)  .0465(11)  .0054(10)  -.0057(9)  .0129(10)
  N4A  .0390(10)  .0604(13)  .0392(10)  .0013(9)  -.0026(8)  .0124(9)
  N4B  .0387(10)  .0599(13)  .0408(10)  .0036(9)  -.0024(8)  .0136(9)
  N8A  .0488(11)  .0530(12)  .0504(11)  -.0065(9)  -.0035(9)  .0157(9)
  N8B  .0540(13)  .0626(14)  .0531(12)  .0049(10)  -.0024(10)  .0169(10)
  C2A  .0413(12)  .0568(15)  .0462(13)  -.0050(11)  .0024(10)  .0068(11)
  C2'A  .0536(15)  .0578(16)  .0610(16)  -.0063(13)  .0031(13)  .0077(13)
  C2B  .0435(12)  .0605(15)  .0431(12)  .0028(11)  -.0026(10)  .0075(11)
  C2'B  .0530(15)  .0673(17)  .0504(14)  .0046(13)  -.0080(12)  .0097(12)
  C3A  .0393(12)  .0689(17)  .0409(12)  -.0043(11)  .0019(10)  .0056(11)
  C3'A  .0537(16)  .096(2)  .0622(17)  -.0135(14)  -.0177(13)  .0075(15)
  C3B  .0408(12)  .0593(15)  .0430(12)  .0009(11)  -.0013(10)  .0118(11)
  C3'B  .0581(16)  .0671(17)  .0668(16)  -.0024(13)  -.0153(13)  .0250(13)
  C5A  .0486(14)  .083(2)  .0459(13)  .0132(14)  -.0010(11)  .0229(13)
  C5B  .0404(12)  .0674(17)  .0460(13)  -.0004(11)  -.0046(10)  .0131(11)
  C6A  .0622(16)  .0680(18)  .0605(16)  .0083(14)  .0026(13)  .0296(13)
  C6B  .0495(14)  .0631(17)  .0566(15)  -.0017(12)  -.0008(12)  .0113(12)
  C7A  .0613(16)  .0625(16)  .0606(16)  -.0023(13)  .0044(13)  .0218(13)
  C7B  .0575(16)  .0611(16)  .0610(15)  .0054(13)  .0049(13)  .0145(13)
  C9A  .0363(11)  .0580(14)  .0366(11)  .0001(10)  -.0026(9)  .0109(10)
  C9B  .0416(12)  .0610(16)  .0366(12)  .0061(11)  -.0014(10)  .0097(11)
  C21A  .090(2)  .0572(18)  .112(3)  -.0054(16)  -.0045(19)  .0300(17)
  C21B  .090(2)  .069(2)  .094(2)  -.0205(17)  -.0293(18)  .0071(17)
  C22A  .106(3)  .082(2)  .145(3)  .008(2)  -.011(2)  .053(2)
  C22B  .139(3)  .065(2)  .133(3)  -.012(2)  -.043(3)  .021(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
  O2A C2'A . 1.210(3) ?
  O2'A C2'A . 1.338(3) ?
  O2'A C21A . 1.451(3) ?
  O2B C2'B . 1.194(3) ?
  O2'B C2'B . 1.326(3) ?
  O2'B C21B . 1.448(3) ?
  N1A C9A . 1.314(3) ?
  N1A C2A . 1.373(3) ?
  N1B C9B . 1.319(3) ?
  N1B C2B . 1.378(3) ?
  N4A C3A . 1.368(3) ?
  N4A C5A . 1.373(3) ?
  N4A C9A . 1.403(3) ?
  N4B C3B . 1.368(3) ?
  N4B C5B . 1.369(3) ?
  N4B C9B . 1.401(3) ?
  N8A C7A . 1.307(3) ?
  N8A C9A . 1.362(3) ?
  N8B C7B . 1.312(3) ?
  N8B C9B . 1.356(3) ?
  C2A C3A . 1.380(3) ?
  C2A C2'A . 1.462(3) ?
  C2B C3B . 1.377(3) ?
  C2B C2'B . 1.477(4) ?
  C3A C3'A . 1.487(3) ?
  C3B C3'B . 1.496(3) ?
  C5A C6A . 1.339(4) ?
  C5B C6B . 1.344(3) ?
  C6A C7A . 1.405(3) ?
  C6B C7B . 1.404(3) ?
  C21A C22A . 1.471(4) ?
  C21B C22B . 1.469(4) ?