#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202514.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_2202514
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1772
_journal_page_last  o1773
_publ_section_title
;
2-(2-Oxopyrrolidin-1-yl)butyramide
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
loop_
_publ_author_name
  'Song, Jian'
  'Lou, Ke-Xia'
  'Li, Xiao-Jun'
  'Wu, Xiao-Ping'
  'Feng, Rong-Xiu'
_chemical_name_common  Levetiracetam
_chemical_formula_moiety  'C8 H14 N2 O2'
_chemical_formula_sum  'C8 H14 N2 O2'
_chemical_formula_iupac  'C8 H14 N2 O2'
_chemical_formula_weight  170.21
_symmetry_cell_setting  Monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  6.272(5)
_cell_length_b  7.993(5)
_cell_length_c  9.199(7)
_cell_angle_alpha  90.00
_cell_angle_beta  108.645(9)
_cell_angle_gamma  90.00
_cell_volume  437.0(6)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.294
_diffrn_ambient_temperature  293(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
  O1 1.0302(5) 0.6840(4) 1.0293(3) 0.0435(8) Uani d . 1 . . O
  O2 0.9548(5) 0.8292(4) 0.4936(4) 0.0495(9) Uani d . 1 . . O
  N1 0.7650(5) 0.8048(4) 0.8259(3) 0.0298(8) Uani d . 1 . . N
  N2 0.9462(6) 1.0263(4) 0.6654(4) 0.0398(9) Uani d . 1 . . N
  H2A 0.9881 1.1034 0.6153 0.048 Uiso calc R 1 . . H
  H2B 0.9208 1.0502 0.7496 0.048 Uiso calc R 1 . . H
  C1 0.8577(6) 0.7674(4) 0.9763(4) 0.0319(9) Uani d . 1 . . C
  C2 0.7160(7) 0.8422(6) 1.0647(5) 0.0428(10) Uani d . 1 . . C
  H2C 0.6836 0.7601 1.1324 0.051 Uiso calc R 1 . . H
  H2D 0.7908 0.9375 1.1250 0.051 Uiso calc R 1 . . H
  C3 0.5051(10) 0.8950(9) 0.9417(6) 0.0708(18) Uani d . 1 . . C
  H3A 0.3837 0.8181 0.9378 0.085 Uiso calc R 1 . . H
  H3B 0.4610 1.0061 0.9636 0.085 Uiso calc R 1 . . H
  C4 0.5497(7) 0.8948(6) 0.7927(5) 0.0446(11) Uani d . 1 . . C
  H4A 0.4309 0.8373 0.7146 0.053 Uiso calc R 1 . . H
  H4B 0.5625 1.0081 0.7585 0.053 Uiso calc R 1 . . H
  C5 0.9209(6) 0.8706(5) 0.6132(4) 0.0335(9) Uani d . 1 . . C
  C6 0.8481(6) 0.7369(4) 0.7079(4) 0.0289(8) Uani d . 1 . . C
  H6 0.9840 0.6732 0.7616 0.035 Uiso calc R 1 . . H
  C7 0.6836(7) 0.6122(6) 0.6063(4) 0.0394(10) Uani d . 1 . . C
  H7A 0.5479 0.6708 0.5477 0.047 Uiso calc R 1 . . H
  H7B 0.7501 0.5635 0.5343 0.047 Uiso calc R 1 . . H
  C8 0.6220(9) 0.4740(6) 0.6972(6) 0.0587(13) Uani d . 1 . . C
  H8A 0.7551 0.4134 0.7531 0.088 Uiso calc R 1 . . H
  H8B 0.5173 0.3993 0.6285 0.088 Uiso calc R 1 . . H
  H8C 0.5543 0.5213 0.7678 0.088 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
  O1 0.0480(17) 0.0472(16) 0.0323(15) 0.0101(14) 0.0085(13) 0.0056(13)
  O2 0.074(2) 0.0424(17) 0.0452(16) -0.0083(15) 0.0379(17) -0.0068(14)
  N1 0.0336(16) 0.0329(16) 0.0257(15) 0.0025(13) 0.0133(14) 0.0020(13)
  N2 0.059(2) 0.0312(17) 0.0358(18) -0.0075(16) 0.0244(17) -0.0008(14)
  C1 0.040(2) 0.0277(19) 0.0285(19) -0.0024(17) 0.0119(17) 0.0017(16)
  C2 0.055(3) 0.043(2) 0.038(2) -0.008(2) 0.026(2) -0.0065(19)
  C3 0.076(3) 0.089(4) 0.061(3) 0.045(3) 0.041(3) 0.022(3)
  C4 0.035(2) 0.058(3) 0.042(2) 0.011(2) 0.014(2) 0.001(2)
  C5 0.036(2) 0.035(2) 0.031(2) 0.0007(16) 0.0121(17) 0.0007(16)
  C6 0.0333(19) 0.0303(18) 0.0242(18) 0.0020(15) 0.0109(16) 0.0014(15)
  C7 0.047(2) 0.044(2) 0.0289(19) -0.0084(19) 0.0139(19) -0.0056(18)
  C8 0.073(3) 0.053(3) 0.048(3) -0.028(2) 0.016(3) -0.004(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
  O1 C1 . 1.231(5) y
  O2 C5 . 1.231(5) y
  N1 C1 . 1.352(5) y
  N1 C6 . 1.451(4) y
  N1 C4 . 1.473(5) y
  N2 C5 . 1.325(5) y
  N2 H2A . 0.86 ?
  N2 H2B . 0.86 ?
  C1 C2 . 1.507(6) y
  C2 C3 . 1.500(7) y
  C2 H2C . 0.97 ?
  C2 H2D . 0.97 ?
  C3 C4 . 1.484(6) y
  C3 H3A . 0.97 ?
  C3 H3B . 0.97 ?
  C4 H4A . 0.97 ?
  C4 H4B . 0.97 ?
  C5 C6 . 1.538(5) y
  C6 C7 . 1.521(6) y
  C6 H6 . 0.98 ?
  C7 C8 . 1.508(6) y
  C7 H7A . 0.97 ?
  C7 H7B . 0.97 ?
  C8 H8A . 0.96 ?
  C8 H8B . 0.96 ?
  C8 H8C . 0.96 ?
_cod_database_code 2202514