data_2011469
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e485
_journal_page_last  e486
_publ_section_title
;
2-Phenylmalonamide
;
loop_
_publ_author_name
  'Sakamoto, Jun'
  'Nakagawa, Takashi'
  'Kanehisa, Nobuko'
  'Kai, Yasushi'
  'Katsura, Masahiro'
_chemical_formula_moiety  'C9 H10 N2 O2'
_chemical_formula_sum  'C9 H10 N2 O2'
_chemical_formula_weight  178.19
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  1/2-x,1/2+y,1/2-z
  -x,-y,-z
  1/2+x,1/2-y,1/2+z
_cell_length_a  9.079(2)
_cell_length_b  7.555(2)
_cell_length_c  13.015(2)
_cell_angle_alpha  90
_cell_angle_beta  104.100(10)
_cell_angle_gamma  90
_cell_volume  865.8(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  296.2
_exptl_crystal_density_diffrn  1.367
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
  O(1)  -.39870(10)
  -.0458(2)  .14484(9)  .0421(3) Uani d . 1.00 . . O
  O(2)  -.06500(10)
  -.2840(2)  .01448(8)  .0380(3) Uani d . 1.00 . . O
  N(1)  -.3087(2)  -.0668(2)  -.00080(10)
  .0449(4) Uani d . 1.00 . . N
  N(2)  -.0672(2)  -.4955(2)  .13540(10)
  .0386(4) Uani d . 1.00 . . N
  C(1)  -.3028(2)  -.0996(2)  .09980(10)
  .0294(4) Uani d . 1.00 . . C
  C(2)  -.1680(2)  -.2077(2)  .16340(10)
  .0276(4) Uani d . 1.00 . . C
  C(3)  -.0958(2)  -.3331(2)  .09750(10)
  .0289(4) Uani d . 1.00 . . C
  C(4)  -.0465(2)  -.0843(2)  .22790(10)
  .0294(4) Uani d . 1.00 . . C
  C(5)  -.0096(2)  -.0941(3)  .33740(10)
  .0403(5) Uani d . 1.00 . . C
  C(6)  .1028(2)  .0151(3)  .39680(10)
  .0495(5) Uani d . 1.00 . . C
  C(7)  .1798(2)  .1326(3)  .3481(2)  .0484(5) Uani d . 1.00 . . C
  C(8)  .1430(2)  .1433(3)  .2385(2)  .0473(5) Uani d . 1.00 . . C
  C(9)  .0297(2)  .0362(2)  .17900(10)
  .0396(5) Uani d . 1.00 . . C
  H(1)  -.063(2)  -.183(3)  .3720(10)
  .046(5) Uiso calc . 1.00 . . H
  H(2)  .130(3)  .006(3)  .472(2)  .058(6) Uiso calc . 1.00 . . H
  H(3)  .262(3)  .208(3)  .393(2)  .069(7) Uiso calc . 1.00 . . H
  H(4)  .201(2)  .228(3)  .202(2)  .060(6) Uiso calc . 1.00 . . H
  H(5)  .004(2)  .044(3)  .100(2)  .055(6) Uiso calc . 1.00 . . H
  H(6)  -.241(3)  -.112(3)  -.030(2)  .067(7) Uiso calc . 1.00 . . H
  H(7)  -.388(3)  -.018(3)  -.039(2)  .059(6) Uiso calc . 1.00 . . H
  H(8)  -.023(2)  -.573(3)  .098(2)  .047(5) Uiso calc . 1.00 . . H
  H(9)  -.084(2)  -.529(2)  .202(2)  .046(5) Uiso calc . 1.00 . . H
  H(10)  -.208(2)  -.276(2)  .2100(10)
  .026(4) Uiso calc . 1.00 . . 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
  O(1)  .0352(6)  .0552(8)  .0371(7)  .0153(5)  .0111(5)  -.0019(6)
  O(2)  .0473(7)  .0384(6)  .0331(6)  .0114(5)  .0192(5)  .0053(5)
  N(1)  .0384(8)  .0650(10)
  .0320(8)  .0231(8)  .0094(6)  .0101(7)
  N(2)  .0502(9)  .0326(8)  .0368(8)  .0116(6)  .0179(7)  .0051(6)
  C(1)  .0274(7)  .0295(8)  .0308(8)  .0017(6)  .0063(6)  -.0030(6)
  C(2)  .0300(7)  .0293(8)  .0252(7)  .0039(6)  .0100(6)  .0025(6)
  C(3)  .0271(7)  .0322(8)  .0273(7)  .0026(6)  .0064(5)  -.0006(6)
  C(4)  .0280(7)  .0304(8)  .0287(8)  .0063(6)  .0050(6)  -.0017(6)
  C(5)  .0418(9)  .0460(10)
  .0318(8)  .0012(8)  .0072(7)  .0011(7)
  C(6)  .0490(10)
  .0640(10)
  .0301(9)  .0019(9)  -.0009(8)  -.0064(9)
  C(7)  .0353(9)  .0500(10)
  .0540(10)
  .0000(8)  .0006(8)  -.0117(10)
  C(8)  .0430(10)  .0440(10)
  .0550(10)
  -.0060(8)  .0117(8)  -.0002(9)
  C(9)  .0420(9)  .0417(10)  .0343(9)  -.0035(7)  .0079(7)  .0016(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O(1) C(1) . . 1.230(2) yes
  O(2) C(3) . . 1.237(2) yes
  N(1) C(1) . . 1.321(2) yes
  N(1) H(6) . .  .87(2) no
  N(1) H(7) . .  .85(2) no
  N(2) C(3) . . 1.324(2) yes
  N(2) H(8) . .  .91(2) no
  N(2) H(9) . .  .94(2) no
  C(1) C(2) . . 1.535(2) yes
  C(2) C(3) . . 1.528(2) yes
  C(2) C(4) . . 1.530(2) yes
  C(2) H(10) . .  .94(2) no
  C(4) C(5) . . 1.384(2) no
  C(4) C(9) . . 1.388(2) no
  C(5) C(6) . . 1.391(3) no
  C(5) H(1) . . 1.00(2) no
  C(6) C(7) . . 1.376(3) no
  C(6) H(2) . .  .96(2) no
  C(7) C(8) . . 1.385(3) no
  C(7) H(3) . . 1.00(2) no
  C(8) C(9) . . 1.388(3) no
  C(8) H(4) . . 1.02(2) no
  C(9) H(5) . . 1.00(2) no