#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011364.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_2011364
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e408
_journal_page_last  e409
_publ_section_title
;
2-[2-(5-Nitro-2-thienyl)ethenyl]-4H-3,1-benzoxazine-4-one,
2-[2-(4-nitrophenyl)ethenyl]-4H-3,1-benzoxazine-4-one and
6,7-dimethoxy-2-[2-(4-nitrophenyl)ethenyl]-4H-3,1-benzoxazine-4-one
;
_space_group_IT_number           9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_[local]_cod_cif_authors_sg_H-M  'C c'
loop_
_publ_author_name
  'Kovalevsky, A. Yu.'
  'Ponomarev, I. I.'
  'Baranova, M. A.'
_chemical_formula_moiety  'C16 H10 N2 O4'
_chemical_formula_sum  'C16 H10 N2 O4'
_chemical_formula_weight  294.26
_chemical_melting_point  '237-239'
_symmetry_cell_setting  Monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x, -y, z+1/2'
  'x+1/2, y+1/2, z'
  'x+1/2, -y+1/2, z+1/2'
_cell_length_a  14.627(3)
_cell_length_b  7.491(2)
_cell_length_c  12.344(5)
_cell_angle_alpha  90.00
_cell_angle_beta  98.71(3)
_cell_angle_gamma  90.00
_cell_volume  1337.0(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  213(2)
_exptl_crystal_density_diffrn  1.462
_diffrn_ambient_temperature  213(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
  O1  -.7222(2)  -.1198(5)  -.1953(3)  .0428(9) Uani d . 1 . O
  O2  -.7517(3)  -.2956(6)  -.0621(3)  .0556(11) Uani d . 1 . O
  O3  -.1929(3)  .1458(7)  -.4408(4)  .0614(13) Uani d . 1 . O
  O4  -.2773(3)  .2381(8)  -.5889(4)  .076(2) Uani d . 1 . O
  N1  -.8348(3)  .0393(6)  -.3137(4)  .0419(11) Uani d . 1 . N
  N2  -.2673(3)  .1752(6)  -.4957(4)  .0443(12) Uani d . 1 . N
  C1  -.9944(4)  .0321(8)  -.2795(5)  .0458(13) Uani d . 1 . C
  H1 -1.0120(4)  .1023(8)  -.3423(5)  .055 Uiso calc R 1 . H
  C2 -1.0589(4)  -.0192(9)  -.2155(6)  .056(2) Uani d . 1 . C
  H2 -1.1199(4)  .0230(9)  -.2322(6)  .067 Uiso calc R 1 . H
  C3 -1.0352(4)  -.1335(10)  -.1254(6)  .057(2) Uani d . 1 . C
  H3 -1.0804(4)  -.1738(10)  -.0847(6)  .068 Uiso calc R 1 . H
  C4  -.9443(4)  -.1854(9)  -.0980(5)  .051(2) Uani d . 1 . C
  H4  -.9269(4)  -.2580(9)  -.0362(5)  .061 Uiso calc R 1 . H
  C5  -.8787(4)  -.1317(7)  -.1603(5)  .0410(13) Uani d . 1 . C
  C6  -.9016(3)  -.0215(7)  -.2503(4)  .0351(12) Uani d . 1 . C
  C7  -.7829(3)  -.1946(8)  -.1319(5)  .0418(13) Uani d . 1 . C
  C8  -.7522(4)  -.0056(7)  -.2827(4)  .0357(11) Uani d . 1 . C
  C9  -.6745(4)  .0496(7)  -.3358(4)  .0406(12) Uani d . 1 . C
  H9  -.6878(4)  .1270(7)  -.3960(4)  .049 Uiso calc R 1 . H
  C10  -.5891(4)  .0030(7)  -.3086(5)  .0467(14) Uani d . 1 . C
  H10  -.5772(4)  -.0732(7)  -.2476(5)  .056 Uiso calc R 1 . H
  C11  -.5082(3)  .0514(7)  -.3587(5)  .0396(13) Uani d . 1 . C
  C12  -.5138(3)  .1603(7)  -.4547(4)  .0392(12) Uani d . 1 . C
  H12  -.5710(3)  .2069(7)  -.4877(4)  .047 Uiso calc R 1 . H
  C13  -.4349(4)  .1959(8)  -.4978(5)  .0450(13) Uani d . 1 . C
  H13  -.4382(4)  .2657(8)  -.5616(5)  .054 Uiso calc R 1 . H
  C14  -.3514(3)  .1310(7)  -.4492(4)  .0350(11) Uani d . 1 . C
  C15  -.3431(4)  .0251(7)  -.3575(5)  .0416(13) Uani d . 1 . C
  H15  -.2852(4)  -.0198(7)  -.3256(5)  .050 Uiso calc R 1 . H
  C16  -.4213(4)  -.0136(8)  -.3135(5)  .0440(14) Uani d . 1 . C
  H16  -.4163(4)  -.0863(8)  -.2509(5)  .053 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  .029(2)  .047(2)  .055(2)  -.003(2)  .015(2)  .009(2)
  O2  .048(2)  .064(3)  .057(3)  .001(2)  .013(2)  .016(2)
  O3  .032(2)  .089(4)  .063(3)  -.011(2)  .011(2)  -.009(2)
  O4  .056(3)  .103(4)  .076(3)  .022(3)  .033(2)  .052(3)
  N1  .028(2)  .044(2)  .055(3)  -.003(2)  .012(2)  .002(2)
  N2  .038(2)  .042(3)  .059(3)  -.009(2)  .026(2)  -.004(2)
  C1  .038(3)  .055(3)  .044(3)  .008(3)  .006(2)  -.002(3)
  C2  .032(3)  .068(4)  .069(4)  -.001(3)  .008(3)  -.014(3)
  C3  .036(3)  .079(4)  .060(4)  -.014(3)  .017(3)  -.013(3)
  C4  .051(3)  .064(4)  .042(3)  -.013(3)  .021(3)  -.003(3)
  C5  .034(2)  .046(3)  .043(3)  .001(2)  .004(2)  -.007(3)
  C6  .027(2)  .037(3)  .041(3)  -.001(2)  .002(2)  -.010(2)
  C7  .032(3)  .045(3)  .049(3)  -.008(2)  .007(2)  -.007(3)
  C8  .035(3)  .041(3)  .033(3)  .007(2)  .011(2)  .005(2)
  C9  .036(3)  .047(3)  .041(3)  -.002(2)  .013(2)  -.005(2)
  C10  .040(3)  .039(3)  .063(4)  -.004(3)  .015(3)  -.009(3)
  C11  .033(3)  .038(3)  .050(3)  -.006(2)  .016(2)  -.005(3)
  C12  .034(3)  .042(3)  .042(3)  .003(2)  .004(2)  .007(2)
  C13  .049(3)  .041(3)  .047(3)  .000(3)  .012(3)  .007(3)
  C14  .033(2)  .037(3)  .038(3)  .000(2)  .014(2)  .002(2)
  C15  .029(3)  .043(3)  .054(4)  .002(2)  .007(2)  -.003(3)
  C16  .043(3)  .056(3)  .035(3)  .001(3)  .014(2)  .003(3)
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 C7 . 1.388(6) ?
  O1 C8 . 1.394(6) ?
  O2 C7 . 1.185(7) ?
  O3 N2 . 1.211(6) ?
  O4 N2 . 1.232(7) ?
  N1 C8 . 1.256(7) ?
  N1 C6 . 1.417(7) ?
  N2 C14 . 1.472(6) ?
  C1 C2 . 1.375(9) ?
  C1 C6 . 1.409(7) ?
  C2 C3 . 1.404(10) ?
  C3 C4 . 1.377(9) ?
  C4 C5 . 1.377(8) ?
  C5 C6 . 1.384(7) ?
  C5 C7 . 1.470(8) ?
  C8 C9 . 1.456(7) ?
  C9 C10 . 1.291(8) ?
  C10 C11 . 1.462(8) ?
  C11 C16 . 1.395(7) ?
  C11 C12 . 1.431(8) ?
  C12 C13 . 1.369(8) ?
  C13 C14 . 1.366(7) ?
  C14 C15 . 1.372(8) ?
  C15 C16 . 1.369(8) ?