data_2010598
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  260
_journal_page_last  262
_publ_section_title
;
A series of three bis[2-(methyl/trifluoromethyl)-4H-3,1-benzoxazin-4-one]
compounds
;
loop_
_publ_author_name
  'Kovalevsky, A. Yu.'
  'Ponomarev, I. I.'
_chemical_formula_sum  'C19 H8 F6 N2 O4'
_chemical_formula_weight  442.28
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
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'
  '-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  25.643(17)
_cell_length_b  5.206(2)
_cell_length_c  16.211(10)
_cell_angle_alpha  90.00
_cell_angle_beta  126.35(4)
_cell_angle_gamma  90.00
_cell_volume  1743.0(17)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.685
_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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  N1A  .15830(13)  .2895(6)  .1743(2)  .0458(7) Uani d . 1 . N
  C2A  .15921(15)  .2129(7)  .1014(2)  .0451(8) Uani d . 1 . C
  O3A  .12640(12)  .0153(5)  .0367(2)  .0520(6) Uani d . 1 . O
  C4A  .0860(2)  -.1394(7)  .0473(2)  .0428(7) Uani d . 1 . C
  C4'A  .08236(14)  -.0605(6)  .1302(2)  .0370(6) Uani d . 1 . C
  C5A  .0432(2)  -.1980(6)  .1483(2)  .0401(7) Uani d . 1 . C
  H5A  .0193  -.3373  .1069  .040(9) Uiso calc R 1 . H
  C6A  .0401(2)  -.1271(6)  .2275(2)  .0414(7) Uani d . 1 . C
  C7A  .0771(2)  .0826(6)  .2883(2)  .0447(7) Uani d . 1 . C
  H7A  .0757  .1305  .3422  .050(10) Uiso calc R 1 . H
  C8A  .1154(2)  .2200(7)  .2709(2)  .0460(8) Uani d . 1 . C
  H8A  .1392  .3599  .3120  .055(10) Uiso calc R 1 . H
  C8'A  .11819(14)  .1478(6)  .1911(2)  .0399(7) Uani d . 1 . C
  O9A  .05947(14)  -.3129(6)  -.0111(2)  .0590(7) Uani d . 1 . O
  C10A  .2014(2)  .3414(9)  .0769(3)  .0627(11) Uani d . 1 . C
  C11  .0000  -.2819(10)  .2500  .0507(12) Uani d S 1 . C
  H11A  .0320  -.3867  .3100  .056(11) Uiso d R 1 . H
  F1A  .2491(2)  .1908(8)  .1011(3)  .1246(15) Uani d . 1 . F
  F2A  .2255(2)  .5580(7)  .1266(3)  .1020(11) Uani d . 1 . F
  F3A  .16879(14)  .3956(7)  -.0205(2)  .0924(10) Uani d . 1 . F
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
  N1A  .0412(14)  .060(2)  .0448(14)  -.0062(12)  .0302(12)  -.0014(12)
  C2A  .039(2)  .063(2)  .043(2)  -.0001(15)  .0291(14)  .0029(15)
  O3A  .0573(13)  .069(2)  .0513(13)  -.0083(12)  .0443(12)  -.0085(12)
  C4A  .045(2)  .056(2)  .041(2)  .0027(14)  .0323(14)  .0006(14)
  C4'A  .0398(14)  .046(2)  .0349(13)  .0032(13)  .0276(12)  -.0003(12)
  C5A  .045(2)  .043(2)  .045(2)  -.0010(13)  .0337(14)  -.0039(13)
  C6A  .051(2)  .045(2)  .048(2)  .0055(14)  .0398(15)  .0053(13)
  C7A  .059(2)  .050(2)  .043(2)  .002(2)  .039(2)  -.0022(14)
  C8A  .054(2)  .054(2)  .041(2)  -.004(2)  .0341(15)  -.0068(14)
  C8'A  .041(2)  .050(2)  .0388(14)  .0017(13)  .0291(13)  .0024(13)
  O9A  .072(2)  .071(2)  .0542(14)  -.0114(14)  .0490(14)  -.0184(13)
  C10A  .060(2)  .079(3)  .072(2)  -.007(2)  .052(2)  .005(2)
  C11  .070(3)  .047(3)  .070(3)  .000  .060(3)  .000
  F1A  .094(2)  .142(3)  .200(4)  .046(2)  .122(3)  .070(3)
  F2A  .103(2)  .125(3)  .111(2)  -.051(2)  .081(2)  -.024(2)
  F3A  .095(2)  .135(3)  .072(2)  -.020(2)  .063(2)  .014(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
  N1A C2A . 1.260(4) ?
  N1A C8'A . 1.418(4) ?
  C2A O3A . 1.349(4) ?
  C2A C10A . 1.512(5) ?
  O3A C4A . 1.401(4) ?
  C4A O9A . 1.188(4) ?
  C4A C4'A . 1.461(4) ?
  C4'A C8'A . 1.385(4) ?
  C4'A C5A . 1.397(4) ?
  C5A C6A . 1.384(4) ?
  C6A C7A . 1.398(5) ?
  C6A C11 . 1.512(4) ?
  C7A C8A . 1.373(5) ?
  C8A C8'A . 1.389(4) ?
  C10A F1A . 1.303(5) ?
  C10A F3A . 1.307(5) ?
  C10A F2A . 1.309(5) ?
  C11 C6A 2 1.512(4) ?