data_2010597 _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_moiety 'C19 H14 N2 O4' _chemical_formula_sum 'C19 H14 N2 O4' _chemical_formula_weight 334.32 _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 7.162(2) _cell_length_b 8.2217(15) _cell_length_c 13.807(4) _cell_angle_alpha 98.10(2) _cell_angle_beta 99.40(2) _cell_angle_gamma 102.51(2) _cell_volume 769.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.442 _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 .2785(2) .1152(2) -.03783(11) .0388(4) Uani d . 1 . N C2A .2987(3) .2245(2) .03997(14) .0380(5) Uani d . 1 . C O3A .4671(2) .3512(2) .08132(9) .0420(4) Uani d . 1 . O C4A .6311(3) .3676(2) .03933(13) .0386(5) Uani d . 1 . C C4'A .6121(3) .2469(2) -.05120(12) .0340(4) Uani d . 1 . C C5A .7666(3) .2536(2) -.10200(13) .0349(4) Uani d . 1 . C H5A .8810 .3385 -.07848 .042 Uiso calc R 1 . H C6A .7515(3) .1368(2) -.18601(12) .0335(4) Uani d . 1 . C C7A .5770(3) .0094(2) -.21882(13) .0395(5) Uani d . 1 . C H7A .5657 -.0726 -.27466 .047 Uiso calc R 1 . H C8A .4232(3) .0028(2) -.17069(13) .0403(5) Uani d . 1 . C H8A .3089 -.0819 -.19476 .048 Uiso calc R 1 . H C8'A .4373(3) .1219(2) -.08633(13) .0349(4) Uani d . 1 . C O9A .7717(2) .4788(2) .08058(10) .0552(4) Uani d . 1 . O C1OA .1455(3) .2377(3) .09850(15) .0490(5) Uani d . 1 . C H1OA .0354(8) .1424(9) .0737(7) .073 Uiso calc R 1 . H H1OB .1054(14) .3405(9) .0923(8) .073 Uiso calc R 1 . H H1OC .1962(7) .2388(17) .1675(2) .073 Uiso calc R 1 . H N1B .6716(3) .3876(2) -.60110(12) .0536(5) Uani d . 1 . N C2B .6805(3) .5438(3) -.59615(15) .0465(5) Uani d . 1 . C O3B .7530(2) .6645(2) -.51082(10) .0547(4) Uani d . 1 . O C4B .8235(3) .6214(3) -.4205(2) .0508(6) Uani d . 1 . C C4'B .8148(3) .4437(2) -.42310(13) .0358(4) Uani d . 1 . C C5B .8783(3) .3849(2) -.33641(13) .0376(5) Uani d . 1 . C H5B .9310 .4614 -.27683 .045 Uiso calc R 1 . H C6B .8634(3) .2149(2) -.33847(13) .0351(4) Uani d . 1 . C C7B .7908(3) .1057(3) -.42995(14) .0500(6) Uani d . 1 . C H7B .7833 -.0094 -.43311 .060 Uiso calc R 1 . H C8B .7301(3) .1624(3) -.51563(15) .0573(6) Uani d . 1 . C H8B .6833 .0862 -.57569 .069 Uiso calc R 1 . H C8'B .7381(3) .3322(2) -.51306(13) .0404(5) Uani d . 1 . C O9B .8838(3) .7347(2) -.34983(12) .0819(6) Uani d . 1 . O C10B .6168(3) .6227(3) -.6821(2) .0635(7) Uani d . 1 . C H10D .579(2) .5389(6) -.7422(2) .095 Uiso calc R 1 . H H10E .7223(8) .7125(13) -.6884(7) .095 Uiso calc R 1 . H H10F .5074(15) .6678(18) -.6713(6) .095 Uiso calc R 1 . H C11 .9154(3) .1472(2) -.24356(13) .0398(5) Uani d . 1 . C H11A .9382 .0355 -.26030 .048 Uiso calc R 1 . H H11B 1.0345 .2213 -.20233 .048 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 N1A .0390(10) .0359(9) .0378(9) .0030(7) .0033(8) .0098(8) C2A .0372(12) .0363(11) .0405(11) .0068(9) .0033(9) .0151(9) O3A .0430(8) .0390(8) .0392(7) .0048(6) .0067(6) .0014(6) C4A .0409(12) .0348(11) .0373(10) .0045(9) .0049(9) .0078(9) C4'A .0402(11) .0279(9) .0305(9) .0038(8) .0011(8) .0078(8) C5A .0359(11) .0281(10) .0365(10) .0018(8) .0006(9) .0095(8) C6A .0381(11) .0318(10) .0304(9) .0088(8) .0005(8) .0118(8) C7A .0500(13) .0349(11) .0292(10) .0084(9) .0007(9) .0031(8) C8A .0411(12) .0343(11) .0374(10) .0007(9) -.0026(9) .0052(8) C8'A .0347(11) .0330(11) .0340(10) .0037(9) .0004(8) .0115(8) O9A .0509(9) .0466(8) .0506(9) -.0098(7) .0058(7) -.0101(7) C1OA .0491(13) .0498(13) .0467(12) .0080(10) .0108(10) .0094(10) N1B .0566(12) .0553(12) .0416(10) .0019(9) -.0028(8) .0179(8) C2B .0398(13) .0587(15) .0446(12) .0132(10) .0097(10) .0179(11) O3B .0771(11) .0504(9) .0515(9) .0314(8) .0211(8) .0244(7) C4B .074(2) .0450(13) .0424(12) .0233(11) .0214(11) .0131(11) C4'B .0380(11) .0346(10) .0382(10) .0094(8) .0140(8) .0096(8) C5B .0430(12) .0358(11) .0323(10) .0072(9) .0072(9) .0048(8) C6B .0360(11) .0324(10) .0368(10) .0076(8) .0074(8) .0071(8) C7B .0691(15) .0310(10) .0443(12) .0056(10) .0040(11) .0079(9) C8B .080(2) .0400(12) .0365(11) -.0016(12) -.0037(11) .0005(9) C8'B .0412(11) .0417(11) .0359(11) .0043(9) .0049(9) .0117(9) O9B .157(2) .0431(9) .0505(10) .0353(11) .0230(11) .0066(8) C10B .0565(15) .086(2) .0611(14) .0273(13) .0132(12) .0408(13) C11 .0452(12) .0352(11) .0382(10) .0103(9) .0054(9) .0075(8) 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 . 1.266(2) ? N1A C8'A . 1.406(2) ? C2A O3A . 1.389(2) ? C2A C1OA . 1.478(3) ? O3A C4A . 1.382(2) ? C4A O9A . 1.200(2) ? C4A C4'A . 1.450(2) ? C4'A C5A . 1.399(3) ? C4'A C8'A . 1.401(2) ? C5A C6A . 1.371(2) ? C6A C7A . 1.406(3) ? C6A C11 . 1.516(3) ? C7A C8A . 1.372(3) ? C8A C8'A . 1.387(2) ? N1B C2B . 1.264(3) ? N1B C8'B . 1.404(2) ? C2B O3B . 1.375(2) ? C2B C10B . 1.485(3) ? O3B C4B . 1.390(2) ? C4B O9B . 1.200(2) ? C4B C4'B . 1.443(3) ? C4'B C8'B . 1.387(3) ? C4'B C5B . 1.398(3) ? C5B C6B . 1.374(3) ? C6B C7B . 1.391(3) ? C6B C11 . 1.517(2) ? C7B C8B . 1.372(3) ? C8B C8'B . 1.380(3) ?