#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/05/2010598.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2010598 loop_ _publ_author_name 'Kovalevsky, A. Yu.' 'Ponomarev, I. I.' _publ_section_title ; A series of three bis[2-(methyl/trifluoromethyl)-4H-3,1-benzoxazin-4-one] compounds ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 260 _journal_page_last 262 _journal_paper_doi 10.1107/S0108270199014213 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C19 H8 F6 N2 O4' _chemical_formula_weight 442.28 _chemical_name_systematic ; ? ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 126.35(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 25.643(17) _cell_length_b 5.206(2) _cell_length_c 16.211(10) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12 _cell_measurement_theta_min 10 _cell_volume 1743.0(19) _computing_cell_refinement P3 _computing_data_collection 'P3 (Siemens, 1989)' _computing_data_reduction 'XDISK (Siemens, 1989)' _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _computing_structure_refinement SHELXTL/PC _computing_structure_solution 'SHELXTL/PC (Sheldrick, 1994)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P3/PC four-circle' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .116 _diffrn_reflns_av_sigmaI/netI .0519 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 2596 _diffrn_reflns_theta_max 30 _diffrn_reflns_theta_min 1.97 _diffrn_standards_decay_% 10 _diffrn_standards_interval_count 98 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .161 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.685 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 888 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .30 _refine_diff_density_max .400 _refine_diff_density_min -.393 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.052 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 145 _refine_ls_number_reflns 2492 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 2.148 _refine_ls_restrained_S_obs 1.157 _refine_ls_R_factor_all .167 _refine_ls_R_factor_gt .081 _refine_ls_shift/esd_mean .000 _refine_ls_shift/su_max <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1162P)^2^+2.6524P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all .471 _refine_ls_wR_factor_ref .209 _reflns_number_gt 1468 _reflns_number_total 2544 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bm1366.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.1162P)^2^+2.6524P] where P = (Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.1162P)^2^+2.6524P] where P = (Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1743.0(17) _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2010598 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' 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_ _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_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle C2A N1A C8'A . 115.7(3) N1A C2A O3A . 128.4(3) N1A C2A C10A . 121.3(3) O3A C2A C10A . 110.3(3) C2A O3A C4A . 120.5(2) O9A C4A O3A . 117.1(2) O9A C4A C4'A . 128.9(3) O3A C4A C4'A . 114.0(3) C8'A C4'A C5A . 120.5(2) C8'A C4'A C4A . 119.9(3) C5A C4'A C4A . 119.6(3) C6A C5A C4'A . 120.1(3) C5A C6A C7A . 118.3(3) C5A C6A C11 . 120.2(3) C7A C6A C11 . 121.4(2) C8A C7A C6A . 122.1(3) C7A C8A C8'A . 119.2(3) C4'A C8'A C8A . 119.8(3) C4'A C8'A N1A . 121.4(2) C8A C8'A N1A . 118.8(3) F1A C10A F3A . 107.9(4) F1A C10A F2A . 108.4(4) F3A C10A F2A . 106.8(4) F1A C10A C2A . 110.2(3) F3A C10A C2A . 111.6(3) F2A C10A C2A . 111.7(3) C6A C11 C6A 2 115.6(4) 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) ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_4 _geom_torsion C8'A N1A C2A O3A . .8(5) C8'A N1A C2A C10A . -178.2(3) N1A C2A O3A C4A . -1.6(5) C10A C2A O3A C4A . 177.5(3) C2A O3A C4A O9A . -178.6(3) C2A O3A C4A C4'A . 1.6(4) O9A C4A C4'A C8'A . 179.1(3) O3A C4A C4'A C8'A . -1.2(4) O9A C4A C4'A C5A . -.2(5) O3A C4A C4'A C5A . 179.5(3) C8'A C4'A C5A C6A . -.2(5) C4A C4'A C5A C6A . 179.1(3) C4'A C5A C6A C7A . -.3(5) C4'A C5A C6A C11 . -177.5(3) C5A C6A C7A C8A . .7(5) C11 C6A C7A C8A . 177.9(3) C6A C7A C8A C8'A . -.7(5) C5A C4'A C8'A C8A . .2(5) C4A C4'A C8'A C8A . -179.1(3) C5A C4'A C8'A N1A . 179.9(3) C4A C4'A C8'A N1A . .6(4) C7A C8A C8'A C4'A . .2(5) C7A C8A C8'A N1A . -179.5(3) C2A N1A C8'A C4'A . -.3(4) C2A N1A C8'A C8A . 179.3(3) N1A C2A C10A F1A . 109.3(5) O3A C2A C10A F1A . -69.9(5) N1A C2A C10A F3A . -130.8(4) O3A C2A C10A F3A . 50.0(4) N1A C2A C10A F2A . -11.3(5) O3A C2A C10A F2A . 169.5(3) C5A C6A C11 C6A 2 -137.0(3) C7A C6A C11 C6A 2 45.8(3)