#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/05/2010599.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_2010599 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_volume 56 _journal_year 2000 _chemical_formula_sum 'C18 H6 F6 N2 O4' _chemical_formula_weight 428.24 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 95.35(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 10.509(2) _cell_length_b 5.0144(7) _cell_length_c 15.397(3) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12 _cell_measurement_theta_min 10 _cell_volume 807.8(2) _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 .016 _diffrn_reflns_av_sigmaI/netI .0263 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 2066 _diffrn_reflns_theta_max 28.06 _diffrn_reflns_theta_min 2.25 _diffrn_standards_decay_% 10 _diffrn_standards_interval_count 98 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .171 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.761 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 428 _exptl_crystal_size_max .50 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .30 _refine_diff_density_max .373 _refine_diff_density_min -.298 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.075 _refine_ls_goodness_of_fit_ref 1.248 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 148 _refine_ls_number_reflns 1939 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.224 _refine_ls_restrained_S_obs 1.248 _refine_ls_R_factor_all .077 _refine_ls_R_factor_gt .049 _refine_ls_shift/esd_mean .000 _refine_ls_shift/su_max <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.1023P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all .174 _refine_ls_wR_factor_ref .146 _reflns_number_gt 1357 _reflns_number_total 1962 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bm1366.cif _[local]_cod_data_source_block III _[local]_cod_cif_authors_sg_H-M 'P 21/n' _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 ; _cod_original_cell_volume 807.8(3) _cod_database_code 2010599 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -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 .0313(7) .0503(8) .0373(7) -.0010(6) .0023(6) -.0054(6) C2A .0328(8) .0412(9) .0352(8) -.0006(7) -.0001(6) .0035(7) O3A .0363(7) .0365(6) .0406(6) -.0018(5) -.0008(5) -.0044(5) C4A .0346(8) .0345(8) .0360(8) .0007(6) .0008(6) -.0012(6) C4'A .0324(8) .0331(8) .0299(7) .0018(6) .0017(6) -.0001(6) C5A .0306(8) .0371(8) .0358(8) .0033(7) .0040(6) -.0034(6) C6A .0310(8) .0374(8) .0265(7) .0012(6) .0009(6) .0013(6) C7A .0351(8) .0505(10) .0340(8) .0005(7) .0024(6) -.0127(7) C8A .0318(8) .0532(10) .0378(8) .0045(7) .0059(7) -.0099(7) C8'A .0299(8) .0416(8) .0300(7) .0005(6) .0027(6) .0002(6) O9A .0426(7) .0482(8) .0545(8) .0044(5) .0028(6) -.0185(6) C10A .0394(10) .0516(11) .0496(10) -.0051(8) .0005(8) -.0079(8) F1A .0608(9) .156(2) .0573(8) -.0253(10) -.0230(7) .0189(9) F2A .0592(9) .0572(9) .194(2) -.0155(7) -.0220(11) -.0185(10) F3A .0356(7) .1348(15) .0963(10) -.0103(7) .0103(7) -.0497(10) 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 .94263(13) -.2078(3) .09563(9) .0397(4) Uani d . 1 . N C2A .9540(2) -.0248(3) .15143(10) .0366(4) Uani d . 1 . C O3A .86126(11) .1148(2) .18660(7) .0381(3) Uani d . 1 . O C4A .7336(2) .0453(3) .16633(10) .0351(4) Uani d . 1 . C C4'A .71245(15) -.1684(3) .10170(9) .0319(4) Uani d . 1 . C C5A .5885(2) -.2514(3) .07554(10) .0344(4) Uani d . 1 . C H5A .526(3) -.155(5) .0972(15) .064(7) Uiso d . 1 . H C6A .56587(15) -.4533(3) .01389(9) .0317(4) Uani d . 1 . C C7A .6731(2) -.5683(4) -.01966(11) .0399(4) Uani d . 1 . C H7A .665(3) -.726(6) -.0604(15) .070(7) Uiso d . 1 . H C8A .7959(2) -.4881(4) .00610(11) .0408(4) Uani d . 1 . C H8A .862(2) -.567(5) -.0157(15) .061(7) Uiso d . 1 . H C8'A .81761(15) -.2859(3) .06767(9) .0338(4) Uani d . 1 . C O9A .65575(13) .1649(3) .20142(8) .0485(4) Uani d . 1 . O C10A 1.0851(2) .0625(4) .19104(12) .0471(5) Uani d . 1 . C F1A 1.10760(14) -.0313(4) .26994(9) .0932(6) Uani d . 1 . F F2A 1.0949(2) .3222(3) .19591(15) .1055(7) Uani d . 1 . F F3A 1.17600(13) -.0231(4) .14582(10) .0886(6) Uani d . 1 . F 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 . 1.255(2) ? N1A C8'A . 1.400(2) ? C2A O3A . 1.353(2) ? C2A C10A . 1.519(2) ? O3A C4A . 1.393(2) ? C4A O9A . 1.185(2) ? C4A C4'A . 1.465(2) ? C4'A C5A . 1.391(2) ? C4'A C8'A . 1.397(2) ? C5A C6A . 1.393(2) ? C6A C7A . 1.407(2) ? C6A C6A 3_645 1.486(3) ? C7A C8A . 1.374(3) ? C8A C8'A . 1.392(2) ? C10A F1A . 1.304(2) ? C10A F3A . 1.306(2) ? C10A F2A . 1.308(3) ? 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_3 _geom_angle C2A N1A C8'A . 116.21(14) N1A C2A O3A . 128.8(2) N1A C2A C10A . 120.7(2) O3A C2A C10A . 110.51(14) C2A O3A C4A . 119.66(13) O9A C4A O3A . 117.57(14) O9A C4A C4'A . 127.7(2) O3A C4A C4'A . 114.68(13) C5A C4'A C8'A . 121.17(14) C5A C4'A C4A . 119.63(14) C8'A C4'A C4A . 119.19(14) C4'A C5A C6A . 120.70(15) C5A C6A C7A . 117.15(15) C5A C6A C6A 3_645 121.3(2) C7A C6A C6A 3_645 121.5(2) C8A C7A C6A . 122.5(2) C7A C8A C8'A . 119.9(2) C8A C8'A C4'A . 118.53(15) C8A C8'A N1A . 120.16(14) C4'A C8'A N1A . 121.30(14) F1A C10A F3A . 107.5(2) F1A C10A F2A . 107.4(2) F3A C10A F2A . 107.5(2) F1A C10A C2A . 110.4(2) F3A C10A C2A . 111.9(2) F2A C10A C2A . 111.9(2) 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_1 _geom_torsion_site_symmetry_4 _geom_torsion C8'A N1A C2A O3A . . -2.4(3) C8'A N1A C2A C10A . . 175.72(15) N1A C2A O3A C4A . . 5.3(3) C10A C2A O3A C4A . . -172.93(14) C2A O3A C4A O9A . . 176.77(15) C2A O3A C4A C4'A . . -4.2(2) O9A C4A C4'A C5A . . -.2(3) O3A C4A C4'A C5A . . -179.05(13) O9A C4A C4'A C8'A . . -180.0(2) O3A C4A C4'A C8'A . . 1.2(2) C8'A C4'A C5A C6A . . -.5(2) C4A C4'A C5A C6A . . 179.69(14) C4'A C5A C6A C7A . . .3(2) C4'A C5A C6A C6A . 3_645 179.2(2) C5A C6A C7A C8A . . -.1(3) C6A C6A C7A C8A 3_645 . -178.9(2) C6A C7A C8A C8'A . . .0(3) C7A C8A C8'A C4'A . . -.2(3) C7A C8A C8'A N1A . . 178.5(2) C5A C4'A C8'A C8A . . .4(2) C4A C4'A C8'A C8A . . -179.79(14) C5A C4'A C8'A N1A . . -178.23(14) C4A C4'A C8'A N1A . . 1.6(2) C2A N1A C8'A C8A . . -179.78(15) C2A N1A C8'A C4'A . . -1.2(2) N1A C2A C10A F1A . . -103.9(2) O3A C2A C10A F1A . . 74.5(2) N1A C2A C10A F3A . . 15.8(3) O3A C2A C10A F3A . . -165.8(2) N1A C2A C10A F2A . . 136.5(2) O3A C2A C10A F2A . . -45.1(2)