#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/90/2009016.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_2009016 loop_ _publ_author_name 'Burgess, John' 'Fawcett, John' 'Russell, David R.' 'Gilani, Syeda R.' 'Palma, Vitor' _publ_section_title ; Four N-(2-hydroxybenzylidene)aniline derivatives ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1707 _journal_page_last 1710 _journal_volume 55 _journal_year 1999 _chemical_formula_sum 'C14 H10 F3 N O2' _chemical_formula_weight 281.23 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.63(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.6470(10) _cell_length_b 7.977(2) _cell_length_c 29.197(4) _cell_measurement_reflns_used 19 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12.16 _cell_measurement_theta_min 4.91 _cell_volume 1315.1(4) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Fait, 1991)' _computing_data_reduction XSCANS _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _computing_structure_refinement SHELXTL/PC _computing_structure_solution 'SHELXTL/PC (Sheldrick, 1996)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4 diffractometer' _diffrn_measurement_method '\w scan' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_number 3195 _diffrn_reflns_theta_max 24.00 _diffrn_reflns_theta_min 2.65 _diffrn_standards_decay_% 1.5 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.124 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 576 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.22 _refine_diff_density_max 0.436 _refine_diff_density_min -0.229 _refine_ls_extinction_coef 0.070(9) _refine_ls_extinction_method 'SHELXTL/PC (Sheldrick, 1996)' _refine_ls_goodness_of_fit_all 1.036 _refine_ls_goodness_of_fit_ref 1.154 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 186 _refine_ls_number_reflns 2066 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.036 _refine_ls_restrained_S_obs 1.154 _refine_ls_R_factor_all 0.1241 _refine_ls_R_factor_gt 0.0690 _refine_ls_shift/esd_mean 0.000 _refine_ls_shift/su_max 0.002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.1030P)^2^+0.9747P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.2369 _refine_ls_wR_factor_ref 0.1890 _reflns_number_gt 1128 _reflns_number_total 2066 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file fg1547.cif _[local]_cod_data_source_block 2 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_database_code 2009016 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y+1/2, z+1/2' '-x, -y, -z' '-x, y-1/2, -z-1/2' 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 N1 1.2652(6) .5811(4) .26783(11) .0589(10) Uani d . 1 . N O1 1.6301(6) .4789(5) .22217(11) .0869(12) Uani d . 1 . O H1A 1.510(11) .510(8) .247(2) .13(2) Uiso d . 1 . H O2 .8755(8) .6292(5) .44148(12) .1027(13) Uani d . 1 . O F1 .8339(10) .7343(6) .50863(13) .177(2) Uani d . 1 . F F2 .9322(14) .8935(6) .45426(13) .206(3) Uani d . 1 . F F3 1.1632(13) .7297(10) .4817(2) .223(3) Uani d . 1 . F C1 1.2177(9) .7080(6) .14894(15) .0715(13) Uani d . 1 . C H1 1.0763(9) .7674(6) .15047(15) .086 Uiso calc R 1 . H C2 1.3298(10) .6942(7) .1074(2) .0815(15) Uani d . 1 . C H2 1.2651(10) .7435(7) .0812(2) .098 Uiso calc R 1 . H C3 1.5362(10) .6073(6) .1053(2) .0783(15) Uani d . 1 . C H3 1.6114(10) .5969(6) .0773(2) .094 Uiso calc R 1 . H C4 1.6363(9) .5349(6) .14311(15) .0725(13) Uani d . 1 . C H4 1.7776(9) .4759(6) .14070(15) .087 Uiso calc R 1 . H C5 1.5270(8) .5496(5) .18502(14) .0618(12) Uani d . 1 . C C6 1.3101(7) .6357(5) .18863(13) .0560(11) Uani d . 1 . C C7 1.1913(7) .6524(5) .23125(14) .0569(11) Uani d . 1 . C H7 1.0551(7) .7177(5) .23243(14) .068 Uiso calc R 1 . H C8 1.1551(7) .6015(5) .31073(13) .0571(11) Uani d . 1 . C C9 .9436(8) .6840(6) .31812(14) .0675(13) Uani d . 1 . C H9 .8599(8) .7299(6) .29356(14) .081 Uiso calc R 1 . H C10 .8568(9) .6980(6) .3619(2) .0753(14) Uani d . 1 . C H10 .7168(9) .7559(6) .3671(2) .090 Uiso calc R 1 . H C11 .9781(9) .6261(6) .39749(14) .0703(13) Uani d . 1 . C C12 1.1852(9) .5421(6) .3914(2) .0765(14) Uani d . 1 . C H12 1.2654(9) .4943(6) .4161(2) .092 Uiso calc R 1 . H C13 1.2726(8) .5297(6) .34777(14) .0650(12) Uani d . 1 . C H13 1.4132(8) .4720(6) .34300(14) .078 Uiso calc R 1 . H C14 .940(2) .7469(10) .4695(2) .125(3) Uani d . 1 . C 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 N1 .063(2) .056(2) .058(2) .004(2) .002(2) -.001(2) O1 .082(2) .104(3) .075(2) .036(2) .007(2) .014(2) O2 .139(3) .098(3) .071(2) -.013(3) .035(2) -.008(2) F1 .273(6) .180(4) .080(2) .026(4) .065(3) -.020(2) F2 .424(10) .094(3) .100(3) .023(4) -.004(4) -.016(2) F3 .234(6) .307(9) .127(4) .024(6) -.041(4) -.081(4) C1 .076(3) .074(3) .065(3) .006(3) -.008(2) .001(2) C2 .099(4) .085(4) .061(3) -.004(3) -.004(3) .005(3) C3 .099(4) .071(3) .065(3) -.009(3) .021(3) -.005(3) C4 .074(3) .072(3) .071(3) .005(3) .021(2) -.002(2) C5 .064(3) .055(3) .067(3) .001(2) .000(2) .003(2) C6 .057(2) .049(2) .062(2) -.005(2) .002(2) -.003(2) C7 .053(2) .052(2) .065(3) .000(2) .000(2) -.004(2) C8 .061(3) .051(2) .059(2) -.007(2) .002(2) -.004(2) C9 .065(3) .077(3) .060(3) .009(2) .004(2) -.004(2) C10 .068(3) .079(3) .079(3) .002(3) .014(3) -.004(3) C11 .089(3) .065(3) .056(3) -.009(3) .017(2) -.004(2) C12 .092(4) .072(3) .065(3) .005(3) -.002(3) .004(2) C13 .066(3) .066(3) .064(3) .001(2) .004(2) .004(2) C14 .204(9) .103(5) .068(4) .030(6) .011(5) -.007(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 N1 C7 . 1.276(5) ? N1 C8 . 1.414(5) ? O1 C5 . 1.349(5) ? O2 C14 . 1.293(8) ? O2 C11 . 1.415(5) ? F1 C14 . 1.299(7) ? F2 C14 . 1.252(7) ? F3 C14 . 1.316(10) ? C1 C2 . 1.380(6) ? C1 C6 . 1.391(6) ? C2 C3 . 1.358(7) ? C3 C4 . 1.363(7) ? C4 C5 . 1.382(6) ? C5 C6 . 1.409(6) ? C6 C7 . 1.426(5) ? C8 C9 . 1.382(6) ? C8 C13 . 1.387(6) ? C9 C10 . 1.378(6) ? C10 C11 . 1.365(6) ? C11 C12 . 1.361(7) ? C12 C13 . 1.375(6) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 C7 N1 C8 123.2(4) C14 O2 C11 118.1(5) C2 C1 C6 121.9(5) C3 C2 C1 118.8(5) C2 C3 C4 121.9(5) C3 C4 C5 119.7(5) O1 C5 C4 118.9(4) O1 C5 C6 120.8(4) C4 C5 C6 120.3(4) C1 C6 C5 117.3(4) C1 C6 C7 120.8(4) C5 C6 C7 121.9(4) N1 C7 C6 122.4(4) C9 C8 C13 118.8(4) C9 C8 N1 125.6(4) C13 C8 N1 115.6(4) C10 C9 C8 120.0(4) C11 C10 C9 119.5(5) C12 C11 C10 122.2(4) C12 C11 O2 119.2(5) C10 C11 O2 118.5(5) C11 C12 C13 118.3(4) C12 C13 C8 121.3(4) F2 C14 O2 116.5(6) F2 C14 F1 111.8(7) O2 C14 F1 111.8(8) F2 C14 F3 102.8(9) O2 C14 F3 110.9(7) F1 C14 F3 101.6(7) _journal_paper_doi 10.1107/S0108270199008239