#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2008381.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2008381 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 693 _journal_page_last 695 _publ_section_title ; 4-(4-Biphenyl)-2,3,5,6-tetrafluoropyridine - a new material for application in light emitting diodes ; loop_ _publ_author_name 'Resel, Roland' 'Thurner, Philipp' 'Kahlert, Hartmut' 'V\"ollenkle, Horst' 'Winkler, Berthold' 'M\"ullner, Ruth' 'Stelzer, Franz' 'Tunega, Daniel' 'Leising, G\"unther' _chemical_name_common fluoropyridyl-biphenyl _chemical_formula_sum 'C17 H9 F4 N' _chemical_formula_structural 'C6 H5 - C6 H4 - C5 F4 N' _chemical_formula_weight 303.25 _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 6.1418(2) _cell_length_b 7.53250(10) _cell_length_c 14.5931(5) _cell_angle_alpha 91.876(2) _cell_angle_beta 101.7100(10) _cell_angle_gamma 95.106(2) _cell_volume 657.55(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.532 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs 0.046 _refine_ls_wR_factor_obs 0.135 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 F1 0.3066(2) 0.1280(2) 0.23670(8) 0.0574(4) Uani d . 1 . F F2 1.0019(2) 0.4261(2) 0.20863(8) 0.0552(4) Uani d . 1 . F F4 0.4592(3) 0.1507(2) 0.42248(9) 0.0774(5) Uani d . 1 . F F3 1.1214(2) 0.4317(2) 0.39560(9) 0.0786(5) Uani d . 1 . F C5 0.6479(3) 0.2747(2) 0.21267(12) 0.0380(4) Uani d . 1 . C C2 0.8567(3) 0.3523(2) 0.25800(13) 0.0440(5) Uani d . 1 . C C8 0.6463(3) 0.1934(2) -0.04460(12) 0.0401(4) Uani d . 1 . C H8 0.7414(3) 0.1539(2) -0.08131(12) 0.048 Uiso calc R 1 . H C9 0.4366(3) 0.2399(2) -0.08792(12) 0.0364(4) Uani d . 1 . C C3 0.9190(4) 0.3573(3) 0.35447(14) 0.0545(5) Uani d . 1 . C C10 0.2976(3) 0.2977(2) -0.03093(12) 0.0398(4) Uani d . 1 . C H10 0.1569(3) 0.3291(2) -0.05833(12) 0.048 Uiso calc R 1 . H C12 0.3621(3) 0.2266(2) -0.19244(12) 0.0388(4) Uani d . 1 . C C6 0.5745(3) 0.2637(2) 0.10877(12) 0.0373(4) Uani d . 1 . C N 0.7905(3) 0.2915(3) 0.40881(12) 0.0600(5) Uani d . 1 . N C11 0.3651(3) 0.3093(2) 0.06596(12) 0.0397(4) Uani d . 1 . C H11 0.2692(3) 0.3480(2) 0.10255(12) 0.048 Uiso calc R 1 . H C17 0.1435(3) 0.1630(3) -0.23409(13) 0.0464(5) Uani d . 1 . C H17 0.0431(3) 0.1278(3) -0.19672(13) 0.056 Uiso calc R 1 . H C7 0.7157(3) 0.2051(2) 0.05203(12) 0.0403(4) Uani d . 1 . C H7 0.8564(3) 0.1738(2) 0.07941(12) 0.048 Uiso calc R 1 . H C1 0.5136(3) 0.2082(2) 0.27196(13) 0.0437(4) Uani d . 1 . C C13 0.5091(3) 0.2776(3) -0.25001(13) 0.0465(5) Uani d . 1 . C H13 0.6562(3) 0.3194(3) -0.22352(13) 0.056 Uiso calc R 1 . H C16 0.0740(4) 0.1516(3) -0.33091(14) 0.0572(6) Uani d . 1 . C H16 -0.0724(4) 0.1087(3) -0.35806(14) 0.069 Uiso calc R 1 . H C4 0.5923(4) 0.2193(3) 0.36759(14) 0.0543(5) Uani d . 1 . C C14 0.4374(4) 0.2664(3) -0.34684(15) 0.0585(6) Uani d . 1 . C H14 0.5364(4) 0.3016(3) -0.38482(15) 0.070 Uiso calc R 1 . H C15 0.2209(4) 0.2035(3) -0.38671(15) 0.0607(6) Uani d . 1 . C H15 0.1737(4) 0.1961(3) -0.45155(15) 0.073 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 F1 0.0498(7) 0.0642(8) 0.0604(7) -0.0039(5) 0.0197(6) 0.0094(6) F2 0.0443(7) 0.0576(7) 0.0629(7) -0.0043(5) 0.0138(5) -0.0019(6) F4 0.0968(11) 0.0926(10) 0.0537(8) 0.0127(8) 0.0373(7) 0.0186(7) F3 0.0689(9) 0.0833(10) 0.0683(9) -0.0011(7) -0.0163(7) -0.0085(7) C5 0.0425(10) 0.0329(9) 0.0406(9) 0.0081(7) 0.0114(8) 0.0004(7) C2 0.0449(10) 0.0399(10) 0.0479(11) 0.0069(8) 0.0101(8) 0.0002(8) C8 0.0377(9) 0.0404(10) 0.0445(10) 0.0033(7) 0.0149(8) -0.0023(7) C9 0.0374(9) 0.0314(8) 0.0411(9) -0.0006(6) 0.0113(7) 0.0017(7) C3 0.0583(12) 0.0506(12) 0.0485(11) 0.0086(9) -0.0032(10) -0.0044(9) C10 0.0328(9) 0.0417(10) 0.0454(10) 0.0047(7) 0.0084(7) 0.0026(7) C12 0.0416(10) 0.0342(9) 0.0420(9) 0.0049(7) 0.0114(7) 0.0021(7) C6 0.0393(9) 0.0325(9) 0.0407(9) -0.0004(7) 0.0117(7) 0.0007(7) N 0.0779(13) 0.0595(11) 0.0412(9) 0.0130(9) 0.0067(9) 0.0003(8) C11 0.0385(9) 0.0399(9) 0.0435(9) 0.0034(7) 0.0159(7) -0.0018(7) C17 0.0436(10) 0.0492(11) 0.0470(10) 0.0039(8) 0.0110(8) 0.0021(8) C7 0.0340(9) 0.0421(10) 0.0451(10) 0.0049(7) 0.0087(7) 0.0020(7) C1 0.0478(11) 0.0411(10) 0.0452(10) 0.0072(8) 0.0150(8) 0.0038(8) C13 0.0458(10) 0.0476(11) 0.0471(10) 0.0020(8) 0.0128(8) 0.0042(8) C16 0.0506(12) 0.0671(14) 0.0499(11) 0.0074(10) 0.0011(10) -0.0004(10) C4 0.0723(15) 0.0519(12) 0.0449(11) 0.0136(10) 0.0227(10) 0.0085(9) C14 0.0712(15) 0.0625(13) 0.0482(11) 0.0098(11) 0.0247(10) 0.0109(10) C15 0.072(2) 0.0696(14) 0.0404(11) 0.0177(11) 0.0065(10) 0.0058(10) 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 F1 C1 . 1.350(2) yes F2 C2 . 1.350(2) yes F3 C3 . 1.331(2) yes F4 C4 . 1.340(2) yes N C3 . 1.307(3) yes N C4 . 1.305(3) yes C1 C4 . 1.378(3) yes C2 C5 . 1.386(2) yes C6 C7 . 1.403(2) yes C8 C9 . 1.395(2) no C9 C10 . 1.393(2) yes C14 C15 . 1.374(3) yes C15 C16 . 1.373(3) yes C5 C1 . 1.387(2) no C5 C6 . 1.489(2) yes C2 C3 . 1.380(3) no C8 C7 . 1.385(2) no C9 C12 . 1.498(2) yes C10 C11 . 1.388(2) no C12 C13 . 1.391(3) no C12 C17 . 1.392(2) no C6 C11 . 1.389(2) no C17 C16 . 1.388(3) no C13 C14 . 1.390(3) no _cod_database_code 2008381