#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012576.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_2012576 loop_ _publ_author_name 'Boitsov, Stepan' 'Songstad, Jon' 'T\"ornroos, Karl W.' _publ_section_title ; [4-(Trifluoromethyl)phenyl]acetonitrile ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o145 _journal_page_last o147 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C9 H6 F3 N' _chemical_formula_moiety 'C9 H6 F3 N' _chemical_formula_sum 'C9 H6 F3 N' _chemical_formula_weight 185.15 _chemical_melting_point 321.6(5) _chemical_name_common 4-Trifluoromethylphenylacetonitrile _chemical_name_systematic ; [4-(trifluoromethyl)phenyl]acetonitrile ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90 _cell_angle_beta 94.67(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.9085(15) _cell_length_b 5.5168(7) _cell_length_c 12.2376(15) _cell_measurement_reflns_used 4798 _cell_measurement_temperature 123(2) _cell_measurement_theta_max 28.2 _cell_measurement_theta_min 2.3 _cell_volume 801.30(18) _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_collection 'SMART (Bruker, 1999)' _computing_data_reduction SAINT _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001a)' _computing_publication_material 'SHELXTL/PC and PLATON (Spek, 2001)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2001b)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 123(2) _diffrn_measured_fraction_theta_full 2.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Bruker AXS SMART 2K CCD' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0444 _diffrn_reflns_av_sigmaI/netI .0290 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 11234 _diffrn_reflns_theta_full 28.3 _diffrn_reflns_theta_max 28.3 _diffrn_reflns_theta_min 2.3 _diffrn_standards_decay_% 0 _diffrn_standards_number 149 _exptl_absorpt_coefficient_mu .140 _exptl_absorpt_correction_T_max .991 _exptl_absorpt_correction_T_min .937 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details '(SHELXTL/PC; Sheldrick 2001a)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 376 _exptl_crystal_size_max .55 _exptl_crystal_size_mid .124 _exptl_crystal_size_min .100 _refine_diff_density_max .47 _refine_diff_density_min -.34 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 118 _refine_ls_number_reflns 1984 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.002 _refine_ls_R_factor_all .0556 _refine_ls_R_factor_gt .0439 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0895P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .1187 _refine_ls_wR_factor_ref .1248 _reflns_number_gt 1541 _reflns_number_total 1984 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gg1095.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '48-49\% C' was changed to '321.6(5)' - it was converted from degrees Celsius(C) to Kelvins(K), the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 801.30(17) _cod_database_code 2012576 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_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol F1 .40753(7) .35793(17) .42576(7) .0374(3) Uani d . 1 F F2 .47320(7) .03793(16) .35519(7) .0364(3) Uani d . 1 F F3 .57378(7) .36128(17) .36928(7) .0372(3) Uani d . 1 F N .34142(11) .9956(2) -.15647(10) .0331(3) Uani d . 1 N C1 .32420(11) .5166(2) .03198(10) .0222(3) Uani d . 1 C C2 .41226(11) .6452(2) .08568(11) .0254(3) Uani d . 1 C H2 .4400 .7870 .0530 .030 Uiso calc R 1 H C3 .46010(11) .5677(3) .18710(11) .0251(3) Uani d . 1 C H3 .5203 .6564 .2237 .030 Uiso calc R 1 H C4 .41976(10) .3612(2) .23453(10) .0220(3) Uani d . 1 C C5 .33092(11) .2319(3) .18199(11) .0253(3) Uani d . 1 C H5 .3031 .0904 .2149 .030 Uiso calc R 1 H C6 .28337(11) .3111(2) .08131(11) .0249(3) Uani d . 1 C H6 .2221 .2241 .0455 .030 Uiso calc R 1 H C7 .27086(12) .5867(3) -.08045(11) .0267(3) Uani d . 1 C H7A .2855 .4560 -.1328 .032 Uiso calc R 1 H H7B .1883 .5975 -.0768 .032 Uiso calc R 1 H C8 .31094(11) .8160(3) -.12318(11) .0249(3) Uani d . 1 C C9 .46882(11) .2799(3) .34483(11) .0260(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 F1 .0395(5) .0510(6) .0228(4) .0123(4) .0095(4) -.0042(4) F2 .0469(6) .0293(5) .0322(5) .0068(4) -.0019(4) .0014(4) F3 .0271(5) .0504(6) .0329(5) -.0021(4) -.0044(4) -.0004(4) N .0391(7) .0306(7) .0299(6) -.0019(5) .0048(5) .0015(5) C1 .0217(6) .0230(7) .0222(6) .0009(5) .0049(5) -.0024(5) C2 .0265(7) .0226(7) .0275(7) -.0035(5) .0050(5) -.0013(5) C3 .0223(6) .0260(7) .0271(7) -.0027(5) .0015(5) -.0063(5) C4 .0209(6) .0247(7) .0210(6) .0032(5) .0054(5) -.0041(5) C5 .0253(7) .0257(7) .0256(7) -.0036(5) .0058(5) -.0004(5) C6 .0229(7) .0267(7) .0252(7) -.0053(5) .0031(5) -.0032(5) C7 .0289(7) .0275(7) .0238(6) -.0047(6) .0017(5) -.0007(5) C8 .0250(7) .0289(7) .0211(6) .0020(5) .0034(5) -.0022(5) C9 .0247(7) .0292(7) .0244(7) .0026(5) .0038(5) -.0049(5) 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' 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 _geom_angle_publ_flag C2 C1 C6 119.28(12) yes C2 C1 C7 122.93(12) yes C6 C1 C7 117.78(11) yes C1 C2 C3 120.32(13) no C4 C3 C2 119.81(12) no C3 C4 C5 120.43(12) yes C3 C4 C9 120.17(12) yes C5 C4 C9 119.36(13) yes C6 C5 C4 119.37(13) no C5 C6 C1 120.78(12) no C8 C7 C1 114.81(11) yes N C8 C7 179.49(15) yes F2 C9 F1 105.52(12) yes F3 C9 F1 106.28(11) yes F3 C9 F2 106.51(11) yes F1 C9 C4 111.86(11) yes F2 C9 C4 113.15(11) yes F3 C9 C4 112.96(12) yes C6 C5 H5 120.3 ? C4 C5 H5 120.3 ? C5 C6 H6 119.6 ? C1 C6 H6 119.6 ? C1 C2 H2 119.8 ? C3 C2 H2 119.8 ? C4 C3 H3 120.1 ? C2 C3 H3 120.1 ? C8 C7 H7A 108.6 ? C1 C7 H7A 108.6 ? C8 C7 H7B 108.6 ? C1 C7 H7B 108.6 ? H7A C7 H7B 107.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag F1 C9 1.3478(15) yes F2 C9 1.3416(18) yes F3 C9 1.3388(16) yes N C8 1.1415(18) yes C1 C2 1.3865(18) yes C1 C6 1.3907(18) yes C1 C7 1.5179(19) yes C2 C3 1.3902(19) yes C3 C4 1.3824(19) yes C4 C5 1.3896(18) yes C4 C9 1.4953(18) yes C5 C6 1.3842(19) yes C7 C8 1.4636(19) yes C2 H2 .9500 ? C3 H3 .9500 ? C5 H5 .9500 ? C6 H6 .9500 ? C7 H7A .9900 ? C7 H7B .9900 ? 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 _geom_torsion_publ_flag C6 C1 C2 C3 .8(2) ? C7 C1 C2 C3 -177.94(12) ? C1 C2 C3 C4 .1(2) ? C2 C3 C4 C5 -.7(2) ? C2 C3 C4 C9 -178.51(12) ? C3 C4 C5 C6 .3(2) ? C9 C4 C5 C6 178.17(12) ? C4 C5 C6 C1 .6(2) ? C2 C1 C6 C5 -1.2(2) ? C7 C1 C6 C5 177.64(12) ? C2 C1 C7 C8 -6.39(19) yes C6 C1 C7 C8 174.85(12) ? C3 C4 C9 F1 96.13(15) yes C3 C4 C9 F2 -144.86(12) yes C3 C4 C9 F3 -23.73(17) yes C5 C4 C9 F2 37.26(16) yes C5 C4 C9 F3 158.38(12) ? C5 C4 C9 F1 -81.75(16) ?