#------------------------------------------------------------------------------ #$Date: 2013-02-06 11:36:10 +0200 (Wed, 06 Feb 2013) $ #$Revision: 73001 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/11/68/4116823.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_4116823 loop_ _publ_author_name 'Venkat R. Thalladi' 'Hans-Christoph Weiss' 'Dieter Bl\"aser' 'Roland Boese' 'Ashwini Nangia' 'Gautam R. Desiraju' _publ_section_title ; C-H...F Interactions in the Crystal Structures of Some Fluorobenzenes ; _journal_name_full 'Journal of the American Chemical Society' _journal_page_first 8702 _journal_page_last 8710 _journal_volume 120 _journal_year 1998 _chemical_compound_source Aldrich _chemical_formula_moiety 'C6 H2 F4' _chemical_formula_sum 'C6 H2 F4' _chemical_formula_weight 150.08 _chemical_melting_point 277 _chemical_name_common 1,2,4,5-tetrafluorobenzene _chemical_name_systematic 1,2,4,5-tetrafluorobenzene _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 107.97(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 4.4719(11) _cell_length_b 10.285(2) _cell_length_c 6.342(2) _cell_measurement_reflns_used 50 _cell_measurement_temperature 135(2) _cell_measurement_theta_max 25 _cell_measurement_theta_min 20 _cell_volume 277.46(13) _computing_cell_refinement 'Siemens P3-PC diffractometer program V.4.24' _computing_data_collection 'Siemens P3-PC diffractometer program V.4.24' _computing_data_reduction 'Siemens XDISK V.4.20.2 PC' _computing_molecular_graphics 'SHELXL-93 (Sheldrick, 1993)' _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 135(2) _diffrn_measurement_device 'Nicolet R3m/V four circle diffractometer' _diffrn_measurement_method 'Wyckoff scan mode' _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 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0253 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 1567 _diffrn_reflns_theta_max 29.92 _diffrn_reflns_theta_min 3.92 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 100 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.199 _exptl_absorpt_correction_type none _exptl_crystal_density_diffrn 1.796 _exptl_crystal_density_method none _exptl_crystal_description cylindric _exptl_crystal_F_000 148 _exptl_crystal_size_max '0.3 mm diameter' _refine_diff_density_max 0.382 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.074 _refine_ls_extinction_coef 0.1141(241) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.085 _refine_ls_goodness_of_fit_obs 1.109 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 51 _refine_ls_number_reflns 760 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.123 _refine_ls_restrained_S_obs 1.109 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_obs 0.0424 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0645P)^2^+0.0683P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.1185 _refine_ls_wR_factor_obs 0.1112 _reflns_number_observed 692 _reflns_number_total 761 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file ja981198e_5.cif _[local]_cod_data_source_block 8 _cod_database_code 4116823 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_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0219(4) 0.0381(5) 0.0308(4) -0.0051(3) -0.0006(3) -0.0061(3) F2 0.0412(5) 0.0218(4) 0.0400(5) 0.0007(3) 0.0061(4) -0.0084(3) C1 0.0171(5) 0.0273(5) 0.0224(5) -0.0031(4) 0.0044(4) -0.0019(4) C2 0.0239(6) 0.0205(5) 0.0265(5) -0.0005(4) 0.0076(4) -0.0024(4) C3 0.0218(6) 0.0253(6) 0.0247(5) 0.0020(4) 0.0041(4) 0.0027(4) loop_ _atom_site_label _atom_site_type_symbol _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_occupancy _atom_site_calc_flag F1 F 0.9570(2) 0.41728(8) 0.19940(12) 0.0322(3) Uani 1 d F2 F 1.3265(2) 0.24584(7) 0.48515(14) 0.0358(3) Uani 1 d C1 C 1.2262(3) 0.45941(11) 0.3463(2) 0.0227(3) Uani 1 d C2 C 1.4150(3) 0.37183(10) 0.4940(2) 0.0237(3) Uani 1 d C3 C 1.6916(3) 0.41059(11) 0.6504(2) 0.0246(3) Uani 1 d H3 H 1.8236(43) 0.3510(19) 0.7444(27) 0.035(4) Uiso 1 d 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' 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 F1 C1 C2 119.18(10) . . F1 C1 C3 119.84(10) . 3_866 C2 C1 C3 120.98(10) . 3_866 F2 C2 C1 119.12(10) . . F2 C2 C3 119.45(10) . . C1 C2 C3 121.43(10) . . C2 C3 C1 117.59(10) . 3_866 C2 C3 H3 121.4(12) . . C1 C3 H3 120.9(12) 3_866 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 F1 C1 1.3465(12) . F2 C2 1.3509(13) . C1 C2 1.383(2) . C1 C3 1.385(2) 3_866 C2 C3 1.384(2) . C3 C1 1.385(2) 3_866 C3 H3 0.93(2) .