#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/55/2005567.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_2005567 loop_ _publ_author_name 'Swenson, D. C.' 'Davis, C. R.' 'Burton, D. J.' _publ_section_title ; Three 1,4-trans-Substituted Cyclohexanes ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2844 _journal_page_last 2847 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C12 H16 F4 O4' _chemical_formula_weight 300.25 _chemical_name_systematic ' ?' _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_type_scat_source IntTabIV _cell_angle_alpha 102.83(2) _cell_angle_beta 108.44(2) _cell_angle_gamma 96.57(2) _cell_formula_units_Z 1 _cell_length_a 6.222(2) _cell_length_b 9.778(2) _cell_length_c 5.966(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 291 _cell_measurement_theta_max 19 _cell_measurement_theta_min 11 _cell_volume 328.97(18) _computing_cell_refinement CAD4_(Enraf-Nonius,_1977) _computing_data_collection CAD4_(Enraf-Nonius,_1977) _computing_data_reduction PROCESS_MolEN_(Fair,_1990) _computing_molecular_graphics ORTEP_(Johnson,_1976) _computing_publication_material CIF_VAX_MolEN_(Fair,_1990) _computing_structure_refinement LSFM_MolEN_(Fair,_1990) _computing_structure_solution Direct_methods_(MULTAN,_Main_et_al.,_1980) _diffrn_ambient_temperature 291 _diffrn_measurement_device Enraf_Nonius_CAD4 _diffrn_measurement_method \q/2\q _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.017 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 4 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 2898 _diffrn_reflns_theta_max 30 _diffrn_reflns_theta_min 2.19 _diffrn_standards_decay_% 0.01 _diffrn_standards_interval_time 240 _diffrn_standards_number 4 _exptl_absorpt_coefficient_mu 0.140 _exptl_absorpt_correction_T_max 0.998 _exptl_absorpt_correction_T_min 0.960 _exptl_absorpt_correction_type ' empirical, \y scans (MOLEN; Fair, 1990)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.52 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 156 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.35 _refine_diff_density_min -0.12 _refine_ls_abs_structure_details ; ? ; _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.052 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 123 _refine_ls_number_reflns 1652 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.000 _refine_ls_R_factor_obs 0.039 _refine_ls_shift/esd_max 0.071 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme ' w= [\s~F^2^~ + (0.015F)^2^ + 0.5]^-1^ (Killian & Lawrence, 1969)' _refine_ls_wR_factor_obs 0.046 _reflns_number_observed 1652 _reflns_number_total 1893 _reflns_observed_criterion >2.0\s(I) _[local]_cod_data_source_file bk1152.cif _[local]_cod_data_source_block I _cod_original_cell_volume 329.0(4) _cod_database_code 2005567 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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 F5A 0.0636(1) 0.1402(1) 0.7146(2) 0.0553(3) Uani F5B 0.3266(2) 0.33540(9) 0.8391(2) 0.0631(3) Uani O1 0.8147(2) 0.2924(1) 1.1828(2) 0.0531(3) Uani O2 0.5815(1) 0.3077(1) 1.4027(2) 0.0402(2) Uani C1 0.4291(2) 0.1424(1) 1.0076(2) 0.0281(2) Uani C2 0.5034(2) 0.0645(1) 0.7994(2) 0.0303(2) Uani C3 0.3294(2) 0.0321(1) 1.1168(2) 0.0296(2) Uani C5 0.2414(2) 0.2258(1) 0.9148(2) 0.0385(3) Uani C6 0.6335(2) 0.2545(1) 1.2041(2) 0.0315(3) Uani C7 0.7561(3) 0.4201(2) 1.5979(3) 0.0481(4) Uani H2A 0.365(2) 0.007(1) 0.667(2) 0.035(4) Uiso H2B 0.574(3) 0.133(2) 0.738(3) 0.041(4) Uiso H3B 0.184(2) -0.026(1) 0.991(2) 0.034(4) Uiso H3A 0.290(2) 0.081(1) 1.253(2) 0.034(4) Uiso H5 0.177(2) 0.266(2) 1.034(3) 0.039(4) Uiso H7A 0.766(3) 0.504(2) 1.543(3) 0.071(6) Uiso H7B 0.702(4) 0.438(2) 1.734(4) 0.085(7) Uiso H7C 0.907(3) 0.392(2) 1.640(3) 0.077(6) Uiso 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 F5A 0.0382(4) 0.0600(5) 0.0516(4) 0.0111(3) -0.0016(3) 0.0087(4) F5B 0.0562(5) 0.0548(4) 0.0906(5) 0.0169(4) 0.0244(4) 0.0429(3) O1 0.0374(4) 0.0530(5) 0.0580(4) -0.0118(4) 0.0253(3) -0.0083(4) O2 0.0379(4) 0.0393(4) 0.0353(3) -0.0025(3) 0.0159(3) -0.0046(3) C1 0.0258(4) 0.0287(4) 0.0286(4) 0.0028(3) 0.0109(3) 0.0047(3) C2 0.0320(4) 0.0326(5) 0.0271(4) 0.0030(4) 0.0136(3) 0.0067(3) C3 0.0268(4) 0.0316(5) 0.0313(4) 0.0019(3) 0.0159(3) 0.0043(3) C5 0.0328(5) 0.0382(5) 0.0429(5) 0.0082(4) 0.0114(4) 0.0105(4) C6 0.0301(4) 0.0286(4) 0.0337(4) 0.0030(4) 0.0126(3) 0.0040(4) C7 0.0473(6) 0.0414(6) 0.0399(6) -0.0016(6) 0.0104(5) -0.0073(5) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C6 O2 C7 . . 116.50(10) yes C2 C1 C3 . . 109.64(9) yes C2 C1 C5 . . 111.60(10) yes C2 C1 C6 . . 110.35(9) yes C3 C1 C5 . . 107.73(9) yes C3 C1 C6 . . 111.81(9) yes C5 C1 C6 . . 105.70(10) yes C1 C2 C3 . 2_657 112.03(9) yes C1 C2 H2A . . 108.0(9) no C1 C2 H2B . . 109.0(10) no C3 C2 H2A 2_657 . 109.2(9) no C3 C2 H2B 2_657 . 109.0(10) no H2A C2 H2B . . 108.0(10) no C1 C3 C2 . 2_657 112.46(9) yes C1 C3 H3B . . 108.0(9) no C1 C3 H3A . . 109.9(9) no C2 C3 H3B 2_657 . 110.2(9) no C2 C3 H3A 2_657 . 109.6(9) no H3B C3 H3A . . 107.0(10) no F5A C5 F5B . . 106.00(10) yes F5A C5 C1 . . 110.80(10) yes F5A C5 H5 . . 107.4(9) no F5B C5 C1 . . 110.60(10) yes F5B C5 H5 . . 107.0(10) no C1 C5 H5 . . 114.0(10) no O1 C6 O2 . . 123.90(10) yes O1 C6 C1 . . 125.20(10) yes O2 C6 C1 . . 110.87(9) yes O2 C7 H7A . . 108.0(10) no O2 C7 H7B . . 106.0(10) no O2 C7 H7C . . 111.0(10) no H7A C7 H7B . . 109(2) no H7A C7 H7C . . 110(2) no H7B C7 H7C . . 112(2) no 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 F5A C5 . 1.363(2) yes F5B C5 . 1.368(2) yes O1 C6 . 1.2000(10) yes O2 C6 . 1.3370(10) yes O2 C7 . 1.450(2) yes C1 C2 . 1.537(2) yes C1 C3 . 1.545(2) yes C1 C5 . 1.531(2) yes C1 C6 . 1.537(2) yes C2 C3 2_657 1.527(2) yes C2 H2A . 0.970(10) no C2 H2B . 0.95(2) no C3 H3B . 0.98(2) no C3 H3A . 0.97(2) no C5 H5 . 0.96(2) no C7 H7A . 0.95(2) no C7 H7B . 0.96(2) no C7 H7C . 0.98(2) no 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_4 _geom_torsion _geom_torsion_publ_flag C7 O2 C6 O1 . 1.5(2) no C7 O2 C6 C1 . -177.00(10) no C6 O2 C7 H7A . 70.0(10) no C6 O2 C7 H7B . -173.0(10) no C6 O2 C7 H7C . -50.0(10) no C3 C1 C2 H2A . 66.0(10) no C3 C1 C2 H2B . -177.0(10) no C3 C1 C2 C3 2_657 -54.40(10) no C5 C1 C2 H2A . -53.0(10) no C5 C1 C2 H2B . 64.0(10) no C5 C1 C2 C3 2_657 -173.70(10) no C6 C1 C2 H2A . -171.0(10) no C6 C1 C2 H2B . -53.0(10) no C6 C1 C2 C3 2_657 69.20(10) no C2 C1 C3 H3B . -67.0(10) no C2 C1 C3 H3A . 177.0(10) no C5 C1 C3 H3B . 54.0(10) no C5 C1 C3 H3A . -61.0(10) no C6 C1 C3 H3B . 170.0(10) no C6 C1 C3 H3A . 54.0(10) no C2 C1 C5 F5A . 51.30(10) no C2 C1 C5 F5B . -66.00(10) no C2 C1 C5 H5 . 173.0(10) no C3 C1 C5 F5A . -69.10(10) no C3 C1 C5 F5B . 173.70(10) no C3 C1 C5 H5 . 52.0(10) no C6 C1 C5 F5A . 171.30(10) no C6 C1 C5 F5B . 54.00(10) no C6 C1 C5 H5 . -67.0(10) no C2 C1 C6 O1 . 10.8(2) no C2 C1 C6 O2 . -170.70(10) no C3 C1 C6 O1 . 133.10(10) no C3 C1 C6 O2 . -48.40(10) no C5 C1 C6 O1 . -110.00(10) no C5 C1 C6 O2 . 68.50(10) no _journal_paper_doi 10.1107/S0108270196008104