#------------------------------------------------------------------------------ #$Date: 2024-01-06 10:06:30 +0200 (Sat, 06 Jan 2024) $ #$Revision: 288810 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247641.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_7247641 loop_ _publ_author_name 'Barnett, S. A.' 'Bull, C. L.' 'Funnell, N. P.' 'Allan, D. R.' _publ_section_title ; The rich structural phase behaviour of 2,2,2-trifluoroethanol ; _journal_issue 45 _journal_name_full CrystEngComm _journal_page_first 6291 _journal_page_last 6302 _journal_paper_doi 10.1039/D3CE00737E _journal_volume 25 _journal_year 2023 _chemical_formula_moiety 'C2 D3 F3 O' _chemical_formula_sum 'C2 D3 F3 O' _chemical_formula_weight 103.06 _chemical_melting_point 229.7 _chemical_name_common Trifluoroethanol _chemical_name_systematic 2,2,2-Trifluoroethanol _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2023-07-07 deposited with the CCDC. 2023-10-10 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 91.615(13) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 4.6540(3) _cell_length_b 16.2590(18) _cell_length_c 8.577(4) _cell_measurement_reflns_used 1306 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 22.2480 _cell_measurement_theta_min 2.9800 _cell_volume 648.8(3) _computing_cell_refinement 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_data_collection 'GDA - generic data aquisition software' _computing_data_reduction 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_molecular_graphics 'Mercury (Macrae et al, 2006)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXT-2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 295(2) _diffrn_detector 'Photon counting pixel array' _diffrn_detector_area_resol_mean 0 _diffrn_detector_type 'Dectris Pilatus 300K' _diffrn_measured_fraction_theta_full 0.526 _diffrn_measured_fraction_theta_max 0.380 _diffrn_measurement_device '4-circle \k-geometry diffractometer' _diffrn_measurement_device_type Newport _diffrn_measurement_method 'shutterless scans' _diffrn_radiation_monochromator 'Silicon 111' _diffrn_radiation_source 'Diamond Light Source Beamline I19-2' _diffrn_radiation_type Synchrotron _diffrn_radiation_wavelength 0.4859 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_unetI/netI 0.0292 _diffrn_reflns_Laue_measured_fraction_full 0.526 _diffrn_reflns_Laue_measured_fraction_max 0.380 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 4006 _diffrn_reflns_point_group_measured_fraction_full 0.526 _diffrn_reflns_point_group_measured_fraction_max 0.380 _diffrn_reflns_theta_full 17.000 _diffrn_reflns_theta_max 22.703 _diffrn_reflns_theta_min 2.994 _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.53995 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 2.110 _exptl_crystal_density_meas ? _exptl_crystal_description Plate _exptl_crystal_F_000 400 _exptl_crystal_recrystallization_method 'Pressurisation within a diamond anvil cell' _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.075 _refine_diff_density_max 0.427 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.152 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 117 _refine_ls_number_reflns 1036 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.082 _refine_ls_R_factor_all 0.1012 _refine_ls_R_factor_gt 0.0781 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1508P)^2^+0.1504P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2013 _refine_ls_wR_factor_ref 0.2327 _reflns_Friedel_coverage 0.000 _reflns_number_gt 702 _reflns_number_total 1036 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce00737e2.cif _cod_data_source_block TFE-Form4a _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas Adding full bibliography for 7247640--7247642.cif. ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7247641 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.988 _shelx_estimated_absorpt_t_max 0.995 _shelx_res_file ; TFE-Form4a.res created by SHELXL-2014/7 TITL TFE_01_ in P2(1)/c CELL 0.48590 4.6540 16.2590 8.5770 90.000 91.615 90.000 ZERR 8.00 0.0003 0.0018 0.0041 0.000 0.013 0.000 LATT 1 SYMM -x, y+1/2,-z+1/2 SFAC C D O F DISP C 0.0006 0.0007 1.86 DISP O 0.0036 0.0026 7.16 DISP F 0.0067 0.0045 12.28 UNIT 16 24 8 24 TEMP 22 SIZE 0.200 0.200 0.075 L.S. 5 BOND $H CONF ACTA 34 FMAP 2 PLAN 8 EQIV $1 x+1, y, z EQIV $2 x+1, -y+1/2, z+1/2 EQIV $3 x, -y+1/2, z+1/2 EQIV $4 x, -y+1/2, z-1/2 EQIV $5 x-1, -y+1/2, z-1/2 EQIV $6 -x, -y, -z+1 EQIV $7 x-1, y, z HTAB O1 O2 HTAB O1 F5 HTAB C1 O2 HTAB C1 F1_$1 HTAB C1 F6_$1 HTAB C1 O2_$2 HTAB C1 O1_$3 HTAB O2 F6_$4 HTAB C3 F3_$4 HTAB C3 F3_$5 HTAB C3 F4_$6 HTAB O2 O1_$7 HTAB C3 F5_$7 OMIT 3 1 3 WGHT 0.150800 0.150400 FVAR 6.39494 C1 1 0.803774 0.307515 0.488678 11.00000 0.03761 0.03848 = 0.05811 0.00411 -0.00352 0.00242 AFIX 23 D1A 2 1.000782 0.310418 0.528315 11.00000 -1.20000 D1B 2 0.693678 0.277075 0.563770 11.00000 -1.20000 AFIX 0 O1 3 0.798134 0.265269 0.349836 11.00000 0.03532 0.04313 = 0.04894 -0.00630 -0.00020 -0.00038 D1 2 0.677497 0.237768 0.381964 11.00000 0.04937 C2 1 0.684872 0.393411 0.475634 11.00000 0.03486 0.04060 = 0.03520 -0.00007 -0.00673 -0.00031 F1 4 0.407308 0.392533 0.429974 11.00000 0.03299 0.06276 = 0.09224 -0.00058 -0.00592 0.00609 F2 4 0.821889 0.438337 0.371800 11.00000 0.05351 0.04596 = 0.07898 0.01448 0.00469 -0.00307 F3 4 0.705448 0.432871 0.613842 11.00000 0.07208 0.05438 = 0.04381 -0.01015 -0.00029 0.00075 C3 1 0.222964 0.107567 0.371230 11.00000 0.03956 0.03384 = 0.05021 -0.00247 -0.00156 -0.00205 AFIX 23 D3A 2 0.316624 0.063123 0.316885 11.00000 -1.20000 D3B 2 0.017062 0.098538 0.363136 11.00000 -1.20000 AFIX 0 O2 3 0.291042 0.183804 0.299428 11.00000 0.03416 0.04094 = 0.05656 0.00355 0.00026 0.00078 D2 2 0.145882 0.214189 0.239342 11.00000 0.08167 C4 1 0.316543 0.106810 0.536799 11.00000 0.03155 0.03374 = 0.05343 -0.00104 0.00043 0.00093 F4 4 0.244431 0.036541 0.607898 11.00000 0.06123 0.04143 = 0.07155 0.01035 0.00322 -0.00741 F5 4 0.602020 0.114985 0.557802 11.00000 0.03419 0.06522 = 0.07224 0.00104 -0.00744 -0.00171 F6 4 0.199776 0.168607 0.618220 11.00000 0.06566 0.04942 = 0.04657 -0.00955 0.00083 0.01564 HKLF 4 REM TFE_01_ in P2(1)/c REM R1 = 0.0781 for 702 Fo > 4sig(Fo) and 0.1012 for all 1036 data REM 117 parameters refined using 0 restraints END WGHT 0.1508 0.1504 REM Highest difference peak 0.427, deepest hole -0.492, 1-sigma level 0.152 Q1 1 0.7428 0.3459 0.4833 11.00000 0.05 0.43 Q2 1 0.2446 0.1480 0.2991 11.00000 0.05 0.42 Q3 1 0.2264 0.2145 0.3496 11.00000 0.05 0.38 Q4 1 0.7262 0.3965 0.7126 11.00000 0.05 0.37 Q5 1 0.2431 0.1430 0.6858 11.00000 0.05 0.37 Q6 1 0.2372 0.2264 0.6528 11.00000 0.05 0.36 Q7 1 0.2394 0.0836 0.7369 11.00000 0.05 0.34 Q8 1 0.7690 0.4617 0.3641 11.00000 0.05 0.33 ; _shelx_res_checksum 16732 loop_ _space_group_symop_operation_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_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8038(7) 0.3075(2) 0.4887(9) 0.045(3) Uani 1 1 d . . . . . D1A D 1.0008 0.3104 0.5283 0.054 Uiso 1 1 calc R U . . . D1B D 0.6937 0.2771 0.5638 0.054 Uiso 1 1 calc R U . . . O1 O 0.7981(5) 0.26527(18) 0.3498(7) 0.0425(18) Uani 1 1 d . . . . . D1 D 0.677(11) 0.238(3) 0.382(11) 0.049(14) Uiso 1 1 d . . . . . C2 C 0.6849(7) 0.3934(2) 0.4756(10) 0.037(2) Uani 1 1 d . . . . . F1 F 0.4073(4) 0.39253(15) 0.4300(6) 0.0628(19) Uani 1 1 d . . . . . F2 F 0.8219(5) 0.43834(15) 0.3718(6) 0.0594(18) Uani 1 1 d . . . . . F3 F 0.7054(6) 0.43287(16) 0.6138(7) 0.0568(19) Uani 1 1 d . . . . . C3 C 0.2230(7) 0.10757(19) 0.3712(10) 0.041(3) Uani 1 1 d . . . . . D3A D 0.3166 0.0631 0.3169 0.050 Uiso 1 1 calc R U . . . D3B D 0.0171 0.0985 0.3631 0.050 Uiso 1 1 calc R U . . . O2 O 0.2910(5) 0.18380(16) 0.2994(6) 0.0439(16) Uani 1 1 d . . . . . D2 D 0.146(12) 0.214(4) 0.239(11) 0.082(19) Uiso 1 1 d . . . . . C4 C 0.3165(7) 0.10681(19) 0.5368(9) 0.040(2) Uani 1 1 d . . . . . F4 F 0.2444(5) 0.03654(14) 0.6079(6) 0.0580(18) Uani 1 1 d . . . . . F5 F 0.6020(4) 0.11498(16) 0.5578(6) 0.0574(18) Uani 1 1 d . . . . . F6 F 0.1998(5) 0.16861(15) 0.6182(6) 0.0539(18) Uani 1 1 d . . . . . 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 C1 0.0376(14) 0.038(2) 0.058(9) 0.004(2) -0.004(2) 0.0024(10) O1 0.0353(11) 0.0431(16) 0.049(6) -0.0063(18) -0.0002(15) -0.0004(8) C2 0.0349(13) 0.041(2) 0.035(8) 0.000(2) -0.0067(19) -0.0003(10) F1 0.0330(10) 0.0628(16) 0.092(6) -0.0006(16) -0.0059(15) 0.0061(8) F2 0.0535(12) 0.0460(15) 0.079(6) 0.0145(15) 0.0047(16) -0.0031(8) F3 0.0721(15) 0.0544(18) 0.044(7) -0.0101(18) -0.0003(18) 0.0008(10) C3 0.0396(15) 0.0338(19) 0.050(9) -0.002(2) -0.002(2) -0.0020(10) O2 0.0342(10) 0.0409(14) 0.057(5) 0.0035(16) 0.0003(14) 0.0008(8) C4 0.0315(13) 0.0337(19) 0.053(8) -0.0010(18) 0.000(2) 0.0009(9) F4 0.0612(13) 0.0414(14) 0.072(6) 0.0104(15) 0.0032(17) -0.0074(9) F5 0.0342(10) 0.0652(16) 0.072(6) 0.0010(15) -0.0074(15) -0.0017(8) F6 0.0657(14) 0.0494(15) 0.047(6) -0.0095(15) 0.0008(17) 0.0156(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0006 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0036 0.0026 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0067 0.0045 '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 _geom_angle_publ_flag O1 C1 C2 113.7(6) . . ? O1 C1 D1A 108.8 . . ? C2 C1 D1A 108.8 . . ? O1 C1 D1B 108.8 . . ? C2 C1 D1B 108.8 . . ? D1A C1 D1B 107.7 . . ? O1 C1 D1 30(3) . . ? C2 C1 D1 120(2) . . ? D1A C1 D1 125.2 . . ? D1B C1 D1 79.7 . . ? C1 O1 D1 89(6) . . ? F2 C2 F1 106.7(5) . . ? F2 C2 F3 107.7(3) . . ? F1 C2 F3 107.8(4) . . ? F2 C2 C1 112.2(5) . . ? F1 C2 C1 111.2(3) . . ? F3 C2 C1 111.0(6) . . ? O2 C3 C4 111.1(4) . . ? O2 C3 D3A 109.4 . . ? C4 C3 D3A 109.4 . . ? O2 C3 D3B 109.4 . . ? C4 C3 D3B 109.4 . . ? D3A C3 D3B 108.0 . . ? C3 O2 D2 121(4) . . ? F4 C4 F5 106.4(3) . . ? F4 C4 F6 106.8(5) . . ? F5 C4 F6 105.6(4) . . ? F4 C4 C3 112.0(4) . . ? F5 C4 C3 113.1(5) . . ? F6 C4 C3 112.4(3) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.374(9) . ? C1 C2 1.505(5) . ? C1 D1A 0.9700 . ? C1 D1B 0.9700 . ? C1 D1 1.56(6) . ? O1 D1 0.77(6) . ? C2 F2 1.329(7) . ? C2 F1 1.339(4) . ? C2 F3 1.349(9) . ? C3 O2 1.424(6) . ? C3 C4 1.474(10) . ? C3 D3A 0.9700 . ? C3 D3B 0.9700 . ? O2 D2 0.97(7) . ? C4 F4 1.342(6) . ? C4 F5 1.342(4) . ? C4 F6 1.347(6) . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 D1 O2 0.77(6) 2.11(5) 2.730(3) 138(8) . O1 D1 F5 0.77(6) 2.53(7) 3.174(6) 141(5) . C1 D1 O2 1.56(6) 2.11(5) 3.487(6) 143(4) . C1 D1A F1 0.97 2.48 3.183(4) 129.0 1_655 C1 D1A F6 0.97 2.59 3.101(5) 112.8 1_655 C1 D1A O2 0.97 2.66 3.453(8) 139.5 4_666 C1 D1B O1 0.97 2.58 3.317(10) 132.7 4_566 O2 D2 F6 0.97(7) 2.19(7) 2.884(5) 127(5) 4_565 C3 D3A F3 0.97 2.55 3.260(8) 130.3 4_565 C3 D3B F3 0.97 2.60 3.287(7) 128.0 4_465 C3 D3B F4 0.97 2.53 3.206(4) 127.0 3_556 O2 D2 O1 0.97(7) 2.07(7) 2.694(4) 120(7) 1_455 C3 D3B F5 0.97 2.60 3.345(6) 133.5 1_455 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 F2 -57.2(5) . . . . ? O1 C1 C2 F1 62.2(7) . . . . ? O1 C1 C2 F3 -177.8(4) . . . . ? O2 C3 C4 F4 177.7(3) . . . . ? O2 C3 C4 F5 -62.1(4) . . . . ? O2 C3 C4 F6 57.4(4) . . . . ?