Synthesis and supramolecular properties of all-<i>cis</i>-2,4,6-trifluorocyclohexane-1,3,5-triol.
Haridas, Shyamkumar V.; von Delius, Max; Chemical communications (Cambridge, England) 60 (2024) 606–609; doi:10.1039/d3cc05510h

data_7132462
_publ_section_title
;
 Synthesis and supramolecular properties of
 all-<i>cis</i>-2,4,6-trifluorocyclohexane-1,3,5-triol.
;
_journal_issue                   5
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              606
_journal_page_last               609
_journal_paper_doi               10.1039/d3cc05510h
_journal_volume                  60
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C9 H15 F3 O3'
_chemical_formula_sum            'C9 H15 F3 O3'
_chemical_formula_weight         228.21
_space_group_crystal_system      hexagonal
_space_group_IT_number           173
_space_group_name_Hall           'P 6c'
_space_group_name_H-M_alt        'P 63'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-11-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-11-06 deposited with the CCDC.	2023-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   11.4469(4)
_cell_length_b                   11.4469(4)
_cell_length_c                   4.7028(2)
_cell_measurement_reflns_used    1694
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      72.6630
_cell_measurement_theta_min      4.4400
_cell_volume                     533.66(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -115.00 -40.00   1.00    1.00    --  -43.06 -38.00-120.00   75
  2  \w   -119.00 -14.00   1.00    1.00    --  -43.06 -19.00 120.00  105
  3  \w    -60.00 -14.00   1.00    1.00    --  -43.06 125.00  30.00   46
  4  \w     27.00  96.00   1.00    1.00    --   43.06-125.00  30.00   69
  5  \w     33.00  67.00   1.00    1.54    --  104.94-125.00 -30.00   34
  6  \w     69.00 111.00   1.00    1.54    --  104.94-125.00 -30.00   42
  7  \w     58.00 128.00   1.00    1.54    --  104.94 -77.00 120.00   70
  8  \w    103.00 172.00   1.00    1.54    --  104.94  77.00 -60.00   69
  9  \w    100.00 151.00   1.00    1.54    --  104.94 125.00-120.00   51
 10  \w     32.00 129.00   1.00    1.54    --  104.94 -45.00 -90.00   97
 11  \w     31.00 103.00   1.00    1.54    --  104.94 -95.00  90.00   72
 12  \w     41.00  67.00   1.00    1.54    --  104.94 -45.00 150.00   26
 13  \w     74.00 107.00   1.00    1.54    --  104.94 -45.00 150.00   33
 14  \w     49.00 177.00   1.00    1.54    --  104.94   0.00 -90.00  128
 15  \w     78.00 122.00   1.00    1.54    --  104.94 -77.00 -60.00   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova Oxford instruments/Rigaku'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1276120000
_diffrn_orient_matrix_UB_12      0.0122394000
_diffrn_orient_matrix_UB_13      -0.0270770000
_diffrn_orient_matrix_UB_21      0.0883057000
_diffrn_orient_matrix_UB_22      0.1547635000
_diffrn_orient_matrix_UB_23      -0.0105360000
_diffrn_orient_matrix_UB_31      0.0077729000
_diffrn_orient_matrix_UB_32      -0.0059896000
_diffrn_orient_matrix_UB_33      -0.3263232000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3334
_diffrn_reflns_point_group_measured_fraction_full 0.787
_diffrn_reflns_point_group_measured_fraction_max 0.764
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.859
_diffrn_reflns_theta_min         4.460
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.209
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.708
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_description       needle
_exptl_crystal_F_000             240
_exptl_crystal_preparation
'Crystallized by slow evaporation from Acetone  solution.'
_exptl_crystal_recrystallization_method
'Crystallized by slow evaporation from  Acetone solution.'
_exptl_crystal_size_max          0.488
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details
;
 Flack x determined using 136 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.38(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     47
_refine_ls_number_reflns         548
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0270
_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^)+(0.0363P)^2^+0.0934P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0697
_refine_ls_wR_factor_ref         0.0726
_reflns_Friedel_coverage         0.367
_reflns_Friedel_fraction_full    0.509
_reflns_Friedel_fraction_max     0.470
_reflns_number_gt                509
_reflns_number_total             548
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc05510h2.cif
_cod_data_source_block           svh21023
_cod_depositor_comments
'Adding full bibliography for 7132462--7132465.cif.'
_cod_original_cell_volume        533.66(4)
_cod_database_code               7132462
_shelx_shelxl_version_number     2018/3
_publ_section_exptl
;
Any special experimental details
;
_chemical_oxdiff_formula         'C9 H15 O3 F3'
_chemical_oxdiff_usercomment     SVH-116
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C003(H003), C004(H004)
1.b Idealised Me refined as rotating group:
 C005(H00A,H00B,H00C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.152
_oxdiff_exptl_absorpt_empirical_full_min 0.585