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_7132464
_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_formula_moiety         'C15 H15 F3 O3'
_chemical_formula_sum            'C15 H15 F3 O3'
_chemical_formula_weight         300.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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                 92.384(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.1588(5)
_cell_length_b                   9.2165(2)
_cell_length_c                   16.7115(5)
_cell_measurement_reflns_used    6609
_cell_measurement_temperature    150.00(14)
_cell_measurement_theta_max      72.7270
_cell_measurement_theta_min      4.8540
_cell_volume                     2794.43(13)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(14)
_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 0.971
_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    -87.00  -6.00   1.00    1.00    --  -43.06 125.00 -30.00   81
  2  \w    -71.00  30.00   1.00    1.00    --  -43.06  57.00 -90.00  101
  3  \w    -68.00  31.00   1.00    1.00    --  -43.06  38.00  60.00   99
  4  \w   -115.00 -15.00   1.00    1.00    --  -43.06 -57.00 120.00  100
  5  \w     33.00 134.00   1.00    4.00    --  104.94 -61.00  90.00  101
  6  \w     29.00 138.00   1.00    4.00    --  104.94 -77.00-120.00  109
  7  \w     23.00 106.00   1.00    4.00    --  104.94 -95.00-180.00   83
  8  \w     23.00 106.00   1.00    4.00    --  104.94 -95.00 -30.00   83
  9  \w    103.00 178.00   1.00    4.00    --  104.94  77.00-150.00   75
 10  \w     23.00 106.00   1.00    4.00    --  104.94 -95.00   0.00   83
 11  \w    103.00 178.00   1.00    4.00    --  104.94  77.00 -60.00   75
 12  \w     29.00 133.00   1.00    4.00    --  104.94 -30.00 150.00  104
 13  \w     32.00 131.00   1.00    4.00    --  104.94 -45.00 -30.00   99
 14  \w     23.00 106.00   1.00    4.00    --  104.94 -95.00  90.00   83
 15  \w     17.00 178.00   1.00    4.00    --  104.94   0.00-150.00  161
 16  \w   -115.00 -15.00   1.00    1.00    --  -43.06 -57.00  30.00  100
 17  \w   -115.00 -15.00   1.00    1.00    --  -43.06 -57.00-150.00  100
 18  \w   -115.00 -15.00   1.00    1.00    --  -43.06 -57.00 -60.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0297900000
_diffrn_orient_matrix_UB_12      -0.0263691000
_diffrn_orient_matrix_UB_13      0.0837443000
_diffrn_orient_matrix_UB_21      0.0788295000
_diffrn_orient_matrix_UB_22      -0.0309141000
_diffrn_orient_matrix_UB_23      0.0332186000
_diffrn_orient_matrix_UB_31      0.0101447000
_diffrn_orient_matrix_UB_32      0.1622000000
_diffrn_orient_matrix_UB_33      0.0199329000
_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  0.0687
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14602
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.495
_diffrn_reflns_theta_min         4.875
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.078
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
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    1.427
_exptl_crystal_description       needle
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.00013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.318
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2780
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.318
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0556
_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^)+19.7736P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1737
_refine_ls_wR_factor_ref         0.1785
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2277
_reflns_number_total             2780
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc05510h2.cif
_cod_data_source_block           svh23010_auto
_cod_depositor_comments
'Adding full bibliography for 7132462--7132465.cif.'
_cod_database_code               7132464
_shelx_shelxl_version_number     2018/3
_publ_section_exptl
;
Any special experimental details
;
_chemical_oxdiff_formula         'C15 H15 O3 F3'
_chemical_oxdiff_usercomment     SVH-248
_shelx_estimated_absorpt_t_max   0.928
_shelx_estimated_absorpt_t_min   0.626
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C007(H007), C008(H008), C009(H009), C00A(H00A), C00B(H00B), C00C(H00C)
1.b Secondary CH2 refined with riding coordinates:
 C00D(H00D,H00E), C00F(H00F,H00G), C00I(H00H,H00I)
1.c :
 C10(H10), C11(H11), C12(H12)
;
_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 2.235
_oxdiff_exptl_absorpt_empirical_full_min 0.450