Co-crystallization studies of the syn- and anti-atropisomers of triphenyl-based perfluorinated halogen bond donors with halides
Stoesser, Julian; Engelage, Elric; Huber, Stefan; CrystEngComm  (2022) –; doi:10.1039/D2CE00973K

data_7245540
_publ_section_title
;
 Co-crystallization studies of the syn- and anti-atropisomers of
 triphenyl-based perfluorinated halogen bond donors with halides
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00973K
_journal_year                    2022
_chemical_formula_moiety
;
3(C18 F12 I2), 2(C9 H18 N3), 2(C H2 Cl2), 1.206(I), 0.794(Cl)
;
_chemical_formula_sum            'C74 H40 Cl4.79 F36 I7.21 N6'
_chemical_formula_weight         2781.49
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                76.694(2)
_cell_angle_beta                 81.5980(10)
_cell_angle_gamma                88.0240(10)
_cell_formula_units_Z            1
_cell_length_a                   7.84560(10)
_cell_length_b                   12.5041(3)
_cell_length_c                   23.2075(4)
_cell_measurement_reflns_used    7727
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      66.5
_cell_measurement_theta_min      3.6
_cell_volume                     2191.81(7)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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     -5.00  66.00   0.50    0.11    --   47.20 -77.00  44.00  142
  2  \w     34.00  93.00   0.50    0.11    --   47.20-125.00  60.00  118
  3  \w     55.00 106.00   0.50    0.46    --  106.49 -77.00  44.00  102
  4  \w     76.00 105.00   0.50    0.46    --  106.49 -94.00   0.00   58
  5  \w     86.00 111.00   0.50    0.46    --  106.49-125.00 -60.00   50
  6  \w     78.00 104.00   0.50    0.46    --  106.49 -94.00 -90.00   52
  7  \w     81.00 108.00   0.50    0.46    --  106.49 -77.00 -60.00   54
  8  \w     74.00 100.00   0.50    0.46    --  106.49 -94.00 -60.00   52
  9  \w     57.00 105.00   0.50    0.46    --  106.49 -94.00-120.00   96
 10  \w     36.00  68.00   0.50    0.46    --  106.49 -94.00 -60.00   64
 11  \w     38.00  64.00   0.50    0.46    --  106.49 -77.00 -60.00   52
 12  \w     35.00  72.00   0.50    0.46    --  106.49 -61.00 -30.00   74
 13  \w     34.00  71.00   0.50    0.46    --  106.49-125.00 -60.00   74
 14  \w     34.00  65.00   0.50    0.46    --  106.49 -61.00-150.00   62
 15  \w     34.00 103.00   0.50    0.46    --  106.49 -94.00-180.00  138
 16  \w     46.00 111.00   0.50    0.46    --  106.49-125.00-180.00  130
 17  \w     -4.00  29.00   0.50    0.11    --   47.20 -19.00  30.00   66
 18  \w     42.00  72.00   0.50    0.11    --   47.20  77.00 170.00   60
 19  \w    134.00 174.00   0.50    0.46    --  106.49  77.00 170.00   80
 20  \w    151.00 177.00   0.50    0.46    --  106.49  30.00  90.00   52
 21  \w    119.00 176.00   0.50    0.46    --  106.49  45.00 120.00  114
 22  \w    113.00 160.00   0.50    0.46    --  106.49  15.00  90.00   94
 23  \w     93.00 118.00   0.50    0.46    --  106.49  77.00 170.00   50
 24  \w     94.00 146.00   0.50    0.46    --  106.49  30.00  90.00  104
 25  \w    111.00 177.00   0.50    0.46    --  106.49  61.00 -30.00  132
 26  \w    123.00 178.00   0.50    0.46    --  106.49  45.00-120.00  110
 27  \w    104.00 146.00   0.50    0.46    --  106.49  45.00-150.00   84
 28  \w     56.00 103.00   0.50    0.46    --  106.49 -94.00  60.00   94
 29  \w     65.00 103.00   0.50    0.46    --  106.49 -94.00  90.00   76
 30  \w     35.00  67.00   0.50    0.46    --  106.49 -61.00  90.00   64
 31  \w    -26.00  28.00   0.50    0.11    --   47.20 -19.00 150.00  108
 32  \w    -52.00  12.00   0.50    0.11    --  -47.20  77.00 170.00  128
 33  \w    -18.00  13.00   0.50    0.11    --  -47.20  19.00  90.00   62
 34  \w    -48.00 -14.00   0.50    0.46    --  -86.25  45.00   0.00   68
 35  \w    -45.00 -14.00   0.50    0.46    --  -86.25  45.00 -60.00   62
 36  \w    -48.00 -15.00   0.50    0.46    --  -86.25  45.00 -30.00   66
 37  \w    -47.00 -20.00   0.50    0.46    --  -86.25  45.00  30.00   54
 38  \w    -82.00 -57.00   0.50    0.46    --  -86.25  77.00 170.00   50
 39  \w   -116.00 -24.00   0.50    0.11    --  -47.20 -77.00  44.00  184
 40  \w    -42.00 -17.00   0.50    0.46    --  -86.25  45.00-180.00   50
 41  \w   -149.00 -66.00   0.50    0.46    --  -86.25 -77.00  44.00  166
 42  \w   -111.00 -84.00   0.50    0.11    --  -47.20-125.00  30.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0163804000
_diffrn_orient_matrix_UB_12      -0.1117907000
_diffrn_orient_matrix_UB_13      -0.0176488000
_diffrn_orient_matrix_UB_21      -0.1308993000
_diffrn_orient_matrix_UB_22      -0.0500688000
_diffrn_orient_matrix_UB_23      0.0550757000
_diffrn_orient_matrix_UB_31      -0.1483511000
_diffrn_orient_matrix_UB_32      0.0319874000
_diffrn_orient_matrix_UB_33      -0.0374366000
_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  0.0437
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            24971
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.500
_diffrn_reflns_theta_min         3.632
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    22.491
_exptl_absorpt_correction_T_max  0.579
_exptl_absorpt_correction_T_min  0.182
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.29a (Rigaku Oxford Diffraction, 2018)
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            'translucent light colourless'
_exptl_crystal_density_diffrn    2.107
_exptl_crystal_description       needle
_exptl_crystal_F_000             1313
_exptl_crystal_size_max          0.096
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.041
_refine_diff_density_max         1.344
_refine_diff_density_min         -1.352
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     588
_refine_ls_number_reflns         7727
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0444
_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^)+(0.0204P)^2^+11.0277P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1035
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7110
_reflns_number_total             7727
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00973k2.cif
_cod_data_source_block           anti-p-1-TDAI
_cod_database_code               7245540
_shelx_shelxl_version_number     2018/3
_oxdiff_exptl_absorpt_empirical_full_min 0.619
_oxdiff_exptl_absorpt_empirical_full_max 1.802
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_shelx_res_checksum              3394
_shelx_hkl_checksum              57979