Hydrogen-bonded salt cocrystals of xenon difluoride and protonated perfluoroamides
Uran, Erik; Lozinšek, Matic; CrystEngComm  (2025) –; doi:10.1039/D5CE00956A

data_7251209
_publ_section_title
;
 Hydrogen-bonded salt cocrystals of xenon difluoride and protonated
 perfluoroamides
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D5CE00956A
_journal_year                    2025
_chemical_formula_moiety         'As F6, C2 H3 F3 N O, C2 H2 F3 N O'
_chemical_formula_sum            'C4 H5 As F12 N2 O2'
_chemical_formula_weight         416.02
_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   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2025-10-02
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-10-03 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                108.936(5)
_cell_angle_beta                 93.107(5)
_cell_angle_gamma                102.904(5)
_cell_formula_units_Z            2
_cell_length_a                   5.2815(3)
_cell_length_b                   10.1517(6)
_cell_length_c                   12.4911(6)
_cell_measurement_reflns_used    6114
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.8360
_cell_measurement_theta_min      3.7370
_cell_volume                     611.63(6)
_computing_cell_refinement       'CrysAlisPro 1.171.44.117a (Rigaku OD, 2025)'
_computing_data_collection
'CrysAlisPro system (CCD 43.115a 64-bit (release 15-03-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.44.117a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 13.3333
_diffrn_detector_type            'Eiger2 R CdTe 1M'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_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 -81.00   0.50    0.50    --  -47.94 -42.00 -91.97   68
  2  \w    -58.00 -16.00   0.50    0.50    --  -47.94  57.00 -60.00   84
  3  \w    -71.00 -26.00   0.50    0.50    --  -47.94 -77.00  60.00   90
  4  \w    -14.00  12.00   0.50    0.50    --  -47.94  57.00 -60.00   52
  5  \w    -78.00 -44.00   0.50    0.50    --  -47.94 -42.00 -91.97   68
  6  \w    -95.00 -43.00   0.50    0.50    --  -47.94 -41.00  98.25  104
  7  \w    -98.00 -72.00   0.50    0.50    --  -47.94 -77.00-180.00   52
  8  \w    -52.00 -26.00   0.50    0.50    --  -47.94 -77.00   0.00   52
  9  \w    -52.00 -26.00   0.50    0.50    --  -47.94 -77.00 -90.00   52
 10  \w    -76.00 -43.00   0.50    0.50    --  -47.94 -47.00 157.59   66
 11  \w    -54.00 -28.00   0.50    0.50    --  -47.94 -77.00 -30.00   52
 12  \w    -56.00 -29.00   0.50    0.50    --  -47.94 -77.00-180.00   54
 13  \w     44.00  69.00   0.50    0.50    --   47.94 -77.00 -30.00   50
 14  \w     28.00  53.00   0.50    0.50    --   47.94  77.00  60.00   50
 15  \w     -8.00  33.00   0.50    0.50    --   47.94 -77.00 -30.00   82
 16  \w     37.00  81.00   0.50    0.50    --   47.94  57.00   0.00   88
 17  \w     29.00  65.00   0.50    0.50    --   47.94  77.00 150.00   72
 18  \w     29.00  58.00   0.50    0.50    --   47.94  77.00-150.00   58
 19  \w     -4.00  58.00   0.50    0.50    --   47.94 -77.00 150.00  124
 20  \w     37.00  76.00   0.50    0.50    --   47.94  57.00 -60.00   78
 21  \w     28.00  53.00   0.50    0.50    --   47.94  77.00 -90.00   50
 22  \w     38.00  64.00   0.50    0.50    --   47.94  57.00-150.00   52
 23  \w     31.00  58.00   0.50    0.50    --   47.94  77.00  90.00   54
 24  \w    -90.00 -63.00   0.50    1.50    --  -82.50 -73.00 -81.18   54
 25  \w    -52.00 -22.00   0.50    1.50    --  -82.50  45.00-120.00   60
 26  \w    -88.00 -63.00   0.50    1.50    --  -82.50 -71.00-121.39   50
 27  \w    -54.00 -29.00   0.50    1.50    --  -82.50  45.00  60.00   50
 28  \w    -89.00 -63.00   0.50    1.50    --  -82.50 -72.00 121.98   52
 29  \w    -91.00 -65.00   0.50    1.50    --  -82.50 -66.00 -31.15   52
 30  \w    -88.00 -63.00   0.50    1.50    --  -82.50 -73.00-105.86   50
 31  \w    -54.00 -29.00   0.50    1.50    --  -82.50  45.00 -30.00   50
 32  \w    -90.00 -64.00   0.50    1.50    --  -82.50 -70.00  -8.12   52
 33  \w    -90.00 -65.00   0.50    1.50    --  -82.50 -68.00 -65.00   50
 34  \w    -90.00 -63.00   0.50    1.50    --  -82.50 -71.00  98.39   54
 35  \w    -94.00 -69.00   0.50    1.50    --  -82.50 -61.00-150.00   50
 36  \w    -88.00 -62.00   0.50    1.50    --  -82.50 -74.00  45.66   52
 37  \w    -94.00 -61.00   0.50    1.50    --  -82.50 -77.00  30.00   66
 38  \w    -91.00 -65.00   0.50    1.50    --  -82.50 -68.00 177.38   52
 39  \w    -49.00 -23.00   0.50    1.50    --  -82.50  45.00   0.00   52
 40  \w    -94.00 -67.00   0.50    1.50    --  -82.50 -66.00  54.95   54
 41  \w    -86.00 -61.00   0.50    1.50    --  -82.50 -77.00-150.00   50
 42  \w    -91.00 -66.00   0.50    1.50    --  -82.50 -65.00 -56.01   50
 43  \w    -53.00 -26.00   0.50    1.50    --  -82.50  45.00 150.00   54
 44  \w    -87.00 -61.00   0.50    1.50    --  -82.50 -77.00  90.00   52
 45  \w    -88.00 -63.00   0.50    1.50    --  -82.50 -73.00 156.16   50
 46  \w    -54.00 -29.00   0.50    1.50    --  -82.50  45.00  90.00   50
 47  \w     91.00 143.00   0.50    1.50    --  104.00  61.00 -60.00  104
 48  \w    132.00 158.00   0.50    1.50    --  104.00  77.00  60.00   52
 49  \w    121.00 168.00   0.50    1.50    --  104.00  45.00  60.00   94
 50  \w     87.00 125.00   0.50    1.50    --  104.00  77.00  60.00   76
 51  \w     90.00 147.00   0.50    1.50    --  104.00  61.00 120.00  114
 52  \w    133.00 161.00   0.50    1.50    --  104.00  77.00 -30.00   56
 53  \w     83.00 109.00   0.50    1.50    --  104.00  77.00 -30.00   52
 54  \w     54.00  88.00   0.50    1.50    --  104.00 -77.00  60.00   68
 55  \w     49.00  96.00   0.50    1.50    --  104.00 -77.00 -60.00   94
 56  \w     51.00  96.00   0.50    1.50    --  104.00 -77.00 -30.00   90
 57  \w    126.00 159.00   0.50    1.50    --  104.00  77.00-180.00   66
 58  \w     87.00 120.00   0.50    1.50    --  104.00  77.00-180.00   66
 59  \w    139.00 165.00   0.50    1.50    --  104.00  61.00 150.00   52
 60  \w     93.00 132.00   0.50    1.50    --  104.00  61.00 150.00   78
 61  \w     90.00 123.00   0.50    1.50    --  104.00  61.00-120.00   66
 62  \w    131.00 164.00   0.50    1.50    --  104.00  61.00-120.00   66
 63  \w     77.00 104.00   0.50    1.50    --  104.00 -80.00 153.99   54
 64  \w     84.00 110.00   0.50    1.50    --  104.00  77.00-150.00   52
 65  \w     48.00  87.00   0.50    1.50    --  104.00 -77.00 -90.00   78
 66  \w     47.00  76.00   0.50    1.50    --  104.00 -80.00 153.99   58
 67  \w     93.00 120.00   0.50    1.50    --  104.00  61.00-180.00   54
 68  \w    136.00 162.00   0.50    1.50    --  104.00  45.00 -90.00   52
 69  \w    133.00 161.00   0.50    1.50    --  104.00  77.00  90.00   56
 70  \w     49.00  75.00   0.50    1.50    --  104.00 -66.00-135.89   52
 71  \w     93.00 118.00   0.50    1.50    --  104.00  77.00  90.00   50
 72  \w     91.00 154.00   0.50    1.50    --  104.00  61.00  30.00  126
 73  \w     48.00 124.00   0.50    1.50    --  104.00 -80.00-172.71  152
 74  \w     49.00  96.00   0.50    1.50    --  104.00 -77.00   0.00   94
 75  \w     49.00 103.00   0.50    1.50    --  104.00 -80.00 119.99  108
 76  \w     91.00 123.00   0.50    1.50    --  104.00  61.00   0.00   64
 77  \w    125.00 158.00   0.50    1.50    --  104.00  61.00 -30.00   66
 78  \w    101.00 128.00   0.50    1.50    --  104.00  45.00-180.00   54
 79  \w     95.00 122.00   0.50    1.50    --  104.00  61.00 -30.00   54
 80  \w     88.00 113.00   0.50    1.50    --  104.00 -80.00-146.95   50
 81  \w    123.00 151.00   0.50    1.50    --  104.00  45.00  90.00   56
 82  \w    136.00 161.00   0.50    1.50    --  104.00  77.00  30.00   50
 83  \w     48.00  86.00   0.50    1.50    --  104.00 -77.00  90.00   76
 84  \w    127.00 161.00   0.50    1.50    --  104.00  77.00 150.00   68
 85  \w     85.00 116.00   0.50    1.50    --  104.00  77.00  30.00   62
 86  \w    101.00 134.00   0.50    1.50    --  104.00  45.00 -90.00   66
 87  \w     49.00  79.00   0.50    1.50    --  104.00 -77.00  30.00   60
 88  \w    142.00 170.00   0.50    1.50    --  104.00  45.00   0.00   56
 89  \w     84.00 110.00   0.50    1.50    --  104.00  77.00 150.00   52
 90  \w    124.00 156.00   0.50    1.50    --  104.00  61.00-180.00   64
 91  \w     99.00 164.00   0.50    1.50    --  104.00  61.00-150.00  130
 92  \w    106.00 131.00   0.50    1.50    --  104.00  61.00  90.00   50
 93  \w    139.00 165.00   0.50    1.50    --  104.00  61.00  90.00   52
 94  \w     48.00  74.00   0.50    1.50    --  104.00 -80.00-146.95   52
 95  \w    134.00 159.00   0.50    1.50    --  104.00  77.00 120.00   50
 96  \w     87.00 113.00   0.50    1.50    --  104.00  77.00 120.00   52
 97  \w    136.00 161.00   0.50    1.50    --  104.00  77.00-120.00   50
 98  \w    130.00 161.00   0.50    1.50    --  104.00  77.00 -60.00   62
 99  \w     84.00 109.00   0.50    1.50    --  104.00  77.00 -60.00   50
100  \w     83.00 117.00   0.50    1.50    --  104.00  77.00-120.00   68
101  \w     47.00 111.00   0.50    1.50    --  104.00 -80.00  47.89  128
102  \w    133.00 158.00   0.50    1.50    --  104.00  77.00 -90.00   50
103  \w     84.00 119.00   0.50    1.50    --  104.00  77.00 -90.00   70
104  \w    136.00 161.00   0.50    1.50    --  104.00  77.00   0.00   50
105  \w     83.00 124.00   0.50    1.50    --  104.00  77.00   0.00   82
106  \w    -37.00 -11.00   0.50    0.50    --  -48.19  97.00  74.00   52
107  \w    -55.00 -29.00   0.50    0.50    --  -48.19 -77.00 150.00   52
108  \w    -54.00 -28.00   0.50    0.50    --  -48.19 -77.00-120.00   52
109  \w    -86.00 -40.00   0.50    0.50    --  -48.19 -19.00 150.00   92
110  \w    -53.00 -27.00   0.50    0.50    --  -48.19 -77.00 -60.00   52
111  \w     45.00  72.00   0.50    0.50    --   48.19  38.00 -60.00   54
112  \w    -87.00 -62.00   0.50    1.50    --  -82.50 -74.00-145.16   50
113  \w    -88.00 -62.00   0.50    1.50    --  -82.50 -77.00 -30.00   52
114  \w    -90.00 -64.00   0.50    1.50    --  -82.50 -70.00   1.32   52
115  \w     86.00 111.00   0.50    1.50    --  104.00-125.00-180.00   50
116  \w     54.00  80.00   0.50    1.50    --  104.00-125.00 120.00   52
117  \w     43.00  69.00   0.50    1.50    --  104.00-125.00-180.00   52
118  \w     42.00  68.00   0.50    1.50    --  104.00 -95.00-150.00   52
119  \w     80.00 105.00   0.50    1.50    --  104.00 -95.00-150.00   50
120  \w     48.00  74.00   0.50    1.50    --  104.00-125.00 -60.00   52
121  \w     49.00  74.00   0.50    1.50    --  104.00 -95.00   0.00   50
122  \w     52.00  77.00   0.50    1.50    --  104.00-125.00 150.00   50
123  \w    136.00 162.00   0.50    1.50    --  104.00 125.00-120.00   52
124  \w     43.00  69.00   0.50    1.50    --  104.00-125.00  60.00   52
125  \w     77.00 103.00   0.50    1.50    --  104.00 -95.00  60.00   52
126  \w    109.00 153.00   0.50    1.50    --  104.00 125.00  90.00   88
127  \w    128.00 154.00   0.50    1.50    --  104.00 125.00 120.00   52
128  \w    105.00 154.00   0.50    1.50    --  104.00  45.00-120.00   98
129  \w    128.00 154.00   0.50    1.50    --  104.00 125.00-150.00   52
130  \w     56.00  82.00   0.50    1.50    --  104.00-125.00-150.00   52
131  \w     84.00 110.00   0.50    1.50    --  104.00-125.00-120.00   52
132  \w     99.00 125.00   0.50    1.50    --  104.00  45.00 150.00   52
133  \w     58.00 107.00   0.50    1.50    --  104.00-125.00 -30.00   98
134  \w     80.00 105.00   0.50    1.50    --  104.00 -95.00 -60.00   50
135  \w     61.00  87.00   0.50    1.50    --  104.00-125.00 -90.00   52
136  \w    115.00 141.00   0.50    1.50    --  104.00 125.00 150.00   52
137  \w     44.00  70.00   0.50    1.50    --  104.00-125.00-120.00   52
138  \w     80.00 105.00   0.50    1.50    --  104.00 -95.00   0.00   50
139  \w     79.00 105.00   0.50    1.50    --  104.00 -95.00-120.00   52
140  \w     44.00  72.00   0.50    1.50    --  104.00 -95.00-120.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku OD, XtaLAB Synergy-S, Dualflex, Eiger2 R CdTe 1M'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0547182000
_diffrn_orient_matrix_UB_12      0.1241032000
_diffrn_orient_matrix_UB_13      0.1158380000
_diffrn_orient_matrix_UB_21      0.2095728000
_diffrn_orient_matrix_UB_22      -0.0625134000
_diffrn_orient_matrix_UB_23      0.0421975000
_diffrn_orient_matrix_UB_31      0.2106087000
_diffrn_orient_matrix_UB_32      0.0906729000
_diffrn_orient_matrix_UB_33      -0.0461439000
_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  0.1016
_diffrn_reflns_av_unetI/netI     0.0595
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.042
_diffrn_reflns_theta_min         3.777
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.423
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_correction_T_min  0.823
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.44.117a (Rigaku Oxford Diffraction, 2025)
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            'clear colourless'
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.259
_exptl_crystal_description       irregular
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.977
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2529
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0471
_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^)+(0.0595P)^2^+0.6502P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1250
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1862
_reflns_number_total             2529
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00956a2.cif
_cod_data_source_block           f3cco(oh)nh2_as_1_2
_cod_database_code               7251209
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C4 H3 As F12 N2 O2'
_chemical_oxdiff_usercomment     'EU, 100 K, LT mounting'
_shelx_estimated_absorpt_t_max   0.854
_shelx_estimated_absorpt_t_min   0.737
_diffrn_oxdiff_digest_od_ed
;

;
_diffrn_oxdiff_measurement_exp_name F3CCO(OH)NH2_As_1.par
_olex2_refinement_description
;
;
_shelx_res_checksum              79251
_olex2_exptl_crystal_mounting_method 'MiTeGen loop'
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.185
_oxdiff_exptl_absorpt_empirical_full_min 0.427