La-[<sup>18/19</sup>F]fluoride complexes: a novel addition to the radiofluorination family.
Behe, Martin; Gruber, Stefan; Li, Cen; Schreckenbach, Georg; Mu, Linjing; Schottelius, Margret; Faizova, Radmila; Dalton transactions (Cambridge, England : 2003)  (2026) –; doi:10.1039/d5dt02645h

data_7720776
_publ_section_title
;
 La-[<sup>18/19</sup>F]fluoride complexes: a novel addition to the
 radiofluorination family.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5944
_journal_page_last               5951
_journal_paper_doi               10.1039/d5dt02645h
_journal_volume                  55
_journal_year                    2026
_chemical_absolute_configuration ad
_chemical_formula_moiety
'2(C26 H36 La N4 O9), 2(C F3 O3 S), Cl, 7(H2 O), C6 H16 N'
_chemical_formula_sum            'C60 H102 Cl F6 La2 N9 O31 S2'
_chemical_formula_weight         1936.89
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-10-22
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.158(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.7514(3)
_cell_length_b                   10.1970(2)
_cell_length_c                   23.4460(5)
_cell_measurement_reflns_used    35629
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      73.0840
_cell_measurement_theta_min      3.7430
_cell_volume                     3981.80(14)
_computing_cell_refinement       'CrysAlisPro 1.171.43.120a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.137a 64-bit (release 10-09-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.120a (Rigaku OD, 2024)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_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     26.00  53.00   0.50    0.05    --   14.00  65.00-142.49   54
  2  \w     21.00  48.00   0.50    0.05    --   10.00  67.00  -9.11   54
  3  \w     30.00  56.00   0.50    0.05    --   18.00  63.00  38.15   52
  4  \w     30.00  56.00   0.50    0.05    --   18.00  63.00  74.86   52
  5  \w     30.00  56.00   0.50    0.05    --   18.00  63.00 178.29   52
  6  \w     53.00  84.00   0.50    0.05    --   38.00  55.00  42.37   62
  7  \w     30.00  56.00   0.50    0.05    --   18.00  63.00  56.79   52
  8  \w     41.00  72.00   0.50    0.05    --   26.00  55.00 118.60   62
  9  \w     53.00  84.00   0.50    0.05    --   38.00  55.00 146.78   62
 10  \w     57.00  88.00   0.50    0.05    --   42.00  54.00  87.26   62
 11  \w     61.00  92.00   0.50    0.05    --   46.00  54.00  19.18   62
 12  \w     45.00  76.00   0.50    0.05    --   30.00  55.00   6.12   62
 13  \w     30.00  56.00   0.50    0.05    --   18.00  63.00 -55.47   52
 14  \w     30.00  56.00   0.50    0.05    --   18.00  63.00 -94.51   52
 15  \w     41.00  72.00   0.50    0.05    --   26.00  54.00  28.55   62
 16  \w     57.00  88.00   0.50    0.05    --   42.00  54.00  25.87   62
 17  \w     53.00  84.00   0.50    0.05    --   38.00  54.00  48.80   62
 18  \w     58.00  88.00   0.50    0.05    --   42.00  52.00  50.39   60
 19  \w     57.00  88.00   0.50    0.05    --   42.00  53.00  72.51   62
 20  \w     37.00  68.00   0.50    0.05    --   22.00  54.00 100.95   62
 21  \w     41.00  72.00   0.50    0.05    --   26.00  54.00 115.25   62
 22  \w     50.00  80.00   0.50    0.05    --   34.00  52.00 109.38   60
 23  \w     89.00 120.00   0.50    0.15    --   75.17  57.00 147.32   62
 24  \w     91.00 117.00   0.50    0.15    --   75.17  22.00 147.44   52
 25  \w     83.00 112.00   0.50    0.05    --   70.39  19.00 130.67   58
 26  \w     85.00 112.00   0.50    0.05    --   70.39  20.00  29.26   54
 27  \w     93.00 121.00   0.50    0.15    --   75.17  32.00-129.94   56
 28  \w     76.00 111.00   0.50    0.05    --   70.39  16.00-171.79   70
 29  \w     35.00  84.00   0.50    0.15    --   75.96 -95.00-180.00   98
 30  \w     24.00  72.00   0.50    0.05    --   64.81 -95.00 -90.00   96
 31  \w     24.00  72.00   0.50    0.05    --   64.81 -95.00 -60.00   96
 32  \w     35.00  84.00   0.50    0.15    --   75.96 -95.00  60.00   98
 33  \w     31.00 100.00   0.50    0.15    --   75.96-125.00  60.00  138
 34  \w     31.00 100.00   0.50    0.15    --   75.96-125.00  60.00  138
 35  \w     31.00 100.00   0.50    0.15    --   75.96-125.00 150.00  138
 36  \w    -83.00 -53.00   0.50    0.05    --  -38.00 -55.00   3.85   60
 37  \w    -83.00 -53.00   0.50    0.05    --  -38.00 -55.00  13.94   60
 38  \w    -83.00 -53.00   0.50    0.05    --  -38.00 -55.00 -15.77   60
 39  \w    -87.00 -57.00   0.50    0.05    --  -42.00 -55.00 -33.22   60
 40  \w    -91.00 -61.00   0.50    0.05    --  -46.00 -55.00 -64.74   60
 41  \w    -96.00 -65.00   0.50    0.05    --  -50.00 -54.00 -59.20   62
 42  \w    -92.00 -61.00   0.50    0.05    --  -46.00 -53.00 -57.46   62
 43  \w    -92.00 -61.00   0.50    0.05    --  -46.00 -52.00  17.42   62
 44  \w    -96.00 -65.00   0.50    0.05    --  -50.00 -52.00  54.88   62
 45  \w    -68.00 -37.00   0.50    0.05    --  -22.00 -52.00  20.16   62
 46  \w    -96.00 -65.00   0.50    0.05    --  -50.00 -52.00 -54.12   62
 47  \w    -80.00 -50.00   0.50    0.05    --  -34.00 -51.00 -75.08   60
 48  \w    -96.00 -65.00   0.50    0.05    --  -50.00 -53.00-102.79   62
 49  \w    -88.00 -57.00   0.50    0.05    --  -42.00 -53.00-166.91   62
 50  \w    -98.00 -54.00   0.50    0.05    --  -66.00 -11.00-171.37   88
 51  \w   -112.00 -86.00   0.50    0.05    --  -70.00 -67.00-123.16   52
 52  \w   -116.00 -90.00   0.50    0.15    --  -75.17 -68.00-130.65   52
 53  \w   -116.00 -90.00   0.50    0.15    --  -75.17 -68.00 -30.96   52
 54  \w   -118.00 -87.00   0.50    0.15    --  -75.17 -64.00  -1.62   62
 55  \w   -113.00 -83.00   0.50    0.05    --  -70.00 -64.00 -47.30   60
 56  \w   -116.00 -90.00   0.50    0.15    --  -75.17 -68.00  36.20   52
 57  \w   -116.00 -90.00   0.50    0.15    --  -75.17 -68.00  75.35   52
 58  \w   -117.00 -86.00   0.50    0.15    --  -74.00 -63.00  74.66   62
 59  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -63.00  67.73   62
 60  \w   -117.00 -86.00   0.50    0.15    --  -75.17 -67.00  53.36   62
 61  \w   -118.00 -87.00   0.50    0.15    --  -75.17 -63.00  42.40   62
 62  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -63.00  69.37   62
 63  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -63.00  64.61   62
 64  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -63.00  34.81   62
 65  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -62.00  24.37   62
 66  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -63.00 -10.17   62
 67  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -63.00 -41.44   62
 68  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -62.00 -36.32   62
 69  \w   -119.00 -88.00   0.50    0.15    --  -75.17 -62.00 -47.19   62
 70  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -62.00  16.38   62
 71  \w   -117.00 -86.00   0.50    0.15    --  -74.00 -62.00  32.84   62
 72  \w   -115.00 -83.00   0.50    0.05    --  -71.07 -62.00  10.95   64
 73  \w   -113.00 -82.00   0.50    0.05    --  -70.00 -62.00   4.26   62
 74  \w   -117.00 -86.00   0.50    0.15    --  -74.00 -62.00-155.10   62
 75  \w   -114.00 -83.00   0.50    0.05    --  -70.00 -61.00   8.01   62
 76  \w   -115.00 -84.00   0.50    0.05    --  -71.07 -61.00  13.89   62
 77  \w   -115.00 -84.00   0.50    0.05    --  -71.07 -61.00 -15.10   62
 78  \w   -115.00 -84.00   0.50    0.05    --  -71.07 -60.00 -20.92   62
 79  \w   -115.00 -84.00   0.50    0.05    --  -71.07 -60.00 -26.61   62
 80  \w   -115.00 -84.00   0.50    0.05    --  -71.07 -60.00 -31.84   62
 81  \w   -116.00 -85.00   0.50    0.05    --  -71.07 -57.00  -7.69   62
 82  \w   -115.00 -84.00   0.50    0.05    --  -71.07 -60.00  -0.17   62
 83  \w   -110.00 -80.00   0.50    0.05    --  -66.00 -59.00  11.04   60
 84  \w    -99.00 -69.00   0.50    0.05    --  -54.00 -55.00 -52.16   60
 85  \w   -121.00 -90.00   0.50    0.15    --  -75.17 -54.00 -11.41   62
 86  \w    -99.00 -69.00   0.50    0.05    --  -54.00 -55.00  33.68   60
 87  \w   -100.00 -70.00   0.50    0.05    --  -54.00 -51.00   4.20   60
 88  \w   -121.00 -90.00   0.50    0.15    --  -75.17 -55.00  49.33   62
 89  \w   -115.00 -84.00   0.50    0.05    --  -70.00 -57.00  78.12   62
 90  \w   -114.00 -83.00   0.50    0.05    --  -70.00 -61.00 176.57   62
 91  \w   -105.00 -74.00   0.50    0.05    --  -58.00 -49.00 176.30   62
 92  \w   -117.00 -86.00   0.50    0.05    --  -71.07 -52.00  67.02   62
 93  \w   -117.00 -90.00   0.50    0.15    --  -75.17 -21.00  91.71   54
 94  \w   -115.00 -87.00   0.50    0.05    --  -71.07 -25.00 -14.44   56
 95  \w   -117.00 -89.00   0.50    0.15    --  -75.17 -20.00-114.42   56
 96  \w   -117.00 -89.00   0.50    0.15    --  -75.17 -20.00-130.27   56
 97  \w   -103.00 -70.00   0.50    0.05    --  -62.00 -17.00-120.00   66
 98  \w   -113.00 -82.00   0.50    0.05    --  -66.00 -50.00-127.10   62
 99  \w   -117.00 -91.00   0.50    0.15    --  -75.17 -22.00 -18.17   52
100  \w   -112.00 -82.00   0.50    0.05    --  -71.07 -18.00  88.97   60
101  \w   -112.00 -82.00   0.50    0.05    --  -71.07 -18.00 142.91   60
102  \w   -109.00 -76.00   0.50    0.05    --  -70.00 -15.00 107.06   66
103  \w    -66.00 -34.00   0.50    0.05    --  -71.07  78.00-144.23   64
104  \w    -64.00 -32.00   0.50    0.05    --  -71.07  75.00-130.16   64
105  \w    -65.00 -33.00   0.50    0.05    --  -71.07  76.00-122.32   64
106  \w    -64.00 -32.00   0.50    0.05    --  -71.07  75.00 -21.09   64
107  \w    -57.00 -30.00   0.50    0.05    --  -71.07  68.00  24.97   54
108  \w    -57.00 -30.00   0.50    0.05    --  -71.07  68.00 133.15   54
109  \w    -62.00 -31.00   0.50    0.05    --  -71.07  72.00 139.50   62
110  \w    -62.00 -31.00   0.50    0.05    --  -71.07  71.00  60.24   62
111  \w    -57.00 -30.00   0.50    0.05    --  -71.07  68.00 -44.40   54
112  \w    -35.00  -8.00   0.50    0.05    --  -54.00  52.00-111.61   54
113  \w    -57.00 -30.00   0.50    0.05    --  -71.07  68.00 -60.67   54
114  \w    -69.00 -34.00   0.50    0.05    --  -71.07  82.00  11.89   70
115  \w    -90.00 -20.00   0.50    0.05    --  -64.31 125.00  90.00  140
116  \w    -95.00 -25.00   0.50    0.05    --  -69.39 125.00  60.00  140
117  \w   -100.00 -30.00   0.50    0.15    --  -75.17 124.00  27.56  140
118  \w    -98.00 -30.00   0.50    0.15    --  -75.17 120.00  14.32  136
119  \w    -93.00 -32.00   0.50    0.15    --  -75.17 112.00 -13.83  122
120  \w    -93.00 -32.00   0.50    0.15    --  -75.17 112.00 -13.83  122
121  \w    -27.00  -1.00   0.50    0.05    --  -10.00 111.00-173.39   52
122  \w    -94.00 -32.00   0.50    0.15    --  -75.17 114.00-141.48  124
123  \w    -95.00 -25.00   0.50    0.05    --  -69.39 125.00 -90.00  140
124  \w    -75.00 -32.00   0.50    0.05    --  -71.07  91.00 151.80   86
125  \w    -74.00 -20.00   0.50    0.05    --  -62.00 102.00 154.53  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0459155000
_diffrn_orient_matrix_UB_12      0.0461295000
_diffrn_orient_matrix_UB_13      0.0568637000
_diffrn_orient_matrix_UB_21      0.0766667000
_diffrn_orient_matrix_UB_22      0.0167149000
_diffrn_orient_matrix_UB_23      -0.0301483000
_diffrn_orient_matrix_UB_31      -0.0237417000
_diffrn_orient_matrix_UB_32      0.1427990000
_diffrn_orient_matrix_UB_33      -0.0148914000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            18397
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.585
_diffrn_reflns_theta_min         2.653
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.855
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.383
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.120a (Rigaku Oxford Diffraction, 2024)
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_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_description       plank
_exptl_crystal_F_000             1980
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.018
_refine_diff_density_max         0.888
_refine_diff_density_min         -0.925
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.018(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1061
_refine_ls_number_reflns         18397
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0470
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0637P)^2^+13.8785P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1222
_reflns_Friedel_coverage         0.821
_reflns_Friedel_fraction_full    0.963
_reflns_Friedel_fraction_max     0.910
_reflns_number_gt                17778
_reflns_number_total             18397
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9987\% 
around [0.00 0.00 1.00] (reciprocal) or [0.15 -0.00 0.99] (direct)
;
_cod_data_source_file            d5dt02645h2.cif
_cod_data_source_block           rs151024_3_1_twin1_hklf4
_cod_depositor_comments
'Adding full bibliography for 7720775--7720777.cif.'
_cod_database_code               7720776
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C30H41.5F4LaN4.5O15S
_shelx_estimated_absorpt_t_max   0.843
_shelx_estimated_absorpt_t_min   0.229
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6974(12)
 0.3026(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3. Restrained distances
 O1E-H1EB = O1E-H1EA = O2E-H2EB = O2E-H2EA = O3E-H3EA = O3E-H3EB = O6E-H6EA =
 O6E-H6EB = O9B-H9BA = O9B-H9BB = O9A-H9AB = O9A-H9AA = O7E-H7EB = O7E-H7EA =
 O4E-H4EB = O4E-H4EA = O5E-H5EB = O5E-H5EA
 0.93 with sigma of 0.02
 H6EB-H6EA = H9BA-H9BB = H3EA-H3EB = H5EA-H5EB = H4EA-H4EB = H1EB-H1EA = H2EA-
 H2EB = H7EB-H7EA = H9AA-H9AB
 1.44 with sigma of 0.02
 H1EA-H2EB
 -2.4 with sigma of 0.02
 N1C-H1C
 0.93 with sigma of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C4B(H4BA,H4BB), C11A(H11C,H11D), C4A(H4AA,H4AB), C19B(H19A,H19B), C19A(H19C,
 H19D), C1B(H1BA,H1BB), C6B(H6BA,H6BB), C3A(H3AA,H3AB), C6A(H6AA,H6AB),
 C8B(H8BA,H8BB), C3B(H3BA,H3BB), C44C(H44A,H44B), C2B(H2BA,H2BB), C18A(H18C,
 H18D), C7B(H7BA,H7BB), C10A(H10C,H10D), C9B(H9BC,H9BD), C10B(H10A,H10B),
 C2A(H2AA,H2AB), C1A(H1AA,H1AB), C5B(H5BA,H5BB), C8A(H8AA,H8AB), C9A(H9AC,H9AD),
  C20B(H20A,H20B), C11B(H11A,H11B), C5A(H5AA,H5AB), C18B(H18A,H18B), C42C(H42A,
 H42B), C20A(H20C,H20D), C40C(H40A,H40B), C7A(H7AA,H7AB)
4.b Aromatic/amide H refined with riding coordinates:
 C24A(H24A), C22A(H22A), C13B(H13B), C15B(H15B), C22B(H22B), C13A(H13A),
 C15A(H15A), C14A(H14A), C24B(H24B), C14B(H14B), C23A(H23A), C23B(H23B)
4.c Idealised Me refined as rotating group:
 C45C(H45A,H45B,H45C), C41C(H41A,H41B,H41C), C43C(H43A,H43B,H43C)
;
_shelx_res_checksum              57554
_olex2_date_sample_data_collection 2024-10-25
_olex2_date_sample_submission    2024-10-25
_olex2_submission_original_sample_id rs151024_3_1
_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 1.738
_oxdiff_exptl_absorpt_empirical_full_min 0.481
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2