Tetraphenylpentalenide organolanthanide complexes.
Katzer, Nicholas J.; Kaur, Mandeep; Sen, Asmita; Nimaiyar, Rupal; Autschbach, Jochen; Arnold, Polly L.; Hintermair, Ulrich; Chemical communications (Cambridge, England) 60 (2024) 9749–9752; doi:10.1039/d4cc02570a

data_7133323
_publ_section_title
;
 Tetraphenylpentalenide organolanthanide complexes.
;
_journal_issue                   72
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9749
_journal_page_last               9752
_journal_paper_doi               10.1039/d4cc02570a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C80 H76 Ce K O4, 0.699(C4 H8 O), 0.15(C6 H14)'
_chemical_formula_sum            'C83.7 H83.7 Ce K O4.7'
_chemical_formula_weight         1344.02
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-06-10
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-06-18 deposited with the CCDC.	2024-07-09 downloaded from the CCDC.
;
_cell_angle_alpha                80.8140(10)
_cell_angle_beta                 88.2120(10)
_cell_angle_gamma                78.1130(10)
_cell_formula_units_Z            2
_cell_length_a                   10.28560(10)
_cell_length_b                   13.0071(2)
_cell_length_c                   25.7130(3)
_cell_measurement_reflns_used    43010
_cell_measurement_temperature    99.98(12)
_cell_measurement_theta_max      79.5060
_cell_measurement_theta_min      3.5140
_cell_volume                     3323.09(7)
_computing_cell_refinement       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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      99.98(12)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_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    -70.00 -11.00   0.50    1.86    ------------------  -47.69 122.00  13.00  118
  2  \w   -118.00 -65.00   0.50    1.86    ------------------  -47.69-150.00 129.00  106
  3  \w    -79.00 -52.00   0.50    1.86    ------------------  -47.69 150.00 175.00   54
  4  \w     45.00  84.00   0.50    1.86    ------------------   47.69-122.00 -68.00   78
  5  \w     75.00 111.00   0.50    1.86    ------------------   47.69-150.00 129.00   72
  6  \w   -100.00 -75.00   0.50    7.42    ------------------  -91.75-122.00 -68.00   50
  7  \w    -78.00 -53.00   0.50    7.42    ------------------  -91.75 122.00  13.00   50
  8  \w    -89.00 -64.00   0.50    7.42    ------------------  -91.75 150.00 175.00   50
  9  \w   -103.00 -78.00   0.50    7.42    ------------------  -91.75-150.00 129.00   50
 10  \w     88.00 113.00   0.50    7.42    ------------------  113.25-150.00 129.00   50
 11  \w     98.00 124.00   0.50    7.42    ------------------  113.25 150.00 175.00   52
 12  \w    137.00 162.00   0.50    7.42    ------------------  113.25 122.00  13.00   50
 13  \w     60.00  86.00   0.50    7.42    ------------------  113.25-122.00 -68.00   52
 14  \w     -5.00  21.00   0.50    1.86    ------------------   14.00  71.00-147.99   52
 15  \w     -6.00  21.00   0.50    1.86    ------------------   14.00  71.00 162.07   54
 16  \w      6.00  31.00   0.50    1.86    ------------------   22.00  61.00  20.10   50
 17  \w     11.00  38.00   0.50    1.86    ------------------   26.00  57.00 -76.77   54
 18  \w    -46.00 -20.00   0.50    1.86    ------------------  -34.00 -53.00 -47.44   52
 19  \w     23.00  50.00   0.50    1.86    ------------------   34.00  51.00 154.97   54
 20  \w    -50.00 -25.00   0.50    1.86    ------------------  -38.00 -51.00 -67.51   50
 21  \w    -57.00 -31.00   0.50    1.86    ------------------  -42.00 -49.00  80.81   52
 22  \w    -40.00  26.00   0.50    1.86    ------------------  -47.69  37.00 120.00  132
 23  \w    -16.00  27.00   0.50    1.86    ------------------  -47.69  19.00 -90.00   86
 24  \w      2.00  28.00   0.50    1.86    ------------------  -47.69  19.00   0.00   52
 25  \w    -27.00  -1.00   0.50    1.86    ------------------   47.69 -19.00 -30.00   52
 26  \w   -163.00-103.00   0.50    7.42    ------------------  -91.75 -47.00  -2.08  120
 27  \w    -53.00 -28.00   0.50    7.42    ------------------  -91.75  45.00 150.00   50
 28  \w     45.00  72.00   0.50    7.42    ------------------  113.25 -88.00-166.73   54
 29  \w     79.00 106.00   0.50    7.42    ------------------  113.25 -94.00-180.00   54
 30  \w     44.00  70.00   0.50    7.42    ------------------  113.25 -61.00-120.00   52
 31  \w     46.00  72.00   0.50    7.42    ------------------  113.25 -94.00-180.00   52
 32  \w    131.00 157.00   0.50    7.42    ------------------  113.25  30.00  90.00   52
 33  \w     73.00 106.00   0.50    7.42    ------------------  113.25 -94.00 120.00   66
 34  \w    102.00 127.00   0.50    7.42    ------------------  113.25  30.00 120.00   50
 35  \w    140.00 165.00   0.50    7.42    ------------------  113.25 125.00  90.00   50
 36  \w    118.00 178.00   0.50    7.42    ------------------  113.25  77.00-150.00  120
 37  \w    145.00 171.00   0.50    7.42    ------------------  113.25  45.00 -30.00   52
 38  \w    113.00 140.00   0.50    7.42    ------------------  113.25  61.00 -90.00   54
 39  \w    153.00 178.00   0.50    7.42    ------------------  113.25  61.00 -90.00   50
 40  \w     49.00  97.00   0.50    7.42    ------------------  113.25 -94.00 150.00   96
 41  \w     44.00  69.00   0.50    7.42    ------------------  113.25 -61.00  30.00   50
 42  \w    123.00 149.00   0.50    7.42    ------------------  113.25  45.00 -60.00   52
 43  \w    106.00 137.00   0.50    7.42    ------------------  113.25 -88.00-166.73   62
 44  \w    101.00 132.00   0.50    7.42    ------------------  113.25 125.00  90.00   62
 45  \w     57.00  83.00   0.50    7.42    ------------------  113.25-125.00  60.00   52
 46  \w     66.00  92.00   0.50    7.42    ------------------  113.25-125.00 -90.00   52
 47  \w     43.00  78.00   0.50    7.42    ------------------  113.25 -77.00 150.00   70
 48  \w    123.00 167.00   0.50    7.42    ------------------  113.25 125.00 150.00   88
 49  \w     47.00  72.00   0.50    7.42    -  113.25 -94.00 120.00   50
 50  \w     44.00 110.00   0.50    7.42    -  113.25-125.00-180.00  132
 51  \w     51.00  76.00   0.50    7.42    -  113.25 -75.00 -73.90   50
 52  \w    107.00 133.00   0.50    7.42    -  113.25 -83.00 105.79   52
 53  \w    103.00 129.00   0.50    7.42    -  113.25 -77.00 150.00   52
 54  \w    137.00 175.00   0.50    7.42    -  113.25  77.00   0.00   76
 55  \w    107.00 137.00   0.50    7.42    -  113.25  45.00-150.00   60
 56  \w    111.00 137.00   0.50    7.42    -  113.25  30.00  30.00   52
 57  \w    107.00 134.00   0.50    7.42    -  113.25  61.00 150.00   54
 58  \w     46.00 105.00   0.50    7.42    -  113.25 -94.00 -30.00  118
 59  \w     47.00 106.00   0.50    7.42    -  113.25 -94.00-120.00  118
 60  \w     44.00  70.00   0.50    7.42    -  113.25 -77.00 -30.00   52
 61  \w    101.00 138.00   0.50    7.42    -  113.25  45.00 -30.00   74
 62  \w     94.00 120.00   0.50    7.42    -  113.25 -84.00-101.15   52
 63  \w     55.00  87.00   0.50    7.42    -  113.25 -77.00  60.00   64
 64  \w     91.00 122.00   0.50    7.42    -  113.25 -77.00  60.00   62
 65  \w    139.00 177.00   0.50    7.42    -  113.25 125.00-150.00   76
 66  \w    125.00 178.00   0.50    7.42    -  113.25  77.00  60.00  106
 67  \w    106.00 142.00   0.50    7.42    -  113.25  61.00-180.00   72
 68  \w     50.00  76.00   0.50    7.42    -  113.25 -77.00 -60.00   52
 69  \w    102.00 127.00   0.50    7.42    -  113.25 -77.00 -60.00   50
 70  \w     45.00  70.00   0.50    7.42    -  113.25 -82.00  17.35   50
 71  \w     81.00 122.00   0.50    7.42    -  113.25 -82.00  17.35   82
 72  \w     68.00  93.00   0.50    7.42    -  113.25   5.00  84.48   50
 73  \w     76.00 106.00   0.50    7.42    -  113.25 -94.00-150.00   60
 74  \w    123.00 176.00   0.50    7.42    -  113.25  77.00  30.00  106
 75  \w    109.00 137.00   0.50    7.42    -  113.25  61.00-150.00   56
 76  \w     99.00 125.00   0.50    7.42    -  113.25 125.00-150.00   52
 77  \w     45.00  71.00   0.50    7.42    -  113.25 -61.00 -30.00   52
 78  \w    121.00 146.00   0.50    7.42    -  113.25  77.00 -90.00   50
 79  \w     57.00 106.00   0.50    7.42    -  113.25 -94.00   0.00   98
 80  \w     46.00  72.00   0.50    7.42    -  113.25-125.00 150.00   52
 81  \w     44.00 110.00   0.50    7.42    -  113.25-125.00-150.00  132
 82  \w    103.00 128.00   0.50    7.42    -  113.25 -88.00 -48.00   50
 83  \w    107.00 176.00   0.50    7.42    -  113.25  61.00 -30.00  138
 84  \w     71.00 106.00   0.50    7.42    -  113.25 -94.00 -90.00   70
 85  \w     98.00 123.00   0.50    7.42    -  113.25   5.00  84.48   50
 86  \w    139.00 165.00   0.50    7.42    -  113.25 125.00  30.00   52
 87  \w     95.00 143.00   0.50    7.42    -  113.25 125.00 120.00   96
 88  \w     42.00  67.00   0.50    7.42    -  113.25 -61.00  60.00   50
 89  \w     94.00 135.00   0.50    7.42    -  113.25 -75.00 -73.90   82
 90  \w     47.00  73.00   0.50    7.42    -  113.25 -76.00 167.05   52
 91  \w    109.00 135.00   0.50    7.42    -  113.25 -76.00 167.05   52
 92  \w    135.00 174.00   0.50    7.42    -  113.25 125.00-120.00   78
 93  \w     65.00 116.00   0.50    7.42    -  113.25 -88.00  42.50  102
 94  \w     75.00 111.00   0.50    7.42    -  113.25-125.00-120.00   72
 95  \w     66.00  93.00   0.50    7.42    -  113.25-125.00 -30.00   54
 96  \w    104.00 136.00   0.50    7.42    -  113.25  30.00  60.00   64
 97  \w    115.00 142.00   0.50    7.42    -  113.25  77.00  90.00   54
 98  \w    143.00 178.00   0.50    7.42    -  113.25  77.00 120.00   70
 99  \w    109.00 149.00   0.50    7.42    -  113.25  61.00-120.00   80
100  \w    109.00 168.00   0.50    7.42    -  113.25  61.00 -60.00  118
101  \w    123.00 149.00   0.50    7.42    -  113.25  61.00  90.00   52
102  \w     70.00 106.00   0.50    7.42    -  113.25 -94.00 -60.00   72
103  \w    105.00 154.00   0.50    7.42    -  113.25  15.00-120.00   98
104  \w    139.00 171.00   0.50    7.42    -  113.25  15.00 -60.00   64
105  \w    102.00 140.00   0.50    7.42    -  113.25  15.00  60.00   76
106  \w    103.00 136.00   0.50    7.42    -  113.25  45.00  60.00   66
107  \w     87.00 113.00   0.50    7.42    -  113.25 -77.00-120.00   52
108  \w     43.00  70.00   0.50    7.42    -  113.25 -61.00-180.00   54
109  \w     52.00  77.00   0.50    7.42    -  113.25 -77.00  90.00   50
110  \w    106.00 132.00   0.50    7.42    -  113.25 -82.00-165.19   52
111  \w     84.00 110.00   0.50    7.42    -  113.25 -82.00 135.44   52
112  \w    144.00 175.00   0.50    7.42    -  113.25  30.00 120.00   62
;
_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      0.0013455000
_diffrn_orient_matrix_UB_12      -0.0723616000
_diffrn_orient_matrix_UB_13      0.0536970000
_diffrn_orient_matrix_UB_21      -0.0295561000
_diffrn_orient_matrix_UB_22      -0.0893623000
_diffrn_orient_matrix_UB_23      -0.0276823000
_diffrn_orient_matrix_UB_31      0.1501740000
_diffrn_orient_matrix_UB_32      -0.0423828000
_diffrn_orient_matrix_UB_33      -0.0058219000
_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  0.0673
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            82410
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.298
_diffrn_reflns_theta_min         3.482
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.266
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.463
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
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            'light orange'
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_description       needle
_exptl_crystal_F_000             1401
_exptl_crystal_size_max          0.414
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.017
_refine_diff_density_max         1.505
_refine_diff_density_min         -1.850
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.00036(5)
_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   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     879
_refine_ls_number_reflns         14324
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0449
_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^)+(0.0475P)^2^+6.6961P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1089
_refine_ls_wR_factor_ref         0.1102
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13541
_reflns_number_total             14324
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02570a2.cif
_cod_data_source_block           pla23069_refinalized
_cod_depositor_comments
'Adding full bibliography for 7133320--7133330.cif.'
_cod_original_formula_sum        'C83.70 H83.70 Ce K O4.70'
_cod_database_code               7133323
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Ce K O4 C80 H76'
_chemical_oxdiff_usercomment     NJK-07-030
_shelx_estimated_absorpt_t_max   0.901
_shelx_estimated_absorpt_t_min   0.181
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O4-C83 \\sim O4-C78 \\sim O4-C79
 with sigma of 0.02
 C81-C78 \\sim C79-C80 \\sim C82-C83
 with sigma of 0.02
 C81-C82 \\sim C80-C82
 with sigma of 0.02
 C77-C76 \\sim C74-C73 \\sim C75-C73
 with sigma of 0.02
 C74-C76 \\sim C75-C76
 with sigma of 0.02
 C74-C73 \\sim C75-C73 \\sim C77-C76
 with sigma of 0.02
 C90-C89 \\sim C89-C88
 with sigma of 0.02
 O5-C84 \\sim O5-C87
 with sigma of 0.02
 C85-C84 \\sim C87-C86
 with sigma of 0.02
3. Rigid bond restraints
 C89, C88, C90
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C84 \\sim C90: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C90 \\sim C89: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
5. Others
 Sof(H76C)=Sof(H76D)=Sof(C75)=Sof(H75A)=Sof(H75B)=Sof(H73C)=Sof(H73D)=1-FVAR(1)
 Sof(H76A)=Sof(H76B)=Sof(C74)=Sof(H74A)=Sof(H74B)=Sof(H73A)=Sof(H73B)=FVAR(1)
 Sof(H82C)=Sof(H82D)=Sof(C79)=Sof(H79A)=Sof(H79B)=Sof(C80)=Sof(H80A)=Sof(H80B)=
 1-FVAR(2)
 Sof(H82A)=Sof(H82B)=Sof(C81)=Sof(H81A)=Sof(H81B)=Sof(C78)=Sof(H78A)=Sof(H78B)=
 FVAR(2)
 Sof(C88)=Sof(H88A)=Sof(H88B)=Sof(C89)=Sof(H89A)=Sof(H89B)=Sof(C90)=Sof(H90A)=
 Sof(H90B)=Sof(H90C)=1-FVAR(3)
 Sof(O5)=Sof(C84)=Sof(H84A)=Sof(H84B)=Sof(C85)=Sof(H85A)=Sof(H85B)=Sof(C86)=
 Sof(H86A)=Sof(H86B)=Sof(C87)=Sof(H87A)=Sof(H87B)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C67(H67A,H67B), C83(H83A,H83B), C82(H82C,H82D), C82(H82A,H82B), C68(H68A,
 H68B), C65(H65A,H65B), C70(H70A,H70B), C69(H69A,H69B), C84(H84A,H84B),
 C66(H66A,H66B), C72(H72A,H72B), C76(H76A,H76B), C76(H76C,H76D), C71(H71A,H71B),
  C85(H85A,H85B), C86(H86A,H86B), C87(H87A,H87B), C74(H74A,H74B), C75(H75A,
 H75B), C79(H79A,H79B), C80(H80A,H80B), C81(H81A,H81B), C78(H78A,H78B),
 C73(H73A,H73B), C73(H73C,H73D), C77(H77A,H77B), C88(H88A,H88B), C89(H89A,H89B)
6.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C18(H18), C10(H10), C5(H5), C54(H54), C52(H52), C24(H24), C42(H42),
 C22(H22), C2(H2), C19(H19), C48(H48), C21(H21), C30(H30), C64(H64), C28(H28),
 C20(H20), C46(H46), C27(H27), C49(H49), C40(H40), C55(H55), C31(H31), C58(H58),
  C63(H63), C51(H51), C34(H34), C36(H36), C32(H32), C33(H33), C43(H43),
 C25(H25), C50(H50), C44(H44), C45(H45), C60(H60), C39(H39), C38(H38), C57(H57),
  C37(H37), C62(H62), C26(H26), C61(H61), C56(H56)
6.c Idealised Me refined as rotating group:
 C90(H90A,H90B,H90C)
;
_shelx_res_checksum              47399
_shelx_hkl_checksum              7858
_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 1.899
_oxdiff_exptl_absorpt_empirical_full_min 0.637