Synthesis, Structural and Photophysical Studies of Mono-and Dinuclear Alkali Metal 2,6-dibenzhydryl-4-methylphenolates
Bardonov, Daniil; Nasyrova, Darina; Metlin, Mikhail T.; Minyaev, Mikhail E.; Taydakov, Ilya V.; Roitershtein, Dmitrii M.; New Journal of Chemistry  (2026) –; doi:10.1039/D5NJ03734D

data_7064157
_publ_section_title
;
 Synthesis, Structural and Photophysical Studies of Mono-and Dinuclear
 Alkali Metal 2,6-dibenzhydryl-4-methylphenolates
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D5NJ03734D
_journal_year                    2026
_chemical_formula_moiety         'C42 H48 Li N3 O'
_chemical_formula_sum            'C42 H48 Li N3 O'
_chemical_formula_weight         617.77
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-11-30
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_audit_update_record
;
2025-12-02 deposited with the CCDC.	2025-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                74.2760(10)
_cell_angle_beta                 81.4940(10)
_cell_angle_gamma                78.6020(10)
_cell_formula_units_Z            2
_cell_length_a                   8.94210(10)
_cell_length_b                   11.3380(2)
_cell_length_c                   18.0220(2)
_cell_measurement_reflns_used    32009
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      77.6430
_cell_measurement_theta_min      4.0820
_cell_volume                     1715.47(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_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 0.991
_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     86.00 178.00   0.50    0.43    --  107.75  77.00 -90.00  184
  2  \w     86.00 178.00   0.50    0.43    --  107.75  77.00   0.00  184
  3  \w     89.00 153.00   0.50    0.43    --  107.75  77.00  30.00  128
  4  \w    101.00 127.00   0.50    0.43    --  107.75  61.00   0.00   52
  5  \w    112.00 176.00   0.50    0.43    --  107.75  61.00  30.00  128
  6  \w    122.00 173.00   0.50    0.43    --  107.75  45.00  60.00  102
  7  \w    103.00 138.00   0.50    0.43    --  107.75  45.00   0.00   70
  8  \w    149.00 176.00   0.50    0.43    --  107.75  45.00  90.00   54
  9  \w     88.00 154.00   0.50    0.43    --  107.75  77.00  90.00  132
 10  \w     97.00 172.00   0.50    0.43    --  107.75  66.00 162.13  150
 11  \w    118.00 144.00   0.50    0.43    --  107.75  45.00 150.00   52
 12  \w     97.00 178.00   0.50    0.43    --  107.75  30.00  90.00  162
 13  \w    128.00 167.00   0.50    0.43    --  107.75  30.00  60.00   78
 14  \w     97.00 133.00   0.50    0.43    --  107.75  45.00  90.00   72
 15  \w     97.00 178.00   0.50    0.43    --  107.75  18.00  29.00  162
 16  \w    133.00 168.00   0.50    0.43    --  107.75  15.00   0.00   70
 17  \w    104.00 129.00   0.50    0.43    --  107.75  15.00   0.00   50
 18  \w    111.00 137.00   0.50    0.43    --  107.75  15.00  60.00   52
 19  \w     39.00 122.00   0.50    0.11    --   48.70  18.00  29.00  166
 20  \w     36.00 166.00   0.50    0.43    --  107.75   0.00-150.00  260
 21  \w     97.00 178.00   0.50    0.43    --  107.75  15.00-120.00  162
 22  \w    147.00 173.00   0.50    0.43    --  107.75 105.00-111.47   52
 23  \w    117.00 143.00   0.50    0.43    --  107.75 125.00-120.00   52
 24  \w    128.00 169.00   0.50    0.43    --  107.75 125.00 -60.00   82
 25  \w     95.00 177.00   0.50    0.43    --  107.75 125.00 -90.00  164
 26  \w     37.00  66.00   0.50    0.43    --  107.75 -58.00-173.99   58
 27  \w     36.00  86.00   0.50    0.43    --  107.75 -77.00 -90.00  100
 28  \w     40.00 109.00   0.50    0.43    --  107.75 -78.00  -5.12  138
 29  \w     41.00  66.00   0.50    0.43    --  107.75 -77.00 -30.00   50
 30  \w     42.00  68.00   0.50    0.43    --  107.75 -77.00  30.00   52
 31  \w     36.00 105.00   0.50    0.43    --  107.75 -77.00  90.00  138
 32  \w     83.00 108.00   0.50    0.43    --  107.75 -78.00 173.29   50
 33  \w     71.00  97.00   0.50    0.43    --  107.75 -77.00 120.00   52
 34  \w     41.00  70.00   0.50    0.43    --  107.75 -61.00 120.00   58
 35  \w     36.00  71.00   0.50    0.43    --  107.75 -61.00  90.00   70
 36  \w     37.00  66.00   0.50    0.43    --  107.75 -61.00  60.00   58
 37  \w     36.00  66.00   0.50    0.43    --  107.75 -61.00   0.00   60
 38  \w     38.00  66.00   0.50    0.43    --  107.75 -61.00 -90.00   56
 39  \w     36.00  71.00   0.50    0.43    --  107.75 -61.00-150.00   70
 40  \w     94.00 119.00   0.50    0.43    --  107.75-135.00 -84.52   50
 41  \w     53.00  78.00   0.50    0.43    --  107.75-125.00 -90.00   50
 42  \w     39.00 111.00   0.50    0.43    --  107.75-125.00-150.00  144
 43  \w     39.00 111.00   0.50    0.43    --  107.75-125.00 -60.00  144
 44  \w     47.00 111.00   0.50    0.43    --  107.75-125.00   0.00  128
 45  \w     40.00  65.00   0.50    0.43    --  107.75-125.00 -30.00   50
 46  \w     39.00  88.00   0.50    0.43    --  107.75-125.00  30.00   98
 47  \w     46.00  72.00   0.50    0.43    --  107.75-125.00  60.00   52
 48  \w     59.00  85.00   0.50    0.43    --  107.75-121.00  45.16   52
 49  \w     83.00 111.00   0.50    0.43    --  107.75-125.00 120.00   56
 50  \w     34.00  93.00   0.50    0.11    --   48.70-125.00  60.00  118
 51  \w     74.00 106.00   0.50    0.43    --  107.75-101.00 121.20   64
 52  \w     69.00 107.00   0.50    0.43    --  107.75-102.00 -12.14   76
 53  \w     69.00 101.00   0.50    0.43    --  107.75-109.00-145.09   64
 54  \w     47.00 107.00   0.50    0.43    --  107.75-105.00-168.58  120
 55  \w     38.00 106.00   0.50    0.43    --  107.75-101.00-131.34  136
 56  \w     37.00  66.00   0.50    0.43    --  107.75 -95.00 -90.00   58
 57  \w     71.00  98.00   0.50    0.43    --  107.75 -95.00 -90.00   54
 58  \w     38.00  73.00   0.50    0.43    --  107.75 -97.00   7.55   70
 59  \w     41.00  66.00   0.50    0.43    --  107.75-101.00 121.20   50
 60  \w     80.00 105.00   0.50    0.43    --  107.75 -95.00 120.00   50
 61  \w     36.00 105.00   0.50    0.43    --  107.75 -95.00  60.00  138
 62  \w     79.00 106.00   0.50    0.43    --  107.75 -97.00   7.55   54
 63  \w     77.00 104.00   0.50    0.43    --  107.75 -95.00 -30.00   54
 64  \w     36.00  68.00   0.50    0.43    --  107.75 -95.00 -30.00   64
 65  \w     44.00  82.00   0.50    0.43    --  107.75 -95.00  90.00   76
 66  \w     76.00 104.00   0.50    0.43    --  107.75 -95.00-120.00   56
 67  \w     36.00  64.00   0.50    0.43    --  107.75 -95.00-150.00   56
 68  \w     39.00  69.00   0.50    0.43    --  107.75 -95.00-120.00   60
 69  \w     48.00 112.00   0.50    0.43    --  107.75 -88.00 -84.91  128
 70  \w    103.00 129.00   0.50    0.43    --  107.75 -85.00 -15.62   52
 71  \w    -23.00  43.00   0.50    0.11    --   48.70 -38.00-180.00  132
 72  \w    -25.00  26.00   0.50    0.11    --   48.70 -18.00-139.00  102
 73  \w    -25.00  26.00   0.50    0.11    --   48.70 -19.00  90.00  102
 74  \w    -25.00  26.00   0.50    0.11    --   48.70 -19.00 120.00  102
 75  \w   -122.00 -39.00   0.50    0.11    --  -48.70 -18.00-139.00  166
 76  \w   -118.00 -73.00   0.50    0.11    --  -48.70-125.00   0.00   90
 77  \w   -161.00 -75.00   0.50    0.43    --  -86.25 -18.00-139.00  172
 78  \w    -26.00  26.00   0.50    0.11    --  -48.70  18.00  29.00  104
 79  \w    -70.00  24.00   0.50    0.11    --  -48.70  77.00 -30.00  188
 80  \w    -51.00 -14.00   0.50    0.43    --  -86.25  45.00-180.00   74
;
_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      0.1575772000
_diffrn_orient_matrix_UB_12      -0.0829503000
_diffrn_orient_matrix_UB_13      0.0120730000
_diffrn_orient_matrix_UB_21      -0.0605011000
_diffrn_orient_matrix_UB_22      -0.1070557000
_diffrn_orient_matrix_UB_23      -0.0171302000
_diffrn_orient_matrix_UB_31      0.0520447000
_diffrn_orient_matrix_UB_32      0.0463147000
_diffrn_orient_matrix_UB_33      -0.0867577000
_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  0.0452
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            43784
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.709
_diffrn_reflns_theta_min         2.560
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.540
_exptl_absorpt_correction_T_max  0.89456
_exptl_absorpt_correction_T_min  0.89456
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_size_rad          0.400
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0038(3)
_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   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         7258
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0416
_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^)+(0.0565P)^2^+0.5773P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1100
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6915
_reflns_number_total             7258
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03734d2.cif
_cod_data_source_block           lioar_3n
_cod_database_code               7064157
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C10H20O3N3Li
_chemical_oxdiff_usercomment     LiOAr_3N
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C21-C22A \\sim C21-C22B
 with sigma of 0.003
 C22A-C23A \\sim C22B-C23B
 with sigma of 0.003
 C23A-C24A \\sim C23B-C24B
 with sigma of 0.003
 C24A-C25A \\sim C24B-C25B
 with sigma of 0.003
 C25A-C26A \\sim C25B-C26B
 with sigma of 0.003
 C26A-C27A \\sim C26B-C27B
 with sigma of 0.003
 C27A-C22A \\sim C27B-C22B
 with sigma of 0.003
 C22A-C24A \\sim C22B-C24B
 with sigma of 0.003
 C23A-C25A \\sim C23B-C25B
 with sigma of 0.003
 C24A-C26A \\sim C24B-C26B
 with sigma of 0.003
 C25A-C27A \\sim C25B-C27B
 with sigma of 0.003
 C26A-C22A \\sim C26B-C22B
 with sigma of 0.003
3. Restrained planarity
 C22A, C23A, C24A, C25A, C26A, C27A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C22A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C22A) = Uanis(C22B)
Uanis(C23A) = Uanis(C23B)
Uanis(C24A) = Uanis(C24B)
Uanis(C25A) = Uanis(C25B)
Uanis(C26A) = Uanis(C26B)
Uanis(C27A) = Uanis(C27B)
5. Others
 Sof(H21A)=Sof(C22B)=Sof(C23B)=Sof(H23B)=Sof(C24B)=Sof(H24B)=Sof(C25B)=
 Sof(H25B)=Sof(C26B)=Sof(H26B)=Sof(C27B)=Sof(H27B)=1-FVAR(1)
 Sof(H21)=Sof(C22A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=
 Sof(H25A)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C7(H7), C21(H21), C21(H21A)
6.b Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,
 H38B), C39(H39A,H39B)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C23A(H23A), C24A(H24A), C25A(H25A),
 C26A(H26A), C27A(H27A), C23B(H23B), C24B(H24B), C25B(H25B), C26B(H26B),
 C27B(H27B), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
6.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,
 H42C)
;
_shelx_res_checksum              28242
_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 34.118
_oxdiff_exptl_absorpt_empirical_full_min 0.544