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_7064156
_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         'C76 H64 Li2 N2 O2, C5 H5 N'
_chemical_formula_sum            'C81 H69 Li2 N3 O2'
_chemical_formula_weight         1130.27
_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             2025-12-03
_audit_creation_method
;
Olex2 1.5-ac7-016
(compiled 2025.05.29 svn.r8cd99b3d for Rigaku Oxford Diffraction, GUI svn.r7254)
;
_audit_update_record
;
2025-12-03 deposited with the CCDC.	2025-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                86.0210(19)
_cell_angle_beta                 83.123(2)
_cell_angle_gamma                83.042(2)
_cell_formula_units_Z            1
_cell_length_a                   11.1331(3)
_cell_length_b                   11.7087(2)
_cell_length_c                   11.9357(3)
_cell_measurement_reflns_used    17754
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.4860
_cell_measurement_theta_min      3.8000
_cell_volume                     1530.92(6)
_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-ac7-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3  (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014/5  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.978
_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   -120.00 -29.80   0.55    0.40    --  -48.15 -71.00  -9.00  164
  2  \w    -23.00  66.10   0.55    0.40    --   48.15 -71.00  -9.00  162
  3  \w     29.00 119.20   0.55    0.40    --   48.15  71.00 120.00  164
  4  \w    -89.00 -18.60   0.55    4.00    --  -90.00  71.00 120.00  128
  5  \w   -161.00 -71.90   0.55    4.00    --  -90.00 -71.00  -9.00  162
  6  \w     92.00 177.25   0.55    4.00    --  111.50  71.00 120.00  155
  7  \w     40.00  87.85   0.55    4.00    --  111.50 -71.00  -9.00   87
  8  \w    -27.00  24.70   0.55    0.40    --  -48.15  19.00  60.00   94
  9  \w    -67.00  23.20   0.55    0.40    --  -48.15  71.00 120.00  164
 10  \w     38.00 119.40   0.55    0.40    --   48.15  38.00  90.00  148
 11  \w    -24.00  41.45   0.55    0.40    --   48.15 -38.00 -90.00  119
 12  \w     34.00  91.75   0.55    0.40    --   48.15-125.00-150.00  105
 13  \w    -71.00 -19.30   0.55    4.00    --  -90.00  61.00 -60.00   94
 14  \w     48.00 129.40   0.55    4.00    --  111.50-150.00 154.23  148
 15  \w    110.00 136.40   0.55    4.00    --  111.50  30.00-180.00   48
 16  \w    104.00 177.15   0.55    4.00    --  111.50  45.00-150.00  133
 17  \w     41.00  67.40   0.55    4.00    --  111.50 -95.00 -30.00   48
 18  \w    101.00 149.40   0.55    4.00    --  111.50  45.00  60.00   88
 19  \w    101.00 152.15   0.55    4.00    --  111.50  15.00 150.00   93
 20  \w     61.00  87.40   0.55    4.00    --  111.50-126.00  71.21   48
 21  \w     56.00  82.40   0.55    4.00    --  111.50-125.00 -30.00   48
 22  \w     85.00 109.75   0.55    4.00    --  111.50-125.00 -90.00   45
 23  \w     66.00  92.40   0.55    4.00    --  111.50 -77.00-120.00   48
 24  \w     41.00  87.20   0.55    4.00    --  111.50 -95.00  90.00   84
 25  \w     44.00 105.05   0.55    4.00    --  111.50-103.00  32.11  111
 26  \w     43.00  69.40   0.55    4.00    --  111.50 -61.00 -90.00   48
 27  \w     41.00  70.70   0.55    4.00    --  111.50 -85.00 -24.35   54
 28  \w     99.00 123.75   0.55    4.00    --  111.50 -85.00 -24.35   45
 29  \w    127.00 153.95   0.55    4.00    --  111.50  45.00  30.00   49
 30  \w     40.00  69.70   0.55    4.00    --  111.50 -61.00  90.00   54
 31  \w     73.00  99.95   0.55    4.00    --  111.50-125.00 -60.00   49
 32  \w     91.00 150.95   0.55    4.00    --  111.50  77.00-150.00  109
 33  \w     40.00 102.70   0.55    4.00    --  111.50 -77.00-180.00  114
 34  \w     40.00  66.40   0.55    4.00    --  111.50 -95.00 -60.00   48
 35  \w     79.00 103.75   0.55    4.00    --  111.50 -95.00 -60.00   45
 36  \w     72.00  98.40   0.55    4.00    --  111.50-100.00 140.04   48
 37  \w     62.00  88.40   0.55    4.00    --  111.50 -77.00  60.00   48
 38  \w     45.00  69.75   0.55    4.00    --  111.50-125.00 -90.00   45
 39  \w     40.00 102.70   0.55    4.00    --  111.50 -77.00 -60.00  114
 40  \w     56.00  82.40   0.55    4.00    --  111.50-104.00 113.63   48
 41  \w     40.00  69.70   0.55    4.00    --  111.50 -61.00-120.00   54
 42  \w     96.00 166.40   0.55    4.00    --  111.50  67.00-115.62  128
 43  \w     65.00 104.05   0.55    4.00    --  111.50-125.00-120.00   71
 44  \w    111.00 176.45   0.55    4.00    --  111.50 125.00-180.00  119
 45  \w     90.00 178.00   0.55    4.00    --  111.50  77.00 -30.00  160
 46  \w    103.00 146.45   0.55    4.00    --  111.50  15.00 -60.00   79
 47  \w    149.00 177.05   0.55    4.00    --  111.50  15.00 -60.00   51
 48  \w     41.00  67.40   0.55    4.00    --  111.50 -83.00 -71.96   48
 49  \w     76.00 102.40   0.55    4.00    --  111.50 -83.00 -71.96   48
 50  \w     43.00  69.40   0.55    4.00    --  111.50 -61.00 120.00   48
 51  \w    100.00 158.30   0.55    4.00    --  111.50  61.00   0.00  106
 52  \w     52.00  76.75   0.55    4.00    --  111.50-146.00-114.78   45
 53  \w     93.00 125.45   0.55    4.00    --  111.50-146.00-114.78   59
 54  \w     44.00  76.45   0.55    4.00    --  111.50 -95.00 150.00   59
 55  \w     43.00  93.05   0.55    4.00    --  111.50-125.00-150.00   91
 56  \w     41.00  70.15   0.55    4.00    --  111.50 -85.00  47.57   53
 57  \w     84.00 110.40   0.55    4.00    --  111.50 -85.00  47.57   48
 58  \w     79.00 105.40   0.55    4.00    --  111.50-109.00 -13.22   48
 59  \w    111.00 146.20   0.55    4.00    --  111.50-173.00  14.55   64
 60  \w     73.00 107.10   0.55    4.00    --  111.50-113.00 150.55   62
 61  \w    122.00 156.10   0.55    4.00    --  111.50   0.00 -60.00   62
 62  \w     79.00 105.40   0.55    4.00    --  111.50-125.00 150.00   48
 63  \w    129.00 155.95   0.55    4.00    --  111.50  45.00 -60.00   49
 64  \w     58.00  89.35   0.55    4.00    --  111.50-140.00  79.82   57
 65  \w     94.00 121.50   0.55    4.00    --  111.50-140.00  79.82   50
 66  \w     96.00 122.40   0.55    4.00    --  111.50 -86.00-166.01   48
 67  \w     68.00  94.40   0.55    4.00    --  111.50 -77.00 -30.00   48
 68  \w     40.00  64.75   0.55    4.00    --  111.50 -61.00-150.00   45
 69  \w     58.00  90.45   0.55    4.00    --  111.50   0.00 -60.00   59
 70  \w    103.00 157.45   0.55    4.00    --  111.50  15.00   0.00   99
 71  \w     50.00  76.40   0.55    4.00    --  111.50-125.00 120.00   48
 72  \w    147.00 173.40   0.55    4.00    --  111.50  45.00  90.00   48
 73  \w    138.00 172.10   0.55    4.00    --  111.50 122.00-130.62   62
 74  \w    110.00 136.95   0.55    4.00    --  111.50  61.00 150.00   49
 75  \w    115.00 160.10   0.55    4.00    --  111.50 125.00-150.00   82
 76  \w     70.00 105.20   0.55    4.00    --  111.50-109.00 175.22   64
;
_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      -0.0028974000
_diffrn_orient_matrix_UB_12      0.1215899000
_diffrn_orient_matrix_UB_13      -0.0586124000
_diffrn_orient_matrix_UB_21      -0.0806763000
_diffrn_orient_matrix_UB_22      -0.0350982000
_diffrn_orient_matrix_UB_23      -0.0851065000
_diffrn_orient_matrix_UB_31      -0.1147385000
_diffrn_orient_matrix_UB_32      0.0401021000
_diffrn_orient_matrix_UB_33      0.0792200000
_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  0.0737
_diffrn_reflns_av_unetI/netI     0.0532
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            30287
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.905
_diffrn_reflns_theta_min         3.736
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  1.00000
_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            'pale yellow'
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             598
_exptl_crystal_size_max          0.179
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.118
_exptl_crystal_size_rad          0.400
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6521
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0643
_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^)+(0.1299P)^2^+0.2216P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1814
_refine_ls_wR_factor_ref         0.1858
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5839
_reflns_number_total             6521
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03734d2.cif
_cod_data_source_block           LiOAr_Py
_cod_database_code               7064156
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C20H20O4LiN2
_chemical_oxdiff_usercomment     LiOArpy
_shelx_estimated_absorpt_t_max   0.938
_shelx_estimated_absorpt_t_min   0.908
_diffrn_oxdiff_digest_hkl
;
01108c95477bf7c6e61a0f811787cc39903942
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N2-C39 \\sim N2-C43
 with sigma of 0.02
 C39-C40 \\sim C42-C43
 with sigma of 0.02
 C40-C41 \\sim C41-C42
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(N2) = Uanis(C41)
Uanis(C39) = Uanis(C42)
Uanis(C40) = Uanis(C43)
4. Others
 Fixed Sof: N2(0.5) C39(0.5) H39(0.5) C40(0.5) H40(0.5) C41(0.5) H41(0.5)
 C42(0.5) H42(0.5) C43(0.5) H43(0.5)
5.a Ternary CH refined with riding coordinates:
 C7(H7), C21(H21)
5.b 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), C23(H23), C24(H24), C25(H25), C26(H26),
  C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34),
 C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42),
  C43(H43)
5.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_shelx_res_checksum              45436
_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 2.811
_oxdiff_exptl_absorpt_empirical_full_min 0.442