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_7064159
_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         'C66 H54 K2 O2, 2(C4 H8 O)'
_chemical_formula_sum            'C74 H70 K2 O4'
_chemical_formula_weight         1101.50
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-10-04
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_audit_update_record
;
2025-09-05 deposited with the CCDC.	2025-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                90.4570(10)
_cell_angle_beta                 99.1840(10)
_cell_angle_gamma                111.1630(10)
_cell_formula_units_Z            1
_cell_length_a                   10.76690(10)
_cell_length_b                   11.3608(2)
_cell_length_c                   12.8692(2)
_cell_measurement_reflns_used    30255
_cell_measurement_temperature    99.9(5)
_cell_measurement_theta_max      79.1170
_cell_measurement_theta_min      3.4770
_cell_volume                     1445.50(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      99.9(5)
_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    -69.00  28.00   0.50    0.20    --  -45.46  71.00 136.00  194
  2  \w   -118.00 -22.00   0.50    0.20    --  -45.46 -71.00   5.00  192
  3  \w     22.00 118.00   0.50    0.20    --   45.46  71.00 136.00  192
  4  \w   -167.00 -70.00   0.50    1.04    --  -93.75 -71.00   5.00  194
  5  \w    -89.00 -20.00   0.50    1.04    --  -93.75  71.00 136.00  138
  6  \w     92.00 178.00   0.50    1.04    --  115.25  71.00 136.00  172
  7  \w     43.00  89.00   0.50    1.04    --  115.25 -71.00   5.00   92
  8  \w    -86.00 -13.00   0.50    0.20    --  -45.46 125.00 -90.00  146
  9  \w    -26.00  33.00   0.50    0.20    --  -45.46  19.00-120.00  118
 10  \w    -27.00  69.00   0.50    0.20    --   45.46 -71.00   5.00  192
 11  \w     34.00  94.00   0.50    0.20    --   45.46-125.00-150.00  120
 12  \w    -32.00  26.00   0.50    0.20    --   45.46 -19.00   0.00  116
 13  \w    -32.00  26.00   0.50    0.20    --   45.46 -19.00-150.00  116
 14  \w     34.00  94.00   0.50    0.20    --   45.46-125.00  60.00  120
 15  \w    -51.00 -20.00   0.50    1.04    --  -93.75  45.00 -30.00   62
 16  \w    -51.00 -20.00   0.50    1.04    --  -93.75  45.00   0.00   62
 17  \w     97.00 178.00   0.50    1.04    --  115.25  45.00  60.00  162
 18  \w     43.00 105.00   0.50    1.04    --  115.25 -95.00   0.00  124
 19  \w     97.00 178.00   0.50    1.04    --  115.25  45.00  90.00  162
 20  \w     43.00 105.00   0.50    1.04    --  115.25 -77.00 120.00  124
 21  \w     45.00 111.00   0.50    1.04    --  115.25-125.00  90.00  132
 22  \w     43.00  71.00   0.50    1.04    --  115.25 -61.00 150.00   56
 23  \w     45.00 108.00   0.50    1.04    --  115.25-108.00 -97.83  126
 24  \w     45.00 111.00   0.50    1.04    --  115.25-125.00 -60.00  132
 25  \w     45.00 111.00   0.50    1.04    --  115.25-125.00-120.00  132
 26  \w     45.00 111.00   0.50    1.04    --  115.25-125.00 150.00  132
 27  \w     43.00 105.00   0.50    1.04    --  115.25 -95.00 -60.00  124
 28  \w     97.00 178.00   0.50    1.04    --  115.25  45.00 120.00  162
 29  \w     43.00  71.00   0.50    1.04    --  115.25 -61.00-150.00   56
 30  \w     43.00 105.00   0.50    1.04    --  115.25 -95.00 -30.00  124
 31  \w     43.00 122.00   0.50    1.04    --  115.25-139.00-137.19  158
 32  \w     90.00 178.00   0.50    1.04    --  115.25  15.00 -90.00  176
 33  \w     45.00 111.00   0.50    1.04    --  115.25-125.00 120.00  132
 34  \w     45.00 111.00   0.50    1.04    --  115.25-125.00-180.00  132
 35  \w     43.00 146.00   0.50    1.04    --  115.25 -88.00  42.64  206
 36  \w     44.00 107.00   0.50    1.04    --  115.25-102.00 -43.63  126
 37  \w     43.00 105.00   0.50    1.04    --  115.25 -77.00 150.00  124
 38  \w     96.00 178.00   0.50    1.04    --  115.25  61.00 150.00  164
 39  \w     96.00 178.00   0.50    1.04    --  115.25  61.00 -90.00  164
 40  \w     43.00 105.00   0.50    1.04    --  115.25 -95.00  60.00  124
 41  \w     89.00 178.00   0.50    1.04    --  115.25  77.00-150.00  178
 42  \w     43.00 105.00   0.50    1.04    --  115.25 -95.00 -90.00  124
 43  \w     96.00 178.00   0.50    1.04    --  115.25  61.00 -60.00  164
 44  \w    101.00 178.00   0.50    1.04    --  115.25  78.00-129.73  154
 45  \w     43.00 105.00   0.50    1.04    --  115.25 -77.00  60.00  124
 46  \w     43.00 105.00   0.50    1.04    --  115.25 -77.00-180.00  124
 47  \w     43.00 105.00   0.50    1.04    --  115.25 -95.00 150.00  124
 48  \w     44.00 107.00   0.50    1.04    --  115.25-103.00-148.71  126
 49  \w     99.00 130.00   0.50    1.04    --  115.25  77.00   0.00   62
 50  \w    153.00 178.00   0.50    1.04    --  115.25  77.00   0.00   50
 51  \w    101.00 151.00   0.50    1.04    --  115.25  45.00 150.00  100
 52  \w     43.00  69.00   0.50    1.04    --  115.25 -61.00  60.00   52
 53  \w     43.00  71.00   0.50    1.04    --  115.25 -61.00-120.00   56
 54  \w     56.00 102.00   0.50    1.04    --  115.25 -95.00-180.00   92
 55  \w     97.00 124.00   0.50    1.04    --  115.25  45.00   0.00   54
 56  \w    143.00 173.00   0.50    1.04    --  115.25  45.00   0.00   60
 57  \w    109.00 177.00   0.50    1.04    --  115.25  30.00 -90.00  136
 58  \w     95.00 128.00   0.50    1.04    --  115.25 125.00 120.00   66
 59  \w    140.00 166.00   0.50    1.04    --  115.25 125.00 120.00   52
 60  \w    103.00 132.00   0.50    1.04    --  115.25 125.00 150.00   58
 61  \w    138.00 178.00   0.50    1.04    --  115.25 125.00 150.00   80
 62  \w     79.00 105.00   0.50    1.04    --  115.25 -95.00 120.00   52
 63  \w     68.00  94.00   0.50    1.04    --  115.25 -95.00-120.00   52
 64  \w     80.00 105.00   0.50    1.04    --  115.25 -77.00 -90.00   50
 65  \w     48.00  78.00   0.50    1.04    --  115.25 -77.00 -30.00   60
 66  \w     44.00  71.00   0.50    1.04    --  115.25 -95.00-150.00   54
 67  \w    152.00 178.00   0.50    1.04    --  115.25  15.00   0.00   52
 68  \w     98.00 177.00   0.50    1.04    --  115.25  45.00 -30.00  158
 69  \w     74.00 108.00   0.50    1.04    --  115.25-125.00  60.00   68
 70  \w    123.00 149.00   0.50    1.04    --  115.25  45.00 -60.00   52
 71  \w    130.00 155.00   0.50    1.04    --  115.25  45.00  30.00   50
 72  \w    113.00 139.00   0.50    1.04    --  115.25  30.00   0.00   52
 73  \w    100.00 125.00   0.50    1.04    --  115.25  30.00  60.00   50
 74  \w    106.00 147.00   0.50    1.04    --  115.25 125.00 -30.00   82
 75  \w    104.00 171.00   0.50    1.04    --  115.25 125.00-180.00  134
 76  \w    134.00 165.00   0.50    1.04    --  115.25 125.00  30.00   62
 77  \w    100.00 140.00   0.50    1.04    --  115.25 -81.00  -5.68   80
;
_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      -0.1297105000
_diffrn_orient_matrix_UB_12      -0.0947950000
_diffrn_orient_matrix_UB_13      0.0313219000
_diffrn_orient_matrix_UB_21      0.0118153000
_diffrn_orient_matrix_UB_22      0.0935870000
_diffrn_orient_matrix_UB_23      0.0916883000
_diffrn_orient_matrix_UB_31      -0.0855216000
_diffrn_orient_matrix_UB_32      0.0592237000
_diffrn_orient_matrix_UB_33      -0.0734316000
_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  0.0309
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            38063
_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         79.832
_diffrn_reflns_theta_min         3.488
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.848
_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            yellow
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sphere
_exptl_crystal_F_000             584
_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         0.413
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         6250
_refine_ls_number_restraints     43
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0399
_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^)+(0.0483P)^2^+0.8165P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1042
_refine_ls_wR_factor_ref         0.1046
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6142
_reflns_number_total             6250
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03734d2.cif
_cod_data_source_block           koar12cr4
_cod_database_code               7064159
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C20H20O6K
_chemical_oxdiff_usercomment     KOAr12cr4
_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
 O2A-C34A \\sim O2B-C34B \\sim O2C-C34C
 with sigma of 0.003
 C34A-C35A \\sim C34B-C35B \\sim C34C-C35C
 with sigma of 0.003
 C35A-C36A \\sim C35B-C36B \\sim C35C-C36C
 with sigma of 0.003
 C36A-C37A \\sim C36B-C37B \\sim C36C-C37C
 with sigma of 0.003
 C37A-O2A \\sim C37B-O2B \\sim C37C-O2C
 with sigma of 0.003
 C34A-C37A \\sim C34B-C37B \\sim C34C-C37C
 with sigma of 0.003
 O2A-C35A \\sim O2B-C35B \\sim O2C-C35C
 with sigma of 0.003
 O2A-C36A \\sim O2B-C36B \\sim O2C-C36C
 with sigma of 0.003
 C34A-C36A \\sim C34B-C36B \\sim C34C-C36C
 with sigma of 0.003
 C35A-C37A \\sim C35B-C37B \\sim C35C-C37C
 with sigma of 0.003
3. Uiso/Uaniso restraints and constraints
Uanis(C36A) \\sim Ueq, Uanis(C37A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(O2A) = Uanis(O2B) = Uanis(O2C)
Uanis(C34A) = Uanis(C34B) = Uanis(C34C)
Uanis(C35A) = Uanis(C35B) = Uanis(C35C)
Uanis(C36A) = Uanis(C36B) = Uanis(C36C)
Uanis(C37A) = Uanis(C37B) = Uanis(C37C)
4. Others
 1*[Sof(C34A)+Sof(H34A)+Sof(H34B)+Sof(C35A)+Sof(H35A)+Sof(H35B)+Sof(C37A)+
 Sof(H37A)+Sof(H37B)+Sof(C36A)+Sof(H36A)+Sof(H36B)+Sof(O2A)]+1*[Sof(C34B)+
 Sof(H34C)+Sof(H34D)+Sof(C35B)+Sof(H35C)+Sof(H35D)+Sof(C37B)+Sof(H37C)+
 Sof(H37D)+Sof(C36B)+Sof(H36C)+Sof(H36D)+Sof(O2B)]+1*[Sof(C34C)+Sof(H34E)+
 Sof(H34F)+Sof(C35C)+Sof(H35E)+Sof(H35F)+Sof(C37C)+Sof(H37E)+Sof(H37F)+
 Sof(C36C)+Sof(H36E)+Sof(H36F)+Sof(O2C)]=1 with esd of 0
 Sof(C34A)=Sof(H34A)=Sof(H34B)=Sof(C35A)=Sof(H35A)=Sof(H35B)=Sof(C37A)=
 Sof(H37A)=Sof(H37B)=Sof(C36A)=Sof(H36A)=Sof(H36B)=Sof(O2A)=FVAR(1)
 Sof(C34B)=Sof(H34C)=Sof(H34D)=Sof(C35B)=Sof(H35C)=Sof(H35D)=Sof(C37B)=
 Sof(H37C)=Sof(H37D)=Sof(C36B)=Sof(H36C)=Sof(H36D)=Sof(O2B)=FVAR(2)
 Sof(C34C)=Sof(H34E)=Sof(H34F)=Sof(C35C)=Sof(H35E)=Sof(H35F)=Sof(C37C)=
 Sof(H37E)=Sof(H37F)=Sof(C36C)=Sof(H36E)=Sof(H36F)=Sof(O2C)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C7(H7), C9(H9), C10(H10), C21(H21), C23(H23), C24(H24), C27(H27)
5.b Secondary CH2 refined with riding coordinates:
 C34A(H34A,H34B), C35A(H35A,H35B), C37A(H37A,H37B), C36A(H36A,H36B), C34B(H34C,
 H34D), C35B(H35C,H35D), C37B(H37C,H37D), C36B(H36C,H36D), C34C(H34E,H34F),
 C35C(H35E,H35F), C37C(H37E,H37F), C36C(H36E,H36F)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C11(H11), C12(H12), C13(H13), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C25(H25), C26(H26), C29(H29), C30(H30), C31(H31), C32(H32),
  C33(H33)
5.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_shelx_res_checksum              32394
_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 1.544
_oxdiff_exptl_absorpt_empirical_full_min 0.703