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_7064160
_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 K2 N2 O2'
_chemical_formula_sum            'C76 H64 K2 N2 O2'
_chemical_formula_weight         1115.49
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-04-05
_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
_cell_angle_beta                 104.4330(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.35990(10)
_cell_length_b                   15.1436(2)
_cell_length_c                   16.7657(2)
_cell_measurement_reflns_used    24096
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      77.6230
_cell_measurement_theta_min      3.6840
_cell_volume                     3039.05(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_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(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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    -81.00  -6.00   0.50    0.40    --  -48.57 114.00  61.00  150
  2  \w   -115.00 -43.00   0.50    0.40    --  -48.57-175.00-168.00  144
  3  \w     33.00  58.00   0.50    0.40    --   48.57-114.00 -29.00   50
  4  \w     66.00  91.00   0.50    0.40    --   48.57-175.00-168.00   50
  5  \w   -117.00 -92.00   0.50    1.60    --  -86.25-114.00 -29.00   50
  6  \w    130.00 157.00   0.50    1.60    --  107.75 114.00  61.00   54
  7  \w    113.00 146.00   0.50    1.60    --  107.75-175.00-168.00   66
  8  \w     73.00 106.00   0.50    1.60    --  107.75 175.00-159.00   66
  9  \w     61.00  87.00   0.50    1.60    --  107.75-175.00-168.00   52
 10  \w     79.00 105.00   0.50    1.60    --  107.75-114.00 -29.00   52
 11  \w   -103.00 -78.00   0.50    0.40    --  -48.57 175.00-159.00   50
 12  \w   -111.00 -86.00   0.50    0.40    --  -48.57-125.00   0.00   50
 13  \w    -26.00  15.00   0.50    0.40    --  -48.57  19.00   0.00   82
 14  \w   -100.00 -75.00   0.50    0.40    --  -48.57-125.00 120.00   50
 15  \w   -117.00 -78.00   0.50    0.40    --  -48.57-125.00  60.00   78
 16  \w    -23.00   3.00   0.50    0.40    --  -48.57  19.00 -90.00   52
 17  \w   -118.00 -73.00   0.50    0.40    --  -48.57-125.00  90.00   90
 18  \w    -14.00  12.00   0.50    0.40    --   48.57 -19.00-120.00   52
 19  \w    -50.00 -18.00   0.50    1.60    --  -86.25  45.00 -90.00   64
 20  \w    135.00 167.00   0.50    1.60    --  107.75  15.00-120.00   64
 21  \w     38.00  63.00   0.50    1.60    --  107.75 -61.00  30.00   50
 22  \w     81.00 120.00   0.50    1.60    --  107.75-136.00  62.39   78
 23  \w     51.00 105.00   0.50    1.60    --  107.75 -95.00  30.00  108
 24  \w     97.00 152.00   0.50    1.60    --  107.75  15.00   0.00  110
 25  \w    105.00 130.00   0.50    1.60    --  107.75  15.00-120.00   50
 26  \w     37.00  70.00   0.50    1.60    --  107.75 -61.00 150.00   66
 27  \w     44.00  70.00   0.50    1.60    --  107.75-136.00  62.39   52
 28  \w    125.00 151.00   0.50    1.60    --  107.75 125.00 150.00   52
 29  \w     81.00 107.00   0.50    1.60    --  107.75-110.00  49.29   52
 30  \w     96.00 121.00   0.50    1.60    --  107.75 125.00 150.00   50
 31  \w    105.00 131.00   0.50    1.60    --  107.75  15.00 -60.00   52
 32  \w     38.00  79.00   0.50    1.60    --  107.75 -67.00 116.02   82
 33  \w     38.00  94.00   0.50    1.60    --  107.75 -99.00  72.87  112
 34  \w     96.00 173.00   0.50    1.60    --  107.75 125.00-150.00  154
 35  \w    101.00 145.00   0.50    1.60    --  107.75  45.00  30.00   88
 36  \w     97.00 174.00   0.50    1.60    --  107.75  51.00 161.13  154
 37  \w     37.00  68.00   0.50    1.60    --  107.75 -61.00 -30.00   62
 38  \w     56.00 103.00   0.50    1.60    --  107.75-108.00  62.35   94
 39  \w     68.00  96.00   0.50    1.60    --  107.75 -95.00 120.00   56
 40  \w     67.00  98.00   0.50    1.60    --  107.75-122.00 -62.27   62
 41  \w     37.00  76.00   0.50    1.60    --  107.75 -80.00 113.88   78
 42  \w     37.00  70.00   0.50    1.60    --  107.75 -61.00   0.00   66
 43  \w     69.00 108.00   0.50    1.60    --  107.75-125.00  30.00   78
 44  \w     72.00 104.00   0.50    1.60    --  107.75 -77.00   0.00   64
 45  \w     55.00 107.00   0.50    1.60    --  107.75-104.00 -14.28  104
 46  \w     82.00 108.00   0.50    1.60    --  107.75 -80.00 113.88   52
 47  \w    104.00 178.00   0.50    1.60    --  107.75  45.00 -90.00  148
 48  \w     54.00 104.00   0.50    1.60    --  107.75 -77.00-120.00  100
 49  \w     97.00 175.00   0.50    1.60    --  107.75  15.00 -90.00  156
 50  \w     80.00 111.00   0.50    1.60    --  107.75-125.00 -90.00   62
 51  \w     72.00  97.00   0.50    1.60    --  107.75 -78.00-161.10   50
 52  \w     58.00  84.00   0.50    1.60    --  107.75 -78.00   9.84   52
 53  \w     40.00  67.00   0.50    1.60    --  107.75 -61.00 -60.00   54
 54  \w    116.00 142.00   0.50    1.60    --  107.75  15.00 -30.00   52
 55  \w     37.00  90.00   0.50    1.60    --  107.75 -80.00 -46.89  106
 56  \w     42.00  69.00   0.50    1.60    --  107.75 -61.00 120.00   54
;
_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      -0.0413731000
_diffrn_orient_matrix_UB_12      -0.0963205000
_diffrn_orient_matrix_UB_13      -0.0062604000
_diffrn_orient_matrix_UB_21      0.1059590000
_diffrn_orient_matrix_UB_22      -0.0276840000
_diffrn_orient_matrix_UB_23      0.0652631000
_diffrn_orient_matrix_UB_31      -0.0602145000
_diffrn_orient_matrix_UB_32      0.0174675000
_diffrn_orient_matrix_UB_33      0.0685870000
_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  0.0337
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            42357
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.761
_diffrn_reflns_theta_min         3.693
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.752
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.317
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
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            colourless
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         6459
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0387
_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^)+(0.0501P)^2^+1.5442P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1011
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6112
_reflns_number_total             6459
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03734d2.cif
_cod_data_source_block           koarpy
_cod_database_code               7064160
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C20H20KN
_chemical_oxdiff_usercomment     KOArPy
_shelx_estimated_absorpt_t_max   0.699
_shelx_estimated_absorpt_t_min   0.604
_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
 N1A-K1 \\sim N1B-K1
 with sigma of 0.003
 N1A-C38A \\sim N1B-C38B
 with sigma of 0.003
 C38A-C37A \\sim C38B-C37B
 with sigma of 0.003
 C36A-C37A \\sim C36B-C37B
 with sigma of 0.003
 C36A-C35A \\sim C36B-C35B
 with sigma of 0.003
 C35A-C34A \\sim C35B-C34B
 with sigma of 0.003
 C35A-N1A \\sim C35B-N1B
 with sigma of 0.003
 C35A-C37A \\sim C35B-C37B
 with sigma of 0.003
 C36A-C34A \\sim C36B-C34B
 with sigma of 0.003
 C38A-C34A \\sim C38B-C34B
 with sigma of 0.003
 C38A-C36A \\sim C38B-C36B
 with sigma of 0.003
3. Uiso/Uaniso restraints and constraints
Uanis(C34A) = Uanis(C34B)
Uanis(C35A) = Uanis(C35B)
Uanis(C36A) = Uanis(C36B)
Uanis(C37A) = Uanis(C37B)
Uanis(C38A) = Uanis(C38B)
Uanis(N1A) = Uanis(N1B)
4. Others
 Sof(N1B)=Sof(C34B)=Sof(H34B)=Sof(C35B)=Sof(H35B)=Sof(C36B)=Sof(H36B)=
 Sof(C37B)=Sof(H37B)=Sof(C38B)=Sof(H38B)=1-FVAR(1)
 Sof(N1A)=Sof(C34A)=Sof(H34A)=Sof(C35A)=Sof(H35A)=Sof(C36A)=Sof(H36A)=
 Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(H38A)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7), C9(H9), C10(H10), C21(H21), C29(H29), C30(H30)
5.b 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), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C31(H31),
  C32(H32), C33(H33), C34A(H34A), C35A(H35A), C36A(H36A), C37A(H37A),
 C38A(H38A), C34B(H34B), C35B(H35B), C36B(H36B), C37B(H37B), C38B(H38B)
5.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_shelx_res_checksum              92007
_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 1.378
_oxdiff_exptl_absorpt_empirical_full_min 0.778