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_7064163
_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         'C74 H70 Na2 O4'
_chemical_formula_sum            'C74 H70 Na2 O4'
_chemical_formula_weight         1069.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-03-24
_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                 103.3790(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.41990(10)
_cell_length_b                   18.37060(10)
_cell_length_c                   13.31750(10)
_cell_measurement_reflns_used    28746
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      77.5520
_cell_measurement_theta_min      4.1620
_cell_volume                     2956.07(4)
_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 0.995
_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 -64.00   0.50    0.47    --  -48.70-143.00 136.00  112
  2  \w    -75.00 -50.00   0.50    0.47    --  -48.70 128.00  21.00   50
  3  \w   -118.00 -82.00   0.50    0.47    --  -48.70-128.00 -53.00   72
  4  \w     66.00  91.00   0.50    0.47    --   48.70-143.00 136.00   50
  5  \w     57.00  93.00   0.50    0.47    --   48.70-128.00 -53.00   72
  6  \w    -76.00 -51.00   0.50    1.87    --  -86.25 128.00  21.00   50
  7  \w   -132.00-107.00   0.50    1.87    --  -86.25-143.00 136.00   50
  8  \w   -138.00-113.00   0.50    1.87    --  -86.25-128.00 -53.00   50
  9  \w    -85.00 -60.00   0.50    1.87    --  -86.25 143.00-168.00   50
 10  \w    117.00 143.00   0.50    1.87    --  107.75 143.00-168.00   52
 11  \w     95.00 123.00   0.50    1.87    --  107.75-143.00 136.00   56
 12  \w     63.00 113.00   0.50    1.87    --  107.75-128.00 -53.00  100
 13  \w    -41.00  24.00   0.50    0.47    --  -48.70  38.00 150.00  130
 14  \w    -25.00  21.00   0.50    0.47    --  -48.70  19.00 120.00   92
 15  \w    -14.00  26.00   0.50    0.47    --  -48.70  19.00  60.00   80
 16  \w    -24.00  25.00   0.50    0.47    --   48.70 -19.00 120.00   98
 17  \w    111.00 168.00   0.50    1.87    --  107.75  93.00 130.00  114
 18  \w    109.00 134.00   0.50    1.87    --  107.75  45.00-150.00   50
 19  \w     39.00  65.00   0.50    1.87    --  107.75 -61.00   0.00   52
 20  \w     40.00 109.00   0.50    1.87    --  107.75-114.00  -8.67  138
 21  \w     39.00 106.00   0.50    1.87    --  107.75-105.00 -54.08  134
 22  \w    118.00 157.00   0.50    1.87    --  107.75  15.00-150.00   78
 23  \w     95.00 141.00   0.50    1.87    --  107.75 125.00  30.00   92
 24  \w     38.00  71.00   0.50    1.87    --  107.75 -61.00-150.00   66
 25  \w     56.00 105.00   0.50    1.87    --  107.75 -77.00  90.00   98
 26  \w     76.00 151.00   0.50    1.87    --  107.75  -2.00  66.49  150
 27  \w     43.00  75.00   0.50    1.87    --  107.75 -95.00   0.00   64
 28  \w     42.00  69.00   0.50    1.87    --  107.75 -61.00 -30.00   54
 29  \w     67.00 105.00   0.50    1.87    --  107.75-118.00-117.26   76
 30  \w     97.00 135.00   0.50    1.87    --  107.75  30.00-120.00   76
 31  \w    144.00 178.00   0.50    1.87    --  107.75  30.00-120.00   68
 32  \w     36.00  78.00   0.50    1.87    --  107.75 -77.00  30.00   84
 33  \w     82.00 113.00   0.50    1.87    --  107.75-128.00  63.27   62
 34  \w    141.00 177.00   0.50    1.87    --  107.75  45.00-150.00   72
 35  \w     98.00 177.00   0.50    1.87    --  107.75  45.00 120.00  158
 36  \w     55.00 103.00   0.50    1.87    --  107.75 -77.00  60.00   96
 37  \w     79.00 105.00   0.50    1.87    --  107.75 -97.00  76.14   52
 38  \w     58.00  84.00   0.50    1.87    --  107.75 -77.00-180.00   52
 39  \w     97.00 122.00   0.50    1.87    --  107.75-139.00  65.25   50
 40  \w     36.00 105.00   0.50    1.87    --  107.75 -95.00  60.00  138
 41  \w     36.00  68.00   0.50    1.87    --  107.75 -77.00 -60.00   64
 42  \w    131.00 163.00   0.50    1.87    --  107.75 125.00-180.00   64
 43  \w    129.00 174.00   0.50    1.87    --  107.75 125.00  90.00   90
 44  \w     54.00 103.00   0.50    1.87    --  107.75 -84.00 -72.27   98
 45  \w     41.00  67.00   0.50    1.87    --  107.75 -77.00 -90.00   52
 46  \w     42.00  68.00   0.50    1.87    --  107.75 -95.00 -90.00   52
 47  \w     37.00  63.00   0.50    1.87    --  107.75 -95.00  30.00   52
 48  \w     83.00 111.00   0.50    1.87    --  107.75-125.00  30.00   56
 49  \w    115.00 141.00   0.50    1.87    --  107.75  30.00 -60.00   52
 50  \w     99.00 125.00   0.50    1.87    --  107.75  30.00   0.00   52
 51  \w    114.00 140.00   0.50    1.87    --  107.75 125.00   0.00   52
 52  \w    117.00 143.00   0.50    1.87    --  107.75  77.00  30.00   52
 53  \w    148.00 178.00   0.50    1.87    --  107.75  77.00  30.00   60
 54  \w     86.00 112.00   0.50    1.87    --  107.75 -88.00-109.54   52
 55  \w     98.00 147.00   0.50    1.87    --  107.75  45.00   0.00   98
;
_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      -0.0111499000
_diffrn_orient_matrix_UB_12      -0.0805927000
_diffrn_orient_matrix_UB_13      -0.0327001000
_diffrn_orient_matrix_UB_21      -0.0626086000
_diffrn_orient_matrix_UB_22      0.0226840000
_diffrn_orient_matrix_UB_23      -0.1093060000
_diffrn_orient_matrix_UB_31      0.1105290000
_diffrn_orient_matrix_UB_32      0.0047293000
_diffrn_orient_matrix_UB_33      -0.0334578000
_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  0.0278
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            41819
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.760
_diffrn_reflns_theta_min         4.176
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.690
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.562
_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    1.201
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         6280
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0365
_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^)+(0.0410P)^2^+1.2036P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0942
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5884
_reflns_number_total             6280
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03734d2.cif
_cod_data_source_block           naoar
_cod_database_code               7064163
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C20H20O2Na
_chemical_oxdiff_usercomment     NaOAr
_shelx_estimated_absorpt_t_max   0.934
_shelx_estimated_absorpt_t_min   0.820
_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-Na1 \\sim O2B-Na1
 with sigma of 0.003
 C34A-O2A \\sim C34B-O2B
 with sigma of 0.003
 C37A-O2A \\sim C37B-O2B
 with sigma of 0.003
 C34A-C35A \\sim C34B-C35B
 with sigma of 0.003
 C36A-C35A \\sim C36B-C35B
 with sigma of 0.003
 C36A-C37A \\sim C36B-C37B
 with sigma of 0.003
3. Uiso/Uaniso restraints and constraints
Uanis(O2A) = Uanis(O2B)
Uanis(C34A) = Uanis(C34B)
Uanis(C35A) = Uanis(C35B)
Uanis(C36A) = Uanis(C36B)
Uanis(C37A) = Uanis(C37B)
4. Others
 Sof(O2B)=Sof(C34B)=Sof(H34C)=Sof(H34D)=Sof(C35B)=Sof(H35C)=Sof(H35D)=
 Sof(C36B)=Sof(H36C)=Sof(H36D)=Sof(C37B)=Sof(H37C)=Sof(H37D)=1-FVAR(1)
 Sof(O2A)=Sof(C34A)=Sof(H34A)=Sof(H34B)=Sof(C35A)=Sof(H35A)=Sof(H35B)=
 Sof(C36A)=Sof(H36A)=Sof(H36B)=Sof(C37A)=Sof(H37A)=Sof(H37B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7), C21(H21)
5.b Secondary CH2 refined with riding coordinates:
 C34A(H34A,H34B), C35A(H35A,H35B), C36A(H36A,H36B), C37A(H37A,H37B), C34B(H34C,
 H34D), C35B(H35C,H35D), C36B(H36C,H36D), C37B(H37C,H37D)
5.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), C23(H23), C24(H24), C25(H25), C26(H26),
  C27(H27), 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              74347
_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 1.216
_oxdiff_exptl_absorpt_empirical_full_min 0.780