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_7064155
_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 N2 Na2 O2'
_chemical_formula_sum            'C76 H64 N2 Na2 O2'
_chemical_formula_weight         1083.27
_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             2023-04-05
_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                 102.9140(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.51320(10)
_cell_length_b                   18.04140(10)
_cell_length_c                   13.35880(10)
_cell_measurement_reflns_used    27470
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      77.4610
_cell_measurement_theta_min      4.1740
_cell_volume                     2939.54(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 0.998
_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 -13.00   0.50    0.40    --  -48.70 125.00  65.00  146
  2  \w    -88.00 -59.00   0.50    0.40    --  -48.70-146.00-178.00   58
  3  \w     57.00  82.00   0.50    0.40    --   48.70-125.00 -12.00   50
  4  \w     52.00  77.00   0.50    0.40    --   48.70-146.00-178.00   50
  5  \w   -130.00-105.00   0.50    1.50    --  -86.25-146.00-178.00   50
  6  \w   -114.00 -89.00   0.50    1.50    --  -86.25-125.00 -12.00   50
  7  \w    112.00 138.00   0.50    1.50    --  107.75 146.00-128.00   52
  8  \w    112.00 137.00   0.50    1.50    --  107.75 125.00  65.00   50
  9  \w     49.00  76.00   0.50    1.50    --  107.75-146.00-178.00   54
 10  \w     64.00 107.00   0.50    1.50    --  107.75-125.00 -12.00   86
 11  \w   -100.00 -74.00   0.50    0.40    --  -48.70-125.00   0.00   52
 12  \w    -25.00   8.00   0.50    0.40    --  -48.70  19.00 -30.00   66
 13  \w    -25.00  25.00   0.50    0.40    --  -48.70  19.00-180.00  100
 14  \w   -117.00 -74.00   0.50    0.40    --  -48.70-125.00 -90.00   86
 15  \w    -26.00  26.00   0.50    0.40    --  -48.70  19.00 -90.00  104
 16  \w     98.00 124.00   0.50    1.50    --  107.75  45.00 -90.00   52
 17  \w     58.00 103.00   0.50    1.50    --  107.75 -95.00  30.00   90
 18  \w     37.00  70.00   0.50    1.50    --  107.75 -61.00-180.00   66
 19  \w     57.00 105.00   0.50    1.50    --  107.75 -95.00 -30.00   96
 20  \w     99.00 130.00   0.50    1.50    --  107.75 125.00-180.00   62
 21  \w     37.00  90.00   0.50    1.50    --  107.75 -77.00  90.00  106
 22  \w    140.00 165.00   0.50    1.50    --  107.75  61.00-150.00   50
 23  \w     51.00  77.00   0.50    1.50    --  107.75-136.00-143.18   52
 24  \w     72.00 111.00   0.50    1.50    --  107.75-125.00-180.00   78
 25  \w     97.00 131.00   0.50    1.50    --  107.75  15.00   0.00   68
 26  \w     95.00 158.00   0.50    1.50    --  107.75 125.00  90.00  126
 27  \w     42.00  68.00   0.50    1.50    --  107.75 -88.00 -73.45   52
 28  \w    120.00 154.00   0.50    1.50    --  107.75  -3.00 118.85   68
 29  \w     65.00 108.00   0.50    1.50    --  107.75-107.00 101.04   86
 30  \w     81.00 107.00   0.50    1.50    --  107.75-102.00  10.95   52
 31  \w    126.00 171.00   0.50    1.50    --  107.75 125.00 150.00   90
 32  \w     81.00 107.00   0.50    1.50    --  107.75-105.00 -31.68   52
 33  \w    125.00 171.00   0.50    1.50    --  107.75  30.00   0.00   92
 34  \w     36.00  70.00   0.50    1.50    --  107.75 -61.00 -90.00   68
 35  \w     37.00  69.00   0.50    1.50    --  107.75 -61.00  30.00   64
 36  \w     76.00 101.00   0.50    1.50    --  107.75-125.00 -90.00   50
 37  \w    128.00 154.00   0.50    1.50    --  107.75  61.00  30.00   52
 38  \w     54.00  80.00   0.50    1.50    --  107.75 -95.00-120.00   52
 39  \w     83.00 108.00   0.50    1.50    --  107.75-136.00-143.18   50
 40  \w     68.00 102.00   0.50    1.50    --  107.75 -77.00 -60.00   68
 41  \w     71.00 111.00   0.50    1.50    --  107.75-125.00  90.00   80
 42  \w     53.00 102.00   0.50    1.50    --  107.75 -95.00   0.00   98
 43  \w     36.00  69.00   0.50    1.50    --  107.75 -61.00 -30.00   66
 44  \w     91.00 117.00   0.50    1.50    --  107.75 -80.00 130.95   52
 45  \w     41.00  71.00   0.50    1.50    --  107.75 -61.00 120.00   60
 46  \w    101.00 127.00   0.50    1.50    --  107.75 -88.00 -73.45   52
 47  \w     57.00  83.00   0.50    1.50    --  107.75 -77.00 150.00   52
 48  \w     73.00  99.00   0.50    1.50    --  107.75 -95.00  90.00   52
 49  \w     40.00  92.00   0.50    1.50    --  107.75-125.00 150.00  104
 50  \w    100.00 178.00   0.50    1.50    --  107.75  45.00  30.00  156
 51  \w    116.00 142.00   0.50    1.50    --  107.75  45.00 150.00   52
 52  \w     97.00 122.00   0.50    1.50    --  107.75  15.00 -60.00   50
 53  \w    128.00 154.00   0.50    1.50    --  107.75  15.00 -60.00   52
 54  \w    130.00 177.00   0.50    1.50    --  107.75  61.00   0.00   94
 55  \w     65.00  91.00   0.50    1.50    --  107.75 -79.00-113.07   52
 56  \w     36.00  71.00   0.50    1.50    --  107.75 -61.00 150.00   70
;
_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      -0.0081111000
_diffrn_orient_matrix_UB_12      0.0761589000
_diffrn_orient_matrix_UB_13      -0.0533311000
_diffrn_orient_matrix_UB_21      0.0370446000
_diffrn_orient_matrix_UB_22      0.0380342000
_diffrn_orient_matrix_UB_23      0.1053173000
_diffrn_orient_matrix_UB_31      0.1204724000
_diffrn_orient_matrix_UB_32      -0.0065730000
_diffrn_orient_matrix_UB_33      -0.0082399000
_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  0.0304
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            39813
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.869
_diffrn_reflns_theta_min         4.187
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         6256
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0360
_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^)+(0.0424P)^2^+1.1667P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.0932
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5885
_reflns_number_total             6256
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03734d2.cif
_cod_data_source_block           naoarpy
_cod_database_code               7064155
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C20H20NaN
_chemical_oxdiff_usercomment     NaOArPy
_shelx_estimated_absorpt_t_max   0.910
_shelx_estimated_absorpt_t_min   0.800
_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.a Ternary CH refined with riding coordinates:
 C7(H7), C21(H21)
2.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)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_shelx_res_checksum              21381
_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 1.445
_oxdiff_exptl_absorpt_empirical_full_min 0.544