Synthesis and photochromic modulation of aromaticity in dinaphthylethene derivatives
Ou, Tao; Kong, Lingxu; Song, Changsen; Shang, Bingyan; Yang, Jingjing; Zuo, Jinxin; Di, Feifan; Yan, Maocai; Ding, Lin; Li, Ruiji; New Journal of Chemistry 49 (2025) 17841–17848; doi:10.1039/D5NJ03137K

data_7063994
_publ_section_title
;
 Synthesis and photochromic modulation of aromaticity in dinaphthylethene
 derivatives
;
_journal_issue                   41
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17841
_journal_page_last               17848
_journal_paper_doi               10.1039/D5NJ03137K
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         '2(C31 H23 N S)'
_chemical_formula_sum            'C62 H46 N2 S2'
_chemical_formula_weight         883.202
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     dual
_audit_creation_date             2025-05-19
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-08-03 deposited with the CCDC.	2025-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                92.818(15)
_cell_angle_beta                 94.827(13)
_cell_angle_gamma                114.084(18)
_cell_formula_units_Z            2
_cell_length_a                   12.831(2)
_cell_length_b                   13.078(3)
_cell_length_c                   15.724(3)
_cell_measurement_reflns_used    2155
_cell_measurement_theta_max      17.4760
_cell_measurement_theta_min      1.7620
_cell_volume                     2390.2(9)
_computing_cell_refinement       'CrysAlisPro 1.171.43.141a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.141a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.141a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.9916
_diffrn_measured_fraction_theta_max 0.7169
_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     -7.00  19.00   0.50   13.26    --   20.00  54.00 -30.00   52
  2  \w     48.00  74.00   0.50   13.26    --   20.00  54.00 -30.00   52
  3  \w    -74.00 104.00   0.50   13.26    --   20.00  54.00  90.00  356
  4  \w    -73.00  20.00   0.50   13.26    --   20.00  54.00-150.00  186
  5  \w     31.00  63.00   0.50   13.26    --   20.00  54.00-150.00   64
  6  \w    -73.00  82.00   0.50   13.26    --   20.00  54.00 -90.00  310
  7  \w    -73.00 108.00   0.50   13.26    --   20.00  54.00  30.00  362
  8  \w    -71.00 -37.00   0.50   13.26    --   20.00  54.00 150.00   68
  9  \w     -5.00  36.00   0.50   13.26    --   20.00  54.00 150.00   82
 10  \w     81.00 106.00   0.50   13.26    --   20.00  54.00 150.00   50
 11  \w    -68.00  28.00   0.50   13.26    --   20.00  54.00  60.00  192
 12  \w      9.00  36.00   0.50   13.26    --   20.00  54.00-180.00   54
 13  \w     55.00  80.00   0.50   13.26    --   20.00  54.00-180.00   50
 14  \w    -72.00 -47.00   0.50   13.26    --   20.00  54.00 -60.00   50
 15  \w     13.00  38.00   0.50   13.26    --   20.00  54.00 -60.00   50
 16  \w     58.00  83.00   0.50   13.26    --   20.00  54.00 -60.00   50
 17  \w    -65.00 -39.00   0.50   13.26    --   20.00  54.00-120.00   52
 18  \w     83.00 108.00   0.50   13.26    --   20.00  54.00-120.00   50
 19  \w     52.00  77.00   0.50   13.26    --   20.00  54.00 120.00   50
 20  \w    -71.00   9.00   0.50   13.26    --   20.00  54.00   0.00  160
 21  \w    -66.00 -40.00   0.50   13.26    --   20.00  54.00 -30.00   52
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0121101000
_diffrn_orient_matrix_UB_12      -0.0317009000
_diffrn_orient_matrix_UB_13      -0.0325505000
_diffrn_orient_matrix_UB_21      0.0080259000
_diffrn_orient_matrix_UB_22      0.0433065000
_diffrn_orient_matrix_UB_23      -0.0275389000
_diffrn_orient_matrix_UB_31      0.0592114000
_diffrn_orient_matrix_UB_32      0.0260688000
_diffrn_orient_matrix_UB_33      0.0157624000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4790
_diffrn_reflns_av_unetI/netI     0.6623
_diffrn_reflns_Laue_measured_fraction_full 0.9916
_diffrn_reflns_Laue_measured_fraction_max 0.7169
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            43565
_diffrn_reflns_point_group_measured_fraction_full 0.9916
_diffrn_reflns_point_group_measured_fraction_max 0.7169
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.27
_diffrn_reflns_theta_min         1.71
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75322
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.141a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_F_000             928.953
_refine_diff_density_max         3.5891
_refine_diff_density_min         -1.9221
_refine_diff_density_rms         0.4056
_refine_ls_d_res_high            0.6478
_refine_ls_d_res_low             11.8890
_refine_ls_extinction_coef       0.0016(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   0.9155
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    84
_refine_ls_number_parameters     270
_refine_ls_number_reflns         13211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.9155
_refine_ls_R_factor_all          0.5176
_refine_ls_R_factor_gt           0.1748
_refine_ls_shift/su_max          -0.1320
_refine_ls_shift/su_mean         0.0175
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1478P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3636
_refine_ls_wR_factor_ref         0.5661
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              17
_reflns_limit_h_min              -18
_reflns_limit_k_max              18
_reflns_limit_k_min              -18
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                2239
_reflns_number_total             13211
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5nj03137k2.cif
_cod_data_source_block           OT1A__auto
_cod_depositor_comments
'Adding full bibliography for 7063994--7063997.cif.'
_cod_original_cell_volume        2390.1(8)
_cod_database_code               7063994
_chemical_oxdiff_formula         CHSN
_diffrn_oxdiff_ac3_digest_hkl    4194ca955b85c56d58eac959e4ac64dcbc2c86
_diffrn_oxdiff_digest_hkl
;
43aa07991d72a1d75dcf73c8cffdc55bd93549
;
_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 Aromatic/amide H refined with riding coordinates:
 C4(H4), C56(H56), C15(H15), C51(H51), C13(H13), C9(H9), C36(H36), C7(H7),
 C22(H22), C32(H32), C24(H24), C43(H43), C53(H53), C30(H30), C31(H31), C19(H19),
  C16(H16), C8(H8), C29(H29), C28(H28), C21(H21), C38(H38), C23(H23), C39(H39),
 C41(H41), C54(H54), C55(H55), C40(H40), C62(H62), C6(H6), C1(H1), C64(H64),
 C65(H65), C58(H58)
2.b Idealised Me refined as rotating group:
 C59(H59a,H59b,H59c), C33(H33a,H33b,H33c), C26(H26a,H26b,H26c), C66(H66a,H66b,
 H66c)
;
_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 3.005
_oxdiff_exptl_absorpt_empirical_full_min 0.584