Combined colourimetric and turn-on luminescence from a redox-switchable 2-aza-anthraquinone bridged dimetallic assembly.
Ibbott, Alexandra R.; Horton, Peter N.; Coles, Simon J.; Pope, Simon J. A.; Dalton transactions (Cambridge, England : 2003) 54 (2025) 15986–15990; doi:10.1039/d5dt02287h

data_7719701
_publ_section_title
;
 Combined colourimetric and turn-on luminescence from a redox-switchable
 2-aza-anthraquinone bridged dimetallic assembly.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15986
_journal_page_last               15990
_journal_paper_doi               10.1039/d5dt02287h
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C25 H17 N3 O2'
_chemical_formula_sum            'C25 H17 N3 O2'
_chemical_formula_weight         391.41
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-06-01
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-07-12 deposited with the CCDC.	2025-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.862(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.6625(2)
_cell_length_b                   8.71790(10)
_cell_length_c                   17.5626(3)
_cell_measurement_reflns_used    12019
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.6990
_cell_measurement_theta_min      3.6510
_cell_volume                     1834.63(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'hybrid pixel array detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix 6000HE'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_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    -46.00  28.00   0.50    5.00    --  -45.30  55.00  22.00  148
  2  \w    -27.00  38.00   0.50    5.00    --   45.30 -55.00-120.00  130
  3  \w   -170.00 -86.00   0.50   25.00    --  -97.00 -55.00-120.00  168
  4  \w     99.00 175.00   0.50   25.00    --  109.75  55.00  22.00  152
  5  \w    -88.00 -16.00   0.50    5.00    --  -45.30 125.00-180.00  144
  6  \w    -27.00  41.00   0.50    5.00    --   45.30 -57.00 150.00  136
  7  \w    -30.00  15.00   0.50    5.00    --   45.30 -38.00 -60.00   90
  8  \w    -30.00  15.00   0.50    5.00    --   45.30 -38.00  90.00   90
  9  \w    -30.00  15.00   0.50    5.00    --   45.30 -38.00-180.00   90
 10  \w    -79.00 -23.00   0.50   25.00    --  -97.00  77.00   0.00  112
 11  \w    -55.00 -23.00   0.50   25.00    --  -97.00  61.00 -30.00   64
 12  \w   -140.00 -90.00   0.50   25.00    --  -97.00 -15.00  90.00  100
 13  \w    -55.00 -23.00   0.50   25.00    --  -97.00  61.00 150.00   64
 14  \w   -140.00 -90.00   0.50   25.00    --  -97.00 -15.00  60.00  100
 15  \w    -79.00 -23.00   0.50   25.00    --  -97.00  77.00-150.00  112
 16  \w    -55.00 -23.00   0.50   25.00    --  -97.00  61.00 -60.00   64
 17  \w    -55.00 -23.00   0.50   25.00    --  -97.00  61.00-150.00   64
 18  \w   -140.00 -90.00   0.50   25.00    --  -97.00 -15.00 -60.00  100
 19  \w    -79.00 -23.00   0.50   25.00    --  -97.00  77.00 -90.00  112
 20  \w    104.00 132.00   0.50   25.00    --  109.75  15.00 -30.00   56
 21  \w     39.00 100.00   0.50   25.00    --  109.75-125.00-150.00  122
 22  \w     37.00  71.00   0.50   25.00    --  109.75 -77.00 -90.00   68
 23  \w     37.00  71.00   0.50   25.00    --  109.75 -77.00  90.00   68
 24  \w    102.00 175.00   0.50   25.00    --  109.75  45.00 -30.00  146
 25  \w    104.00 132.00   0.50   25.00    --  109.75  15.00-180.00   56
 26  \w     37.00  71.00   0.50   25.00    --  109.75 -77.00  30.00   68
 27  \w     37.00  93.00   0.50   25.00    --  109.75 -95.00 -30.00  112
 28  \w     37.00  71.00   0.50   25.00    --  109.75 -77.00 120.00   68
 29  \w    104.00 132.00   0.50   25.00    --  109.75  15.00 -60.00   56
 30  \w   -120.00 -53.00   0.50    5.00    --  -45.30 -38.00 150.00  134
 31  \w   -120.00 -39.00   0.50    5.00    --  -45.30 -38.00-120.00  162
 32  \w     42.00  68.00   0.50    5.00    --   45.30  38.00-180.00   52
 33  \w    -62.00 -37.00   0.50    5.00    --  -45.30 -56.00  90.33   50
 34  \w    -30.00  -5.00   0.50    5.00    --   45.30 -38.00 120.00   50
 35  \w     73.00 105.00   0.50    5.00    --   45.30  38.00-180.00   64
 36  \w   -110.00 -85.00   0.50   25.00    --  -97.00 -58.00 119.53   50
 37  \w   -111.00 -85.00   0.50   25.00    --  -97.00 -59.00 123.44   52
 38  \w   -165.00-138.00   0.50   25.00    --  -97.00 -57.00-179.27   54
 39  \w   -170.00-145.00   0.50   25.00    --  -97.00 -59.00 123.44   50
 40  \w    -55.00 -30.00   0.50   25.00    --  -97.00  61.00   0.00   50
 41  \w   -157.00-132.00   0.50   25.00    --  -97.00 -77.00 -30.00   50
 42  \w   -151.00-125.00   0.50   25.00    --  -97.00 -50.00 144.98   52
 43  \w   -168.00-126.00   0.50   25.00    --  -97.00 -44.00  60.58   84
 44  \w   -118.00 -89.00   0.50   25.00    --  -97.00 -44.00  60.58   58
 45  \w   -166.00-141.00   0.50   25.00    --  -97.00 -59.00 142.07   50
 46  \w   -115.00 -89.00   0.50   25.00    --  -97.00 -44.00   0.64   52
 47  \w   -110.00 -85.00   0.50   25.00    --  -97.00 -58.00 133.22   50
 48  \w   -114.00 -88.00   0.50   25.00    --  -97.00 -49.00 118.90   52
 49  \w   -168.00-139.00   0.50   25.00    --  -97.00 -61.00 -54.36   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details 'Rigaku, UG2 \k goniometer'
_diffrn_measurement_device_type
'Rigaku 007HF diffractometer with HF Varimax confocal mirrors, an UG2 goniometer and HyPix 6000HE detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen loops'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0662870000
_diffrn_orient_matrix_UB_12      -0.0770140000
_diffrn_orient_matrix_UB_13      0.0801993000
_diffrn_orient_matrix_UB_21      0.1054829000
_diffrn_orient_matrix_UB_22      0.0883894000
_diffrn_orient_matrix_UB_23      0.0002245000
_diffrn_orient_matrix_UB_31      -0.0319008000
_diffrn_orient_matrix_UB_32      0.1321693000
_diffrn_orient_matrix_UB_33      0.0464916000
_diffrn_radiation_collimation    'HF Varimax focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24435
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.406
_diffrn_reflns_theta_min         3.689
_diffrn_source                   'Rotating anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rigaku 007 HF'
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of diisopropyl ether and chloroform'
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3702
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0657P)^2^+0.4632P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1100
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3207
_reflns_number_total             3702
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt02287h2.cif
_cod_data_source_block           58bisanilino2azaanthraquinone
_cod_depositor_comments
'Adding full bibliography for 7719700--7719701.cif.'
_cod_database_code               7719701
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C25 H17 N3 O2'
_chemical_oxdiff_usercomment     AI-AQ
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{N1, C1B}
{N1B, C1}
3. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(C1B)
Uanis(N1B) = Uanis(C1)
4. Others
 Sof(H2B)=Sof(H13A)=Sof(N1B)=Sof(C1B)=Sof(H1B)=1-FVAR(1)
 Sof(H2A)=Sof(H13)=Sof(N1)=Sof(C1)=Sof(H1)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C2(H2B), C7(H7), C8(H8), C13(H13), C13(H13A), C15(H15), C16(H16),
 C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25),
  C1(H1), C1B(H1B)
;
_shelx_res_checksum              27948
_shelx_hkl_checksum              5397
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in oil'
_olex2_submission_original_sample_id AI-AQ
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.861
_oxdiff_exptl_absorpt_empirical_full_min 0.653