Methylated regioisomers of Re(I) and Ir(III) tetrazole complexes: photophysical properties and optical imaging of brain tissue
Dallerba, Elena; Cameron, Lee; Armstrong, Blake I.; Ellison, Gaewyn; Turner, Eva; Innes, Evelyn; Strickling, Georgia L.; Pangiarella, Joel Ethan; O'Conghaile, Peter; Nesbit, Michael; Moggach, Stephen A.; Raiteri, Paolo; Stagni, Stefano; Pearson, Emma; Hackett, Mark; Massi, Massimiliano; Dalton Transactions  (2025) –; doi:10.1039/D5DT01745A

data_7719878
_publ_section_title
;
 Methylated regioisomers of Re(I) and Ir(III) tetrazole complexes:
 photophysical properties and optical imaging of brain tissue
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D5DT01745A
_journal_year                    2025
_chemical_formula_moiety         'C14 H9 Br N5 O3 Re'
_chemical_formula_sum            'C14 H9 Br N5 O3 Re'
_chemical_formula_weight         561.37
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2dlrkb
_audit_creation_date             2022-10-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-11-28 deposited with the CCDC.	2025-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                89.4990(10)
_cell_angle_beta                 89.7010(10)
_cell_angle_gamma                72.3620(10)
_cell_formula_units_Z            2
_cell_length_a                   6.97900(10)
_cell_length_b                   10.42840(10)
_cell_length_c                   11.24010(10)
_cell_measurement_reflns_used    24385
_cell_measurement_temperature    102(3)
_cell_measurement_theta_max      75.2250
_cell_measurement_theta_min      3.9030
_cell_volume                     779.563(16)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (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      102(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_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     24.00 118.00   0.50    0.05    --   46.23  77.00 -90.00  188
  2  \w     28.00 122.00   0.50    0.05    --   50.00  76.00-123.93  188
  3  \w     24.00 118.00   0.50    0.05    --   46.23  77.00 -60.00  188
  4  \w     27.00 122.00   0.50    0.05    --   50.00  77.00 166.18  190
  5  \w     83.00 175.00   0.50    0.05    --  102.37  93.00  73.00  184
  6  \w    -23.00   3.00   0.50    0.05    --   14.00 105.00 -42.81   52
  7  \w     -3.00  23.00   0.50    0.05    --   30.00  99.00  76.19   52
  8  \w    -21.00  14.00   0.50    0.05    --   14.00 102.00-164.37   70
  9  \w     37.00 131.00   0.50    0.05    --   58.00  73.00 175.89  188
 10  \w     36.00 131.00   0.50    0.05    --   58.00  76.00  65.66  190
 11  \w     47.00 143.00   0.50    0.05    --   70.00  77.00  10.61  192
 12  \w     36.00 131.00   0.50    0.05    --   58.00  76.00 -14.61  190
 13  \w     35.00 131.00   0.50    0.05    --   58.00  77.00-103.29  192
 14  \w     44.00 139.00   0.50    0.05    --   66.00  75.00-170.08  190
 15  \w     43.00 139.00   0.50    0.05    --   66.00  77.00 -91.74  192
 16  \w     36.00 131.00   0.50    0.05    --   58.00  76.00  86.59  190
 17  \w     40.00 135.00   0.50    0.05    --   62.00  75.00 113.09  190
 18  \w    -27.00  40.00   0.50    0.05    --   46.23 -37.00 -90.00  134
 19  \w     30.00  68.00   0.50    0.05    --  102.37 -61.00-180.00   76
 20  \w     71.00 101.00   0.50    0.05    --  102.37 -77.00 -30.00   60
 21  \w     34.00  65.00   0.50    0.05    --  102.37 -77.00 -30.00   62
 22  \w     31.00  67.00   0.50    0.05    --  102.37 -61.00   0.00   72
 23  \w     30.00  65.00   0.50    0.05    --  102.37 -61.00 150.00   70
 24  \w     13.00  94.00   0.50    0.05    --   46.23-125.00  90.00  162
 25  \w     30.00 104.00   0.50    0.05    --  102.37 -94.00 120.00  148
 26  \w     33.00 100.00   0.50    0.05    --  102.37 -94.00  90.00  134
 27  \w    -25.00  76.00   0.50    0.05    --   46.23 -93.00 -38.00  202
 28  \w     79.00 105.00   0.50    0.05    --  102.37 -94.00-120.00   52
 29  \w     75.00 104.00   0.50    0.05    --  102.37 -98.00-155.25   58
 30  \w     38.00  64.00   0.50    0.05    --  102.37 -98.00-155.25   52
 31  \w     41.00  67.00   0.50    0.05    --  102.37 -94.00-120.00   52
 32  \w     30.00 106.00   0.50    0.05    --  102.37 -93.00 -38.00  152
 33  \w   -118.00 -23.00   0.50    0.05    --  -46.23 -77.00  30.00  190
 34  \w   -118.00 -23.00   0.50    0.05    --  -46.23 -77.00 -30.00  190
 35  \w   -118.00 -23.00   0.50    0.05    --  -46.23 -77.00-180.00  190
 36  \w   -119.00 -34.00   0.50    0.05    --  -46.23 -37.00-180.00  170
 37  \w   -118.00 -23.00   0.50    0.05    --  -46.23 -77.00  90.00  190
 38  \w   -129.00 -81.00   0.50    0.05    -- -102.37 -77.00 127.42   96
 39  \w   -163.00-138.00   0.50    0.05    -- -102.37 -77.00 127.42   50
 40  \w   -145.00-112.00   0.50    0.05    --  -94.00 -76.00  75.75   66
 41  \w   -104.00 -71.00   0.50    0.05    --  -94.00 -76.00  75.75   66
 42  \w   -106.00 -72.00   0.50    0.05    --  -94.00 -76.00 -10.93   68
 43  \w   -144.00-119.00   0.50    0.05    --  -94.00 -76.00  21.02   50
 44  \w   -148.00-121.00   0.50    0.05    --  -90.00 -76.00  60.17   54
 45  \w    -92.00 -67.00   0.50    0.05    --  -90.00 -76.00  60.17   50
 46  \w   -149.00-111.00   0.50    0.05    --  -94.00 -76.00 -10.93   76
 47  \w   -153.00 -82.00   0.50    0.05    -- -102.37 -76.00 -51.29  142
 48  \w   -142.00 -80.00   0.50    0.05    -- -102.37 -77.00-120.00  124
 49  \w   -175.00-149.00   0.50    0.05    -- -102.37 -77.00-120.00   52
 50  \w   -120.00 -81.00   0.50    0.05    -- -102.37 -74.00-151.52   78
 51  \w   -159.00-127.00   0.50    0.05    -- -102.37 -74.00-151.52   64
 52  \w   -108.00 -71.00   0.50    0.05    --  -94.00 -76.00  21.02   74
 53  \w    -87.00 -61.00   0.50    0.05    --  -82.00 -75.00 109.94   52
 54  \w   -159.00 -65.00   0.50    0.05    --  -86.00 -73.00 146.60  188
 55  \w   -117.00 -82.00   0.50    0.05    -- -102.37 -75.00  61.26   70
 56  \w    -99.00 -65.00   0.50    0.05    --  -86.00 -72.00 136.10   68
 57  \w    -94.00 -68.00   0.50    0.05    --  -86.00 -71.00 168.50   52
 58  \w    -95.00 -57.00   0.50    0.05    --  -78.00 -72.00  92.78   76
 59  \w    -94.00 -69.00   0.50    0.05    --  -90.00 -73.00  23.32   50
 60  \w    -89.00 -63.00   0.50    0.05    --  -82.00 -71.00 -17.17   52
 61  \w    -88.00 -53.00   0.50    0.05    --  -74.00 -72.00 -58.07   70
 62  \w    -90.00 -61.00   0.50    0.05    --  -82.00 -73.00-103.09   58
 63  \w    -86.00 -60.00   0.50    0.05    --  -74.00 -70.00-157.64   52
 64  \w   -153.00 -85.00   0.50    0.05    -- -102.37 -68.00 -96.74  136
 65  \w   -111.00 -83.00   0.50    0.05    -- -102.37 -70.00 -50.93   56
 66  \w   -136.00-111.00   0.50    0.05    --  -86.00 -67.00  96.94   50
 67  \w    -93.00 -67.00   0.50    0.05    --  -86.00 -67.00  96.94   52
 68  \w    -79.00 -54.00   0.50    0.05    --  -74.00 -69.00 169.15   50
 69  \w   -139.00 -47.00   0.50    0.05    --  -66.00 -68.00 166.20  184
 70  \w   -167.00-112.00   0.50    0.05    --  -94.00 -66.00  30.89  110
 71  \w   -106.00 -76.00   0.50    0.05    --  -94.00 -66.00  30.89   60
 72  \w    -94.00 -69.00   0.50    0.05    --  -86.00 -62.00 -52.16   50
 73  \w    -90.00 -65.00   0.50    0.05    --  -82.00 -61.00 -82.82   50
 74  \w    -97.00 -67.00   0.50    0.05    --  -82.00 -64.00 -90.83   60
 75  \w   -139.00 -49.00   0.50    0.05    --  -66.00 -63.00-100.70  180
 76  \w   -157.00-119.00   0.50    0.05    --  -86.00 -61.00-147.05   76
 77  \w   -111.00 -69.00   0.50    0.05    --  -86.00 -61.00-147.05   84
 78  \w    -92.00 -66.00   0.50    0.05    --  -82.00 -59.00-140.78   52
 79  \w   -171.00 -87.00   0.50    0.05    -- -102.37 -61.00 -90.00  168
 80  \w   -175.00 -88.00   0.50    0.05    -- -102.37 -61.00  -4.08  174
 81  \w   -112.00 -75.00   0.50    0.05    --  -90.00 -56.00 175.97   74
 82  \w   -158.00-123.00   0.50    0.05    --  -90.00 -56.00 175.97   70
 83  \w   -163.00-126.00   0.50    0.05    --  -94.00 -50.00 159.61   74
 84  \w   -120.00 -80.00   0.50    0.05    --  -94.00 -50.00 159.61   80
 85  \w   -166.00 -79.00   0.50    0.05    --  -94.00 -58.00  85.66  174
 86  \w   -175.00 -83.00   0.50    0.05    -- -102.37 -93.00 -38.00  184
 87  \w   -101.00 -55.00   0.50    0.05    -- -102.37  93.00  73.00   92
 88  \w    -76.00  27.00   0.50    0.05    --  -46.23  93.00  73.00  206
 89  \w   -103.00 -31.00   0.50    0.05    -- -102.37  77.00 -90.00  144
 90  \w    -96.00 -47.00   0.50    0.05    -- -102.37 125.00-120.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0335148000
_diffrn_orient_matrix_UB_12      0.0586349000
_diffrn_orient_matrix_UB_13      0.1206891000
_diffrn_orient_matrix_UB_21      0.1397064000
_diffrn_orient_matrix_UB_22      -0.1388863000
_diffrn_orient_matrix_UB_23      0.0384985000
_diffrn_orient_matrix_UB_31      0.1816929000
_diffrn_orient_matrix_UB_32      0.0361018000
_diffrn_orient_matrix_UB_33      -0.0523357000
_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  0.0351
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28125
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.517
_diffrn_reflns_theta_min         3.933
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    18.483
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37233
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.392
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_exptl_crystal_recrystallization_method
'grown from the slow evaporation of acetone from an acetone and water solution'
_exptl_crystal_size_max          0.136
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.957
_refine_diff_density_min         -1.662
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3111
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.156
_refine_ls_R_factor_all          0.0205
_refine_ls_R_factor_gt           0.0205
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0275P)^2^+1.9576P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0524
_refine_ls_wR_factor_ref         0.0525
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3105
_reflns_number_total             3111
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01745a2.cif
_cod_data_source_block           mxm547rm_redo
_cod_database_code               7719878
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Re N6 C30 O3 Br H10'
_chemical_oxdiff_usercomment     'Lee Cameron'
_shelx_estimated_absorpt_t_max   0.319
_shelx_estimated_absorpt_t_min   0.188
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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:
 C13(H13), C7(H7), C11(H11), C8(H8), C10(H10), C12(H12)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_shelx_res_checksum              72779
_olex2_exptl_crystal_mounting_method
'mounted on a glass fibre using silicon oil'
_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 1.867
_oxdiff_exptl_absorpt_empirical_full_min 0.729