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_7719880
_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         'C10 H7 Br N5 O3 Re'
_chemical_formula_sum            'C10 H7 Br N5 O3 Re'
_chemical_formula_weight         511.32
_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.cc2dlrh8
_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                85.7280(10)
_cell_angle_beta                 75.6990(10)
_cell_angle_gamma                76.0190(10)
_cell_formula_units_Z            2
_cell_length_a                   6.52910(10)
_cell_length_b                   8.4564(2)
_cell_length_c                   13.0106(2)
_cell_measurement_reflns_used    17079
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.0970
_cell_measurement_theta_min      3.4780
_cell_volume                     675.38(2)
_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      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_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     29.00 122.00   0.50    0.05    --   50.00  74.00 -30.70  186
  2  \w     23.00 119.00   0.50    0.05    --   45.98  77.00-120.00  192
  3  \w     27.00 122.00   0.50    0.05    --   50.00  77.00 -80.00  190
  4  \w     28.00 122.00   0.50    0.05    --   50.00  75.00  85.40  188
  5  \w     23.00 119.00   0.50    0.05    --   45.98  77.00 150.00  192
  6  \w     10.00  43.00   0.50    0.05    --   38.00  89.00 -16.32   66
  7  \w     -8.00  18.00   0.50    0.05    --   26.00 101.00 -30.36   52
  8  \w    -15.00  27.00   0.50    0.05    --   18.00  98.00 110.22   84
  9  \w     46.00 118.00   0.50    0.05    --   45.98 168.00  29.00  144
 10  \w     86.00 118.00   0.50    0.14    --  102.37  61.00-150.00   64
 11  \w     82.00 109.00   0.50    0.05    --   62.00  77.00-128.93   54
 12  \w     39.00  65.00   0.50    0.05    --   62.00  77.00-128.93   52
 13  \w     39.00  65.00   0.50    0.05    --   62.00  77.00   9.61   52
 14  \w     43.00  69.00   0.50    0.05    --   66.00  77.00  48.84   52
 15  \w     77.00 104.00   0.50    0.05    --   54.00  76.00 117.63   54
 16  \w     36.00  69.00   0.50    0.05    --   58.00  77.00 178.47   66
 17  \w     32.00  58.00   0.50    0.05    --   54.00  76.00 117.63   52
 18  \w     37.00  71.00   0.50    0.05    --   54.00  71.00 -14.93   68
 19  \w    135.00 168.00   0.50    0.14    --  102.37  61.00-150.00   66
 20  \w     46.00 152.00   0.50    0.14    --  102.37 168.00  29.00  212
 21  \w     80.00 175.00   0.50    0.14    --  102.37 115.00-114.00  190
 22  \w     30.00  66.00   0.50    0.14    --  102.37 -61.00 150.00   72
 23  \w     40.00 102.00   0.50    0.14    --  102.37 -77.00  30.00  124
 24  \w     31.00  68.00   0.50    0.14    --  102.37 -61.00 -60.00   74
 25  \w     34.00 103.00   0.50    0.14    --  102.37 -94.00 -60.00  138
 26  \w     36.00 103.00   0.50    0.14    --  102.37 -94.00   0.00  134
 27  \w     35.00 120.00   0.50    0.05    --   45.98-168.00  11.00  170
 28  \w     35.00 142.00   0.50    0.14    --  102.37-168.00  11.00  214
 29  \w     30.00 108.00   0.50    0.14    --  102.37-115.00 155.00  156
 30  \w      6.00  89.00   0.50    0.05    --   45.98-115.00 155.00  166
 31  \w    -77.00 -51.00   0.50    0.05    --  -74.00 -76.00-130.66   52
 32  \w    -98.00 -71.00   0.50    0.14    --  -94.00 -76.00-166.92   54
 33  \w    -78.00 -52.00   0.50    0.05    --  -74.00 -75.00 -75.64   52
 34  \w    -82.00 -56.00   0.50    0.14    --  -78.00 -74.00  14.22   52
 35  \w   -101.00 -72.00   0.50    0.14    --  -94.00 -75.00  51.18   58
 36  \w   -145.00-119.00   0.50    0.14    --  -94.00 -75.00  51.18   52
 37  \w    -95.00 -60.00   0.50    0.14    --  -82.00 -74.00 149.46   70
 38  \w   -160.00 -75.00   0.50    0.14    --  -98.00 -76.00 146.50  170
 39  \w   -161.00 -99.00   0.50    0.14    --  -90.00 -74.00 125.96  124
 40  \w    -93.00 -68.00   0.50    0.14    --  -90.00 -74.00 125.96   50
 41  \w   -104.00 -69.00   0.50    0.14    --  -90.00 -72.00 159.80   70
 42  \w   -155.00-108.00   0.50    0.14    --  -90.00 -72.00 159.80   94
 43  \w    -83.00 -57.00   0.50    0.14    --  -78.00 -73.00  72.71   52
 44  \w    -88.00 -54.00   0.50    0.05    --  -74.00 -71.00  89.35   68
 45  \w    -88.00 -62.00   0.50    0.14    --  -82.00 -71.00  40.03   52
 46  \w    -93.00 -67.00   0.50    0.14    --  -86.00 -72.00 -21.27   52
 47  \w    -88.00 -62.00   0.50    0.14    --  -82.00 -71.00 -24.47   52
 48  \w    -93.00 -67.00   0.50    0.14    --  -86.00 -70.00   1.14   52
 49  \w    -97.00 -66.00   0.50    0.14    --  -86.00 -71.00 -52.69   62
 50  \w    -87.00 -61.00   0.50    0.14    --  -82.00 -73.00-134.68   52
 51  \w    -92.00 -66.00   0.50    0.14    --  -86.00 -71.00-142.97   52
 52  \w    -76.00 -50.00   0.50    0.05    --  -70.00 -69.00-118.19   52
 53  \w    -82.00 -48.00   0.50    0.05    --  -66.00 -67.00 -59.87   68
 54  \w   -100.00 -74.00   0.50    0.14    --  -94.00 -69.00 -46.94   52
 55  \w   -159.00-114.00   0.50    0.14    --  -86.00 -70.00   1.14   90
 56  \w   -170.00 -88.00   0.50    0.14    -- -102.37 -66.00 -58.54  164
 57  \w    -84.00 -57.00   0.50    0.05    --  -74.00 -65.00-177.19   54
 58  \w   -159.00 -77.00   0.50    0.14    --  -94.00 -65.00  22.45  164
 59  \w    -84.00 -47.00   0.50    0.05    --  -66.00 -68.00  92.23   74
 60  \w    -83.00 -48.00   0.50    0.05    --  -66.00 -67.00 102.39   70
 61  \w    -75.00 -49.00   0.50    0.05    --  -66.00 -66.00 142.82   52
 62  \w   -160.00 -73.00   0.50    0.14    --  -90.00 -65.00  96.55  174
 63  \w   -147.00-121.00   0.50    0.14    --  -90.00 -64.00  86.06   52
 64  \w   -105.00 -72.00   0.50    0.14    --  -90.00 -64.00  86.06   66
 65  \w    -86.00 -60.00   0.50    0.14    --  -78.00 -64.00 -11.54   52
 66  \w   -110.00 -84.00   0.50    0.14    -- -102.37 -65.00  -5.13   52
 67  \w   -175.00-141.00   0.50    0.14    -- -102.37 -65.00  -5.13   68
 68  \w   -149.00-123.00   0.50    0.14    --  -90.00 -63.00-166.73   52
 69  \w   -104.00 -73.00   0.50    0.14    --  -90.00 -63.00-166.73   62
 70  \w    -92.00 -57.00   0.50    0.05    --  -74.00 -64.00-134.46   70
 71  \w   -167.00 -80.00   0.50    0.14    --  -94.00 -61.00-131.07  174
 72  \w   -158.00-122.00   0.50    0.14    --  -86.00 -61.00  55.60   72
 73  \w    -97.00 -70.00   0.50    0.14    --  -86.00 -61.00  55.60   54
 74  \w   -101.00 -74.00   0.50    0.14    --  -90.00 -59.00  43.82   54
 75  \w   -160.00-105.00   0.50    0.14    --  -90.00 -59.00  43.82  110
 76  \w   -104.00 -69.00   0.50    0.14    --  -86.00 -62.00  93.33   70
 77  \w    -86.00 -59.00   0.50    0.05    --  -74.00 -63.00 154.43   54
 78  \w    -76.00 -50.00   0.50    0.05    --  -66.00 -60.00 167.38   52
 79  \w   -160.00-108.00   0.50    0.14    --  -90.00 -46.00 175.23  104
 80  \w   -116.00 -84.00   0.50    0.14    --  -98.00 -54.00 -47.64   64
 81  \w   -108.00 -67.00   0.50    0.14    --  -82.00 -59.00-107.11   82
 82  \w   -166.00 -79.00   0.50    0.14    --  -94.00 -57.00-114.52  174
 83  \w   -117.00 -46.00   0.50    0.05    --  -45.98-168.00  11.00  142
 84  \w   -152.00 -46.00   0.50    0.14    -- -102.37-168.00  11.00  212
 85  \w   -175.00 -80.00   0.50    0.14    -- -102.37-115.00 155.00  190
 86  \w   -117.00 -31.00   0.50    0.05    --  -45.98 -57.00 120.00  172
 87  \w   -118.00 -23.00   0.50    0.05    --  -45.98 -77.00 -60.00  190
 88  \w   -118.00 -23.00   0.50    0.05    --  -45.98 -77.00-150.00  190
 89  \w   -119.00 -33.00   0.50    0.05    --  -45.98 -37.00 -60.00  172
 90  \w   -120.00 -33.00   0.50    0.05    --  -45.98 -19.00 -30.00  174
 91  \w    -69.00 -38.00   0.50    0.14    -- -102.37  61.00 -90.00   62
 92  \w    -98.00 -32.00   0.50    0.14    -- -102.37 125.00-180.00  132
 93  \w    -72.00 -30.00   0.50    0.14    -- -102.37  61.00  30.00   84
 94  \w    -70.00 -32.00   0.50    0.14    -- -102.37  61.00  90.00   76
 95  \w   -120.00 -34.00   0.50    0.05    --  -45.98 168.00  29.00  172
 96  \w   -107.00 -75.00   0.50    0.14    -- -102.37 108.00 153.99   64
 97  \w    -65.00 -31.00   0.50    0.14    -- -102.37 108.00 153.99   68
 98  \w   -141.00 -34.00   0.50    0.14    -- -102.37 168.00  29.00  214
 99  \w   -108.00 -30.00   0.50    0.14    -- -102.37 115.00-114.00  156
100  \w    -89.00  -6.00   0.50    0.05    --  -45.98 115.00-114.00  166
;
_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      0.0384910000
_diffrn_orient_matrix_UB_12      -0.0207748000
_diffrn_orient_matrix_UB_13      0.1128758000
_diffrn_orient_matrix_UB_21      -0.2218133000
_diffrn_orient_matrix_UB_22      0.1169808000
_diffrn_orient_matrix_UB_23      0.0422073000
_diffrn_orient_matrix_UB_31      -0.1093196000
_diffrn_orient_matrix_UB_32      -0.1453904000
_diffrn_orient_matrix_UB_33      0.0203185000
_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  0.0500
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.998
_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       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24085
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.845
_diffrn_reflns_theta_min         3.506
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    21.227
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.516
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
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            'clear light yellow'
_exptl_crystal_density_diffrn    2.514
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_recrystallization_method
'grown from the slow evaporation of acetone from an acetone and water solution'
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.125
_refine_diff_density_min         -1.781
_refine_diff_density_rms         0.163
_refine_ls_extinction_coef       0.00077(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2669
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0278
_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^)+(0.0378P)^2^+3.0325P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0727
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2643
_reflns_number_total             2669
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01745a2.cif
_cod_data_source_block           mxm545rm
_cod_database_code               7719880
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C10 H7 O3 N5 Br Re'
_chemical_oxdiff_usercomment     'Lee Cameron'
_shelx_estimated_absorpt_t_max   0.568
_shelx_estimated_absorpt_t_min   0.123
_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:
 C7(H7), C10(H10), C8(H8), C9(H9)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_shelx_res_checksum              68992
_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 1.783
_oxdiff_exptl_absorpt_empirical_full_min 0.743