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_7719882
_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         'C33 H25 Ir N7, F6 P'
_chemical_formula_sum            'C33 H25 F6 Ir N7 P'
_chemical_formula_weight         856.77
_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   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2dlrd5
_audit_creation_date             2022-11-28
_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                90
_cell_angle_beta                 109.5770(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.39052(9)
_cell_length_b                   34.3744(4)
_cell_length_c                   11.32559(12)
_cell_measurement_reflns_used    37341
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      74.9560
_cell_measurement_theta_min      2.5620
_cell_volume                     3077.69(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(3)
_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 0.979
_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     68.00 118.00   0.50    0.05    --   46.38 134.00 116.00  100
  2  \w     97.00 122.00   0.50    0.05    --  102.22 134.00 116.00   50
  3  \w     66.00 118.00   0.50    0.05    --   46.38 136.00 -64.00  104
  4  \w     74.00 119.00   0.50    0.05    --  102.22 125.00 -30.00   90
  5  \w     66.00 175.00   0.50    0.05    --  102.22 136.00 -64.00  218
  6  \w    126.00 173.00   0.50    0.05    --  102.22 125.00 -30.00   94
  7  \w     70.00 105.00   0.50    0.05    --  102.22 -94.00  60.00   70
  8  \w     30.00 118.00   0.50    0.05    --  102.22-134.00  49.00  176
  9  \w     18.00  99.00   0.50    0.05    --   46.38-134.00  49.00  162
 10  \w     63.00 108.00   0.50    0.05    --  102.22-110.00 -60.51   90
 11  \w     30.00 120.00   0.50    0.05    --  102.22-136.00-129.00  180
 12  \w     19.00 100.00   0.50    0.05    --   46.38-136.00-129.00  162
 13  \w     35.00 108.00   0.50    0.05    --  102.22-108.00  58.47  146
 14  \w     32.00  61.00   0.50    0.05    --  102.22 -77.00  60.00   58
 15  \w     66.00  99.00   0.50    0.05    --  102.22 -77.00  60.00   66
 16  \w     37.00  62.00   0.50    0.05    --  102.22 -61.00 120.00   50
 17  \w     31.00  64.00   0.50    0.05    --  102.22 -61.00  90.00   66
 18  \w     32.00  65.00   0.50    0.05    --  102.22 -77.00  30.00   66
 19  \w     55.00  81.00   0.50    0.05    --  102.22 -77.00   0.00   52
 20  \w    -28.00  26.00   0.50    0.05    --   46.38 -19.00  30.00  108
 21  \w     35.00  71.00   0.50    0.05    --  102.22 -61.00 -90.00   72
 22  \w     43.00  69.00   0.50    0.05    --  102.22 -61.00-150.00   52
 23  \w   -100.00 -19.00   0.50    0.05    --  -46.38 136.00 -64.00  162
 24  \w   -120.00 -29.00   0.50    0.05    -- -102.22 136.00 -64.00  182
 25  \w    -99.00 -18.00   0.50    0.05    --  -46.38 134.00 116.00  162
 26  \w   -118.00 -29.00   0.50    0.05    -- -102.22 134.00 116.00  178
 27  \w   -112.00 -29.00   0.50    0.05    -- -102.22 125.00 -90.00  166
 28  \w   -106.00 -56.00   0.50    0.05    -- -102.22 107.00 -82.02  100
 29  \w    -71.00 -29.00   0.50    0.05    -- -102.22  61.00  90.00   84
 30  \w    -57.00 -32.00   0.50    0.05    -- -102.22  61.00 150.00   50
 31  \w    -67.00 -32.00   0.50    0.05    -- -102.22  61.00 -60.00   70
 32  \w    -64.00 -31.00   0.50    0.05    -- -102.22  61.00 -90.00   66
 33  \w    -26.00  29.00   0.50    0.05    --  -46.38  19.00  90.00  110
 34  \w    -26.00  29.00   0.50    0.05    --  -46.38  19.00 -90.00  110
 35  \w   -118.00 -24.00   0.50    0.05    --  -46.38 -77.00 150.00  188
 36  \w   -174.00 -94.00   0.50    0.05    -- -102.22 -60.00  59.67  160
 37  \w   -175.00 -86.00   0.50    0.05    -- -102.22 -59.00 -99.43  178
 38  \w   -174.00 -97.00   0.50    0.05    -- -102.22 -52.00-136.91  154
 39  \w   -174.00 -89.00   0.50    0.05    -- -102.22 -51.00 -49.26  170
 40  \w   -173.00 -90.00   0.50    0.05    -- -102.22 -44.00 121.94  166
 41  \w   -175.00 -68.00   0.50    0.05    -- -102.22-134.00  49.00  214
 42  \w   -175.00 -66.00   0.50    0.05    -- -102.22-136.00-129.00  218
 43  \w   -118.00 -66.00   0.50    0.05    --  -46.38-136.00-129.00  104
 44  \w   -118.00 -68.00   0.50    0.05    --  -46.38-134.00  49.00  100
 45  \w   -118.00 -73.00   0.50    0.05    --  -46.38-125.00-120.00   90
 46  \w   -118.00 -73.00   0.50    0.05    --  -46.38-125.00-180.00   90
;
_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      -0.1618748000
_diffrn_orient_matrix_UB_12      -0.0057309000
_diffrn_orient_matrix_UB_13      -0.1138782000
_diffrn_orient_matrix_UB_21      0.0199662000
_diffrn_orient_matrix_UB_22      -0.0444587000
_diffrn_orient_matrix_UB_23      0.0151598000
_diffrn_orient_matrix_UB_31      -0.1068197000
_diffrn_orient_matrix_UB_32      0.0004099000
_diffrn_orient_matrix_UB_33      0.0872406000
_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  0.0825
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            57719
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.453
_diffrn_reflns_theta_min         2.571
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.548
_exptl_absorpt_correction_T_max  0.518
_exptl_absorpt_correction_T_min  0.095
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.103a (Rigaku Oxford Diffraction, 2021)
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 orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.849
_exptl_crystal_description       block
_exptl_crystal_F_000             1672
_exptl_crystal_recrystallization_method
'grown from the slow evaporation of acetone from an acetone and water solution'
_exptl_crystal_size_max          0.267
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.184
_refine_diff_density_max         1.255
_refine_diff_density_min         -1.213
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.207
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         6259
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.207
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0384
_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^)+(0.0278P)^2^+10.7695P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0941
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6149
_reflns_number_total             6259
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01745a2.cif
_cod_data_source_block           mxm548rm
_cod_original_cell_volume        3077.68(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7719882
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C33 H25 F6 Ir1 N7 P1'
_chemical_oxdiff_usercomment     'Lee for Max/Mark'
_shelx_estimated_absorpt_t_max   0.273
_shelx_estimated_absorpt_t_min   0.185
_reflns_odcompleteness_completeness 99.95
_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:
 C23(H23), C24(H24), C4(H4), C10(H10), C12(H12), C32(H32), C29(H29), C18(H18),
 C25(H25), C5(H5), C7(H7), C26(H26), C30(H30), C13(H13), C8(H8), C9(H9),
 C31(H31), C15(H15), C21(H21), C19(H19), C20(H20), C14(H14)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_shelx_res_checksum              39427
_olex2_date_sample_data_collection 2021-03-19
_olex2_exptl_crystal_mounting_method 'mounted on a glass fibre with 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 1.896
_oxdiff_exptl_absorpt_empirical_full_min 0.697