Rational design of efficient photosensitizers based on cyclometalated iridium(III) complexes with 2-arylbenzimidazole and aromatic 1,3-diketone ligands
Tatarin, Sergei V.; Meshcheriakova, Elizaveta A.; Kozyukhin, Sergey; Emets, Victor; Bezzubov, Stanislav; Dalton Transactions  (2023) –; doi:10.1039/D3DT02789A

data_7714139
_publ_section_title
;
 Rational design of efficient photosensitizers based on cyclometalated
 iridium(III) complexes with 2-arylbenzimidazole and aromatic 1,3-diketone
 ligands
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02789A
_journal_year                    2023
_chemical_formula_moiety
'0.5(C52 H37 Ir N6 O6), 0.5(C52 H38 Ir N6 O6), 0.5(C F3 O3 S)'
_chemical_formula_sum            'C52.5 H37.5 F1.5 Ir N6 O7.5 S0.5'
_chemical_formula_weight         1109.11
_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   mixed
_audit_creation_date             2023-08-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-08-27 deposited with the CCDC.	2023-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                69.915(3)
_cell_angle_beta                 80.152(3)
_cell_angle_gamma                72.408(4)
_cell_formula_units_Z            4
_cell_length_a                   15.1677(14)
_cell_length_b                   17.1131(17)
_cell_length_c                   20.8414(18)
_cell_measurement_reflns_used    9207
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      27.12
_cell_measurement_theta_min      2.21
_cell_volume                     4829.4(8)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.1022
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            40627
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.049
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_min         1.914
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_type              'fine-focus sealed X-ray tube'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.852
_exptl_absorpt_correction_T_max  0.6941
_exptl_absorpt_correction_T_min  0.5382
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1412 before and 0.0518 after correction.
The Ratio of minimum to maximum transmission is 0.7754.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_description       plate
_exptl_crystal_F_000             2212
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.844
_refine_diff_density_min         -1.481
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1280
_refine_ls_number_reflns         16928
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0557
_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^)+(0.0549P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1283
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11224
_reflns_number_total             16928
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt02789a2.cif
_cod_data_source_block           me4
_cod_original_formula_sum        'C52.50 H37.50 F1.50 Ir N6 O7.50 S0.50'
_cod_database_code               7714139
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.945
_shelx_estimated_absorpt_t_min   0.726
_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, All O(H) groups
2. Restrained distances
 O01G-C55 = O01G-C56
 1.44 with sigma of 0.02
 O1-C5 = O1-C0 = O1-C53
 1.44 with sigma of 0.02
 O1-C0 \\sim O1-C5
 with sigma of 0.02
 S003-O8 \\sim S003-O03Q \\sim S003-O038
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C03M) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F03R) \\sim Ueq, Uanis(F03J) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(O038)
\\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C25) = Uanis(C54)
Uanis(O1) = Uanis(C5) = Uanis(C0)
4. Others
 Fixed Sof: O2(0.5) C25(0.5) H25A(0.5) H25B(0.5) H25C(0.5) C0(0.4) H0A(0.4)
 H0B(0.4) H0C(0.4) C56(0.5) H56A(0.5) H56B(0.5) H56C(0.5) C55(0.5) H55A(0.5)
 H55B(0.5) H55C(0.5) C54(0.5) H54A(0.5) H54B(0.5) H54C(0.5) O7(0.5) C5(0.4)
 H5A(0.4) H5B(0.4) H5C(0.4) C53(0.2) H53A(0.2) H53B(0.2) H53C(0.2)
5.a Riding coordinates:
 O00C(H00C)
5.b Aromatic/amide H refined with riding coordinates:
 C45(H45), C00R(H00R), C00T(H00T), C44(H44), C010(H010), C39(H39), C014(H014),
 C018(H018), C019(H019), C01C(H01C), C01E(H01E), C49(H49), C01O(H01O),
 C01R(H01R), C50(H50), C2(H2), C01W(H01W), C3(H3), C22(H22), C43(H43), C48(H48),
  C024(H024), C026(H026), C027(H027), C02B(H02B), C02D(H02D), C02F(H02F),
 C02H(H02H), C30(H30), C02J(H02J), C17(H17), C02L(H02L), C26(H26), C02N(H02N),
 C19(H19), C02R(H02R), C02S(H02S), C02T(H02T), C02U(H02U), C14(H14), C18(H18),
 C030(H030), C23(H23), C10(H10), C034(H034), C31(H31), C036(H036), C37(H37),
 C039(H039), C6(H6), C03B(H03B), C38(H38), C12(H12), C13(H13), C36(H36),
 C16(H16), C11(H11), C34(H34), C33(H33), C32(H32)
5.c Idealised Me refined as rotating group:
 C03L(H03A,H03C,H03D), C25(H25A,H25B,H25C), C0(H0A,H0B,H0C), C56(H56A,H56B,
 H56C), C55(H55A,H55B,H55C), C54(H54A,H54B,H54C), C5(H5A,H5B,H5C), C53(H53A,
 H53B,H53C)
5.d Idealised tetrahedral OH refined as rotating group:
 O00A(H00A), O5(H5)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              69144
_shelx_fab_checksum              18260
_olex2_submission_special_instructions 'No special instructions were received'