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_7714141
_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         'C61 H41 Ir N4 O6 S2'
_chemical_formula_sum            'C61 H41 Ir N4 O6 S2'
_chemical_formula_weight         1182.30
_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_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                115.4936(19)
_cell_angle_beta                 104.484(2)
_cell_angle_gamma                100.722(2)
_cell_formula_units_Z            2
_cell_length_a                   12.7102(7)
_cell_length_b                   14.9577(8)
_cell_length_c                   15.6155(8)
_cell_measurement_reflns_used    4579
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.859
_cell_measurement_theta_min      2.579
_cell_volume                     2443.6(2)
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_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  0.0513
_diffrn_reflns_av_unetI/netI     0.0855
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20708
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_min         2.330
_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
_exptl_absorpt_coefficient_mu    2.878
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1022 before and 0.0470 after correction.
The Ratio of minimum to maximum transmission is 0.8716.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_description       needle
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.174
_refine_diff_density_min         -1.128
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     695
_refine_ls_number_reflns         10066
_refine_ls_number_restraints     211
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0443
_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^)+(0.0332P)^2^+0.6876P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0899
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8079
_reflns_number_total             10066
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt02789a2.cif
_cod_data_source_block           a
_cod_database_code               7714141
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.972
_shelx_estimated_absorpt_t_min   0.597
_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. Restrained distances
 N4-C45B \\sim N4-C31
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C45B \\sim C50B \\sim C49B \\sim C48B \\sim C47B \\sim C46B \\sim C33 \\sim C32
\\sim C31 \\sim C36 \\sim C35 \\sim C34: within 2A with sigma of 0.025 and
sigma for terminal atoms of 0.05 within 2A
Uanis(O4) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C32) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C61) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C86) = Uanis(C50) = Uanis(C82) = Uanis(C83)
Uanis(C31) = Uanis(C36) = Uanis(C35) = Uanis(C34) = Uanis(C33) = Uanis(C32)
Uanis(C45B) = Uanis(C46B) = Uanis(C47B) = Uanis(C48B) = Uanis(C49B) =
Uanis(C50B)
4. Others
 Fixed Sof: C45B(0.5) C50B(0.5) H50B(0.5) C49B(0.5) H49B(0.5) C48B(0.5)
 H48B(0.5) C47B(0.5) H47B(0.5) C46B(0.5) H46B(0.5) C50(0.6) C86(0.4) H86(0.4)
 C85(0.4) C84(0.4) H84(0.4) C83(0.4) H83(0.4) C82(0.4) H82(0.4) C62(0.4)
 C49(0.6) H49(0.6) C45(0.6) C46(0.6) H46(0.6) C47(0.6) H47(0.6) C48(0.6)
 H48(0.6) O1(0.6) O2(0.6) C44(0.6) C43(0.6) H43A(0.6) H43B(0.6) H43C(0.6)
 O7(0.4) O8(0.4) C87(0.4) C63(0.4) H63A(0.4) H63B(0.4) H63C(0.4) C33(0.5)
 H33(0.5) C32(0.5) H32(0.5) C31(0.5) C36(0.5) H36(0.5) C35(0.5) H35(0.5)
 C34(0.5) H34(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C20(H20), C19(H19), C18(H18), C17(H17),
 C15(H15), C14(H14), C13(H13), C12(H12), C11(H11), C24(H24), C25(H25), C26(H26),
  C27(H27), C41(H41), C40(H40), C39(H39), C38(H38), C50B(H50B), C49B(H49B),
 C48B(H48B), C47B(H47B), C46B(H46B), C52(H52), C55(H55), C56(H56), C58(H58),
 C57(H57), C86(H86), C84(H84), C83(H83), C82(H82), C49(H49), C46(H46), C47(H47),
  C48(H48), C33(H33), C32(H32), C36(H36), C35(H35), C34(H34)
5.b Fitted hexagon refined as free rotating group:
 C45B(C50B,C49B,C48B,C47B,C46B), C86(C85,C84,C83,C82,C62), C33(C32,C31,C36,C35,
 C34)
5.c Idealised Me refined as rotating group:
 C61(H61A,H61B,H61C), C43(H43A,H43B,H43C), C63(H63A,H63B,H63C)
;
_shelx_res_checksum              13998
_olex2_submission_special_instructions 'No special instructions were received'