Tailoring the π-system of benzimidazole ligands towards stable light-harvesting cyclometalated iridium(III) complexes
Tatarin, Sergei V.; Smirnov, Daniil E.; Taydakov, Ilya V.; Metlin, Mikhail T.; Emets, Victor; Bezzubov, Stanislav; Dalton Transactions  (2023) –; doi:10.1039/D3DT00200D

data_7712826
_publ_section_title
;
 Tailoring the \p-system of benzimidazole ligands towards stable
 light-harvesting cyclometalated iridium(III) complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00200D
_journal_year                    2023
_chemical_formula_moiety         'C92 H60 Cl2 Ir2 N8, 1.67(C H2 Cl2)'
_chemical_formula_sum            'C93.67 H63.34 Cl5.34 Ir2 N8'
_chemical_formula_weight         1874.60
_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             2022-12-22
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2022-12-23 deposited with the CCDC.	2023-04-19 downloaded from the CCDC.
;
_cell_angle_alpha                92.839(3)
_cell_angle_beta                 102.348(3)
_cell_angle_gamma                97.433(3)
_cell_formula_units_Z            4
_cell_length_a                   15.3068(14)
_cell_length_b                   20.1424(17)
_cell_length_c                   26.750(2)
_cell_measurement_reflns_used    9670
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.38
_cell_volume                     7963.5(12)
_computing_cell_refinement       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT v8.38A (Bruker AXS, 2016)'
_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      100.0
_diffrn_detector                 'Bruker PHOTON III CMOS'
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'CMOS sensor'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            176159
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.500
_diffrn_reflns_theta_min         1.829
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS microsource'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.571
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0880 before and 0.0535 after correction.
The Ratio of minimum to maximum transmission is 0.8470.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_description       plate
_exptl_crystal_F_000             3705
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.315
_refine_diff_density_min         -2.246
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1975
_refine_ls_number_reflns         32981
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0195P)^2^+39.5917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0774
_reflns_Friedel_coverage         0.000
_reflns_number_gt                28479
_reflns_number_total             32981
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt00200d2.cif
_cod_data_source_block           st233
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_cell_volume        7963.4(12)
_cod_database_code               7712826
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.900
_shelx_estimated_absorpt_t_min   0.566
_computing.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C47) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(ClA) = Uanis(Cl6)
3. Others
 Fixed Sof: Cl7(0.63) Cl3(0.63) Cl6(0.9) Cl5(0.81) Cl4(0.81) C065(0.9)
 H06E(0.9) H06F(0.9) C068(0.63) H06C(0.63) H06D(0.63) ClA(0.9) C47(0.81)
 H47A(0.81) H47B(0.81)
4.a Secondary CH2 refined with riding coordinates:
 C063(H06A,H06B), C065(H06E,H06F), C068(H06C,H06D), C47(H47A,H47B)
4.b Aromatic/amide H refined with riding coordinates:
 C014(H014), C016(H016), C01D(H01D), C01L(H01L), C01M(H01M), C01O(H01O),
 C01R(H01R), C01U(H01U), C021(H021), C023(H023), C025(H025), C026(H026),
 C19(H19), C028(H028), C02D(H02D), C02G(H02G), C02J(H02J), C02K(H02K), C27(H27),
  C02N(H02N), C13(H13), C02P(H02P), C02Q(H02Q), C42(H42), C25(H25), C14(H14),
 C16(H16), C031(H031), C30(H30), C034(H034), C037(H037), C038(H038), C039(H039),
  C03C(H03C), C17(H17), C44(H44), C45(H45), C28(H28), C03H(H03H), C2(H2),
 C03K(H03K), C03L(H03L), C03M(H03M), C03N(H03N), C03O(H03O), C03P(H03P),
 C03Q(H03Q), C03R(H03R), C03S(H03S), C03T(H03T), C03U(H03U), C43(H43),
 C03X(H03X), C9(H9), C22(H22), C040(H040), C041(H041), C20(H20), C36(H36),
 C29(H29), C046(H046), C32(H32), C048(H048), C049(H049), C04B(H04B), C04E(H04E),
  C04F(H04F), C04G(H04G), C04H(H04H), C37(H37), C15(H15), C04N(H04N),
 C04P(H04P), C04Q(H04Q), C21(H21), C04S(H04S), C04T(H04T), C04U(H04U),
 C04V(H04V), C04W(H04W), C04X(H04X), C04Y(H04Y), C04Z(H04Z), C050(H050),
 C051(H051), C052(H052), C053(H053), C054(H054), C40(H40), C056(H056),
 C057(H057), C058(H058), C059(H059), C05A(H05A), C05D(H05D), C7(H7), C05F(H05F),
  C05G(H05G), C05H(H05H), C05I(H05I), C05J(H05J), C05K(H05K), C38(H38),
 C05M(H05M), C4(H4), C5(H5), C05P(H05P), C05Q(H05Q), C05R(H05R), C05S(H05S),
 C05T(H05T), C05U(H05U), C05V(H05V), C39(H39), C05X(H05X), C05Y(H05Y),
 C05Z(H05Z), C6(H6), C061(H061), C062(H062)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              30691
_shelx_hkl_checksum              65359
_shelx_fab_checksum              38271
_olex2_submission_special_instructions 'No special instructions were received'