Development of tethered dual catalysts: synergy between photo- and transition metal catalysts for enhanced catalysis.
Wang, Danfeng; Malmberg, Robert; Pernik, Indrek; Prasad, Shyamal K. K.; Roemer, Max; Venkatesan, Koushik; Schmidt, Timothy W.; Keaveney, Sinead T.; Messerle, Barbara A.; Chemical science 11 (2020) 6256–6267; doi:10.1039/d0sc02703k

data_1558256
_publ_section_title
;
 Development of tethered dual catalysts: synergy between photo- and
 transition metal catalysts for enhanced catalysis.
;
_journal_issue                   24
_journal_name_full               'Chemical science'
_journal_page_first              6256
_journal_page_last               6267
_journal_paper_doi               10.1039/d0sc02703k
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety
'C28 H25 B F2 Ir N6 O2, C32 H12 B F24, 0.25(C5 H11), 0.25(C2.5 H1.5)'
_chemical_formula_sum            'C61.88 H40.12 B2 F26 Ir N6 O2'
_chemical_formula_weight         1607.44
_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
_audit_creation_date             2019-09-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-23 deposited with the CCDC.	2020-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                93.733(4)
_cell_angle_beta                 105.248(4)
_cell_angle_gamma                113.314(3)
_cell_formula_units_Z            4
_cell_length_a                   18.4114(15)
_cell_length_b                   18.6821(19)
_cell_length_c                   22.004(2)
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.470
_cell_measurement_theta_min      2.262
_cell_volume                     6582.5(11)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      99.69
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1219
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            445914
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.619
_diffrn_reflns_theta_min         2.217
_exptl_absorpt_coefficient_mu    2.149
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1440 before and 0.0825 after correction. The Ratio of minimum to maximum transmission is 0.8303. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'yellowish orange'
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_description       plate
_exptl_crystal_F_000             3162
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.032
_refine_diff_density_max         6.499
_refine_diff_density_min         -3.699
_refine_diff_density_rms         0.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1785
_refine_ls_number_reflns         30329
_refine_ls_number_restraints     305
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0526
_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^)+(0.0575P)^2^+41.7742P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1432
_reflns_Friedel_coverage         0.000
_reflns_number_gt                23283
_reflns_number_total             30329
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc02703k2.cif
_cod_data_source_block           macquarie_19nov18_0m_a
_cod_depositor_comments
;Adding full bibliography for 1558253--1558256.cif.

 Adding full bibliography for 1558253--1558256.cif.
;
_cod_original_cell_volume        6582.4(11)
_cod_database_code               1558256
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.934
_shelx_estimated_absorpt_t_min   0.714
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C8-C10 = C8-C7 = C7-C5 = C9-C5
 1.5 with sigma of 0.02
 C4-C0AA = C4-C1AA = C3-C1AA = C3-C0AA
 1.5 with sigma of 0.02
 F1D-C17D \\sim F1E-C17D
 with sigma of 0.02
 F2D-C17D \\sim F2E-C17D
 with sigma of 0.02
 F3D-C17D \\sim F3E-C17D
 with sigma of 0.02
 F7C-C27C \\sim F0AA-C27C
 with sigma of 0.02
 F8C-C27C \\sim F2AA-C27C
 with sigma of 0.02
 F9C-C27C \\sim F1AA-C27C
 with sigma of 0.02
 F16D-C2 \\sim F16E-C2
 with sigma of 0.02
 F17D-C2 \\sim F17E-C2
 with sigma of 0.02
 F18D-C2 \\sim F18E-C2
 with sigma of 0.02
 F13C-C37C \\sim F5AA-C37C
 with sigma of 0.02
 F14C-C37C \\sim F3AA-C37C
 with sigma of 0.02
 F15C-C37C \\sim F4AA-C37C
 with sigma of 0.02
 F19D-C47D \\sim F19E-C47D
 with sigma of 0.02
 F20D-C47D \\sim F20E-C47D
 with sigma of 0.02
 F21D-C47D \\sim F21E-C47D
 with sigma of 0.02
 F1D-C17D \\sim F9AA-C17D
 with sigma of 0.02
 F2D-C17D \\sim F1BA-C17D
 with sigma of 0.02
 F3D-C17D \\sim F0BA-C17D
 with sigma of 0.02
 F1D-F2D \\sim F1D-F3D \\sim F2D-F3D \\sim F2E-F3E \\sim F2E-F0BA \\sim
F1E-F9AA \\sim F1E-F1BA \\sim F3E-
 F0BA \\sim F9AA-F1BA
 with sigma of 0.04
 C17D-F1D \\sim C17D-F2D \\sim C17D-F3D \\sim C17D-C13D \\sim C17D-F2E \\sim
C17D-F1E \\sim C17D-F3E ~
 C17D-F9AA \\sim C17D-F0BA \\sim C17D-F1BA
 with sigma of 0.02
 F16D-F18D \\sim F16D-F17E \\sim F17D-F18E \\sim F17D-F16E \\sim F18E-F16E
 with sigma of 0.04
 C2-F16D \\sim C2-F17D \\sim C2-F18D \\sim C2-C35D \\sim C2-F17E \\sim C2-F18E
\\sim C2-F16E
 with sigma of 0.02
 C10-C7 \\sim C8-C5
 with sigma of 0.02
 C7-C9 \\sim C5-C8
 with sigma of 0.02
 F17D-F16E \\sim F18D-F17E
 with sigma of 0.02
 F18E-F16E \\sim F17E-F16D
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F16D) = Uanis(F17D) = Uanis(F18D) = Uanis(C2) = Uanis(F17E) = Uanis(F18E)
= Uanis(F16E)
Uanis(F13C) = Uanis(F15C) = Uanis(C37C) = Uanis(F3AA) = Uanis(F4AA) =
Uanis(F5AA) = Uanis(F14C)
Uanis(F1D) = Uanis(F2D) = Uanis(F3D) = Uanis(C17D) = Uanis(F2E) = Uanis(F1E) =
Uanis(F3E) = Uanis(F9AA) = Uanis(F0BA) = Uanis(F1BA)
Uanis(F3) = Uanis(F2) = Uanis(F1) = Uanis(C18D)
Uanis(F15C) = Uanis(F4AA) = Uanis(F3AA) = Uanis(C37C) = Uanis(F14C) =
Uanis(F5AA) = Uanis(F13C)
Uanis(F7C) = Uanis(F8C) = Uanis(F9C) = Uanis(C27C) = Uanis(F0AA) = Uanis(F1AA)
= Uanis(F2AA)
Uanis(F19D) = Uanis(F20D) = Uanis(F21D) = Uanis(C47D) = Uanis(F20E) =
Uanis(F21E) = Uanis(F19E)
4. Rigid body (RIGU) restrains
 F2E, F2D, F1E, F0BA, F1D, F1BA, F3E, F3D, F9AA, C17D
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F6AA, F8AA, F7AA, C47C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F7AA, F8AA, F6AA, C47C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F5AA, F13C, F4AA, F15C, F3AA, F14C, C37C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F20E, F20D, F19E, F19D, F21E, F21D, C47D
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F6AA, F7AA, F8AA, C47C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F18E, F18D, F17D, F16E, F16D, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F0AA)=Sof(F1AA)=Sof(F2AA)=1-FVAR(1)
 Sof(F7C)=Sof(F8C)=Sof(F9C)=FVAR(1)
 Sof(F3AA)=Sof(F4AA)=Sof(F5AA)=1-FVAR(2)
 Sof(F13C)=Sof(F14C)=Sof(F15C)=FVAR(2)
 Sof(F20E)=Sof(F21E)=Sof(F19E)=1-FVAR(3)
 Sof(F19D)=Sof(F20D)=Sof(F21D)=FVAR(3)
 Fixed Sof: F1D(0.5) F2D(0.5) F3D(0.5) F16D(0.6) F17D(0.4) F18D(0.6) F2E(0.3)
 F1E(0.2) F3E(0.3) F17E(0.6) F18E(0.4) F16E(0.4) F9AA(0.2) F0BA(0.3) F1BA(0.2)
 C5(0.5) H5C(0.5) H5D(0.5) C7(0.5) H7C(0.5) H7D(0.5) C8(0.5) H8(0.5) C9(0.5)
 H9C(0.5) H9D(0.5) H9E(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5) C3(0.25)
 C4(0.5) H4C(0.25) H4D(0.25) H4E(0.25) C0AA(0.25) C1AA(0.25)
6.a Ternary CH refined with riding coordinates:
 C9B(H9B), C9A(H9A)
6.b Secondary CH2 refined with riding coordinates:
 C5(H5C,H5D), C7(H7C,H7D)
6.c Aromatic/amide H refined with riding coordinates:
 C3B(H3B), C4B(H4B), C5B(H5B), C6B(H6B), C7B(H7B), C8B(H8B), C11B(H11B),
 C12B(H12B), C14B(H14B), C15B(H15B), C19B(H19B), C22B(H22B), C3A(H3A), C4A(H4A),
  C5A(H5A), C6A(H6A), C7A(H7A), C8A(H8A), C11A(H11A), C12A(H12A), C14A(H14A),
 C15A(H15A), C19A(H19A), C22A(H22A), C12C(H12C), C14C(H14C), C16C(H16C),
 C22C(H22C), C24C(H24C), C26C(H26C), C32C(H32C), C34C(H34C), C36C(H36C),
 C42C(H42C), C44C(H44C), C46C(H46C), C12D(H12D), C14D(H14D), C16D(H16D),
 C22D(H22D), C24D(H24D), C26D(H26D), C32D(H32D), C34D(H34D), C36D(H36D),
 C42D(H42D), C44D(H44D), C46D(H46D), C8(H8)
6.d Idealised Me refined as rotating group:
 C25B(H25A,H25B,H25C), C26B(H26A,H26B,H26E), C27B(H27A,H27B,H27C), C28B(H28A,
 H28B,H28C), C25A(H25D,H25E,H25F), C26A(H26F,H26G,H26H), C27A(H27D,H27E,H27F),
 C28A(H28D,H28E,H28F), C9(H9C,H9D,H9E), C10(H10A,H10B,H10C), C4(H4C,H4D,H4E)
;
_shelx_res_checksum              19427
_olex2_submission_special_instructions 'No special instructions were received'