Synthesis, Diastereomer Separation, and Optoelectronic and Structural Properties of Dinuclear Cyclometalated Iridium(III) Complexes with Bridging Diarylhydrazide Ligands
Congrave, Daniel G.; Hsu, Yu-ting; Batsanov, Andrei S.; Beeby, Andrew; Bryce, Martin R.; Organometallics 36 (2017) 981–; doi:10.1021/acs.organomet.6b00887

data_4089195
_publ_section_title
;
 Synthesis, Diastereomer Separation, and Optoelectronic and Structural
 Properties of Dinuclear Cyclometalated Iridium(III) Complexes with
 Bridging Diarylhydrazide Ligands
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              981
_journal_paper_doi               10.1021/acs.organomet.6b00887
_journal_volume                  36
_journal_year                    2017
_chemical_formula_moiety         'C70 H62 F4 Ir2 N6 O6, 4(C H2 Cl2)'
_chemical_formula_sum            'C74 H70 Cl8 F4 Ir2 N6 O6'
_chemical_formula_weight         1883.36
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-05-04
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                103.492(4)
_cell_angle_beta                 97.036(4)
_cell_angle_gamma                109.631(4)
_cell_formula_units_Z            1
_cell_length_a                   11.8400(13)
_cell_length_b                   13.0849(14)
_cell_length_c                   13.3891(15)
_cell_measurement_reflns_used    9743
_cell_measurement_temperature    120
_cell_measurement_theta_max      34.967
_cell_measurement_theta_min      2.63
_cell_volume                     1853.6(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement
'SHELXL 2014/7 multi-CPU version (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS 2013/1 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_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  0.0522
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33672
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.996
_diffrn_reflns_theta_min         2.512
_diffrn_source                   'I\mS microsource'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.940
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.2915
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1049 before and 0.0741 after correction.
The Ratio of minimum to maximum transmission is 0.2915.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_description       block
_exptl_crystal_F_000             930
_exptl_crystal_size_max          0.369
_exptl_crystal_size_mid          0.357
_exptl_crystal_size_min          0.346
_refine_diff_density_max         3.903
_refine_diff_density_min         -2.438
_refine_diff_density_rms         0.168
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         10559
_refine_ls_number_restraints     532
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0498
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+13.6360P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1087
_refine_ls_wR_factor_ref         0.1227
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8678
_reflns_number_total             10559
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00887_si_002.cif
_cod_data_source_block           15a-DCM
_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/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4089195
_computing.bruker_data_scaling   'SADABS V2014/4 (Bruker AXS Inc.)'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl2B-C36 \\sim Cl2B-C36
 with sigma of 0.02
 Cl3B-C37B \\sim Cl4B-C37B \\sim Cl3A-C37A \\sim Cl4A-C37A
 with sigma of 0.02
 N2B-C12B \\sim N2A-C12A
 with sigma of 0.02
 N2B-C8B \\sim N2A-C8A
 with sigma of 0.02
 C10A-C11A \\sim C10B-C11B
 with sigma of 0.02
 C8B-C7B \\sim C8A-C7A
 with sigma of 0.02
 C10B-C11B \\sim C10A-C11A
 with sigma of 0.02
 C9B-C10B \\sim C10A-C9A
 with sigma of 0.02
 IrB-O1B \\sim IrA-O1A
 with sigma of 0.02
 Cl2B-C36 \\sim Cl2A-C36
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Cl2A) = Uanis(Cl2B)
Uanis(IrB) = Uanis(IrA)
Uanis(N2B) = Uanis(N2A)
Uanis(C12B) = Uanis(C12A)
Uanis(C11B) = Uanis(C11A)
Uanis(C10B) = Uanis(C10A)
Uanis(C8B) = Uanis(C8A)
Uanis(C7B) = Uanis(C7A)
Uanis(F1A) = Uanis(F1B)
Uanis(C5A) = Uanis(C5B)
Uanis(C4A) = Uanis(C4B)
Uanis(O2A) = Uanis(O2B)
Uanis(C13A) = Uanis(C13B)
Uanis(C3A) = Uanis(C3B)
Uanis(C2A) = Uanis(C2B)
Uanis(C9B) = Uanis(C9A)
Uiso(O1B) = Uiso(O1A)
Uanis(C6A) = Uanis(C6B)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(IrB)=Sof(F1B)=Sof(O1B)=Sof(O2B)=Sof(N2B)=Sof(C2B)=Sof(C3B)=Sof(H3B)=
 Sof(C4B)=Sof(C5B)=Sof(H5B)=Sof(C6B)=Sof(C7B)=Sof(C8B)=Sof(C9B)=Sof(H9B)=
 Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(H12B)=Sof(C13B)=
 Sof(H13D)=Sof(H13E)=Sof(H13F)=Sof(H36C)=Sof(H36D)=Sof(Cl2B)=Sof(Cl3B)=
 Sof(Cl4B)=Sof(C37B)=Sof(H37C)=Sof(H37D)=1-FVAR(1)
 Sof(IrA)=Sof(F1A)=Sof(O1A)=Sof(O2A)=Sof(N2A)=Sof(C2A)=Sof(C3A)=Sof(H3A)=
 Sof(C4A)=Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(C7A)=Sof(C8A)=Sof(C9A)=Sof(H9A)=
 Sof(C10A)=Sof(H10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=
 Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(H36A)=Sof(H36B)=Sof(Cl2A)=Sof(Cl3A)=
 Sof(Cl4A)=Sof(C37A)=Sof(H37A)=Sof(H37B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C36(H36C,H36D), C36(H36A,H36B), C37A(H37A,H37B), C37B(H37C,H37D)
6.b Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C5A(H5A), C9A(H9A), C10A(H10A), C11A(H11A), C12A(H12A), C3B(H3B),
 C5B(H5B), C9B(H9B), C10B(H10B), C11B(H11B), C12B(H12B), C15(H15), C17(H17),
 C21(H21), C22(H22), C23(H23), C24(H24), C27(H27), C28(H28), C30(H30), C31(H31)
6.c Idealised Me refined as rotating group:
 C13A(H13A,H13B,H13C), C13B(H13D,H13E,H13F), C25(H25A,H25B,H25C), C33(H33A,
 H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'