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_4089191
_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         'C58 H54 Ir2 N10 O2, 2.35(C H2 Cl2)'
_chemical_formula_sum            'C60.35 H58.7 Cl4.7 Ir2 N10 O2'
_chemical_formula_weight         1507.08
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-05-26
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.2248(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4764(5)
_cell_length_b                   15.1017(7)
_cell_length_c                   34.0815(16)
_cell_measurement_reflns_used    9179
_cell_measurement_temperature    120
_cell_measurement_theta_max      32.72
_cell_measurement_theta_min      2.25
_cell_volume                     5897.4(5)
_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 0.999
_diffrn_measured_fraction_theta_max 0.992
_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  0.0437
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            179629
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        30.000
_diffrn_reflns_theta_max         32.768
_diffrn_reflns_theta_min         2.198
_diffrn_source                   'I\mS microsource'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.773
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4517
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0656 before and 0.0481 after correction.
The Ratio of minimum to maximum transmission is 0.4517.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_description       block
_exptl_crystal_F_000             2963
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.086
_refine_diff_density_max         3.702
_refine_diff_density_min         -5.889
_refine_diff_density_rms         0.375
_refine_ls_extinction_coef       0.00157(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.645
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     723
_refine_ls_number_reflns         179629
_refine_ls_number_restraints     679
_refine_ls_restrained_S_all      1.644
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0604
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0270P)^2^+10.5000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1324
_refine_ls_wR_factor_ref         0.1343
_reflns_number_gt                20119
_reflns_number_total             21646
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00887_si_002.cif
_cod_data_source_block           13b
_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_original_formula_sum        'C60.35 H58.70 Cl4.70 Ir2 N10 O2'
_cod_database_code               4089191
_shelx_estimated_absorpt_t_max   0.684
_shelx_estimated_absorpt_t_min   0.455
_exptl_twin_twinlaw_details      '1 0 0 0 -1 0 -0.333 0 -1'
_computing.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.8682(7) 0.1318(7)
2. 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
3. Restrained distances
 C57-C3A \\sim C57-C4B \\sim C57-C5A \\sim C57-C3B
 with sigma of 0.02
 C57-C3A \\sim C57-C4B \\sim C57-C5A \\sim C57-C3B
 with sigma of 0.02
 C58-C8B \\sim C58-C8A \\sim C58-C7A \\sim C58-C7B
 with sigma of 0.02
 C57-C5B \\sim C57-C4A \\sim C3B-C57 \\sim C5A-C57 \\sim C57-C4B \\sim C57-C3A
 with sigma of 0.02
 C8B-C58 \\sim C8A-C58 \\sim C58-C6B \\sim C6A-C58 \\sim C7B-C58 \\sim C7A-C58
 with sigma of 0.02
 Cl5-C61 \\sim Cl6-C61
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C4A) = Uanis(C4B)
Uanis(C3A) = Uanis(C3B)
Uanis(C5B) = Uanis(C5A)
5. 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
6. Others
 Fixed Sof: C3A(0.6) H3AA(0.6) H3AB(0.6) H3AC(0.6) C4A(0.6) H4AA(0.6)
 H4AB(0.6) H4AC(0.6) C5A(0.6) H5AA(0.6) H5AB(0.6) H5AC(0.6) C6B(0.5) H6BA(0.5)
 H6BB(0.5) H6BC(0.5) C7B(0.5) H7BA(0.5) H7BB(0.5) H7BC(0.5) C8B(0.5) H8BA(0.5)
 H8BB(0.5) H8BC(0.5) C3B(0.4) H3BA(0.4) H3BB(0.4) H3BC(0.4) C4B(0.4) H4BA(0.4)
 H4BB(0.4) H4BC(0.4) C5B(0.4) H5BA(0.4) H5BB(0.4) H5BC(0.4) C6A(0.5) H6AA(0.5)
 H6AB(0.5) H6AC(0.5) C7A(0.5) H7AA(0.5) H7AB(0.5) H7AC(0.5) C8A(0.5) H8AA(0.5)
 H8AB(0.5) H8AC(0.5) Cl5(0.35) Cl6(0.35) C61(0.35) H61A(0.35) H61B(0.35)
7.a Secondary CH2 refined with riding coordinates:
 C60(H60A,H60B), C59(H59A,H59B), C61(H61A,H61B)
7.b Me refined with riding coordinates:
 C3A(H3AA,H3AB,H3AC), C4A(H4AA,H4AB,H4AC), C5A(H5AA,H5AB,H5AC), C6B(H6BA,H6BB,
 H6BC), C7B(H7BA,H7BB,H7BC), C8B(H8BA,H8BB,H8BC), C3B(H3BA,H3BB,H3BC), C4B(H4BA,
 H4BB,H4BC), C5B(H5BA,H5BB,H5BC), C6A(H6AA,H6AB,H6AC), C7A(H7AA,H7AB,H7AC),
 C8A(H8AA,H8AB,H8AC)
7.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C29(H29),
  C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35), C38(H38),
 C39(H39), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44), C46(H46), C47(H47),
  C49(H49), C50(H50), C52(H52), C53(H53), C55(H55), C56(H56)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'