Highly phosphorescent iridium(iii) complexes based on 2-(biphenyl-4-yl)benzo[d]oxazole derivatives: synthesis, structures, properties and DFT calculations
Niu, Zhi-Gang; Zheng, Tao; Su, You-Hui; Wang, Peng-Jiang; Li, Xiao-Yan; Cui, Feng; Liang, Jiao; Li, Gao-Nan; New J. Chem. 39 (2015) 6025–; doi:10.1039/C5NJ00975H

data_7054880
_publ_section_title
;
 Highly phosphorescent iridium(iii) complexes based on
 2-(biphenyl-4-yl)benzo[d]oxazole derivatives: synthesis, structures,
 properties and DFT calculations
;
_journal_issue                   8
_journal_name_full               'New J. Chem.'
_journal_page_first              6025
_journal_paper_doi               10.1039/C5NJ00975H
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C43 H29 F2 Ir N2 O4'
_chemical_formula_sum            'C43 H29 F2 Ir N2 O4'
_chemical_formula_weight         867.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-05-13
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-05-23 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.598(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8015(6)
_cell_length_b                   21.5451(8)
_cell_length_c                   13.7718(8)
_cell_measurement_reflns_used    5262
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7840
_cell_measurement_theta_min      2.6450
_cell_volume                     3506.8(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.5095
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -84.00    0.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0184  -57.0000 -120.0000 84

  2 omega  -42.00   53.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0184   57.0000   30.0000 95
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0136009000
_diffrn_orient_matrix_UB_12      -0.0317268000
_diffrn_orient_matrix_UB_13      0.0022802000
_diffrn_orient_matrix_UB_21      0.0047332000
_diffrn_orient_matrix_UB_22      0.0041072000
_diffrn_orient_matrix_UB_23      0.0526510000
_diffrn_orient_matrix_UB_31      -0.0582765000
_diffrn_orient_matrix_UB_32      0.0077084000
_diffrn_orient_matrix_UB_33      -0.0183947000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0621
_diffrn_reflns_laue_measured_fraction_full 0.999
_diffrn_reflns_laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15198
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         26.339
_diffrn_reflns_theta_min         2.475
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.865
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53236
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_description       block
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.624
_refine_diff_density_min         -1.105
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         7158
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0480
_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^)+(0.0496P)^2^+4.3102P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1186
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5128
_reflns_number_total             7158
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5nj00975h2.cif
_cod_data_source_block           syhbzfa
_cod_depositor_comments
'Adding full bibliography for 7054880--7054883.cif.'
_cod_original_cell_volume        3506.7(3)
_cod_database_code               7054880
_chemical_oxdiff_formula         'C1 O1 N1 F1 Ir1'
_shelx_estimated_absorpt_t_max   0.676
_shelx_estimated_absorpt_t_min   0.614
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
 C33-C34 \\sim C38-C37
 with sigma of 0.02
 C31-C32 \\sim C33-C38
 with sigma of 0.02
 C5-C4 \\sim C37-C36
 with sigma of 0.02
 C38-C33 \\sim C34-C35
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C33) = Uanis(C38)
Uanis(C33) = Uanis(C38) = Uanis(C37) = Uanis(C36) = Uanis(C35) = Uanis(C34)
Uanis(C23) = Uanis(C33)
4.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C2(H2), C31(H31), C3(H3), C40(H40), C5(H5), C10(H10), C9(H9),
 C4(H4), C23(H23), C24(H24), C19(H19), C22(H22), C16(H16), C15(H15), C18(H18),
 C28(H28), C29(H29), C34(H34), C38(H38), C35(H35), C37(H37), C21(H21)
4.b Idealised Me refined as rotating group:
 C43(H43a,H43b,H43c), C42(H42a,H42b,H42c)
;
_shelx_res_checksum              52203
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'