Synthesis and structural, electrochemical and photophysical studies of triferrocenyl-substituted 1,3,5-triphenylbenzene: a cyan-light emitting molecule showing aggregation-induced enhanced emission.
Kasprzak, Artur; Guńka, Piotr A; Kowalczyk, Agata; Nowicka, Anna M.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 14807–14814; doi:10.1039/d0dt02948c

data_7705613
_publ_section_title
;
 Synthesis and structural, electrochemical and photophysical studies of
 triferrocenyl-substituted 1,3,5-triphenylbenzene: a cyan-light emitting
 molecule showing aggregation-induced enhanced emission.
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14807
_journal_page_last               14814
_journal_paper_doi               10.1039/d0dt02948c
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C57 H45 Fe3 N3'
_chemical_formula_sum            'C57 H45 Fe3 N3'
_chemical_formula_weight         939.51
_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     direct
_audit_creation_date             2020-05-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-05-25 deposited with the CCDC.	2020-10-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.630(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.514(3)
_cell_length_b                   6.0470(6)
_cell_length_c                   26.880(4)
_cell_measurement_reflns_used    3660
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.8800
_cell_measurement_theta_min      4.0640
_cell_volume                     4380.4(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1673
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -82.00 -16.00   1.00  130.00    --  -13.70 143.00  10.11   66
  2  \w    -75.00  -8.00   1.00  130.00    --  -13.70 131.00-107.64   67
  3  \w     -1.00  90.00   1.00  130.00    --   14.17  38.00-150.00   91
  4  \w    -26.00  46.00   1.00  130.00    --   14.17  19.00-180.00   72
  5  \w    -58.00  41.00   1.00  130.00    --   14.17 -38.00  30.00   99
  6  \w    -17.00  32.00   1.00  130.00    --   14.17  77.00  90.00   49
  7  \w    -59.00  44.00   1.00  130.00    --   14.17 -57.00-180.00  103
  8  \w     59.00  86.00   1.00  130.00    --   14.17  19.00-180.00   27
  9  \w    -15.00  81.00   1.00  130.00    --   14.17  57.00 -30.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0177770000
_diffrn_orient_matrix_UB_12      0.0773639000
_diffrn_orient_matrix_UB_13      -0.0123538000
_diffrn_orient_matrix_UB_21      0.0029010000
_diffrn_orient_matrix_UB_22      0.0624047000
_diffrn_orient_matrix_UB_23      0.0227375000
_diffrn_orient_matrix_UB_31      0.0191843000
_diffrn_orient_matrix_UB_32      0.0622282000
_diffrn_orient_matrix_UB_33      -0.0074610000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.224
_diffrn_reflns_av_unetI/netI     0.2182
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8602
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.163
_diffrn_reflns_theta_max         25.163
_diffrn_reflns_theta_min         3.449
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.024
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_description       needle
_exptl_crystal_F_000             1944
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/acetonitrile mixture'
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.034
_refine_diff_density_max         0.955
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     568
_refine_ls_number_reflns         8602
_refine_ls_number_restraints     1060
_refine_ls_restrained_S_all      0.906
_refine_ls_R_factor_all          0.1931
_refine_ls_R_factor_gt           0.0949
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0810P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.1980
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3957
_reflns_number_total             8602
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9768\% 
 around [0.00 -0.00 1.00] (reciprocal) or [0.19 -0.00 0.98] (direct)
;
_cod_data_source_file            d0dt02948c2.cif
_cod_data_source_block           ak842_twin1_hklf5
_cod_depositor_comments          'Adding full bibliography for 7705613.cif.'
_cod_original_cell_volume        4380.5(9)
_cod_database_code               7705613
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C57 H45 Fe3 N3'
_chemical_oxdiff_usercomment     DCM/ACN
_shelx_estimated_absorpt_t_max   0.966
_shelx_estimated_absorpt_t_min   0.780
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C37-C38
 1.49 with sigma of 0.005
 C53-C54 \\sim C53-C57 \\sim C56-C57 \\sim C56-C55 \\sim C54-C55 \\sim C42-C41
\\sim C42-C38 \\sim C38-C39
 \\sim C40-C39 \\sim C41-C40 \\sim C27-C26 \\sim C27-C28 \\sim C28-C29 \\sim
C30-C29 \\sim C26-C30 \\sim C50-
 C51 \\sim C50-C49 \\sim C48-C49 \\sim C48-C52 \\sim C51-C52 \\sim C43-C44
\\sim C45-C44 \\sim C45-C46 ~
 C47-C46 \\sim C47-C43 \\sim C2-C1 \\sim C5-C4 \\sim C2-C3 \\sim C4-C3 \\sim
C5-C1
 with sigma of 0.001
 C22-C21 \\sim C20-C21 \\sim C19-C20 \\sim C23-C24 \\sim C23-C22 \\sim C19-C24
\\sim C15-C14 \\sim C13-C14
 \\sim C18-C13 \\sim C18-C17 \\sim C16-C17 \\sim C16-C15 \\sim C33-C32 \\sim
C32-C31 \\sim C36-C31 \\sim C35-
 C36 \\sim C34-C35 \\sim C33-C34 \\sim C9-C10 \\sim C9-C8 \\sim C7-C8 \\sim
C12-C7 \\sim C11-C12 \\sim C11-C10
 with sigma of 0.001
 N1-C7 \\sim N2-C34 \\sim N3-C22
 with sigma of 0.001
 N3-C25 \\sim N1-C6 \\sim N2-C37
 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C31) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C15)
\\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C8) \\sim Ueq,
Uanis(C17) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C3)
\\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C4) \\sim Ueq,
Uanis(C22) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C18) \\sim Ueq,
Uanis(C6) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C36) \\sim Ueq,
Uanis(C39) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C40)
\\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C26) \\sim Ueq,
Uanis(C43) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C45)
\\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C51) \\sim Ueq, Uanis(C27) \\sim Ueq,
Uanis(C32) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C49)
\\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C42) \\sim Ueq,
Uanis(C57) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C55) \\sim Ueq, Uanis(C48)
\\sim Ueq, Uanis(C54) \\sim Ueq, Uanis(C53) \\sim Ueq, Uanis(C56) \\sim Ueq,
Uanis(C37) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4.a Ternary CH refined with riding coordinates:
 C48(H48)
4.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C21(H21), C8(H8), C24(H24), C16(H16), C3(H3), C4(H4), C2(H2),
 C20(H20), C5(H5), C29(H29), C18(H18), C6(H6), C25(H25), C44(H44), C23(H23),
 C12(H12), C9(H9), C36(H36), C39(H39), C52(H52), C46(H46), C40(H40), C30(H30),
 C43(H43), C35(H35), C11(H11), C45(H45), C28(H28), C51(H51), C27(H27), C32(H32),
  C41(H41), C49(H49), C50(H50), C47(H47), C42(H42), C57(H57), C33(H33),
 C55(H55), C54(H54), C53(H53), C56(H56), C37(H37)
;
_shelx_res_checksum              87056
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.144
_oxdiff_exptl_absorpt_empirical_full_min 0.816
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2