Fluorescent hexaaryl- and hexa-heteroaryl[3]radialenes: Synthesis, structures, and properties.
Avellaneda, Antonio; Hollis, Courtney A.; He, Xin; Sumby, Christopher J.; Beilstein journal of organic chemistry 8 (2012) 71–80; doi:10.3762/bjoc.8.7

data_4029721
_publ_section_title
;
 Fluorescent hexaaryl- and hexa-heteroaryl[3]radialenes: Synthesis,
 structures, and properties.
;
_journal_name_full               'Beilstein journal of organic chemistry'
_journal_page_first              71
_journal_page_last               80
_journal_paper_doi               10.3762/bjoc.8.7
_journal_volume                  8
_journal_year                    2012
_chemical_formula_sum            'C56 H21 N13'
_chemical_formula_weight         875.86
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.942(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.7345(13)
_cell_length_b                   12.6611(9)
_cell_length_c                   25.128(2)
_cell_measurement_reflns_used    2906
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      23.2070
_cell_measurement_theta_min      2.4324
_cell_volume                     4359.3(6)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
;
_computing_data_reduction
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
;
_computing_molecular_graphics    'X-Seed (Barbour, 2003)'
_computing_publication_material  'CIFTAB (Sheldrick)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 16.1695
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -36.00   43.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       18.3235  -37.0000  150.0000 79

  2 omega  -20.00   86.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       18.3235    0.0000 -180.0000 106

  3 omega  -95.00  -62.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0266  179.0000 -180.0000 33

  4 omega   -7.00   91.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       18.3235   37.0000  -30.0000 98

  5 omega  -21.00   13.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       18.3235   95.0000 -144.0000 34

  6 omega  -45.00   53.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.0266   37.0000   60.0000 98

;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.1149
_diffrn_reflns_av_sigmaI/netI    0.1130
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            28680
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     623
_refine_ls_number_reflns         6241
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1324
_refine_ls_R_factor_gt           0.0682
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+1.7392P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1608
_reflns_number_gt                3667
_reflns_number_total             6241
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1860-5397-8-7-S2.cif
_cod_data_source_block           aax5r
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4029721