A quinoidal bis-phenalenyl-fused porphyrin with supramolecular organization and broad near-infrared absorption.
Diev, Vyacheslav V.; Femia, Denise; Zhong, Qiwen; Djurovich, Peter I.; Haiges, Ralf; Thompson, Mark E.; Chemical communications (Cambridge, England) 52 (2016) 1949–1952; doi:10.1039/c5cc09128d

data_7118584
_publ_section_title
;
 A quinoidal bis-phenalenyl-fused porphyrin with supramolecular
 organization and broad near-infrared absorption.
;
_journal_issue                   9
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1949
_journal_page_last               1952
_journal_paper_doi               10.1039/c5cc09128d
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C79 H67 N5 Zn, 3(C6 H6)'
_chemical_formula_sum            'C97 H85 N5 Zn'
_chemical_formula_weight         1386.06
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2015-10-30 deposited with the CCDC.
2015-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                81.213(3)
_cell_angle_beta                 86.010(3)
_cell_angle_gamma                75.367(3)
_cell_formula_units_Z            4
_cell_length_a                   13.8075(4)
_cell_length_b                   20.3411(7)
_cell_length_c                   27.8465(9)
_cell_measurement_temperature    100.(2)
_cell_volume                     7474.5(4)
_computing_cell_refinement       'APEX2 v2010.11-3 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2011.6.0.0'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_radiation_type           'CuK\a '
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1733
_diffrn_reflns_av_unetI/netI     0.2156
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            80677
_diffrn_reflns_theta_full        55.00
_diffrn_reflns_theta_max         69.36
_diffrn_reflns_theta_min         2.27
_diffrn_source                   'IuS microsource'
_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2008/1'
_exptl_crystal_colour            'metallic dark green'
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2928
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.069
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.543
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1919
_refine_ls_number_reflns         24937
_refine_ls_number_restraints     282
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.2037
_refine_ls_R_factor_gt           0.0843
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0650P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1683
_refine_ls_wR_factor_ref         0.2144
_reflns_number_gt                10989
_reflns_number_total             24937
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc09128d2.cif
_cod_data_source_block           C97H85N5Zn
_cod_database_code               7118584
_shelx_res_checksum              79664