Diindole-annulated naphthalene diimides: synthesis and optical and electronic properties of syn- and anti-isomers.
Suraru, Sabin-Lucian; Burschka, Christian; Würthner, Frank; The Journal of organic chemistry 79 (2014) 128–139; doi:10.1021/jo402365s

data_4029059
_publ_section_title
;
 Diindole-annulated naphthalene diimides: synthesis and optical and
 electronic properties of syn- and anti-isomers.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              128
_journal_page_last               139
_journal_paper_doi               10.1021/jo402365s
_journal_volume                  79
_journal_year                    2014
_chemical_formula_moiety         'C50 H44 N4 O4,  0.22(C2 H4 Cl4)'
_chemical_formula_sum            'C50.45 H44.9 Cl0.9 N4 O4'
_chemical_formula_weight         803.11
_chemical_name_systematic
;
 ?
;
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                81.721(2)
_cell_angle_beta                 74.868(2)
_cell_angle_gamma                72.391(2)
_cell_formula_units_Z            2
_cell_length_a                   10.8868(4)
_cell_length_b                   11.9949(5)
_cell_length_c                   16.3976(6)
_cell_measurement_reflns_used    4915
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.41
_cell_measurement_theta_min      4.38
_cell_volume                     1965.27(13)
_computing_cell_refinement       Bruker-Saint
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_computing_structure_solution    Bruker-Saint
_diffrn_ambient_temperature      100(2)
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_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       omega_and_phi_scans
_diffrn_radiation_monochromator  multi_layer
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_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
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_diffrn_reflns_limit_l_min       0
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_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.560
_diffrn_reflns_theta_min         3.876
_exptl_absorpt_coefficient_mu    1.230
_exptl_absorpt_correction_T_max  0.9026
_exptl_absorpt_correction_T_min  0.8035
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker-SADABS
_exptl_crystal_colour            red
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_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         6768
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0351
_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^)+(0.0440P)^2^+0.6434P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0873
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_reflns_number_gt                6195
_reflns_number_total             6768
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo402365s_si_002.cif
_cod_data_source_block           sas429h
_cod_original_formula_sum        'C50.45 H44.90 Cl0.90 N4 O4'
_cod_database_code               4029059
_shelxl_version_number           2013-4
_shelx_res_checksum              9394
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