Going beyond the borders: pyrrolo[3,2-b]pyrroles with deep red emission
Tasior, Mariusz; Kowalczyk, Paweł; Przybył, Marta; Czichy, Małgorzata; Janasik, Patryk; Bousquet, Manon H. E.; Łapkowski, Mieczysław; Rammo, Matt; Rebane, Aleksander; Jacquemin, Denis; Gryko, Daniel T.; Chemical Science  (2021) –; doi:10.1039/D1SC05007A

data_1565432
_publ_section_title
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 Going beyond the borders: pyrrolo[3,2-b]pyrroles with deep red emission
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC05007A
_journal_year                    2021
_chemical_formula_moiety         'C68 H70 B2 N4'
_chemical_formula_sum            'C68 H70 B2 N4'
_chemical_formula_weight         964.90
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2021-08-26 deposited with the CCDC.	2021-11-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.002(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.0079(13)
_cell_length_b                   12.8244(9)
_cell_length_c                   13.7166(11)
_cell_measurement_reflns_used    1801
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      65.07
_cell_measurement_theta_min      2.76
_cell_volume                     2815.9(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.834
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1183
_diffrn_reflns_av_unetI/netI     0.1893
_diffrn_reflns_Laue_measured_fraction_full 0.834
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            50300
_diffrn_reflns_point_group_measured_fraction_full 0.834
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.066
_diffrn_reflns_theta_min         2.760
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.492
_exptl_absorpt_correction_T_max  0.9460
_exptl_absorpt_correction_T_min  0.8620
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.204
_exptl_crystal_size_min          0.114
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00006(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         4258
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.2420
_refine_ls_R_factor_gt           0.0838
_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^)+5.8737P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1338
_refine_ls_wR_factor_ref         0.1690
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1801
_reflns_number_total             4258
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc05007a2.cif
_cod_data_source_block           PK51_B_0mb
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1565432
_shelx_estimated_absorpt_t_min   0.862
_shelx_estimated_absorpt_t_max   0.946
_shelxl_version_number           2014-3
_shelx_res_checksum              57724