Two-step synthesis of a red-emissive warped nanographene derivative via a ten-fold C-H borylation
Kato, Kenta; Lin, Hsing-An; Kuwayama, Motonobu; Nagase, Mai; Segawa, Yasutomo; Scott, Lawrence T.; Itami, Kenichiro; Chemical Science  (2019) –; doi:10.1039/C9SC03061A

data_1552178
_publ_section_title
;
 Two-step synthesis of a red-emissive warped nanographene derivative via a
 ten-fold C-H borylation
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C9SC03061A
_journal_year                    2019
_chemical_formula_sum            'C146 H155 B10 O21.5'
_chemical_formula_weight         2361.79
_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_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-01-23 deposited with the CCDC.    2019-08-09 downloaded from the CCDC.
;
_cell_angle_alpha                112.264(4)
_cell_angle_beta                 93.732(3)
_cell_angle_gamma                109.808(4)
_cell_formula_units_Z            2
_cell_length_a                   17.1883(7)
_cell_length_b                   19.8237(8)
_cell_length_c                   25.0041(10)
_cell_measurement_reflns_used    6719
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      20.7450
_cell_measurement_theta_min      2.1680
_cell_volume                     7232.7(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2479
_diffrn_reflns_av_unetI/netI     0.2916
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            105367
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.790
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_description       Block
_exptl_crystal_F_000             2506
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_refine_diff_density_max         1.460
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1653
_refine_ls_number_reflns         25435
_refine_ls_number_restraints     279
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.3042
_refine_ls_R_factor_gt           0.1266
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3072
_refine_ls_wR_factor_ref         0.4142
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9046
_reflns_number_total             25435
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc03061a2.cif
_cod_data_source_block           1
_cod_original_cell_volume        7232.6(6)
_cod_original_formula_sum        'C146 H155 B10 O21.50'
_cod_database_code               1552178
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.993
_shelx_estimated_absorpt_t_max   0.999
_shelx_res_checksum              56271