PN-doped tetraphenylnaphthalene: A straightforward synthetic strategy analogous to BN-annulation
Park, Jupil; Kim, So Jung; Kwon, Hansol; Jin, Eunji; Yoon, Kihwan; Kim, HyunHo; Shadman, Sahar; Choe, Wonyoung; Kim, Joonghan; Park, Young S.; Chemical Communications  (2021) –; doi:10.1039/D1CC04785J

data_7129085
_publ_section_title
;
 PN-doped tetraphenylnaphthalene: A straightforward synthetic strategy
 analogous to BN-annulation
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC04785J
_journal_year                    2021
_chemical_formula_sum            'C32 H24 N P'
_chemical_formula_weight         453.49
_chemical_name_systematic        PN-TPN
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-08-31 deposited with the CCDC.	2021-10-08 downloaded from the CCDC.
;
_cell_angle_alpha                104.06(3)
_cell_angle_beta                 110.34(3)
_cell_angle_gamma                96.49(3)
_cell_formula_units_Z            2
_cell_length_a                   9.4530(19)
_cell_length_b                   10.884(2)
_cell_length_c                   13.043(3)
_cell_measurement_reflns_used    11683
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      1.747
_cell_volume                     1191.5(6)
_computing_cell_refinement       'Rigaku Rapid Auto'
_computing_data_collection       'Rigaku Rapid Auto'
_computing_data_reduction        'Rigaku Rapid Auto'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXS
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'imaging plate'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11683
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         1.747
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Rigaku Rapid Auto'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_description       hexahedron
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5444
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0621
_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^)+(0.0413P)^2^+0.8077P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1301
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3920
_reflns_number_total             5444
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc04785j2.cif
_cod_data_source_block           P-1
_cod_original_cell_volume        1191.4(5)
_cod_database_code               7129085
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.964
_shelx_estimated_absorpt_t_max   0.993
_shelx_res_checksum              22725