Tuning the Structure and Electronic Properties of B-N Fused Dipyridylanthracene and Implications on the Self-Sensitized Reactivity with Singlet Oxygen.
Liu, Kanglei; Lalancette, Roger A.; Jäkle, Frieder; Journal of the American Chemical Society 141 (2019) 7453–7462; doi:10.1021/jacs.9b01958

data_4128693
_publ_section_title
;
 Tuning the Structure and Electronic Properties of B-N Fused
 Dipyridylanthracene and Implications on the Self-Sensitized Reactivity
 with Singlet Oxygen.
;
_journal_issue                   18
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7453
_journal_page_last               7462
_journal_paper_doi               10.1021/jacs.9b01958
_journal_volume                  141
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C34 H38 B2 N2, C H2 Cl2'
_chemical_formula_sum            'C35 H40 B2 Cl2 N2'
_chemical_formula_weight         581.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 99.152(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2307(5)
_cell_length_b                   18.6067(9)
_cell_length_c                   15.1051(7)
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.94
_cell_measurement_theta_min      2.96
_cell_volume                     3116.3(3)
_computing_cell_refinement       'APEX 2'
_computing_data_collection       'APEX 2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.892
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device_type  'Bruker SMART CCD Apex-II area-detector'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0710
_diffrn_reflns_Laue_measured_fraction_full 0.892
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23367
_diffrn_reflns_point_group_measured_fraction_full 0.808
_diffrn_reflns_point_group_measured_fraction_max 0.719
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.931
_diffrn_reflns_theta_min         2.963
_exptl_absorpt_coefficient_mu    2.064
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008a)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.104
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.937
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details
;
 Flack x determined using 2583 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.072(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     751
_refine_ls_number_reflns         9144
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0686
_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^)+(0.1399P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1945
_refine_ls_wR_factor_ref         0.2023
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    0.718
_reflns_Friedel_fraction_max     0.701
_reflns_number_gt                7737
_reflns_number_total             9144
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b01958_si_002.cif
_cod_data_source_block           111816RAL_JAEKLE_KL_13_100K_0m_a
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4128693
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              84111
_shelx_hkl_checksum              62732