Pyrenoimidazolyl-Benzaldehyde Fluorophores: Synthesis, Properties, and Sensing Function for Fluoride Anions.
Tabasi, Zahra A.; Younes, Eyad A.; Walsh, Joshua C.; Thompson, David W.; Bodwell, Graham J.; Zhao, Yuming; ACS omega 3 (2018) 16387–16397; doi:10.1021/acsomega.8b02482

data_4516133
_publ_section_title
;
 Pyrenoimidazolyl-Benzaldehyde Fluorophores: Synthesis, Properties, and
 Sensing Function for Fluoride Anions.
;
_journal_issue                   11
_journal_name_full               'ACS omega'
_journal_page_first              16387
_journal_page_last               16397
_journal_paper_doi               10.1021/acsomega.8b02482
_journal_volume                  3
_journal_year                    2018
_chemical_formula_moiety         'C24 H14 N2 O'
_chemical_formula_sum            'C24 H14 N2 O'
_chemical_formula_weight         346.37
_chemical_name_systematic        4-(9H-pyreno[4,5-d]imidazol-10-yl)benzaldehyde
_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
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 90.5223(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.8330(5)
_cell_length_b                   6.44809(19)
_cell_length_c                   15.5345(5)
_cell_measurement_reflns_used    9234
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      73.88
_cell_measurement_theta_min      2.79
_cell_volume                     1585.89(9)
_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-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXD (Schneider & Sheldrick, 2002)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10660
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.874
_diffrn_reflns_theta_min         2.791
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6287
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS 2016/2 (Krause et al., 2015)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       plate
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.338
_exptl_crystal_size_min          0.076
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3109
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0521
_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^)+(0.1116P)^2^+0.2068P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1573
_refine_ls_wR_factor_ref         0.1617
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2807
_reflns_number_total             3109
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao8b02482_si_002.cif
_cod_data_source_block           mun1702
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4516133
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.793
_shelx_estimated_absorpt_t_max   0.948
_shelx_res_checksum              37995
_shelx_hkl_checksum              72827