Fluorine-induced J-aggregation enhances emissive properties of a new NLO push-pull chromophore
Chiara Botta; Elena Cariati; Gabriella Cavallo; Valentina Dichiarante; Alessandra Forni; Pierangelo Metrangolo; Tullio Pilati; Giuseppe Resnati; Stefania Righetto; Giancarlo Terraneo; Elisa Tordin; Journal of Materials Chemistry C 2 (2014) 5275–5279; doi:10.1039/C4TC00665H

data_7233740
_publ_section_title
;
 Fluorine-induced J-aggregation enhances emissive properties of a new NLO
 push-pull chromophore
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5275
_journal_page_last               5279
_journal_paper_doi               10.1039/C4TC00665H
_journal_volume                  2
_journal_year                    2014
_chemical_formula_moiety         'C24 H19 F4 N'
_chemical_formula_sum            'C24 H19 F4 N'
_chemical_formula_weight         397.40
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 94.302(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.594(5)
_cell_length_b                   5.874(4)
_cell_length_c                   41.51(3)
_cell_measurement_reflns_used    886
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      20.17
_cell_measurement_theta_min      2.68
_cell_volume                     1846(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, L.J. (1997) Jour. Appl. Cryst. 30, 565)
Mercury (Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., 
Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). 
J. Appl. Cryst. 39, 453-457
;
_computing_publication_material  SHELXL-97
_computing_structure_refinement  SHELXL_97
_computing_structure_solution
;
SIR2002 (Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L., 
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). 
J. Appl. Cryst. 36, 1103.)
;
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.941
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Bruker APEX-II CCD area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0831
_diffrn_reflns_av_sigmaI/netI    0.1010
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            5727
_diffrn_reflns_theta_full        20.81
_diffrn_reflns_theta_max         20.81
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       lamina
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       0.010(2)
_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   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1814
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.1646
_refine_ls_R_factor_gt           0.1134
_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^)+(0.1036P)^2^+19.5133P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2673
_refine_ls_wR_factor_ref         0.2943
_reflns_number_gt                1100
_reflns_number_total             1814
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            J-Mater-Chem-C-2014-2-5275.cif
_cod_data_source_block           gc45
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7233740
_shelx_estimated_absorpt_t_min   0.970
_shelx_estimated_absorpt_t_max   0.999