(<i>E</i>)-2,6-Di-bromo-4-{2-[1-(1<i>H</i>,1<i>H</i>,2<i>H</i>,2<i>H</i>-perfluoro-oct-yl)pyridinium-4-yl]ethen-yl}phenolate methanol disolvate, a fluoro-ponytailed solvatochromic dye.
Fliri, Lukas; Partl, Gabriel; Gelbrich, Thomas; Kahlenberg, Volker; Laus, Gerhard; Schottenberger, Herwig; Acta crystallographica. Section E, Crystallographic communications 73 (2017) 1526–1529; doi:10.1107/S2056989017013378

data_2311434
_publ_section_title
;
 (<i>E</i>)-2,6-Di-bromo-4-{2-[1-(1<i>H</i>,1<i>H</i>,2<i>H</i>,2<i>H</i>-perfluoro-oct-yl)pyridinium-4-yl]ethen-yl}phenolate
 methanol disolvate, a fluoro-ponytailed solvatochromic dye.
;
_journal_coeditor_code           LH5850
_journal_issue                   'Pt 10'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              1526
_journal_page_last               1529
_journal_paper_doi               10.1107/S2056989017013378
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C21 H12 Br2 F13 N O, 2C H4 O'
_chemical_formula_moiety         'C21 H12 Br2 F13 N O, 2 (C H4 O)'
_chemical_formula_sum            'C23 H20 Br2 F13 N O3'
_chemical_formula_weight         765.22
_chemical_melting_point          513
_chemical_name_systematic
'(<i>E</i>)-2,6-Dibromo-4-{2-[1-(1<i>H</i>,1<i>H</i>,2<i>H</i>,2<i>H</i>-perfluorooctyl)pyridinium-4-yl]ethenyl}phenolate methanol disolvate'
_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-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 103.989(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.2362(7)
_cell_length_b                   6.7922(18)
_cell_length_c                   18.9098(5)
_cell_measurement_reflns_used    3207
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      62.5520
_cell_measurement_theta_min      6.7750
_cell_volume                     2771.3(7)
_computing_cell_refinement
;
CrysAlis PRO 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
;
_computing_data_collection
;
CrysAlis PRO 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction
;
CrysAlis PRO 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
Mercury (Macrae <i>et al.</i>,  2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 10.3575
_diffrn_measured_fraction_theta_full 0.861
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Xcalibur Ruby Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11115
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         62.674
_diffrn_reflns_theta_min         4.098
_exptl_absorpt_coefficient_mu    4.798
_exptl_absorpt_correction_T_max  0.853
_exptl_absorpt_correction_T_min  0.499
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlis PRO (Rigaku Oxford Diffraction, 2015), based on expressions
derived
by Clark & Reid (1995)]
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_description       needle
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.355
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.036
_refine_diff_density_max         0.744
_refine_diff_density_min         -0.716
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     516
_refine_ls_number_reflns         4314
_refine_ls_number_restraints     403
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0401
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0459P)^2^+2.6693P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1059
_reflns_number_gt                3371
_reflns_number_total             4314
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lh5850sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2311434
_shelx_hkl_checksum              81341
_shelx_res_checksum              9660
_shelxl_version_number           2014/6