1-(2-Hydroxyethyl)-4-[3-(2-trifluoromethyl-9<i>H</i>-thioxanthen-9-ylidene)propyl]piperazine-1,4-diium dichloride: the dihydrochloride salt of flupentixol
Siddegowda, M. S.; Butcher, Ray J.; Akkurt, Mehmet; Yathirajan, H. S.; Narayana, B.; Acta Crystallographica Section E 67 (2011) o2079–o2080; doi:10.1107/S1600536811028182

data_2231318
_publ_section_title
;
 1-(2-Hydroxyethyl)-4-[3-(2-trifluoromethyl-9<i>H</i>-thioxanthen-9-ylidene)propyl]piperazine-1,4-diium
 dichloride: the dihydrochloride salt of flupentixol
;
_journal_coeditor_code           SU2290
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2079
_journal_page_last               o2080
_journal_paper_doi               10.1107/S1600536811028182
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C23 H27 F3 N2 O S 2+, 2Cl -'
_chemical_formula_moiety         'C23 H27 F3 N2 O S 2+, 2(Cl -)'
_chemical_formula_sum            'C23 H27 Cl2 F3 N2 O S'
_chemical_formula_weight         507.44
_chemical_name_systematic
;
1-(2-Hydroxyethyl)-4-[3-(2-trifluoromethyl-9<i>H</i>-thioxanthen-9-
ylidene)propyl]piperazine-1,4-diium dichloride
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 115.307(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   34.1750(17)
_cell_length_b                   7.1613(3)
_cell_length_c                   22.6351(11)
_cell_measurement_reflns_used    3191
_cell_measurement_temperature    295
_cell_measurement_theta_max      75.25
_cell_measurement_theta_min      5.18
_cell_volume                     5008.0(5)
_computing_cell_refinement
'<i>CrysAlis PRO</i> (Oxford Diffraction, 2007)'
_computing_data_collection
'<i>CrysAlis PRO</i> (Oxford Diffraction, 2007)'
_computing_data_reduction
'<i>CrysAlis RED</i> (Oxford Diffraction, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Ruby Gemini'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            9840
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         75.43
_diffrn_reflns_theta_min         5.51
_exptl_absorpt_coefficient_mu    3.463
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Oxford Diffraction, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.210
_refine_diff_density_max         1.023
_refine_diff_density_min         -0.434
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5032
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0687
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1341P)^2^+2.8648P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2071
_refine_ls_wR_factor_ref         0.2296
_reflns_number_gt                3792
_reflns_number_total             5032
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            su2290.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2231318
_cod_database_fobs_code          2231318