Bis(2-{[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methylsulfanyl}-1<i>H</i>,3<i>H</i>^+^-benzimidazolium) 2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4-diolate
Hakim Al-arique, Q. N. M.; Jasinski, Jerry P.; Butcher, Ray J.; Yathirajan, H. S.; Narayana, B.; Acta Crystallographica Section E 66 (2010) o1507–o1508; doi:10.1107/S1600536810019665

data_2226065
_publ_section_title
;
 Bis(2-{[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methylsulfanyl}-1<i>H</i>,3<i>H</i>^+^-benzimidazolium)
 2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4-diolate
;
_journal_coeditor_code           BT5269
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1507
_journal_page_last               o1508
_journal_paper_doi               10.1107/S1600536810019665
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '2C16 H15 F3 N3 O S +, C6 Cl2 O4 2-'
_chemical_formula_moiety         '2(C16 H15 F3 N3 O S +), C6 Cl2 O4 2-'
_chemical_formula_sum            'C38 H30 Cl2 F6 N6 O6 S2'
_chemical_formula_weight         915.70
_chemical_name_common
;
Lansoprazole intermediate--chloranilic acid (2:1)
;
_chemical_name_systematic
;
Bis(2-{[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methylsulfanyl}-
1<i>H</i>,3<i>H</i>^+^-benzimidazolium)
2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4-diolate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 100.2065(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.48575(8)
_cell_length_b                   23.6316(2)
_cell_length_c                   17.86775(15)
_cell_measurement_reflns_used    10683
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      77.3856
_cell_measurement_theta_min      4.5047
_cell_volume                     3941.91(6)
_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 Pro</i> (Oxford Diffraction, 2007)'
_computing_molecular_graphics    '<i>SHELXTL</i> (Sheldrick, 2008)'
_computing_publication_material  '<i>SHELXTL</i> (Sheldrick, 2008)'
_computing_structure_refinement  '<i>SHELXL97</i> (Sheldrick, 2008)'
_computing_structure_solution    '<i>SHELXS97</i> (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Ruby Gemini'
_diffrn_measurement_method       '\w scans'
_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  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19572
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         77.60
_diffrn_reflns_theta_min         4.51
_diffrn_standards_decay_%        <2%
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.217
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69230
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>CrysAlis RED</i>; Oxford Diffraction, 2007)
;
_exptl_crystal_colour            red-brown
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.872
_refine_diff_density_min         -0.494
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     600
_refine_ls_number_reflns         8269
_refine_ls_number_restraints     138
_refine_ls_restrained_S_all      1.245
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0496
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1054P)^2^+0.2084P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1515
_refine_ls_wR_factor_ref         0.1581
_reflns_number_gt                6572
_reflns_number_total             8269
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bt5269.cif
_cod_data_source_block           I
_cod_original_cell_volume        3941.92(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2226065
_cod_database_fobs_code          2226065