(<i>S</i>)-({-})-6-(4-Bromophenyl)-2,3,5,6-tetrahydrothiazolo[2,3-<i>b</i>]imidazolium hydrogen oxalate
Minor, Thomas; Chruszcz, Maksymilian; Acta Crystallographica Section E 64 (2008) o1954–; doi:10.1107/S1600536808029085

data_2219578
_publ_section_title
;(<i>S</i>)-({-})-6-(4-Bromophenyl)-2,3,5,6-tetrahydrothiazolo[2,3-<i>b</i>]imidazolium
 hydrogen oxalate
;
_journal_coeditor_code           FL2215
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1954
_journal_paper_doi               10.1107/S1600536808029085
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C11 H12 Br N2 S + , C2 H O4 -'
_chemical_formula_moiety         'C11 H12 Br N2 S + , C2 H O4 -'
_chemical_formula_sum            'C13 H13 Br N2 O4 S'
_chemical_formula_weight         373.22
_chemical_melting_point          465
_chemical_name_common            '6-Bromolevamisole hydrogen oxalate'
_chemical_name_systematic
;
(<i>S</i>)-(-)-6-(4-Bromophenyl)-2,3,5,6-tetrahydrothiazolo[2,3-
<i>b</i>]imidazolium hydrogen oxalate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                sm
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_method
'HKL2000-CIF automatic completion and interactive editing'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.6150(10)
_cell_length_b                   8.2560(10)
_cell_length_c                   32.5390(10)
_cell_measurement_reflns_used    39658
_cell_measurement_temperature    89(2)
_cell_measurement_theta_max      29.1
_cell_measurement_theta_min      2.6
_cell_volume                     1508.4(3)
_computing_cell_refinement       'HKL-2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'HKL-2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL-2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
HKL-3000SM (Minor <i>et al.</i>,  2006),
Mercury (Macrae <i>et al.</i>,  2006),
ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 (Farrugia, 1997)
;
_computing_publication_material  'HKL-3000SM (Minor <i>et al.</i>,  2006)'
_computing_structure_refinement
'SHELXL97 (Sheldrick, 2008), HKL-3000SM (Minor <i>et al.</i>,  2006)'
_computing_structure_solution
'SHELXS97 (Sheldrick, 2008), HKL-3000SM (Minor <i>et al.</i>,  2006)'
_diffrn_ambient_temperature      89(2)
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circel diffractometer'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       '\w scans with \c offset'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71074
_diffrn_reflns_av_R_equivalents  0.081
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            39658
_diffrn_reflns_reduction_process
;
 data merged using denzo and scalepack by evaluating a new profile for each
 reflection based on spots lying within a pre-specified radius
;
_diffrn_reflns_theta_full        29.1
_diffrn_reflns_theta_max         29.1
_diffrn_reflns_theta_min         2.6
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    2.880
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Otwinowski <i>et al.</i>,  2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.667
_refine_diff_density_min         -0.508
_refine_ls_abs_structure_details 'Flack (1983), 1686 Friedel pairs?'
_refine_ls_abs_structure_Flack   -0.018(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         4061
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0326P)^2^+0.8007P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0738
_reflns_number_gt                3438
_reflns_number_total             4061
_reflns_observed_criterion       >-3\s(I)
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            fl2215.cif
_cod_data_source_block           I
_cod_database_code               2219578