1,3-Bis(ethoxymethyl)-1<i>H</i>-benzimidazole-2(3<i>H</i>)-thione
Rivera, Augusto; Mejia-Camacho, Alexander; Ríos-Motta, Jaime; Dušek, Michal; Fejfarová, Karla; Acta Crystallographica Section E 66 (2010) o1135–o1136; doi:10.1107/S1600536810013036

data_2225772
_publ_section_title
;
 1,3-Bis(ethoxymethyl)-1<i>H</i>-benzimidazole-2(3<i>H</i>)-thione
;
_journal_coeditor_code           BT5233
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1135
_journal_page_last               o1136
_journal_paper_doi               10.1107/S1600536810013036
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C13 H18 N2 O2 S1'
_chemical_formula_moiety         'C13 H18 N2 O2 S1'
_chemical_formula_sum            'C13 H18 N2 O2 S'
_chemical_formula_weight         266.4
_chemical_name_systematic
;
1,3-Bis(ethoxymethyl)-1<i>H</i>-benzimidazole-2(3<i>H</i>)-thione
;
_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'
_cell_angle_alpha                90
_cell_angle_beta                 96.524(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.7176(2)
_cell_length_b                   16.0664(6)
_cell_length_c                   17.5128(6)
_cell_measurement_reflns_used    7933
_cell_measurement_temperature    120
_cell_measurement_theta_max      62.3687
_cell_measurement_theta_min      3.7367
_cell_volume                     1318.78(9)
_computing_cell_refinement
'<i>CrysAlis RED</i> (Oxford Diffraction, 2009)'
_computing_data_collection
'<i>CrysAlis CCD</i> (Oxford Diffraction, 2009)'
_computing_data_reduction
'<i>CrysAlis RED</i> (Oxford Diffraction, 2009)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material
'JANA2006 (Pet\<r\'i\<cek <i>et al.</i>,  2006)'
_computing_structure_refinement
'JANA2006 (Pet\<r\'i\<cek <i>et al.</i>,  2006)'
_computing_structure_solution    'SIR2002 (Burla <i>et al.</i>,  2003)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 10.3784
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type
;
Oxford diffraction Xcalibur diffractometer with an Atlas (Gemini ultra Cu)
detector
;
_diffrn_measurement_method
'Rotation method data acquisition using \w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_sigmaI/netI    0.0083
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11526
_diffrn_reflns_reduction_process
;
Integration of the CCD images was done by program Crysalis RED
(Oxford diffraction, 2008). The same program was used for indexing of the
crystal shape and absorption correction.
;
_diffrn_reflns_theta_full        62.33
_diffrn_reflns_theta_max         62.33
_diffrn_reflns_theta_min         3.74
_exptl_absorpt_coefficient_mu    2.144
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Oxford Diffraction, 2009)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.3411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.3566
_exptl_crystal_size_mid          0.0937
_exptl_crystal_size_min          0.0678
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.09
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_constraints    72
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2096
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.0011
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[\s^2^(I)+0.0016I^2^]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1096
_reflns_number_gt                1718
_reflns_number_total             2096
_reflns_threshold_expression     I>3\s(I)
_cod_data_source_file            bt5233.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C13 H18 N2 O2 S1'
_cod_database_code               2225772