3a,11b-Dihydroxy-3a,11b-dihydro-1<i>H</i>-imidazo[4,5-<i>f</i>][1,10]phenanthroline-2(3<i>H</i>)-thione
Wang, Hua; Mei, Peng; Chu, Wen-Yi; Sun, Zhi-Zhong; Hou, Yan-Jun; Acta Crystallographica Section E 68 (2012) o208–; doi:10.1107/S1600536811053967

data_2233090
_publ_section_title
;
 3a,11b-Dihydroxy-3a,11b-dihydro-1<i>H</i>-imidazo[4,5-<i>f</i>][1,10]phenanthroline-2(3<i>H</i>)-thione
;
_journal_coeditor_code           BQ2329
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o208
_journal_paper_doi               10.1107/S1600536811053967
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C13 H10 N4 O2 S'
_chemical_formula_moiety         'C13 H10 N4 O2 S'
_chemical_formula_sum            'C13 H10 N4 O2 S'
_chemical_formula_weight         286.31
_chemical_name_common
;
3a,11b-Dihydroxy-3a,11b-dihydro-1<i>H</i>-imidazo[4,5-
<i>f</i>][1,10]phenanthroline-2(3<i>H</i>)-thione
;
_chemical_name_systematic
;
2,6-dihydroxy-11,14-diazatetracyclo[11.4.0.0^2,6^.0^7,12^]heptadeca-
1(13),7(12),8,10,14,16-hexaene-4-thione
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.382(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.259(4)
_cell_length_b                   12.815(4)
_cell_length_c                   8.565(3)
_cell_measurement_reflns_used    512
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.3101
_cell_measurement_theta_min      2.4307
_cell_volume                     1215.6(7)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1072
_diffrn_reflns_av_sigmaI/netI    0.1345
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9690
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    0.274
_exptl_absorpt_correction_T_max  0.9679
_exptl_absorpt_correction_T_min  0.9524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.300
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3035
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.935
_refine_ls_R_factor_all          0.1623
_refine_ls_R_factor_gt           0.0612
_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^)+(0.0587P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1613
_reflns_number_gt                1325
_reflns_number_total             3035
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            bq2329.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2233090
_cod_database_fobs_code          2233090