2-Sulfanylidene-1,3-dithiolo[4,5-<i>b</i>]naphtho[2,3-<i>e</i>][1,4]dithiine-5,10-dione
Méndez-Rojas, Miguel Angel; Bernès, Sylvain; Pérez-Benítez, Aarón; Romero Zarazúa, María Fernanda; Castellanos-Uribe, Adrián; Acta Crystallographica Section E 67 (2011) o2837–; doi:10.1107/S1600536811039079

data_2232523
_publ_section_title
;
 2-Sulfanylidene-1,3-dithiolo[4,5-<i>b</i>]naphtho[2,3-<i>e</i>][1,4]dithiine-5,10-dione
;
_journal_coeditor_code           YK2021
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2837
_journal_paper_doi               10.1107/S1600536811039079
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C13 H4 O2 S5'
_chemical_formula_moiety         'C13 H4 O2 S5'
_chemical_formula_sum            'C13 H4 O2 S5'
_chemical_formula_weight         352.46
_chemical_melting_point          627
_chemical_name_systematic
;
2-Sulfanylidene-1,3-dithiolo[4,5-<i>b</i>]naphtho[2,3-<i>e</i>][1,4]dithiine-
5,10-dione
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL97
_cell_angle_alpha                97.934(9)
_cell_angle_beta                 89.227(9)
_cell_angle_gamma                117.867(8)
_cell_formula_units_Z            2
_cell_length_a                   7.8527(8)
_cell_length_b                   8.0281(9)
_cell_length_c                   12.0022(13)
_cell_measurement_reflns_used    68
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      12.32
_cell_measurement_theta_min      4.80
_cell_volume                     661.37(13)
_computing_cell_refinement       'XSCANS (Siemens, 1996)'
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'XSCANS (Siemens, 1996)'
_computing_molecular_graphics    'Mercury (Macrae <i>et al.</i>, 2006)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.0(10)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '\w 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  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3881
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.90
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 48
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.733
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(XSCANS; Siemens, 1996)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.276
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0345
_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^)+(0.0433P)^2^+0.1487P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0903
_reflns_number_gt                1748
_reflns_number_total             2323
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            yk2021.cif
_cod_data_source_block           I
_cod_original_cell_volume        661.37(12)
_cod_database_code               2232523
_cod_database_fobs_code          2232523