Radical cation and dication of a 4H-dithieno[2,3-b:3′,2′-e][1,4]-thiazine
Schneeweis, Arno; Neidlinger, Andreas; Reiss, Guido J.; Frank, Walter; Heinze, Katja; Müller, Thomas J. J.; Organic Chemistry Frontiers 4 (2017) 839–; doi:10.1039/C7QO00188F

data_1553766
_publ_section_title
;
 Radical cation and dication of a
 4H-dithieno[2,3-b:3&#x2032;,2&#x2032;-e][1,4]-thiazine
;
_journal_issue                   5
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              839
_journal_paper_doi               10.1039/C7QO00188F
_journal_volume                  4
_journal_year                    2017
_chemical_formula_moiety         'C18 H17 N S3'
_chemical_formula_sum            'C18 H17 N S3'
_chemical_formula_weight         343.51
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-02-24 deposited with the CCDC.
2017-04-04 downloaded from the CCDC.
;
_cell_angle_alpha                113.51(2)
_cell_angle_beta                 114.37(2)
_cell_angle_gamma                96.715(18)
_cell_formula_units_Z            4
_cell_length_a                   12.112(3)
_cell_length_b                   13.064(3)
_cell_length_c                   13.586(3)
_cell_measurement_reflns_used    12759
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.6374
_cell_measurement_theta_min      2.7933
_cell_volume                     1690.6(9)
_computing_cell_refinement
;
Agilent Technologies: <i>CrysAlis PRO</i> Software system, version
1.171.35.15, Agilent Technologies UK Ltd, Oxford, UK 2011.
;
_computing_data_collection
;
Agilent Technologies: <i>CrysAlis PRO</i> Software system, version
1.171.35.15, Agilent Technologies UK Ltd, Oxford, UK 2011.
;
_computing_data_reduction
;
Agilent Technologies: <i>CrysAlis PRO</i> Software system, version
1.171.35.15, Agilent Technologies UK Ltd, Oxford, UK 2011.
;
_computing_molecular_graphics    'Diamond 3.2i [3]'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/6 [2]'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 16.2711
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  Xcalibur-EOS
_diffrn_measurement_method       omega
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1069
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            42642
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.499
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_min         2.818
_exptl_absorpt_coefficient_mu    0.434
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44  
 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_description       needle
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6998
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.198
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0668
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0160P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1361
_refine_ls_wR_factor_ref         0.1532
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4740
_reflns_number_total             6998
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7qo00188f2.cif
_cod_data_source_block           exp_1123
_cod_original_cell_volume        1690.6(8)
_cod_database_code               1553766
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.846
_shelx_estimated_absorpt_t_max   0.970
_shelx_res_checksum              81846