Selenophene-Based Heteroacenes: Synthesis, Structures, and Physicochemical Behaviors.
Xu, Wan; Wang, Mengjie; Ma, Zhiying; Shan, Zhen; Li, Chunli; Wang, Hua; The Journal of organic chemistry 83 (2018) 12154–12163; doi:10.1021/acs.joc.8b02107

data_4035216
_publ_section_title
;
 Selenophene-Based Heteroacenes: Synthesis, Structures, and
 Physicochemical Behaviors.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12154
_journal_page_last               12163
_journal_paper_doi               10.1021/acs.joc.8b02107
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C24 H22 S6 Si2'
_chemical_formula_sum            'C24 H22 S6 Si2'
_chemical_formula_weight         558.95
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-09-25
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.08389(14)
_cell_length_b                   14.5798(3)
_cell_length_c                   29.7083(7)
_cell_measurement_reflns_used    2648
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6770
_cell_measurement_theta_min      5.3880
_cell_volume                     2635.18(10)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41k (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41k (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41k (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w     13.00  38.00   0.50   17.50    --  -33.50   0.00 -60.00   50
  2  \w    -78.00 -34.00   0.50   17.50    --  -33.50 178.00 150.00   88
  3  \w    -64.00 -33.00   0.50   17.50    --  -33.50   0.00 -60.00   62
  4  \w     57.00  98.00   0.50   17.50    --   36.55 178.00   0.00   82
  5  \w    -34.00   4.00   0.50   17.50    --   36.55 -37.00 150.00   76
  6  \w     82.00 109.00   0.50   17.50    --   36.55 178.00 -60.00   54
  7  \w     57.00 110.00   0.50   17.50    --   36.55 178.00  90.00  106
  8  \w     60.00  87.00   0.50   17.50    --   36.55 178.00-180.00   54
  9  \w     56.00 107.00   0.50   35.00    --  108.00 -94.00 -30.00  102
 10  \w     38.00  85.00   0.50   35.00    --  108.00 -45.00 -90.00   94
 11  \w     40.00  66.00   0.50   35.00    --  108.00 -30.00-180.00   52
 12  \w     50.00  80.00   0.50   35.00    --  108.00 -30.00  90.00   60
 13  \w     78.00 104.00   0.50   35.00    --  108.00 -94.00  60.00   52
 14  \w     38.00  90.00   0.50   35.00    --  108.00 -30.00-150.00  104
 15  \w     69.00 136.00   0.50   35.00    --  108.00 -77.00 120.00  134
 16  \w     40.00  67.00   0.50   35.00    --  108.00 -77.00 120.00   54
 17  \w     33.00  59.00   0.50   20.00    --   36.47 -99.00 150.00   52
 18  \w     39.00  61.50   0.50   20.00    --   36.47 -99.00 -60.00   45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1500697000
_diffrn_orient_matrix_UB_12      -0.0020645000
_diffrn_orient_matrix_UB_13      -0.0417756000
_diffrn_orient_matrix_UB_21      0.0591310000
_diffrn_orient_matrix_UB_22      0.1016127000
_diffrn_orient_matrix_UB_23      0.0076501000
_diffrn_orient_matrix_UB_31      0.1953319000
_diffrn_orient_matrix_UB_32      -0.0290670000
_diffrn_orient_matrix_UB_33      0.0297673000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0795
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7032
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.031
_diffrn_reflns_theta_max         67.031
_diffrn_reflns_theta_min         3.377
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.758
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41k (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_description       plate
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.086
_refine_ls_abs_structure_details
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4133
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0648
_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^)+(0.0668P)^2^+4.9927P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1603
_refine_ls_wR_factor_ref         0.1757
_reflns_Friedel_coverage         0.722
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                3132
_reflns_number_total             4133
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b02107_si_003.cif
_cod_data_source_block           201709174
_cod_original_cell_volume        2635.19(10)
_cod_database_code               4035216
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C38H41N2O2S3
_shelx_estimated_absorpt_t_max   0.846
_shelx_estimated_absorpt_t_min   0.521
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C9(H9), C10(H10), C17(H17)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.485
_oxdiff_exptl_absorpt_empirical_full_min 0.703