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_4035217
_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 S2 Se4 Si2'
_chemical_formula_sum            'C24 H22 S2 Se4 Si2'
_chemical_formula_weight         746.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-10-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 126.743(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   43.5409(16)
_cell_length_b                   6.07902(15)
_cell_length_c                   25.6532(10)
_cell_measurement_reflns_used    3105
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.1590
_cell_measurement_theta_min      4.2320
_cell_volume                     5441.0(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega -100.00  -20.80   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000   60.0000 198

  2 omega  -49.00   10.20   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000   30.0000 148

  3 omega   25.00   74.20   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461   37.0000  -30.0000 123

  4 omega   19.00   69.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461   57.0000 -120.0000 125

  5 omega   58.00  101.20   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  178.0000 -180.0000 108

  6 omega    5.00   31.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  -99.0000  -60.0000 65

  7 omega   32.00   58.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461   57.0000  -90.0000 65

  8 omega  -34.00   21.20   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  -37.0000 -180.0000 138

  9 omega   72.00  103.20   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461   57.0000  -90.0000 78

 10 omega  -20.00   12.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  -37.0000  -30.0000 80

 11 omega  -32.00   -4.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  -57.0000  120.0000 70

 12 omega    5.00   54.20   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  -57.0000  120.0000 123

 13 omega   72.00  102.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461   57.0000    0.0000 75

 14 omega   45.00   75.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  -99.0000  -60.0000 75

 15 omega   57.00   93.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  178.0000   30.0000 90

 16 omega   83.00  111.00   0.4000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.5461  178.0000  -90.0000 70

 17 omega   47.00   73.00   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 65

 18 omega   61.00  106.20   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 113

 19 omega   82.00  107.20   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 63

 20 omega   87.00  160.20   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000    0.0000 183

 21 omega   38.00   97.20   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 148

 22 omega   55.00   81.00   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 65

 23 omega   38.00  150.00   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000  -30.0000 280

 24 omega   40.00  128.00   0.4000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000    0.0000 220
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0239618000
_diffrn_orient_matrix_UB_12      -0.0168515000
_diffrn_orient_matrix_UB_13      -0.0745983000
_diffrn_orient_matrix_UB_21      -0.0370803000
_diffrn_orient_matrix_UB_22      0.0071301000
_diffrn_orient_matrix_UB_23      -0.0051036000
_diffrn_orient_matrix_UB_31      -0.0005398000
_diffrn_orient_matrix_UB_32      0.2528498000
_diffrn_orient_matrix_UB_33      -0.0047977000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            11127
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.446
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.829
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52439
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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    1.823
_exptl_crystal_description       needle
_exptl_crystal_F_000             2896
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.799
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4860
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0467P)^2^+4.1944P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0998
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3490
_reflns_number_total             4860
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b02107_si_004.cif
_cod_data_source_block           201709191
_cod_original_cell_volume        5441.1(5)
_cod_database_code               4035217
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C40H40P2N2O2S2Si1
_shelx_estimated_absorpt_t_max   0.778
_shelx_estimated_absorpt_t_min   0.472
_reflns_odcompleteness_completeness 99.85
_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'