Fused Selenophene-thieno[3,2-b]thiophene-selenophene (ST)-based Narrow Bandgap Electron Acceptor for Efficient Organic Solar Cells with Small Voltage Loss
Liao, Xunfan; Shi, Xueliang; Zhang, Ming; Gao, Ke; Zuo, Lijian; Liu, Feng; Chen, Yiwang; Jen, Alex K. Y.; Chemical Communications  (2019) –; doi:10.1039/C9CC03585K

data_7123644
_publ_section_title
;
 Fused Selenophene-thieno[3,2-b]thiophene-selenophene (ST)-based Narrow
 Bandgap Electron Acceptor for Efficient Organic Solar Cells with Small
 Voltage Loss
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC03585K
_journal_year                    2019
_chemical_formula_moiety         'C90 H80 N4 O2 S2 Se2, 2(C H2 Cl2)'
_chemical_formula_sum            'C92 H82 Cl6 N4 O2 S2 Se2'
_chemical_formula_weight         1710.35
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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   direct
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2017-12-22T11:08:52-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2018-01-13 deposited with the CCDC.    2019-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.87(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.568(7)
_cell_length_b                   21.991(11)
_cell_length_c                   21.812(9)
_cell_measurement_reflns_used    459
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      16.45
_cell_measurement_theta_min      2.72
_cell_measurement_wavelength     0.71073
_cell_volume                     8145(6)
_computing_cell_refinement       'SAINT V8.34A integration software'
_computing_data_collection       'Bruker APEX2 software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       '\f or \w oscillation scans'
_diffrn_orient_matrix_UB_11      -0.001947
_diffrn_orient_matrix_UB_12      0.045347
_diffrn_orient_matrix_UB_13      0.003445
_diffrn_orient_matrix_UB_21      -0.024298
_diffrn_orient_matrix_UB_22      0.002865
_diffrn_orient_matrix_UB_23      -0.046684
_diffrn_orient_matrix_UB_31      -0.053594
_diffrn_orient_matrix_UB_32      -0.002947
_diffrn_orient_matrix_UB_33      0.007623
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4871
_diffrn_reflns_av_unetI/netI     1.5394
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19414
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25.667
_diffrn_reflns_theta_min         1.515
_diffrn_source                   'sealed x-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.208
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             3520
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.002
_refine_diff_density_max         2.831
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.888
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     979
_refine_ls_number_reflns         14797
_refine_ls_number_restraints     1276
_refine_ls_restrained_S_all      0.894
_refine_ls_R_factor_all          0.6563
_refine_ls_R_factor_gt           0.2413
_refine_ls_shift/su_max          0.09
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4403
_refine_ls_wR_factor_ref         0.6663
_reflns_Friedel_coverage         0
_reflns_number_gt                1489
_reflns_number_total             14797
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc03585k2.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7123644
_shelx_estimated_absorpt_t_min   0.84
_shelx_estimated_absorpt_t_max   0.998
_shelx_res_checksum              87082
_shelx_hkl_checksum              88883