Photovoltaic performance of novel push‒pull‒push thienyl‒Bodipy dyes in solution-processed BHJ-solar cells
Sutter, Alexandra; Retailleau, Pascal; Huang, Wei-Ching; Lin, Hao-Wu; Ziessel, Raymond; New Journal of Chemistry 38 (2014) 1701–; doi:10.1039/c3nj01436c

data_7054038
_publ_section_title
;
 Photovoltaic performance of novel push--pull--push thienyl--Bodipy dyes
 in solution-processed BHJ-solar cells
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1701
_journal_paper_doi               10.1039/c3nj01436c
_journal_volume                  38
_journal_year                    2014
_chemical_formula_moiety         'C65 H48 B F2 I N4 S2, 2.7(C H2 Cl2)'
_chemical_formula_sum            'C67.7 H53.4 B Cl5.4 F2 I N4 S2'
_chemical_formula_weight         1354.20
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2012
_cell_angle_alpha                80.833(6)
_cell_angle_beta                 77.449(6)
_cell_angle_gamma                80.043(6)
_cell_formula_units_Z            2
_cell_length_a                   12.6116(5)
_cell_length_b                   13.0839(6)
_cell_length_c                   20.2570(14)
_cell_measurement_reflns_used    11491
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      58.8
_cell_measurement_theta_min      2.3
_cell_volume                     3187.7(3)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)'
_computing_data_reduction
'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL2012 (Sheldrick, 2008)'
_computing_structure_refinement
'SHELXL2012 (Sheldrick, 2008); CRYSTALBUILDER (Welter, 2006)'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_type
'RAPID II large area curved imaging plate detector '
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
scan:
    Number of images: 36
               Slice: 20.0000 - 200.0000
         Image width: 5.0000
            Exp time: 600.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 54.0000
                 Phi: 90.0000
                 XTD: 127.4000
              2theta: 0.0000
scan:
    Number of images: 36
               Slice: 20.0000 - 200.0000
         Image width: 5.0000
            Exp time: 600.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 54.0000
                 Phi: 270.0000
                 XTD: 127.4000
              2theta: 0.0000
scan:
    Number of images: 36
               Slice: 20.0000 - 200.0000
         Image width: 5.0000
            Exp time: 600.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 0.0000
                 Phi: 0.0000
                 XTD: 127.4000
              2theta: 0.0000
scan:
    Number of images: 32
               Slice: 20.0000 - 184.0000
         Image width: 5.0000
            Exp time: 600.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 54.0000
                 Phi: 180.0000
                 XTD: 127.4000
              2theta: 0.0000
scan:
    Number of images: 21
               Slice: 20.0000 - 125.0000
         Image width: 5.0000
            Exp time: 600.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 54.0000
                 Phi: 0.0000
                 XTD: 127.4000
              2theta: 0.0000
scan:
    Number of images: 12
               Slice: 65.0000 - 125.0000
         Image width: 5.0000
            Exp time: 600.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 30.0000
                 Phi: 270.0000
                 XTD: 127.4000
              2theta: 0.0000

;
_diffrn_measurement_device_type  'Rigaku rapid II RAXIS conversion'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_orient_matrix_type       FS_PROCESS
_diffrn_orient_matrix_UB_11      0.030588
_diffrn_orient_matrix_UB_12      -0.075203
_diffrn_orient_matrix_UB_13      0.010514
_diffrn_orient_matrix_UB_21      -0.016041
_diffrn_orient_matrix_UB_22      0.007611
_diffrn_orient_matrix_UB_23      0.049678
_diffrn_orient_matrix_UB_31      -0.074463
_diffrn_orient_matrix_UB_32      -0.020156
_diffrn_orient_matrix_UB_33      0.004586
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22781
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         44.997
_diffrn_reflns_theta_min         2.253
_exptl_absorpt_coefficient_mu    7.039
_exptl_absorpt_correction_T_max  0.46
_exptl_absorpt_correction_T_min  0.20
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'FS_ABSCOR (Rigaku, 2009)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1375
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_platon_squeeze_details
; The PLATON SQUEEZE procedure [Sluis, P. van der and Spek, A.L. (1990)
 Acta Crystallogr., Sect. A, 46, 194-201.]
 was used to treat regions of diffuse solvent
 dichloromethane molecules which could not be sensibly modelled in terms 
 of three atomic sites. 
 Their contribution to the diffraction pattern was removed and modified
 Fo^2^ written to a new HKL file. The number of electrons thus located, 
 229 per unit cell, for a total volume of 743 \%A^3^was assigned to 
 three molecules of chloroform solvent per unit cell with occupancy factors 
 of 0.7, 0,678? 0,65respectively . This is taken into account in 
 the formula, formula weight, calculated density, \m and F(000).
;
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     676
_refine_ls_number_reflns         5140
_refine_ls_number_restraints     41
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0593
_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^)+(0.1042P)^2^+1.3805P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1682
_refine_ls_wR_factor_ref         0.2094
_reflns_number_gt                3135
_reflns_number_total             5146
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3nj01436c2.cif
_cod_data_source_block           compound_1_ccdc_939187
_cod_original_formula_sum        'C67.70 H53.40 B Cl5.40 F2 I N4 S2'
_cod_database_code               7054038
_shelxl_version_number           2012-9
_shelx_res_checksum              12423
_shelx_hkl_checksum              5161