Effect of H- and J-Aggregation on the Photophysical and Voltage Loss of Boron Dipyrromethene Small Molecules in Vacuum-Deposited Organic Solar Cells.
Li, Tian-Yi; Benduhn, Johannes; Qiao, Zhi; Liu, Yuan; Li, Yue; Shivhare, Rishi; Jaiser, Frank; Wang, Pei; Ma, Jie; Zeika, Olaf; Neher, Dieter; Mannsfeld, Stefan C. B.; Ma, Zaifei; Vandewal, Koen; Leo, Karl; The journal of physical chemistry letters  (2019) 2684–2691; doi:10.1021/acs.jpclett.9b01222

data_8000281
_publ_section_title
;
 Effect of H- and J-Aggregation on the Photophysical and Voltage Loss of
 Boron Dipyrromethene Small Molecules in Vacuum-Deposited Organic Solar
 Cells.
;
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              2684
_journal_page_last               2691
_journal_paper_doi               10.1021/acs.jpclett.9b01222
_journal_year                    2019
_chemical_formula_moiety         'C25 H13 B F4 N2 O2'
_chemical_formula_sum            'C25 H13 B F4 N2 O2'
_chemical_formula_weight         460.18
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-04-29
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 144.970(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8223(6)
_cell_length_b                   19.3229(2)
_cell_length_c                   17.8964(11)
_cell_measurement_reflns_used    6446
_cell_measurement_temperature    100.1(6)
_cell_measurement_theta_max      76.4530
_cell_measurement_theta_min      4.5670
_cell_volume                     1949.7(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.1(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.979
_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    -45.00  30.00   0.50    1.00    --  -38.50  38.00 -30.00  150
  2  \w    -43.00  30.00   0.50    1.00    --  -38.50  77.00  60.00  146
  3  \w    -86.00 -23.00   0.50    1.00    --  -38.50 -38.00 120.00  126
  4  \w     59.00  97.00   0.50    1.00    --   42.62-125.00 -30.00   76
  5  \w     80.00 134.00   0.50    4.00    --  111.00 -45.00 -30.00  108
  6  \w     96.00 121.00   0.50    4.00    --  111.00-125.00-120.00   50
  7  \w     92.00 121.00   0.50    4.00    --  111.00-125.00 -60.00   58
  8  \w     59.00 108.00   0.50    4.00    --  111.00 -94.00-180.00   98
  9  \w     49.00  77.00   0.50    4.00    --  111.00-125.00-120.00   56
 10  \w     39.00  66.00   0.50    4.00    --  111.00 -94.00 -30.00   54
 11  \w     60.00 139.00   0.50    4.00    --  111.00 -77.00   0.00  158
 12  \w     75.00 178.00   0.50    4.00    --  111.00  15.00 120.00  206
 13  \w    109.00 154.00   0.50    4.00    --  111.00 125.00 -90.00   90
 14  \w    141.00 176.00   0.50    4.00    --  111.00  61.00-180.00   70
 15  \w    101.00 132.00   0.50    4.00    --  111.00  61.00-180.00   62
 16  \w     40.00  79.00   0.50    4.00    --  111.00 -45.00 -30.00   78
 17  \w     39.00 105.00   0.50    4.00    --  111.00-125.00  30.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1976454000
_diffrn_orient_matrix_UB_12      0.0421327000
_diffrn_orient_matrix_UB_13      0.0505616000
_diffrn_orient_matrix_UB_21      -0.1355370000
_diffrn_orient_matrix_UB_22      0.0673613000
_diffrn_orient_matrix_UB_23      -0.0437344000
_diffrn_orient_matrix_UB_31      0.1313245000
_diffrn_orient_matrix_UB_32      0.0061241000
_diffrn_orient_matrix_UB_33      0.1342276000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10291
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.647
_diffrn_reflns_theta_min         4.577
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.076
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic greenish black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_description       plate
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.543
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4041
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0350
_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^)+(0.0520P)^2^+0.6217P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0982
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3647
_reflns_number_total             4041
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jz9b01222_si_002.cif
_cod_data_source_block           iapp033
_cod_original_cell_volume        1949.7(4)
_cod_database_code               8000281
_chemical_oxdiff_formula         'C25 H13 B F4 N2 O2'
_chemical_oxdiff_usercomment     OZ-15
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C18(H18), C21(H21), C22(H22), C24(H24), C25(H25)
;
_shelx_res_checksum              99094
_shelx_hkl_checksum              59451
_shelx_shelxl_version_number     2014/7
_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 1.401
_oxdiff_exptl_absorpt_empirical_full_min 0.404