Investigation on the Structure-Performance Correlation in Y-series Electron Acceptor with Different Phenyl Alkyl Inner Side Chains Toward High-Efficiency Organic Solar Cells
Kong, Jingyao; Zhu, Yufan; Li, Bowen; He, Dan; Zhao, Fuwen; Physical Chemistry Chemical Physics  (2025) –; doi:10.1039/D5CP02606G

data_7250835
_publ_section_title
;
 Investigation on the Structure-Performance Correlation in Y-series
 Electron Acceptor with Different Phenyl Alkyl Inner Side Chains Toward
 High-Efficiency Organic Solar Cells
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D5CP02606G
_journal_year                    2025
_chemical_formula_moiety         '5(C6 H4 Cl2), C184.5 H178 F8 N16 O4 S10'
_chemical_formula_sum            'C214.5 H183 Cl10 F8 N16 O4 S10'
_chemical_formula_weight         3875.86
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2024-03-14
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-07-28 deposited with the CCDC.	2025-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                68.470(7)
_cell_angle_beta                 71.318(6)
_cell_angle_gamma                79.525(6)
_cell_formula_units_Z            2
_cell_length_a                   20.0905(9)
_cell_length_b                   20.3707(15)
_cell_length_c                   29.595(2)
_cell_measurement_reflns_used    28190
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      72.9780
_cell_measurement_theta_min      2.3740
_cell_volume                     10644.8(13)
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.908
_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   -100.00 -54.00   0.50    4.00    --  -46.54 -51.00  18.00   92
  2  \w    -53.00  25.00   0.50    4.00    --  -46.54  51.00 164.00  156
  3  \w     49.00 120.00   0.50    4.00    --   46.54  51.00 164.00  142
  4  \w    -25.00  58.00   0.50    4.00    --   46.54 -51.00  18.00  166
  5  \w   -166.00 -94.00   0.50   18.00    -- -104.50 -51.00  18.00  144
  6  \w     93.00 178.00   0.50   18.00    --  108.85  51.00 164.00  170
  7  \w    -22.00  29.00   0.50    4.00    --  -46.54  19.00 -90.00  102
  8  \w   -118.00 -32.00   0.50    4.00    --  -46.54 -47.00 -60.59  172
  9  \w     61.00  93.00   0.50    4.00    --   46.54-125.00-150.00   64
 10  \w     40.00  87.00   0.50    4.00    --   46.54-125.00  30.00   94
 11  \w     30.00  57.00   0.50    4.00    --   46.54-125.00-180.00   54
 12  \w     31.00  57.00   0.50    4.00    --   46.54-125.00-150.00   52
 13  \w    -64.00 -38.00   0.50   18.00    -- -104.50  61.00-150.00   52
 14  \w    -68.00 -41.00   0.50   18.00    -- -104.50  61.00 120.00   54
 15  \w   -128.00 -94.00   0.50   18.00    -- -104.50 -65.00 145.28   68
 16  \w    -68.00 -40.00   0.50   18.00    -- -104.50  61.00  90.00   56
 17  \w   -174.00-136.00   0.50   18.00    -- -104.50 -65.00 145.28   76
 18  \w   -152.00-117.00   0.50   18.00    -- -104.50 -15.00-120.00   70
 19  \w   -109.00 -72.00   0.50   18.00    -- -104.50 125.00 -90.00   74
 20  \w   -100.00 -35.00   0.50   18.00    -- -104.50 110.00-124.60  130
 21  \w    -60.00 -34.00   0.50   18.00    -- -104.50 125.00 -60.00   52
 22  \w   -108.00 -61.00   0.50   18.00    -- -104.50 110.00-158.42   94
 23  \w    -94.00 -32.00   0.50   18.00    -- -104.50  77.00 -30.00  124
 24  \w   -111.00 -84.00   0.50   18.00    -- -104.50 125.00 -60.00   54
 25  \w   -125.00 -95.00   0.50   18.00    -- -104.50 144.00 -35.15   60
 26  \w    -67.00 -32.00   0.50   18.00    -- -104.50  61.00  30.00   70
 27  \w   -169.00 -89.00   0.50   18.00    -- -104.50 -56.00  90.83  160
 28  \w    -62.00 -36.00   0.50   18.00    -- -104.50  61.00-120.00   52
 29  \w   -174.00 -88.00   0.50   18.00    -- -104.50 -57.00 103.62  172
 30  \w   -127.00 -32.00   0.50   18.00    -- -104.50 151.00 -17.10  190
 31  \w   -111.00 -62.00   0.50   18.00    -- -104.50 125.00-120.00   98
 32  \w   -124.00 -92.00   0.50   18.00    -- -104.50 142.00  70.95   64
 33  \w    -78.00 -46.00   0.50   18.00    -- -104.50 142.00  70.95   64
 34  \w     66.00 111.00   0.50   18.00    --  108.85-125.00-150.00   90
 35  \w     57.00  97.00   0.50   18.00    --  108.85 -94.00  30.00   80
 36  \w     39.00  87.00   0.50   18.00    --  108.85-125.00 -90.00   96
 37  \w     95.00 174.00   0.50   18.00    --  108.85  30.00 -60.00  158
 38  \w     36.00  73.00   0.50   18.00    --  108.85 -61.00  30.00   74
 39  \w     56.00 104.00   0.50   18.00    --  108.85 -94.00  60.00   96
 40  \w     81.00 107.00   0.50   18.00    --  108.85-125.00-120.00   52
 41  \w     39.00  79.00   0.50   18.00    --  108.85-125.00-120.00   80
 42  \w     62.00 112.00   0.50   18.00    --  108.85-125.00 -30.00  100
 43  \w    129.00 173.00   0.50   18.00    --  108.85 125.00-120.00   88
 44  \w     85.00 122.00   0.50   18.00    --  108.85 125.00-120.00   74
 45  \w     36.00 105.00   0.50   18.00    --  108.85 -94.00 -30.00  138
 46  \w     43.00  90.00   0.50   18.00    --  108.85 -94.00   0.00   94
 47  \w     45.00  75.00   0.50   18.00    --  108.85 -94.00-180.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1261
_diffrn_reflns_av_unetI/netI     0.0739
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            145234
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         82.486
_diffrn_reflns_theta_min         2.328
_exptl_absorpt_coefficient_mu    2.620
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_description       needle
_exptl_crystal_F_000             4032
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.381
_refine_diff_density_min         -0.788
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.765
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2470
_refine_ls_number_reflns         43072
_refine_ls_number_restraints     582
_refine_ls_restrained_S_all      0.770
_refine_ls_R_factor_all          0.1928
_refine_ls_R_factor_gt           0.1308
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+100.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2889
_refine_ls_wR_factor_ref         0.3358
_reflns_Friedel_coverage         0.000
_reflns_number_gt                22337
_reflns_number_total             43072
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cp02606g2.cif
_cod_data_source_block           1
_cod_original_formula_sum        'C214.50 H183 Cl10 F8 N16 O4 S10'
_cod_database_code               7250835
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C84-C83 = C85-C84 = C86-C85 = C87-C86 = C87-C88 = C89-C88 = C89-C90 = C90-C91
 = C92-C91
 1.54 with sigma of 0.01
 C66-C65 = C67-C66 = C68-C67 = C67-C68B
 1.54 with sigma of 0.01
 C80-C81 = C80-C79
 1.54 with sigma of 0.02
 C68A-C67A = C81A-C80A
 1.54 with sigma of 0.01
 C48C-C47A = C48A-C47A = C48C-C49C = C48A-C49A = C50A-C49A = C50C-C49C = C50C-
 C51C = C50A-C51A = C51A-C52A = C51C-C52C = C53A-C52A = C53C-C52C = C53C-C54C =
 C53A-C54A = C55C-C54C = C55A-C54A
 1.54 with sigma of 0.01
 C117-C118 = C122-C117 = C122-C121 = C120-C121 = C120-C119 = C119-C118 = C96-
 C97 = C98-C97 = C98-C93 = C93-C94 = C95-C96 = C95-C94 = C102-C103 = C103-C104 =
  C99-C104 = C100-C99 = C100-C101 = C101-C102
 1.39 with sigma of 0.01
 C79A-C78A = C79C-C78A = C80C-C79C = C80C-C81C = C79A-C80A = C81A-C80A
 1.54 with sigma of 0.01
 C47A-C49A
 2.5 with sigma of 0.02
 C49A-C51A
 2.5 with sigma of 0.02
 C50A-C52A
 2.5 with sigma of 0.02
 C51A-C53A
 2.5 with sigma of 0.02
 C52A-C54A
 2.5 with sigma of 0.02
 C50A-C48A
 2.5 with sigma of 0.02
 C53A-C55A
 2.5 with sigma of 0.02
 C53C-C55C
 2.5 with sigma of 0.02
 C54C-C52C
 2.5 with sigma of 0.02
 C53C-C51C
 2.5 with sigma of 0.02
 C52C-C50C
 2.5 with sigma of 0.02
 C51C-C49C
 2.5 with sigma of 0.02
 C49C-C47A
 2.5 with sigma of 0.02
3. Rigid bond restraints
 C67A, C68A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C107, C108
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C64 \\sim C65 \\sim C66 \\sim C67 \\sim C68B \\sim C68: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 1.7A
C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81: within 1.7A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 1.7A
C47A \\sim C48C \\sim C49C \\sim C50C \\sim C51C \\sim C52C \\sim C53C \\sim
C54C \\sim C55C \\sim C48A \\sim C49A \\sim C50A \\sim C51A \\sim C52A \\sim
C53A \\sim C54A \\sim C55A: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 1.7A
C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C87 \\sim C88 \\sim C89 \\sim
C90 \\sim C91 \\sim C92: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 1.7A
Cl3 \\sim Cl4 \\sim C99 \\sim C100 \\sim C101 \\sim C102 \\sim C103 \\sim C104:
within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
Cl9 \\sim Cl10 \\sim C117 \\sim C118 \\sim C119 \\sim C120 \\sim C121 \\sim
C122: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
within 1.7A
Cl1 \\sim Cl2 \\sim C93 \\sim C94 \\sim C95 \\sim C96 \\sim C97 \\sim C98:
within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
C63A \\sim C64A \\sim C65A \\sim C66A \\sim C67A \\sim C68A: within 1.7A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
C76A \\sim C77A \\sim C78A \\sim C79A \\sim C80A \\sim C81A \\sim C79C \\sim
C80C \\sim C81C: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 1.7A
5. Others
 Sof(C54C)=1.5*(1-FVAR(2))
 Sof(H47A)=Sof(H47B)=Sof(C48C)=Sof(H48A)=Sof(H48B)=Sof(C49C)=Sof(H49A)=
 Sof(H49B)=Sof(C50C)=Sof(H50A)=Sof(H50B)=Sof(C51C)=Sof(H51A)=Sof(H51B)=
 Sof(C52C)=Sof(H52A)=Sof(H52B)=Sof(C53C)=Sof(H53A)=Sof(H53B)=Sof(H54A)=
 Sof(H54B)=Sof(C55C)=Sof(H55A)=Sof(H55B)=Sof(H55C)=1-FVAR(1)
 Sof(H47C)=Sof(H47D)=Sof(C48A)=Sof(H48C)=Sof(H48D)=Sof(C49A)=Sof(H49C)=
 Sof(H49D)=Sof(C50A)=Sof(H50C)=Sof(H50D)=Sof(C51A)=Sof(H51C)=Sof(H51D)=
 Sof(C52A)=Sof(H52C)=Sof(H52D)=Sof(C53A)=Sof(H53C)=Sof(H53D)=Sof(H54C)=
 Sof(H54D)=Sof(C55A)=Sof(H55D)=Sof(H55E)=Sof(H55F)=FVAR(1)
 Sof(C54A)=1.5*FVAR(2)
 Sof(H78C)=Sof(H78D)=Sof(C79C)=Sof(H79C)=Sof(H79D)=Sof(C80C)=Sof(H80C)=
 Sof(H80D)=Sof(C81C)=Sof(H81D)=Sof(H81E)=Sof(H81F)=1-FVAR(2)
 Sof(H78A)=Sof(H78B)=Sof(C79A)=Sof(H79A)=Sof(H79B)=Sof(C80A)=Sof(H80A)=
 Sof(H80B)=Sof(C81A)=Sof(H81A)=Sof(H81B)=Sof(H81C)=FVAR(2)
 Sof(C68B)=Sof(H68D)=Sof(H68E)=Sof(H68F)=1-FVAR(3)
 Sof(C68)=Sof(H68G)=Sof(H68H)=Sof(H68I)=FVAR(3)
6.a Riding coordinates:
 C55(H55G,H55H,H55I), C81(H81G,H81H,H81I), C92(H92D,H92E,H92F), C68B(H68D,H68E,
 H68F), C68(H68G,H68H,H68I), C68A(H68A,H68B,H68C), C92A(H92A,H92B,H92C),
 C81A(H81A,H81B,H81C), C81C(H81D,H81E,H81F), C55C(H55A,H55B,H55C), C55A(H55D,
 H55E,H55F)
6.b Secondary CH2 refined with riding coordinates:
 C45(H45C,H45D), C46(H46C,H46D), C47(H47E,H47F), C48(H48E,H48F), C49(H49E,
 H49F), C50(H50E,H50F), C51(H51E,H51F), C52(H52E,H52F), C53(H53E,H53F),
 C54(H54E,H54F), C56(H56C,H56D), C63(H63C,H63D), C64(H64C,H64D), C65(H65C,H65D),
  C66(H66C,H66D), C69(H69C,H69D), C76(H76C,H76D), C77(H77C,H77D), C78(H78E,
 H78F), C79(H79E,H79F), C80(H80E,H80F), C82(H82C,H82D), C83(H83C,H83D),
 C84(H84C,H84D), C85(H85C,H85D), C86(H86C,H86D), C87(H87C,H87D), C88(H88C,H88D),
  C89(H89C,H89D), C90(H90C,H90D), C91(H91C,H91D), C45A(H45A,H45B), C46A(H46A,
 H46B), C47A(H47C,H47D), C47A(H47A,H47B), C56A(H56A,H56B), C63A(H63A,H63B),
 C64A(H64A,H64B), C65A(H65A,H65B), C66A(H66A,H66B), C67A(H67A,H67B), C69A(H69A,
 H69B), C76A(H76A,H76B), C77A(H77A,H77B), C78A(H78A,H78B), C78A(H78C,H78D),
 C82A(H82A,H82B), C83A(H83A,H83B), C84A(H84A,H84B), C85A(H85A,H85B), C86A(H86A,
 H86B), C87A(H87A,H87B), C88A(H88A,H88B), C89A(H89A,H89B), C90A(H90A,H90B),
 C91A(H91A,H91B), C79A(H79A,H79B), C80A(H80A,H80B), C79C(H79C,H79D), C80C(H80C,
 H80D), C48C(H48A,H48B), C49C(H49A,H49B), C50C(H50A,H50B), C51C(H51A,H51B),
 C52C(H52A,H52B), C53C(H53A,H53B), C54C(H54A,H54B), C48A(H48C,H48D), C49A(H49C,
 H49D), C50A(H50C,H50D), C51A(H51C,H51D), C52A(H52C,H52D), C53A(H53C,H53D),
 C54A(H54C,H54D)
6.c Aromatic/amide H refined with riding coordinates:
 C94(H94), C95(H95), C96(H96), C97(H97), C100(H100), C101(H101), C102(H102),
 C103(H103), C106(H106), C107(H107), C108(H108), C109(H109), C112(H112),
 C113(H113), C114(H114), C115(H115), C118(H118), C119(H119), C120(H120),
 C121(H121), C4(H4), C7(H7), C13(H13), C32(H32), C36(H36), C39(H39), C58(H58),
 C59(H59), C61(H61), C62(H62), C71(H71), C72(H72), C74(H74), C75(H75), C4A(H4A),
  C7A(H7A), C13A(H13A), C32A(H32A), C36A(H36A), C39A(H39A), C58A(H58A),
 C59A(H59A), C61A(H61A), C62A(H62A), C71A(H71A), C72A(H72A), C74A(H74A),
 C75A(H75A)
;
_shelx_res_checksum              37480
_shelx_fab_checksum              11484
_platon_squeeze_void_probe_radius 1.20
_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
;