Regulating the Packing of Non-Fullerene Acceptors via Multiple Noncovalent Interactions for Enhancing the Performance of Organic Solar Cells.
Feng, Shiyu; Li, Miao; Tang, Ningning; Wang, Xiaodong; Huang, Hao; Ran, Guangliu; Liu, Yahui; Xie, Zengqi; Zhang, Wenkai; Bo, Zhishan; ACS applied materials & interfaces 12 (2020) 4638–4648; doi:10.1021/acsami.9b18076

data_4517313
_publ_section_title
;
 Regulating the Packing of Non-Fullerene Acceptors via Multiple
 Noncovalent Interactions for Enhancing the Performance of Organic Solar
 Cells.
;
_journal_issue                   4
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_page_first              4638
_journal_page_last               4648
_journal_paper_doi               10.1021/acsami.9b18076
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C83 H76 F5 N4 O3 S4'
_chemical_formula_sum            'C83 H76 F5 N4 O3 S4'
_chemical_formula_weight         1400.71
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-03-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                96.865(2)
_cell_angle_beta                 95.807(2)
_cell_angle_gamma                92.809(3)
_cell_formula_units_Z            2
_cell_length_a                   11.2531(5)
_cell_length_b                   19.4921(6)
_cell_length_c                   19.6596(3)
_cell_measurement_reflns_used    8332
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.1990
_cell_measurement_theta_min      3.9540
_cell_volume                     4251.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (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      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.939
_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    -27.00  13.00   0.50    3.81    --    0.00 -57.00  30.00   80
  2  \w    -46.00   9.00   0.50    3.81    --    0.00 -57.00-180.00  110
  3  \w    -84.00  12.00   0.50    3.81    --    0.00 -72.00 -30.00  192
  4  \w    -88.00 -34.00   0.50    3.81    --    0.00 -57.00  30.00  108
  5  \w    -45.00  12.00   0.50    3.81    --    0.00 -19.00  30.00  114
  6  \w    -27.00  10.00   0.50    3.81    --    0.00 -72.00  90.00   74
  7  \w   -112.00  -9.00   0.50   15.25    --  -98.80  19.00 150.00  206
  8  \w   -112.00 -24.00   0.50   15.25    --  -98.80  72.00   0.00  176
  9  \w   -102.00 -22.00   0.50   15.25    --  -98.80  72.00  90.00  160
 10  \w    -99.00 -60.00   0.50   15.25    --  -98.80  72.00 150.00   78
 11  \w   -112.00 -10.00   0.50   15.25    --  -98.80  72.00-120.00  204
 12  \w   -111.00 -37.00   0.50   15.25    --  -98.80  72.00  60.00  148
 13  \w   -108.00 -81.00   0.50   15.25    --  -98.80  72.00 -30.00   54
 14  \w    -99.00 -48.00   0.50   15.25    --  -98.80  72.00-180.00  102
 15  \w   -112.00 -27.00   0.50   15.25    --  -98.80  72.00 120.00  170
 16  \w   -101.00 -10.00   0.50   15.25    --  -98.80  19.00-120.00  182
 17  \w    -91.00 -26.00   0.50   15.25    --  -98.80  72.00-150.00  130
 18  \w   -109.00 -46.00   0.50   15.25    --  -98.80  72.00 -60.00  126
 19  \w    -85.00  -9.00   0.50   15.25    --  -98.80  57.00   0.00  152
 20  \w   -113.00 -88.00   0.50   15.25    --  -98.80  72.00  30.00   50
 21  \w    -53.00 -28.00   0.50   15.25    --  -98.80  72.00  30.00   50
 22  \w   -112.00 -87.00   0.50   15.25    --  -98.80 -19.00 -90.00   50
 23  \w   -112.00 -13.00   0.50   15.25    --  -98.80  72.00 -90.00  198
 24  \w   -186.00  -9.00   0.50   15.25    --  -98.80   0.00 -60.00  354
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0609399000
_diffrn_orient_matrix_UB_12      0.0563909000
_diffrn_orient_matrix_UB_13      0.0559648000
_diffrn_orient_matrix_UB_21      0.0490936000
_diffrn_orient_matrix_UB_22      -0.0564049000
_diffrn_orient_matrix_UB_23      0.0418109000
_diffrn_orient_matrix_UB_31      0.1135103000
_diffrn_orient_matrix_UB_32      0.0001141000
_diffrn_orient_matrix_UB_33      -0.0377204000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            45586
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.836
_diffrn_reflns_theta_min         3.019
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.481
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
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    1.094
_exptl_crystal_description       plate
_exptl_crystal_F_000             1470
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.870
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.232
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     928
_refine_ls_number_reflns         16157
_refine_ls_number_restraints     275
_refine_ls_restrained_S_all      1.279
_refine_ls_R_factor_all          0.1875
_refine_ls_R_factor_gt           0.1338
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3507
_refine_ls_wR_factor_ref         0.4018
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6949
_reflns_number_total             16157
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am9b18076_si_003.cif
_cod_data_source_block           fo_2f2
_cod_depositor_comments
'Adding full bibliography for 4517313--4517314.cif.'
_cod_database_code               4517313
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 98.24
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 0.8 times of:
  {H19A,H19B,H19C} of C19, {H8A,H8B,H8C} of C8, {H11A,H11B,H11C} of C11,
  {H33A,H33B,H33C} of C33
 At 1.5 times of:
  {H14A,H14B,H14C} of C14, {H2A,H2B,H2C} of C2, {H3A,H3B,H3C} of C3, {H1AA,
  H1AB,H1AC} of C1AA
2. Restrained distances
 C01X-C18 = C18-C023 = C023-C026 = C026-C6AA = C6AA-C1AA
 1.54 with sigma of 0.01
 C18-C4 = C4-C3
 1.54 with sigma of 0.01
 C024-C029 = C029-C2
 1.54 with sigma of 0.01
 C01S-C027 = C027-C14
 1.54 with sigma of 0.01
 C01C-C025 = C025-C10 = C10-C3AA = C3AA-C20 = C20-C33
 1.54 with sigma of 0.01
 C011-C024 = C024-C1 = C1-C2AA = C2AA-C7AA = C7AA-C11
 1.54 with sigma of 0.01
 C2AA-C11
 2.45 with sigma of 0.01
 O2-C5AA
 1.54 with sigma of 0.01
 O4-C4AA
 1.54 with sigma of 0.01
 C01U-C01S = C01S-C7 = C7-C0AA = C0AA-C9 = C9-C19
 1.54 with sigma of 0.01
 C025-C8AA = C8AA-C8
 1.54 with sigma of 0.01
3. Rigid bond restraints
 C4, C3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C01X, C18, C023, C026, C6AA, C1AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C029, C2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C027, C14
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C01C, C025, C10, C3AA, C20, C33
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C011, C024, C1, C2AA, C7AA, C11
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C5AA, C4AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C01U, C01S, C7, C0AA, C9, C19
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C8AA, C8
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C4) \\sim Ueq, Uanis(C3) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C01X) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C023) \\sim Ueq, Uanis(C026)
\\sim Ueq, Uanis(C6AA) \\sim Ueq, Uanis(C1AA) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C029) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C027) \\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C01C) \\sim Ueq, Uanis(C025) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C3AA)
\\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C33) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C011) \\sim Ueq, Uanis(C024) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2AA)
\\sim Ueq, Uanis(C7AA) \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C5AA) \\sim Ueq, Uanis(C4AA) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C01U) \\sim Ueq, Uanis(C01S) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C0AA)
\\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C19) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C8AA) \\sim Ueq, Uanis(C8) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Others
 Sof(F3)=Sof(O4)=Sof(C4AA)=1-FVAR(1)
 Sof(F1)=Sof(O2)=Sof(C5AA)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C01S(H01S), C024(H024), C025(H025), C18(H18)
6.b Secondary CH2 refined with riding coordinates:
 C011(H01A,H01B), C01C(H01D,H01E), C01U(H01H,H01I), C023(H02A,H02B), C026(H02C,
 H02D), C027(H02E,H02F), C029(H02G,H02H), C4(H4A,H4B), C0AA(H0AA,H0AB), C7(H7A,
 H7B), C1(H1A,H1B), C9(H9A,H9B), C3AA(H3AA,H3AB), C6AA(H6AA,H6AB), C2AA(H2AA,
 H2AB), C7AA(H7AA,H7AB), C10(H10A,H10B), C8AA(H8AA,H8AB), C20(H20A,H20B)
6.c Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00U(H00U), C012(H012), C017(H017), C01A(H01C), C01E(H01F),
 C01G(H01G), C01L(H01L), C01N(H01N), C01T(H01T)
6.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C1AA(H1AA,H1AB,H1AC), C2(H2A,H2B,H2C), C19(H19A,H19B,H19C),
 C11(H11A,H11B,H11C), C8(H8A,H8B,H8C), C33(H33A,H33B,H33C), C14(H14A,H14B,H14C)
;
_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 1.700
_oxdiff_exptl_absorpt_empirical_full_min 0.608