Regulating the reorganization energy and crystal packing of small-molecule donors enables the high performance of binary all-small-molecule organic solar cells with a slow film growth rate
Xu, Tongle; Lv, Jie; Zheng, Daming; Luo, Zhenghui; Jee, Min Hun; Ran, Guangliu; Chen, Zhanxiang; Huang, Zhongyan; Ren, Jiaqi; Li, Yuxiang; Zhang, Cai’e; Hu, Hanlin; Pauporté, Thierry; Zhang, Wenkai; Woo, Han Young; Yang, Chuluo; Energy & Environmental Science 16 (2023) 5933–5943; doi:10.1039/D3EE02129G

data_1570151
_publ_section_title
;
 Regulating the reorganization energy and crystal packing of
 small-molecule donors enables the high performance of binary
 all-small-molecule organic solar cells with a slow film growth rate
;
_journal_issue                   12
_journal_name_full               'Energy &amp; Environmental Science'
_journal_page_first              5933
_journal_page_last               5943
_journal_paper_doi               10.1039/D3EE02129G
_journal_volume                  16
_journal_year                    2023
_chemical_formula_moiety         'C108 H138 Cl2 N2 O2 S12 Si2'
_chemical_formula_sum            'C108 H140 Cl2 N2 O2 S12 Si2'
_chemical_formula_weight         2010.01
_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
_audit_creation_date             2023-10-04
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-10-05 deposited with the CCDC.	2023-10-18 downloaded from the CCDC.
;
_cell_angle_alpha                76.1350(10)
_cell_angle_beta                 82.2320(10)
_cell_angle_gamma                80.1740(10)
_cell_formula_units_Z            1
_cell_length_a                   9.8191(3)
_cell_length_b                   14.0215(5)
_cell_length_c                   20.6969(7)
_cell_measurement_reflns_used    9666
_cell_measurement_temperature    170.00
_cell_measurement_theta_max      60.633
_cell_measurement_theta_min      3.067
_cell_volume                     2712.64(16)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            88615
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.907
_diffrn_reflns_theta_min         1.922
_diffrn_source_current           3.57
_diffrn_source_power             0.24954300000000001
_diffrn_source_voltage           69.9
_exptl_absorpt_coefficient_mu    2.161
_exptl_absorpt_correction_T_max  0.7519
_exptl_absorpt_correction_T_min  0.6360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0901 before and 0.0565 after correction.
The Ratio of minimum to maximum transmission is 0.8459.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     621
_refine_ls_number_reflns         9786
_refine_ls_number_restraints     101
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0508
_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^)+(0.0885P)^2^+2.0890P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1501
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8888
_reflns_number_total             9786
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ee02129g2.cif
_cod_data_source_block           221221_t27_0m
_cod_depositor_comments
'Adding full bibliography for 1570150--1570151.cif.'
_cod_database_code               1570151
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_max   0.892
_shelx_estimated_absorpt_t_min   0.600
_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
 C50-C51A
 1.5 with sigma of 0.02
 C51A-C55
 1.5 with sigma of 0.02
 C51A-C56
 2.5 with sigma of 0.04
 C50-C51 \\sim C50-C51A
 with sigma of 0.02
 C51-C52 \\sim C51A-C52
 with sigma of 0.02
 C51-C55 \\sim C51A-C55
 with sigma of 0.02
3. Rigid bond restraints
 C49, C50
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4. Uiso/Uaniso restraints and constraints
C49 \\sim C50 \\sim C51A \\sim C51 \\sim C52 \\sim C55 \\sim C56 \\sim C53
\\sim C54 \\sim C57: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
5. Others
 Sof(H50C)=Sof(H50D)=Sof(C55)=Sof(H55A)=Sof(H55B)=Sof(C56)=Sof(H56A)=Sof(H56B)=
 Sof(C57)=Sof(H57A)=Sof(H57B)=Sof(H57C)=Sof(C51A)=Sof(H51C)=Sof(H51D)=1-FVAR(1)
 Sof(H50A)=Sof(H50B)=Sof(C51)=Sof(H51A)=Sof(H51B)=Sof(C52)=Sof(H52A)=Sof(H52B)=
 Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(C54)=Sof(H54A)=Sof(H54B)=Sof(H54C)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B),
 C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B),
  C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,
 H39B), C49(H49A,H49B), C50(H50A,H50B), C50(H50C,H50D), C51(H51A,H51B),
 C52(H52A,H52B), C53(H53A,H53B), C55(H55A,H55B), C56(H56A,H56B), C51A(H51C,H51D)
6.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C15(H15), C22(H22), C32(H32), C42(H42), C43(H43),
 C45(H45), C0AA(H0AA)
6.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C6(H6A,H6B,H6C), C9(H9A,H9B,H9C), C30(H30A,H30B,H30C),
 C40(H40A,H40B,H40C), C54(H54A,H54B,H54C), C57(H57A,H57B,H57C)
;
_shelx_res_checksum              36358
_olex2_submission_special_instructions 'No special instructions were received'