Enhanced crystal network and charge transfer of non-fused ring electron acceptors via interchain interaction for efficient and stable organic solar cells
Ye, Shounuan; Chen, Tianyi; Yu, Jinyang; Wang, Shanlu; Li, Shuixing; Wang, Jingxi; Fu, Yuang; Zhu, Yuxuan; Wang, Mengting; Lu, Xinhui; Ma, Zaifei; Li, Chang-Zhi; Shi, Minmin; Chen, Hongzheng; Energy & Environmental Science 17 (2024) 5137–5146; doi:10.1039/D4EE02027H

data_1571803
_publ_section_title
;
 Enhanced crystal network and charge transfer of non-fused ring electron
 acceptors via interchain interaction for efficient and stable organic
 solar cells
;
_journal_issue                   14
_journal_name_full               'Energy &amp; Environmental Science'
_journal_page_first              5137
_journal_page_last               5146
_journal_paper_doi               10.1039/D4EE02027H
_journal_volume                  17
_journal_year                    2024
_chemical_formula_moiety         'C84 H74 F6 N4 O6 S6'
_chemical_formula_sum            'C84 H74 F6 N4 O6 S6'
_chemical_formula_weight         1541.83
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2024-03-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-05-08 deposited with the CCDC.	2024-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.450(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   20.4033(9)
_cell_length_b                   7.8689(3)
_cell_length_c                   25.4607(12)
_cell_measurement_reflns_used    9957
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      68.469
_cell_measurement_theta_min      4.048
_cell_volume                     4086.4(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            34671
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.596
_diffrn_reflns_theta_max         66.596
_diffrn_reflns_theta_min         2.166
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.101
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1387 before and 0.0736 after correction. The Ratio of minimum to maximum transmission is 0.5423. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear light brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_description       block
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.481
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         7187
_refine_ls_number_restraints     98
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0821
_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^)+(0.1521P)^2^+6.1309P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2414
_refine_ls_wR_factor_ref         0.2464
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6323
_reflns_number_total             7187
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ee02027h2.cif
_cod_data_source_block           cu_20240307ysn_f_0m_a
_cod_depositor_comments
'Adding full bibliography for 1571803--1571805.cif.'
_cod_database_code               1571803
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.817
_shelx_estimated_absorpt_t_min   0.679
_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
 C4B-C3B
 1.54 with sigma of 0.02
 C5B-C4B = C6B-C5B
 1.54 with sigma of 0.02
 C4B-C3B = C5B-C4B = C6B-C5B
 1.54 with sigma of 0.02
 C3B-C2B = C2B-C1B
 1.54 with sigma of 0.02
 C4B-C2B
 2.5 with sigma of 0.02
 C4-C1A
 1.54 with sigma of 0.02
 C5-C4
 1.54 with sigma of 0.02
 C2-C1 = C5-C1
 1.54 with sigma of 0.02
 C2-C0AA
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C0AA) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C5)
\\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C2B) \\sim Ueq, Uanis(C3B) \\sim Ueq,
Uanis(C4B) \\sim Ueq, Uanis(C5B) \\sim Ueq, Uanis(C6B) \\sim Ueq, Uanis(C1A)
\\sim Ueq, Uanis(C1B) \\sim Ueq, Uanis(C01B) \\sim Ueq, Uanis(C017) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: H01L(0.5) H01M(0.5) H01N(0.5) H01O(0.5) C1A(0.5) H1AA(0.5)
 H1AB(0.5) C1B(0.5) H1BA(0.5) H1BB(0.5) C6B(0.5) H6BA(0.5) H6BB(0.5) H6BC(0.5)
 C5B(0.5) H5BA(0.5) H5BB(0.5) C4B(0.5) H4BA(0.5) H4BB(0.5) C3B(0.5) H3BA(0.5)
 H3BB(0.5) C2B(0.5) H2BA(0.5) H2BB(0.5) C4(0.5) H4A(0.5) H4B(0.5) C5(0.5)
 H5A(0.5) H5B(0.5) C1(0.5) H1A(0.5) H1B(0.5) C2(0.5) H2A(0.5) H2B(0.5)
 C0AA(0.5) H0AA(0.5) H0AB(0.5) H0AC(0.5)
5.a Riding coordinates:
 C01B(H01L,H01M), C01B(H01N,H01O)
5.b Ternary CH refined with riding coordinates:
 C00P(H00P), C011(H011)
5.c Secondary CH2 refined with riding coordinates:
 C017(H01G,H01H), C1A(H1AA,H1AB), C1B(H1BA,H1BB), C5B(H5BA,H5BB), C4B(H4BA,
 H4BB), C3B(H3BA,H3BB), C2B(H2BA,H2BB), C4(H4A,H4B), C5(H5A,H5B), C1(H1A,H1B),
 C2(H2A,H2B)
5.d Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00K(H00K), C00S(H00S), C00T(H00T), C013(H013)
5.e Idealised Me refined as rotating group:
 C00Z(H00A,H00B,H00C), C012(H01A,H01B,H01C), C016(H01D,H01E,H01F), C018(H01I,
 H01J,H01K), C6B(H6BA,H6BB,H6BC), C0AA(H0AA,H0AB,H0AC)
;
_shelx_res_checksum              60899
_shelx_hkl_checksum              81478
_olex2_submission_special_instructions 'No special instructions were received'