Intra-molecular Charge Transfer and Electron Delocalization in Non-fullerene Organic Solar Cells.
Wu, Qinghe; Zhao, Donglin; Goldey, Matthew B.; Filatov, Alexander S.; Sharapov, Valerii; Colón, Yamil J; Cai, Zhengxu; Chen, Wei; de Pablo, Juan; Galli, Giulia; Yu, Luping; ACS applied materials & interfaces 10 (2018) 10043–10052; doi:10.1021/acsami.7b18717

data_4515431
_publ_section_title
;
 Intra-molecular Charge Transfer and Electron Delocalization in
 Non-fullerene Organic Solar Cells.
;
_journal_issue                   12
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_page_first              10043
_journal_page_last               10052
_journal_paper_doi               10.1021/acsami.7b18717
_journal_volume                  10
_journal_year                    2018
_chemical_formula_moiety         'C170 H152 N8 O16 S4'
_chemical_formula_sum            'C170 H152 N8 O16 S4'
_chemical_formula_weight         2691.23
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-05-23
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                90
_cell_angle_beta                 112.151(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   19.6805(19)
_cell_length_b                   28.502(3)
_cell_length_c                   22.410(2)
_cell_measurement_reflns_used    4336
_cell_measurement_temperature    195(2)
_cell_measurement_theta_max      9.89
_cell_measurement_theta_min      2.15
_cell_volume                     11643(2)
_computing_data_collection       'APEX3 v.2015.9-0 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V.8.35A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      195(2)
_diffrn_detector                 APEXII
_diffrn_detector_area_resol_mean 8
_diffrn_detector_type            CMOS
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '\f scans'
_diffrn_radiation_collimation    '0.2 mm sinlge-pinhole'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.41328
_diffrn_reflns_av_R_equivalents  0.2896
_diffrn_reflns_av_unetI/netI     0.1291
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            120471
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        11.987
_diffrn_reflns_theta_max         11.987
_diffrn_reflns_theta_min         0.684
_diffrn_source                   synchrotron
_diffrn_source_type              x-ray
_exptl_absorpt_coefficient_mu    0.028
_exptl_absorpt_correction_T_max  0.7434
_exptl_absorpt_correction_T_min  0.6033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. 
wR2(int) was 0.1019 before and 0.0775 after correction. 
The Ratio of minimum to maximum transmission is 0.8115. 
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'dark violet'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    0.768
_exptl_crystal_description       block
_exptl_crystal_F_000             2840
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         2.107
_refine_diff_density_min         -1.499
_refine_diff_density_rms         0.254
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         12265
_refine_ls_number_restraints     207
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.3490
_refine_ls_R_factor_gt           0.2508
_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^)+(0.0150P)^2^+800.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5296
_refine_ls_wR_factor_ref         0.5976
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5915
_reflns_number_total             12265
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am7b18717_si_002.cif
_cod_data_source_block           TPB
_cod_original_cell_volume        11642.7(19)
_cod_database_code               4515431
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   1.000
_shelx_estimated_absorpt_t_min   1.000
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C35
 1.54 with sigma of 0.001
 O6-C62 \\sim O5-C61 \\sim O7-C55 \\sim O8-C71 \\sim O3-C10 \\sim O2-C15 \\sim
O1-C1
 with sigma of 0.01
 N1-C35 \\sim N2-C28 \\sim N3-C82 \\sim N4-C75
 with sigma of 0.01
 N4-C71 \\sim N4-C55
 with sigma of 0.001
 N3-C61 \\sim N3-C62 \\sim N4-C71 \\sim N4-C55 \\sim N1-C1 \\sim N1-C15 \\sim
N2-C10 \\sim N2-C24
 with sigma of 0.005
 C24-C23 \\sim C23-C11 \\sim C9-C11 \\sim C9-C10 \\sim C9-C8 \\sim C23-C22
 with sigma of 0.005
 C20-C19 \\sim C19-C13 \\sim C19-C18 \\sim C20-C12 \\sim C6-C12 \\sim C6-C5
\\sim C5-C13 \\sim C5-C4 \\sim C21-
 C20 \\sim C7-C6
 with sigma of 0.005
 C54-C53 \\sim C56-C54 \\sim C55-C54 \\sim C70-C56 \\sim C71-C70 \\sim C70-C69
\\sim C57-C56 \\sim C53-C52
 \\sim C69-C68 \\sim C68-C67 \\sim C67-C57 \\sim C57-C51 \\sim C52-C51
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(S2) \\sim Ueq, Uanis(S1) \\sim Ueq, Uanis(S1) \\sim Ueq, Uanis(S2) \\sim
Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4. Others
 Fixed Uiso: C25(0.1) C26(0.1) C27(0.1) C28(0.1) C29(0.1) C30(0.1) C31(0.1)
 C38(0.1) C37(0.1) C36(0.1) C35(0.1) C34(0.1) C33(0.1) C32(0.1) C78(0.1)
 C77(0.1) C76(0.1) C75(0.1) C74(0.1) C73(0.1) C72(0.1) C79(0.1) C80(0.1)
 C81(0.1) C82(0.1) C83(0.1) C84(0.1) C85(0.1)
5.a Free rotating group:
 C25(C26,C27,C28,C29,C30,C31), C38(C37,C36,C35,C34,C33,C32), C78(C77,C76,C75,
 C74,C73,C72), C79(C80,C81,C82,C83,C84,C85)
5.b Ternary CH refined with riding coordinates:
 C28(H28), C35(H35), C75(H75), C82(H82)
5.c Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C29(H29A,H29B), C30(H30A,H30B), C37(H37A,
 H37B), C36(H36A,H36B), C34(H34A,H34B), C33(H33A,H33B), C77(H77A,H77B),
 C76(H76A,H76B), C74(H74A,H74B), C73(H73A,H73B), C80(H80A,H80B), C81(H81A,H81B),
  C83(H83A,H83B), C84(H84A,H84B)
5.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C18(H18), C21(H21), C40(H40), C45(H45),
 C46(H46), C49(H49), C52(H52), C53(H53), C64(H64), C65(H65), C68(H68), C69(H69)
5.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C31(H31A,H31B,H31C), C38(H38A,H38B,H38C), C32(H32A,H32B,
 H32C), C78(H78A,H78B,H78C), C72(H72A,H72B,H72C), C79(H79A,H79B,H79C), C85(H85A,
 H85B,H85C)
;
_shelx_res_checksum              76619
_shelx_hkl_checksum              49621
_shelx_fab_checksum              18958
_olex2_submission_special_instructions 'No special instructions were received'