Highly efficient fullerene and non-fullerene based ternary organic solar cells incorporating a new tetrathiocin-cored semiconductor
Krishnan Jagadamma, Lethy; Taylor, Rupert G. D.; Kanibolotsky, Alexander L.; Sajjad, Muhammad Tariq; Wright, Iain A.; Horton, Peter N.; Coles, Simon J.; Samuel, Ifor D. W.; Skabara, Peter J.; Sustainable Energy & Fuels 3 (2019) 2087–; doi:10.1039/C9SE00343F

data_1555302
_publ_section_title
;
 Highly efficient fullerene and non-fullerene based ternary organic solar
 cells incorporating a new tetrathiocin-cored semiconductor
;
_journal_issue                   8
_journal_name_full               'Sustainable Energy &amp; Fuels'
_journal_page_first              2087
_journal_paper_doi               10.1039/C9SE00343F
_journal_volume                  3
_journal_year                    2019
_chemical_formula_moiety         'C76 H92 S14'
_chemical_formula_sum            'C76 H92 S14'
_chemical_formula_weight         1454.33
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2016-09-30
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2018-07-19 deposited with the CCDC.	2019-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.116(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.8658(8)
_cell_length_b                   24.1932(7)
_cell_length_c                   9.1640(5)
_cell_measurement_reflns_used    14992
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5790
_cell_measurement_theta_min      2.1260
_cell_volume                     3681.1(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_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    -81.00  45.00   1.00   80.00    --  -13.00   0.00   0.00  126
  2  \w    -83.00 -33.00   1.00   80.00    --  -13.00 -72.00-180.00   50
  3  \w    -76.00  23.00   1.00   80.00    --  -13.00 -72.00   0.00   99
  4  \w     -5.00  15.00   1.00   80.00    --  -13.00 -63.00-150.00   20
  5  \w      1.00  21.00   1.00   80.00    --  -13.00 -72.00  30.00   20
  6  \w    -88.00  50.00   1.00   80.00    --  -13.00   0.00  90.00  138
  7  \w   -103.00   7.00   1.00   80.00    --  -13.00 -72.00 -90.00  110
;
_diffrn_measurement_device       'four-circle \k goniometer'
_diffrn_measurement_device_type
'Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0220929000
_diffrn_orient_matrix_UB_12      -0.0249139000
_diffrn_orient_matrix_UB_13      -0.0152041000
_diffrn_orient_matrix_UB_21      -0.0362156000
_diffrn_orient_matrix_UB_22      0.0153982000
_diffrn_orient_matrix_UB_23      -0.0176663000
_diffrn_orient_matrix_UB_31      0.0051493000
_diffrn_orient_matrix_UB_32      0.0014077000
_diffrn_orient_matrix_UB_33      -0.0750436000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            52641
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.409
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.455
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_description       plate
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.005
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         8374
_refine_ls_number_restraints     398
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.1299
_refine_ls_R_factor_gt           0.0688
_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^)+(0.1040P)^2^+2.0500P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1716
_refine_ls_wR_factor_ref         0.2043
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4791
_reflns_number_total             8374
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9se00343f2.cif
_cod_data_source_block           EH-5T-TTC
_cod_database_code               1555302
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C76 H92 S14'
_reflns_odcompleteness_completeness 99.39
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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, All C(H,H,H,H,H) groups
2. Restrained distances
 C26-C27 = C27-C28 = C25-C26
 1.54 with sigma of 0.02
 C25-C26 \\sim C25-C26A
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{C26, C27, C28} sigma for 1-2: 0.02, 1-3: 0.04
as
{C26A, C27A, C28A}
5. Others
 Sof(H34C)=Sof(H34D)=Sof(H34E)=Sof(H38D)=Sof(H38E)=Sof(C39)=Sof(H39A)=
 Sof(H39B)=Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=1-FVAR(1)
 Sof(H34A)=Sof(H34B)=Sof(H38A)=Sof(H38B)=Sof(H38C)=Sof(C35)=Sof(H35A)=
 Sof(H35B)=Sof(C36)=Sof(H36A)=Sof(H36B)=Sof(H36C)=FVAR(1)
 Sof(H25C)=Sof(H25D)=Sof(C26A)=Sof(H26C)=Sof(H26D)=Sof(C27A)=Sof(H27C)=
 Sof(H27D)=Sof(C28A)=Sof(H28D)=Sof(H28E)=Sof(H28F)=1-FVAR(2)
 Sof(H25A)=Sof(H25B)=Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(C27)=Sof(H27A)=Sof(H27B)=
 Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(H28C)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C24(H24), C32(H32)
6.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C25(H25A,H25B), C25(H25C,H25D), C26(H26A,H26B), C27(H27A,
 H27B), C26A(H26C,H26D), C27A(H27C,H27D), C29(H29A,H29B), C31(H31A,H31B),
 C33(H33A,H33B), C34(H34A,H34B), C37(H37A,H37B), C38(H38D,H38E), C35(H35A,H35B),
  C39(H39A,H39B)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C8(H8), C15(H15), C16(H16), C20(H20)
6.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C22(H22A,H22B,H22C), C28(H28A,H28B,H28C), C28A(H28D,H28E,
 H28F), C30(H30A,H30B,H30C), C34(H34C,H34D,H34E), C38(H38A,H38B,H38C), C36(H36A,
 H36B,H36C), C40(H40A,H40B,H40C)
;
_shelx_res_checksum              81855
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.056
_oxdiff_exptl_absorpt_empirical_full_min 0.394