Meta-analysis: the molecular organization of non-fullerene acceptors
Mondelli, Pierluigi; Boschetto, Gabriele; Horton, Peter N.; Tiwana, Priti; Skylaris, Chris-Kriton; Coles, Simon J.; Krompiec, Michal; Morse, Graham; Materials Horizons 7 (2020) 1062–1072; doi:10.1039/C9MH01439J

data_1552930
_publ_section_title
;
 Meta-analysis: the molecular organization of non-fullerene acceptors
;
_journal_issue                   4
_journal_name_full               'Materials Horizons'
_journal_page_first              1062
_journal_page_last               1072
_journal_paper_doi               10.1039/C9MH01439J
_journal_volume                  7
_journal_year                    2020
_chemical_formula_moiety         'C98 H96 N4 O6 S4, 2(C H Cl3)'
_chemical_formula_sum            'C100 H98 Cl6 N4 O6 S4'
_chemical_formula_weight         1792.76
_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             2019-05-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-24 deposited with the CCDC.	2019-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                114.697(5)
_cell_angle_beta                 103.822(4)
_cell_angle_gamma                90.890(4)
_cell_formula_units_Z            1
_cell_length_a                   8.6526(3)
_cell_length_b                   16.4878(8)
_cell_length_c                   18.0435(8)
_cell_measurement_reflns_used    11203
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.9610
_cell_measurement_theta_min      2.7830
_cell_volume                     2251.5(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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      100(2)
_diffrn_detector                 'hybrid pixel detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix 6000'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_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    -89.00  89.00   0.50    2.50    --    0.00  20.00  30.00  356
  2  \w    -84.00  94.00   0.50    2.50    --    5.00  59.00 166.23  356
  3  \w   -179.00  -1.00   0.50   12.00    --  -90.00  56.00 -81.99  356
  4  \w   -179.00  -1.00   0.50   12.00    --  -90.00  59.00 169.00  356
  5  \w   -179.00  -1.00   0.50   12.00    --  -90.00  30.00   0.00  356
  6  \w   -179.00  -6.00   0.50   12.00    --  -90.00  56.00 112.89  346
  7  \w   -176.00-149.00   0.50   12.00    --  -90.00  59.00  68.94   54
  8  \w   -175.00-147.00   0.50   12.00    --  -90.00  53.00-134.95   56
  9  \w    -73.00 -30.00   0.50   12.00    --  -90.00  53.00-134.95   86
 10  \w   -177.00 -89.00   0.50   12.00    --  -90.00  59.00 -37.07  176
 11  \w    -61.00 -31.00   0.50   12.00    --  -90.00  59.00 -37.07   60
 12  \w   -173.00 -75.00   0.50   12.00    --  -90.00  10.00-150.00  196
 13  \w    -49.00 -22.00   0.50   12.00    --  -90.00  10.00-150.00   54
 14  \w   -146.00  -3.00   0.50   12.00    --  -90.00  59.00  68.94  286
 15  \w   -108.00 -83.00   0.50   12.00    --  -90.00  59.00-111.52   50
 16  \w   -178.00  -2.00   0.50   12.00    --  -90.00  59.00 130.42  352
 17  \w   -177.00 -63.00   0.50   12.00    --  -90.00  58.00  17.09  228
 18  \w    -48.00 -20.00   0.50   12.00    --  -90.00  58.00  17.09   56
 19  \w   -178.00-113.00   0.50   12.00    --  -90.00  59.00 -73.21  130
 20  \w    -86.00 -59.00   0.50   12.00    --  -90.00  59.00 -73.21   54
 21  \w    -51.00 -19.00   0.50   12.00    --  -90.00  59.00 -73.21   64
 22  \w   -178.00 -45.00   0.50   12.00    --  -90.00  59.00-152.53  266
 23  \w    -39.00 -12.00   0.50   12.00    --  -90.00   0.00-150.00   54
 24  \w   -160.00  -9.00   0.50   12.00    --  -90.00  59.00  37.38  302
 25  \w   -161.00 -84.00   0.50   12.00    --  -90.00  59.00-143.83  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details 'Rigaku, AFC11 quarter \c goniometer'
_diffrn_measurement_device_type
'Rigaku 007HF equipped with Varimax confocal mirrors and an AFC11 goniometer and HyPix 6000 detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen loops'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1772609000
_diffrn_orient_matrix_UB_12      0.0048791000
_diffrn_orient_matrix_UB_13      -0.0012295000
_diffrn_orient_matrix_UB_21      -0.0446113000
_diffrn_orient_matrix_UB_22      -0.0790866000
_diffrn_orient_matrix_UB_23      -0.0891951000
_diffrn_orient_matrix_UB_31      -0.0281484000
_diffrn_orient_matrix_UB_32      0.0669500000
_diffrn_orient_matrix_UB_33      -0.0396169000
_diffrn_radiation_collimation    'Varimax focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_wavelength_determination fundamental
_diffrn_reflns_av_R_equivalents  0.0820
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            38283
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.239
_diffrn_reflns_theta_min         2.800
_diffrn_source                   'Rotating anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rigaku 007 HF'
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    3.060
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_description       blade
_exptl_crystal_F_000             940
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of Pet. ether and chloroform'
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.867
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     627
_refine_ls_number_reflns         8194
_refine_ls_number_restraints     588
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0753
_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^)+(0.1197P)^2^+2.0232P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2089
_refine_ls_wR_factor_ref         0.2158
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6638
_reflns_number_total             8194
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9mh01439j2.cif
_cod_data_source_block           m-4TICO
_cod_depositor_comments
;Adding full bibliography for 1552926--1552934.cif.

 Adding full bibliography for 1552926--1552934.cif.
;
_cod_original_cell_volume        2251.45(19)
_cod_database_code               1552930
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C98 H82 N4 O6 S4 CHCl3'
_chemical_oxdiff_usercomment     'Sample #17: OPN017 PE'
_shelx_estimated_absorpt_t_max   0.941
_shelx_estimated_absorpt_t_min   0.594
_reflns_odcompleteness_completeness 99.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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
 Cl51-C51 \\sim Cl63-C61
 with sigma of 0.02
 Cl52-C51 \\sim Cl61-C61
 with sigma of 0.02
 Cl53-C51 \\sim Cl62-C61
 with sigma of 0.02
 Cl51-Cl52 \\sim Cl63-Cl61
 with sigma of 0.04
 Cl51-Cl53 \\sim Cl63-Cl62
 with sigma of 0.04
 Cl52-Cl53 \\sim Cl61-Cl62
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Cl61 \\sim Cl62 \\sim Cl63 \\sim C61 \\sim Cl51 \\sim Cl52 \\sim Cl53 \\sim
C51: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. 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
5. Others
 Sof(H44C)=Sof(H44D)=Sof(C45B)=Sof(H45C)=Sof(H45D)=Sof(C46B)=Sof(H46C)=
 Sof(H46D)=Sof(C47B)=Sof(H47C)=Sof(H47D)=Sof(C48B)=Sof(H48C)=Sof(H48D)=
 Sof(C49B)=Sof(H49D)=Sof(H49E)=Sof(H49F)=1-FVAR(1)
 Sof(H44A)=Sof(H44B)=Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(C46)=Sof(H46A)=Sof(H46B)=
 Sof(C47)=Sof(H47A)=Sof(H47B)=Sof(C48)=Sof(H48A)=Sof(H48B)=Sof(C49)=Sof(H49A)=
 Sof(H49B)=Sof(H49C)=FVAR(1)
 Sof(Cl61)=Sof(Cl62)=Sof(Cl63)=Sof(C61)=Sof(H61)=1-FVAR(2)
 Sof(Cl51)=Sof(Cl52)=Sof(Cl53)=Sof(C51)=Sof(H51)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C61(H61), C51(H51)
6.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,
 H32B), C33(H33A,H33B), C34(H34A,H34B), C42(H42A,H42B), C43(H43A,H43B),
 C44(H44A,H44B), C44(H44C,H44D), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B),
  C48(H48A,H48B), C45B(H45C,H45D), C46B(H46C,H46D), C47B(H47C,H47D), C48B(H48C,
 H48D)
6.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C15(H15), C23(H23), C25(H25),
 C26(H26), C27(H27), C37(H37), C39(H39), C40(H40), C41(H41)
6.d Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C49(H49A,H49B,H49C), C49B(H49D,H49E,H49F)
;
_shelx_res_checksum              10401
_shelx_hkl_checksum              88091
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id 'Sample #17:OPN017'
_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 4.624
_oxdiff_exptl_absorpt_empirical_full_min 0.621