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_1552931
_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         'C57 H59 N2 O2 S2, C H Cl3'
_chemical_formula_sum            'C58 H60 Cl3 N2 O2 S2'
_chemical_formula_weight         987.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 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                90
_cell_angle_beta                 100.409(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.1745(9)
_cell_length_b                   35.242(2)
_cell_length_c                   14.1841(9)
_cell_measurement_reflns_used    3649
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      48.6210
_cell_measurement_theta_min      3.6810
_cell_volume                     10410.4(10)
_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 0.972
_diffrn_measured_fraction_theta_max 0.969
_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     14.00  89.00   0.50    6.00    --    0.00  30.00 -90.00  150
  2  \w    -39.00   6.00   0.50    6.00    --    0.00  30.00 -90.00   90
  3  \w    -88.00 -61.00   0.50    6.00    --    0.00  30.00 -90.00   54
  4  \w    -35.00  -2.00   0.50   35.00    --  -90.00  57.00-119.31   66
  5  \w   -171.00-137.00   0.50   35.00    --  -90.00  59.00 -20.83   68
  6  \w   -172.00 -51.00   0.50   35.00    --  -90.00  59.00-125.08  242
  7  \w    -97.00 -13.00   0.50   35.00    --  -90.00  59.00-140.79  168
  8  \w   -168.00-102.00   0.50   35.00    --  -90.00  59.00-140.79  132
  9  \w   -175.00 -19.00   0.50   35.00    --  -90.00  56.00-174.03  312
 10  \w   -159.00 -31.00   0.50   35.00    --  -90.00  58.00 -85.61  256
 11  \w    -94.00 -47.00   0.50   35.00    --  -90.00  59.00 -36.47   94
 12  \w    -60.00 -34.00   0.50   35.00    --  -90.00  59.00 -20.83   52
 13  \w   -111.00 -85.00   0.50   35.00    --  -90.00  57.00-119.31   52
 14  \w   -162.00-136.00   0.50   35.00    --  -90.00  57.00-119.31   52
;
_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      -0.0053316000
_diffrn_orient_matrix_UB_12      0.0424430000
_diffrn_orient_matrix_UB_13      0.0231841000
_diffrn_orient_matrix_UB_21      -0.0121872000
_diffrn_orient_matrix_UB_22      -0.0102229000
_diffrn_orient_matrix_UB_23      0.1008758000
_diffrn_orient_matrix_UB_31      0.0727331000
_diffrn_orient_matrix_UB_32      0.0012941000
_diffrn_orient_matrix_UB_33      0.0388759000
_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  0.1045
_diffrn_reflns_av_unetI/netI     0.0841
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28791
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.235
_diffrn_reflns_theta_min         3.699
_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    2.679
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54573
_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            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_description       plate
_exptl_crystal_F_000             4168
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of Pet. ether and chloroform'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.892
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.470
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     716
_refine_ls_number_reflns         9244
_refine_ls_number_restraints     1314
_refine_ls_restrained_S_all      1.391
_refine_ls_R_factor_all          0.2955
_refine_ls_R_factor_gt           0.1903
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4321
_refine_ls_wR_factor_ref         0.4994
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4070
_reflns_number_total             9244
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9mh01439j2.cif
_cod_data_source_block           IEICO
_cod_depositor_comments
;Adding full bibliography for 1552926--1552934.cif.

 Adding full bibliography for 1552926--1552934.cif.
;
_cod_original_cell_volume        10410.5(10)
_cod_database_code               1552931
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHNOS
_chemical_oxdiff_usercomment     'Sample #19:IEICO PE'
_shelx_estimated_absorpt_t_max   0.961
_shelx_estimated_absorpt_t_min   0.445
_reflns_odcompleteness_completeness 96.68
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C61-Cl63 \\sim C61-Cl61 \\sim C61-Cl62
 with sigma of 0.03
 Cl63-Cl61 \\sim Cl61-Cl62 \\sim Cl62-Cl63
 with sigma of 0.06
 C40-C41 \\sim C40B-C41B
 with sigma of 0.02
 C40-C37 \\sim C40B-C37
 with sigma of 0.02
 C41-C42 \\sim C41B-C42B
 with sigma of 0.02
 C42-C43 \\sim C42B-C43B
 with sigma of 0.02
 C43-C44 \\sim C43B-C44B
 with sigma of 0.02
 C40-C42 \\sim C40B-C42B
 with sigma of 0.04
 C41-C43 \\sim C41B-C43B
 with sigma of 0.04
 C41-C37 \\sim C41B-C37
 with sigma of 0.04
 C42-C44 \\sim C42B-C44B
 with sigma of 0.04
 C49-C52 \\sim C49-C52B
 with sigma of 0.02
 C56-C55 \\sim C56B-C55B
 with sigma of 0.02
 C55-C54 \\sim C55B-C54B
 with sigma of 0.02
 C54-C53 \\sim C54B-C53B
 with sigma of 0.02
 C53-C52 \\sim C53B-C52B
 with sigma of 0.02
 C49-C53 \\sim C49-C53B
 with sigma of 0.04
 C56-C54 \\sim C56B-C54B
 with sigma of 0.04
 C55-C53 \\sim C55B-C53B
 with sigma of 0.04
 C54-C52 \\sim C54B-C52B
 with sigma of 0.04
 C40-C41 \\sim C41-C42 \\sim C42-C43 \\sim C43-C44 \\sim C44-C45
 with sigma of 0.03
 C40-C42 \\sim C42-C44 \\sim C41-C43 \\sim C43-C45
 with sigma of 0.06
 C57-C56 \\sim C56-C55 \\sim C55-C54 \\sim C54-C53 \\sim C53-C52
 with sigma of 0.03
 C57-C55 \\sim C55-C53 \\sim C56-C54 \\sim C54-C52
 with sigma of 0.06
 C44-C45 \\sim C44B-C45B
 with sigma of 0.02
 C43-C45 \\sim C43B-C45B
 with sigma of 0.04
 C57-C56 \\sim C57B-C56B
 with sigma of 0.02
 C57-C55 \\sim C57B-C55B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: 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 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C40B)=Sof(H40C)=Sof(H40D)=Sof(C41B)=Sof(H41C)=Sof(H41D)=Sof(C42B)=
 Sof(H42C)=Sof(H42D)=Sof(C43B)=Sof(H43C)=Sof(H43D)=Sof(C44B)=Sof(H44C)=
 Sof(H44D)=Sof(C45B)=Sof(H45D)=Sof(H45E)=Sof(H45F)=1-FVAR(1)
 Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(C42)=Sof(H42A)=
 Sof(H42B)=Sof(C43)=Sof(H43A)=Sof(H43B)=Sof(C44)=Sof(H44A)=Sof(H44B)=Sof(C45)=
 Sof(H45A)=Sof(H45B)=Sof(H45C)=FVAR(1)
 Sof(C52B)=Sof(H52C)=Sof(H52D)=Sof(C53B)=Sof(H53C)=Sof(H53D)=Sof(C54B)=
 Sof(H54C)=Sof(H54D)=Sof(C55B)=Sof(H55C)=Sof(H55D)=Sof(C56B)=Sof(H56C)=
 Sof(H56D)=Sof(C57B)=Sof(H57D)=Sof(H57E)=Sof(H57F)=1-FVAR(2)
 Sof(C57)=Sof(H57A)=Sof(H57B)=Sof(H57C)=Sof(C56)=Sof(H56A)=Sof(H56B)=Sof(C55)=
 Sof(H55A)=Sof(H55B)=Sof(C54)=Sof(H54A)=Sof(H54B)=Sof(C53)=Sof(H53A)=Sof(H53B)=
 Sof(C52)=Sof(H52A)=Sof(H52B)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C27(H27), C61(H61)
6.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C26(H26A,H26B), C30(H30A,H30B), C28(H28A,H28B), C32(H32A,
 H32B), C56(H56A,H56B), C55(H55A,H55B), C54(H54A,H54B), C53(H53A,H53B),
 C52(H52A,H52B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B),
  C44(H44A,H44B), C40B(H40C,H40D), C41B(H41C,H41D), C42B(H42C,H42D), C43B(H43C,
 H43D), C44B(H44C,H44D), C52B(H52C,H52D), C53B(H53C,H53D), C54B(H54C,H54D),
 C55B(H55C,H55D), C56B(H56C,H56D)
6.c Me refined with riding coordinates:
 C57(H57A,H57B,H57C), C45(H45A,H45B,H45C), C45B(H45D,H45E,H45F), C57B(H57D,
 H57E,H57F)
6.d Aromatic/amide H refined with riding coordinates:
 C39(H39), C19(H19), C13(H13), C47(H47), C15(H15), C35(H35), C38(H38),
 C25(H25), C48(H48), C50(H50), C8(H8), C51(H51), C9(H9), C7(H7), C6(H6),
 C36(H36)
6.e Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C29(H29A,H29B,H29C)
;
_shelx_res_checksum              62603
_shelx_hkl_checksum              10722
_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 #19:IEICO'
_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 3.376
_oxdiff_exptl_absorpt_empirical_full_min 0.646