Tuning the molecular packing and energy levels of fullerene acceptors for polymer solar cells
Tian, Chengbo; Chen, Miaomiao; Tian, Hanrui; Nan, Ziang; Liang, Yuming; Wei, Zhanhua; Journal of Materials Chemistry C 7 (2019) 12688–; doi:10.1039/C9TC04111G

data_7237969
_publ_section_title
;
 Tuning the molecular packing and energy levels of fullerene acceptors for
 polymer solar cells
;
_journal_issue                   40
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              12688
_journal_paper_doi               10.1039/C9TC04111G
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C71 H8 S'
_chemical_formula_sum            'C71 H8 S'
_chemical_formula_weight         892.83
_chemical_name_systematic        BTCMA
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-05-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_audit_update_record
;
2019-04-03 deposited with the CCDC.	2019-09-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.6702(7)
_cell_length_b                   10.3189(5)
_cell_length_c                   17.1073(8)
_cell_measurement_reflns_used    4597
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      65.7570
_cell_measurement_theta_min      4.2790
_cell_volume                     3472.4(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
  1 omega  124.00  154.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       91.1609  125.0000    0.0000 30

  2 omega   73.00  159.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       91.1609   61.0000  -90.0000 86

  3 omega   94.00  166.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       91.1609  125.0000 -180.0000 72

  4 omega   34.00   89.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       91.1609  -45.0000   30.0000 55

  5 omega   43.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       91.1609 -125.0000    0.0000 78

  6 omega   27.00   54.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.3797 -125.0000 -120.0000 27

  7 omega   -9.00   29.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3797   37.0000  -90.0000 38

  8 omega   16.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       91.1609  -45.0000  120.0000 74

  9 omega   13.00   47.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       91.1609  -30.0000  150.0000 34

 10 omega -122.00    0.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3797  -19.0000  -60.0000 122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0723175000
_diffrn_orient_matrix_UB_12      0.0550684000
_diffrn_orient_matrix_UB_13      0.0468421000
_diffrn_orient_matrix_UB_21      0.0415958000
_diffrn_orient_matrix_UB_22      0.0344115000
_diffrn_orient_matrix_UB_23      -0.0768945000
_diffrn_orient_matrix_UB_31      -0.1238103000
_diffrn_orient_matrix_UB_32      0.0437869000
_diffrn_orient_matrix_UB_33      0.0015917000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12291
_diffrn_reflns_point_group_measured_fraction_full 0.832
_diffrn_reflns_point_group_measured_fraction_max 0.832
_diffrn_reflns_theta_full        64.967
_diffrn_reflns_theta_max         64.967
_diffrn_reflns_theta_min         4.285
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.308
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_F_000             1800
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details
;
 Flack x determined using 1463 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.15(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     643
_refine_ls_number_reflns         4906
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0785
_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^)+(0.1205P)^2^+9.3571P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2198
_refine_ls_wR_factor_ref         0.2238
_reflns_Friedel_coverage         0.618
_reflns_Friedel_fraction_full    0.661
_reflns_Friedel_fraction_max     0.661
_reflns_number_gt                4523
_reflns_number_total             4906
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc04111g2.cif
_cod_data_source_block           exp_5833
_cod_database_code               7237969
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C002, S002}
3. Restrained distances
 S2-C01X
 1.67 with sigma of 0.02
 C01X-C020
 1.43 with sigma of 0.02
 S2-C020
 2.53 with sigma of 0.02
 C020-C24
 1.38 with sigma of 0.02
 C24-S2
 2.53 with sigma of 0.02
 C01X-C24
 2.32 with sigma of 0.02
 C01C-S2
 1.67 with sigma of 0.02
 C01C-C020
 2.32 with sigma of 0.02
 C24-C01C
 1.38 with sigma of 0.02
 S001-C1
 1.67 with sigma of 0.02
 C1-C9
 1.38 with sigma of 0.02
 C004-C9
 1.43 with sigma of 0.02
 C01C-S001
 1.67 with sigma of 0.02
 C01C-C004
 1.38 with sigma of 0.02
4. Restrained planarity
 C01C, C24, C020, C01X, S2
 with sigma of 0.1
 S001, C004, C01C, C1, C9
 with sigma of 0.1
5. Uiso/Uaniso restraints and constraints
C10 \\sim C3 \\sim C7 \\sim C2AA \\sim C22: within 2A with sigma of 0.001 and
sigma for terminal atoms of 0.002
C01C \\sim C01X \\sim C020 \\sim S2 \\sim C24: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002
S001 \\sim C004 \\sim C1 \\sim C9 \\sim C01C: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uiso(C002) = Uiso(S002)
6. Others
 Sof(S001)=Sof(C004)=Sof(H004)=Sof(C1)=Sof(H1)=Sof(C9)=Sof(H9)=0.7*(1-FVAR(2))
 Sof(C01X)=Sof(H01X)=Sof(C020)=Sof(H020)=Sof(S2)=Sof(C24)=Sof(H24)=0.7*FVAR(2)
 Fixed Sof: C002(0.7) H002(0.7) H01A(0.7) H01Z(0.3) C01Y(0.7) H01Y(0.7)
 C01S(0.7) H01S(0.7) C1AA(0.3) H1AA(0.3) S002(0.3) C10(0.3) H10(0.3) C3(0.3)
 H3(0.3) C7(0.3) H7(0.3) C2AA(0.3) H2AA(0.3) C22(0.3) H22(0.3)
7.a Aromatic/amide H refined with riding coordinates:
 C002(H002), C017(H017), C01Z(H01A), C01Z(H01Z), C01Y(H01Y), C01S(H01S),
 C004(H004), C01X(H01X), C020(H020), C1(H1), C9(H9), C24(H24), C1AA(H1AA),
 C10(H10), C3(H3), C7(H7), C2AA(H2AA), C22(H22)
7.b Fitted hexagon refined as free rotating group:
 C10(C01C,C3,C7,C2AA,C22)
;
_olex2_submission_special_instructions 'No special instructions were received'