Development of isomer-free fullerene bisadducts for efficient polymer solar cells
Xiao, Zuo; Geng, Xinjian; He, Dan; Jia, Xue; Ding, Liming; Energy Environ. Sci. 9 (2016) 2114–; doi:10.1039/C6EE01026A

data_1543267
_publ_section_title
;
 Development of isomer-free fullerene bisadducts for efficient polymer
 solar cells
;
_journal_issue                   6
_journal_name_full               'Energy Environ. Sci.'
_journal_page_first              2114
_journal_paper_doi               10.1039/C6EE01026A
_journal_volume                  9
_journal_year                    2016
_chemical_formula_moiety         'C77 H16 O2, 0.62(O)'
_chemical_formula_sum            'C77 H16 O2.6'
_chemical_formula_weight         982.42
_chemical_name_systematic        e-PPMF
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-05-07
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-12-25 deposited with the CCDC.
2016-05-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.718(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.316(7)
_cell_length_b                   10.157(3)
_cell_length_c                   17.402(5)
_cell_measurement_reflns_used    11078
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4854
_cell_measurement_theta_min      0.8835
_cell_volume                     4074(2)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2014)'
_computing_structure_solution
;
'SHELXT (Sheldrick, 2014)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
scan:
    Number of images: 360
               Slice: -110.0000 - 70.0000
         Image width: 0.5000
            Exp time: 20.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 45.2280
              2theta: -19.8668
scan:
    Number of images: 292
               Slice: -85.0000 - 61.0000
         Image width: 0.5000
            Exp time: 20.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 270.0000
                 XTD: 45.2280
              2theta: -19.8668
;
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0510
_diffrn_orient_matrix_UB_12      0.0231
_diffrn_orient_matrix_UB_13      0.0158
_diffrn_orient_matrix_UB_21      -0.0213
_diffrn_orient_matrix_UB_22      -0.0817
_diffrn_orient_matrix_UB_23      0.0506
_diffrn_orient_matrix_UB_31      0.0126
_diffrn_orient_matrix_UB_32      0.0194
_diffrn_orient_matrix_UB_33      0.0367
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24960
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.199
_diffrn_reflns_theta_max         25.199
_diffrn_reflns_theta_min         1.767
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.80195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_description       plate
_exptl_crystal_F_000             1995
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Toluene, Methanol'
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.438
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     850
_refine_ls_number_reflns         7327
_refine_ls_number_restraints     570
_refine_ls_restrained_S_all      1.418
_refine_ls_R_factor_all          0.1307
_refine_ls_R_factor_gt           0.1015
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2375
_refine_ls_wR_factor_ref         0.2523
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5669
_reflns_number_total             7327
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ee01026a2.cif
_cod_data_source_block           a
_cod_depositor_comments
'Adding full bibliography for 1543265--1543267.cif.'
_cod_original_cell_volume        4073(2)
_cod_original_formula_sum        'C77 H16 O2.60'
_cod_database_code               1543267
_diffrn_number_total             9869
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C82-C81 = C82-C78 = C78-C77 = C79-C77 = C80-C79 = C81-C80
 1.39 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C64 \\sim O1 \\sim C66 \\sim O2 \\sim C70 \\sim C71 \\sim C72 \\sim C73 \\sim
C74 \\sim C76 \\sim C0AA \\sim C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81
\\sim C82 \\sim C66A \\sim C70A \\sim C71A \\sim C74A \\sim C72A \\sim C73A
\\sim C76A \\sim C0AB \\sim C81A \\sim C80A \\sim C79A \\sim C78A \\sim C82A
\\sim O1A \\sim O2A: within 1.7A with sigma of 0.02 and sigma for terminal
atoms of 0.04
Uanis(C64) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(C66) \\sim Ueq, Uanis(O2)
\\sim Ueq, Uanis(C70) \\sim Ueq, Uanis(C71) \\sim Ueq, Uanis(C72) \\sim Ueq,
Uanis(C73) \\sim Ueq, Uanis(C74) \\sim Ueq, Uanis(C76) \\sim Ueq, Uanis(C0AA)
\\sim Ueq, Uanis(C77) \\sim Ueq, Uanis(C78) \\sim Ueq, Uanis(C79) \\sim Ueq,
Uanis(C80) \\sim Ueq, Uanis(C81) \\sim Ueq, Uanis(C82) \\sim Ueq, Uanis(C66A)
\\sim Ueq, Uanis(C70A) \\sim Ueq, Uanis(C71A) \\sim Ueq, Uanis(C74A) \\sim Ueq,
Uanis(C72A) \\sim Ueq, Uanis(C73A) \\sim Ueq, Uanis(C76A) \\sim Ueq,
Uanis(C0AB) \\sim Ueq, Uanis(C81A) \\sim Ueq, Uanis(C80A) \\sim Ueq,
Uanis(C79A) \\sim Ueq, Uanis(C78A) \\sim Ueq, Uanis(C82A) \\sim Ueq, Uanis(O1A)
\\sim Ueq, Uanis(O2A) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Others
 Sof(C66A)=Sof(H66C)=Sof(H66D)=Sof(C70A)=Sof(H70C)=Sof(H70D)=Sof(C71A)=
 Sof(C74A)=Sof(H74A)=Sof(C72A)=Sof(H72A)=Sof(C73A)=Sof(H73A)=Sof(C76A)=
 Sof(H76A)=Sof(C0AB)=Sof(H0AB)=Sof(C81A)=Sof(H81A)=Sof(C80A)=Sof(H80A)=
 Sof(C79A)=Sof(H79A)=Sof(C78A)=Sof(H78A)=Sof(C82A)=Sof(H82A)=Sof(O1A)=Sof(O2A)=
 1-FVAR(1)
 Sof(O1)=Sof(C66)=Sof(H66A)=Sof(H66B)=Sof(O2)=Sof(C70)=Sof(H70A)=Sof(H70B)=
 Sof(C71)=Sof(C72)=Sof(H72)=Sof(C73)=Sof(H73)=Sof(C74)=Sof(H74)=Sof(C76)=
 Sof(H76)=Sof(C0AA)=Sof(H0AA)=Sof(C78)=Sof(H78)=Sof(C79)=Sof(H79)=Sof(C80)=
 Sof(H80)=Sof(C81)=Sof(H81)=Sof(C82)=Sof(H82)=FVAR(1)
 Fixed Sof: C61(0.5) H61A(0.5) H61B(0.5) C62(0.5) H62A(0.5) H62B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C61(H61A,H61B), C62(H62A,H62B), C66(H66A,H66B), C70(H70A,H70B), C66A(H66C,
 H66D), C70A(H70C,H70D)
5.b Aromatic/amide H refined with riding coordinates:
 C72(H72), C73(H73), C74(H74), C76(H76), C0AA(H0AA), C78(H78), C79(H79),
 C80(H80), C81(H81), C82(H82), C74A(H74A), C72A(H72A), C73A(H73A), C76A(H76A),
 C0AB(H0AB), C81A(H81A), C80A(H80A), C79A(H79A), C78A(H78A), C82A(H82A)
5.c Fitted hexagon refined as free rotating group:
 C71(C72,C73,C74,C76,C0AA)
;
_shelx_res_checksum              77262
_shelx_hkl_checksum              24841
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'