Tetraphenylbutadiene-Based Symmetric 3D Hole-Transporting Materials for Perovskite Solar Cells: A Trial Trade-off between Charge Mobility and Film Morphology.
Chen, Jian; Xia, Jianxing; Gao, Wei-Jie; Yu, Hui-Juan; Zhong, Jun-Xing; Jia, Chunyang; Qin, Yuan-Shou; She, Zhigang; Kuang, Dai-Bin; Shao, Guang; ACS applied materials & interfaces  (2020) –; doi:10.1021/acsami.0c02751

data_4517592
_publ_section_title
;
 Tetraphenylbutadiene-Based Symmetric 3D Hole-Transporting Materials for
 Perovskite Solar Cells: A Trial Trade-off between Charge Mobility and
 Film Morphology.
;
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_paper_doi               10.1021/acsami.0c02751
_journal_year                    2020
_chemical_formula_moiety         'C28 H18 Br4, 0.5(C8 H16 O2)'
_chemical_formula_sum            'C32 H26 Br4 O'
_chemical_formula_weight         746.17
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-04-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                104.935(5)
_cell_angle_beta                 96.182(4)
_cell_angle_gamma                106.722(5)
_cell_formula_units_Z            1
_cell_length_a                   6.4195(3)
_cell_length_b                   10.8173(6)
_cell_length_c                   11.1868(6)
_cell_measurement_reflns_used    3397
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.5440
_cell_measurement_theta_min      3.8380
_cell_volume                     704.83(7)
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5826
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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    -85.00  11.00   1.00   11.50    --  -12.17 -38.00 -90.00   96
  2  \w    -14.00  27.00   1.00   11.50    --  -12.17 -99.00-150.00   41
  3  \w    -53.00  33.00   1.00   11.50    --   13.26 -57.00  60.00   86
  4  \w    -13.00  85.00   1.00   11.50    --   13.26  57.00-150.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0368722000
_diffrn_orient_matrix_UB_12      0.0525911000
_diffrn_orient_matrix_UB_13      0.0328371000
_diffrn_orient_matrix_UB_21      0.0951001000
_diffrn_orient_matrix_UB_22      0.0228945000
_diffrn_orient_matrix_UB_23      0.0487486000
_diffrn_orient_matrix_UB_31      0.0586640000
_diffrn_orient_matrix_UB_32      0.0432694000
_diffrn_orient_matrix_UB_33      -0.0320075000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5607
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.33
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.734
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.08783
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             366
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.946
_refine_diff_density_min         -1.148
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       0.0086(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3037
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0433
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0526P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1021
_reflns_number_gt                2546
_reflns_number_total             3037
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            am0c02751_si_002.cif
_cod_data_source_block           18100803
_cod_original_cell_volume        704.83(6)
_cod_database_code               4517592
_chemical_oxdiff_formula         'C H Br'
_chemical_oxdiff_usercomment     cj-1
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C16-C17
 1.54 with sigma of 0.01
3. Rigid bond restraints
 Br2, C10, C11, C12
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
 Br1, C1, C2, C6
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
4. Uiso/Uaniso restraints and constraints
Br2 \\sim C10 \\sim C11 \\sim C12: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 2A
Br1 \\sim C1 \\sim C2 \\sim C6: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 2A
Uanis(C15) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18)
\\sim Ueq, Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.02
Uanis(Br2) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12)
\\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(Br1) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C6) \\sim
Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
5. Others
 Fixed Sof: C15(0.5) H15A(0.5) H15B(0.5) O1(0.5) C18(0.5) H18A(0.5) H18B(0.5)
 C17(0.5) H17A(0.5) H17B(0.5) C16(0.5) H16A(0.5) H16B(0.5)
6.a Riding coordinates:
 C15(H15A,H15B), C18(H18A,H18B), C17(H17A,H17B), C16(H16A,H16B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14)
;
_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 3.335
_oxdiff_exptl_absorpt_empirical_full_min 0.431