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_4517591
_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         'C42 H37 N2 O4, 2(C H2 Cl2)'
_chemical_formula_sum            'C44 H41 Cl4 N2 O4'
_chemical_formula_weight         803.59
_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             2019-03-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 95.6710(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.3715(3)
_cell_length_b                   8.78720(10)
_cell_length_c                   37.3337(4)
_cell_measurement_reflns_used    18000
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.4370
_cell_measurement_theta_min      4.1160
_cell_volume                     7956.15(16)
_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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_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   -114.00 -20.00   1.00    4.98    --  -41.14 -38.00  90.00   94
  2  \w    -76.00 -50.00   1.00    4.98    --  -41.14 -38.00  30.00   26
  3  \w    -82.00 -15.00   1.00    4.98    --  -41.14 -57.00  30.00   67
  4  \w    -53.00 -27.00   1.00    4.98    --  -41.14 -38.00 -60.00   26
  5  \w    -67.00  31.00   1.00    4.98    --  -41.14  57.00-120.00   98
  6  \w     23.00  84.00   1.00    4.98    --   41.14-125.00 -30.00   61
  7  \w     27.00  86.00   1.00    4.98    --   41.14-125.00 120.00   59
  8  \w     78.00 105.00   1.00   18.00    --  107.79  77.00 -30.00   27
  9  \w     75.00 100.00   1.00   18.00    --  107.79  77.00   0.00   25
 10  \w     77.00 111.00   1.00   18.00    --  107.79-104.00 -89.00   34
 11  \w     82.00 178.00   1.00   18.00    --  107.79  45.00  60.00   96
 12  \w    128.00 178.00   1.00   18.00    --  107.79  77.00   0.00   50
 13  \w    107.00 151.00   1.00   18.00    --  107.79 125.00 150.00   44
 14  \w     79.00 105.00   1.00   18.00    --  107.79  61.00  60.00   26
 15  \w     79.00 105.00   1.00   18.00    --  107.79  61.00  30.00   26
 16  \w     86.00 166.00   1.00   18.00    --  107.79  45.00  90.00   80
 17  \w     32.00 132.00   1.00   18.00    --  107.79 -77.00  60.00  100
 18  \w     76.00 101.00   1.00   18.00    --  107.79  77.00  30.00   25
 19  \w     99.00 131.00   1.00   18.00    --  107.79  45.00 -30.00   32
 20  \w     81.00 109.00   1.00   18.00    --  107.79  61.00   0.00   28
 21  \w     82.00 172.00   1.00   18.00    --  107.79  30.00-120.00   90
 22  \w     82.00 107.00   1.00   18.00    --  107.79  45.00   0.00   25
 23  \w    115.00 176.00   1.00   18.00    --  107.79  77.00 -30.00   61
 24  \w     43.00  69.00   1.00   18.00    --  107.79-104.00 -89.00   26
 25  \w     82.00 124.00   1.00   18.00    --  107.79  45.00  30.00   42
 26  \w     46.00 136.00   1.00   18.00    --  107.79 -30.00  30.00   90
;
_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      -0.0201354000
_diffrn_orient_matrix_UB_12      -0.0945748000
_diffrn_orient_matrix_UB_13      0.0309080000
_diffrn_orient_matrix_UB_21      -0.0498427000
_diffrn_orient_matrix_UB_22      -0.0547909000
_diffrn_orient_matrix_UB_23      -0.0252911000
_diffrn_orient_matrix_UB_31      0.0338054000
_diffrn_orient_matrix_UB_32      -0.1370868000
_diffrn_orient_matrix_UB_33      -0.0112032000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            30175
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.182
_diffrn_reflns_theta_min         3.645
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49193
_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            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_description       block
_exptl_crystal_F_000             3352
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.983
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     518
_refine_ls_number_reflns         7951
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0568
_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^)+(0.0841P)^2^+16.5913P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1553
_refine_ls_wR_factor_ref         0.1589
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7328
_reflns_number_total             7951
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am0c02751_si_003.cif
_cod_data_source_block           18112708
_cod_database_code               4517591
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H O N'
_chemical_oxdiff_usercomment     MS-02
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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. Uiso/Uaniso restraints and constraints
Cl3 \\sim Cl3A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C44 \\sim C44A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
Cl4 \\sim Cl4A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
3. Others
 Fixed Sof: C44(0.5) H44A(0.5) H44B(0.5) Cl3(0.5) Cl4(0.5) C44A(0.5) H44C(0.5)
 H44D(0.5) Cl3A(0.5) Cl4A(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C44(H44A,H44B), C44A(H44C,H44D)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C14(H14),
 C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26),
  C27(H27), C29(H29), C30(H30), C32(H32), C33(H33), C35(H35), C36(H36), C38(H38)
4.c Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,
 H42C)
;
_shelx_res_checksum              95439
_shelx_hkl_checksum              54739
_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 1.676
_oxdiff_exptl_absorpt_empirical_full_min 0.639