Design and synthesis of dopant-free organic hole-transport materials for perovskite solar cells.
Wang, Linqin; Zhang, Jinbao; Liu, Peng; Xu, Bo; Zhang, Biaobiao; Chen, Hong; Inge, A. Ken; Li, Yuanyuan; Wang, Haoxin; Cheng, Yi-Bing; Kloo, Lars; Sun, Licheng; Chemical communications (Cambridge, England) 54 (2018) 9571–9574; doi:10.1039/c8cc04026e

data_7121969
_publ_section_title
;
 Design and synthesis of dopant-free organic hole-transport materials for
 perovskite solar cells.
;
_journal_issue                   69
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9571
_journal_page_last               9574
_journal_paper_doi               10.1039/c8cc04026e
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C61 H46 N2 O5'
_chemical_formula_sum            'C61 H46 N2 O5'
_chemical_formula_weight         887.00
_chemical_name_common            X61
_chemical_name_systematic
N2',N2',N7',N7'-tetrakis(4-methoxyphenyl)spiro[dibenzo[c,h]xanthene-7,9'-fluorene]-2',7'-diamine
_chemical_properties_physical
Moisture-sensitive,Oxygen-sensitive,Light-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-09-07
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_audit_update_record
;
2018-05-20 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                64.812(2)
_cell_angle_beta                 87.802(2)
_cell_angle_gamma                88.570(2)
_cell_formula_units_Z            2
_cell_length_a                   10.6341(5)
_cell_length_b                   16.3753(7)
_cell_length_c                   17.6369(8)
_cell_measurement_reflns_used    9930
_cell_measurement_temperature    298
_cell_measurement_theta_max      65.877
_cell_measurement_theta_min      2.770
_cell_volume                     2777.0(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1252
_diffrn_reflns_av_unetI/netI     0.0731
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            68369
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         2.770
_exptl_absorpt_coefficient_mu    0.532
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1390 before and 0.0977 after correction.
The Ratio of minimum to maximum transmission is 0.7824.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'light orange'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.061
_exptl_crystal_description       block
_exptl_crystal_F_000             932
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.0015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     618
_refine_ls_number_reflns         9768
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1418
_refine_ls_R_factor_gt           0.0890
_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^)+(0.1619P)^2^+0.8915P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2461
_refine_ls_wR_factor_ref         0.2868
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5407
_reflns_number_total             9768
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc04026e2.cif
_cod_data_source_block           p1_a_sq
_cod_depositor_comments
'Adding full bibliography for 7121968--7121969.cif.'
_cod_database_code               7121969
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C16(H16), C46(H46), C2(H2), C18(H18), C25(H25), C6(H6), C39(H39),
 C49(H49), C5(H5), C48(H48), C61(H61), C62(H62), C9(H9), C55(H55), C8(H8),
 C3(H3), C12(H12), C58(H58), C54(H54), C51(H51), C59(H59), C26(H26), C38(H38),
 C11(H11), C52(H52), C33(H33), C40(H40), C30(H30), C43(H43), C32(H32), C31(H31),
  C42(H42), C41(H41)
2.b Idealised Me refined as rotating group:
 C63(H63A,H63B,H63C), C14(H14A,H14B,H14C), C13(H13A,H13B,H13C), C56(H56A,H56B,
 H56C)
;
_shelx_res_checksum              37788
_shelx_fab_checksum              84315
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'