Doped but stable: spirobisacridine hole transporting materials for hysteresis-free and stable perovskite solar cells.
Drigo, Nikita A.; Roldán-Carmona, Cristina; Franckevicius, Marius; Lin, Kun-Han; Gegevi Ius, Rokas; Kim, Hobeom; Schouwink, Pascal A.; Sutanto, Albertus Adrian; Olthof, Selina; Sohail, Muhammad; Meerholz, Klaus; Gulbinas, Vidmantas; Corminboeuf, Clémence; Paek, Sanghyun; Nazeeruddin, Mohammad Khaja; Journal of the American Chemical Society  (2019) –; doi:10.1021/jacs.9b07166

data_4133936
_publ_section_title
;
 Doped but stable: spirobisacridine hole transporting materials for
 hysteresis-free and stable perovskite solar cells.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b07166
_journal_year                    2019
_chemical_formula_moiety         'C83 H74 N6 O8'
_chemical_formula_sum            'C83 H74 N6 O8'
_chemical_formula_weight         1215.83
_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
_audit_creation_date             2019-02-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                88.120(2)
_cell_angle_beta                 66.154(2)
_cell_angle_gamma                78.264(2)
_cell_formula_units_Z            2
_cell_length_a                   14.7252(12)
_cell_length_b                   14.9165(12)
_cell_length_c                   16.8880(13)
_cell_measurement_reflns_used    4906
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      2.17
_cell_volume                     3316.8(5)
_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      120.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  Venture
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            61770
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.450
_diffrn_reflns_theta_max         24.450
_diffrn_reflns_theta_min         2.263
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear greenish'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       block
_exptl_crystal_F_000             1276
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   0.7451
_exptl_transmission_factor_min   0.6879
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     884
_refine_ls_number_reflns         10955
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0437
_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^)+(0.0481P)^2^+1.8042P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1115
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8309
_reflns_number_total             10955
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b07166_si_002.cif
_cod_data_source_block           htm_309_0m
_cod_depositor_comments
;

2020-08-18
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '0.06(C83 H74 N6 O8)'
_cod_original_formula_sum        'C6 H0.03 N0.03 O0.03'
_cod_original_formula_units_Z    35
_cod_original_formula_weight     72.95
_cod_database_code               4133936
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.996
_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:
 C01J(H01J), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C14(H14), C15(H15),
 C18(H18), C19(H19), C20(H20), C25(H25), C27(H27), C28(H28), C30(H30), C31(H31),
  C33(H33), C34(H34), C37(H37), C38(H38), C40(H40), C41(H41), C45(H45),
 C47(H47), C48(H48), C50(H50), C51(H51), C53(H53), C54(H54), C57(H57), C58(H58),
  C60(H60), C61(H61), C65(H65), C67(H67), C68(H68), C70(H70), C71(H71),
 C73(H73), C74(H74), C77(H77), C78(H78), C80(H80), C81(H81)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C16(H16A,H16B,H16C), C22(H22A,H22B,H22C),
 C35(H35A,H35B,H35C), C42(H42A,H42B,H42C), C55(H55A,H55B,H55C), C62(H62A,H62B,
 H62C), C75(H75A,H75B,H75C), C82(H82A,H82B,H82C)
;
_shelx_res_checksum              15684
_shelx_hkl_checksum              72961
_olex2_submission_special_instructions 'No special instructions were received'