A highly hindered bithiophene-functionalized dispiro-oxepine derivative as an efficient hole transporting material for perovskite solar cells
Rakstys, Kasparas; Paek, Sanghyun; Sohail, Muhammad; Gao, Peng; Cho, Kyung Taek; Gratia, Paul; Lee, Yonghui; Dahmen, Klaus H.; Nazeeruddin, Mohammad Khaja; Journal of Materials Chemistry A 4 (2016) 18259–; doi:10.1039/C6TA09028A

data_7236388
_publ_section_title
;
 A highly hindered bithiophene-functionalized dispiro-oxepine derivative
 as an efficient hole transporting material for perovskite solar cells
;
_journal_issue                   47
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              18259
_journal_paper_doi               10.1039/C6TA09028A
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C90 H72 N4 O9 S2, C2.8 H1.2 N O'
_chemical_formula_sum            'C90 H72 N4 O9 S2'
_chemical_formula_weight         1417.63
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2016-07-21
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-07-21 deposited with the CCDC.
2016-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.428(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.4756(19)
_cell_length_b                   16.5543(11)
_cell_length_c                   19.5340(13)
_cell_measurement_temperature    293(2)
_cell_volume                     7859.9(10)
_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      293
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1013
_diffrn_reflns_av_unetI/netI     0.0921
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            56848
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.936
_diffrn_reflns_theta_min         3.571
_exptl_absorpt_coefficient_mu    1.094
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       needle
_exptl_crystal_F_000             2976
_exptl_crystal_preparation       synthesis
_exptl_crystal_recrystallization_method 'solvent solvent diffusion'
_exptl_crystal_size_max          8.0
_exptl_crystal_size_mid          2.0
_exptl_crystal_size_min          1.0
_refine_diff_density_max         1.074
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1090
_refine_ls_number_reflns         16089
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1430
_refine_ls_R_factor_gt           0.0891
_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^)+(0.1191P)^2^+5.6881P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2314
_refine_ls_wR_factor_ref         0.2758
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9327
_reflns_number_total             16089
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ta09028a2.cif
_cod_data_source_block           sohail
_cod_database_code               7236388
_shelxl_version_number           2013-2
_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. Others
 Sof(C91B)=Sof(C92B)=Sof(H92B)=Sof(C93B)=Sof(H93B)=Sof(C94B)=Sof(C95B)=
 Sof(H95B)=Sof(C96B)=Sof(H96B)=Sof(O7B)=Sof(C72B)=Sof(H72D)=Sof(H72E)=Sof(H72F)=
 1-FVAR(1)
 Sof(C91A)=Sof(C92A)=Sof(H92A)=Sof(C93A)=Sof(H93A)=Sof(C94A)=Sof(C95A)=
 Sof(H95A)=Sof(C96A)=Sof(H96A)=Sof(O7A)=Sof(C72A)=Sof(H72A)=Sof(H72B)=Sof(H72C)=
 FVAR(1)
 Sof(C115)=Sof(N116)=Sof(O117)=Sof(C118)=Sof(H111)=1-FVAR(2)
 Sof(C110)=Sof(O111)=Sof(N112)=Sof(C113)=Sof(C114)=FVAR(2)
3.a Ternary CH refined with riding coordinates:
 C118(H111)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C9(H9), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19),
 C21(H21), C22(H22), C26(H26), C28(H28), C30(H30), C33(H33), C35(H35), C36(H36),
  C39(H39), C40(H40), C42(H42), C44(H44), C45(H45), C47(H47), C48(H48),
 C49(H49), C51(H51), C53(H53), C55(H55), C56(H56), C57(H57), C60(H60), C61(H61),
  C62(H62), C63(H63), C67(H67), C68(H68), C69(H69), C71(H71), C75(H75),
 C77(H77), C80(H80), C81(H81), C83(H83), C89(H89), C92A(H92A), C93A(H93A),
 C95A(H95A), C96A(H96A), C92B(H92B), C93B(H93B), C95B(H95B), C96B(H96B),
 C101(H101)
3.c Fitted hexagon refined as free rotating group:
 C91A(C92A,C93A,C94A,C95A,C96A), C91B(C92B,C93B,C94B,C95B,C96B)
3.d Idealised Me refined as rotating group:
 C79(H79A,H79B,H79C), C82(H82A,H82B,H82C), C84(H84A,H84B,H84C), C85(H85A,H85B,
 H85C), C87(H87A,H87B,H87C), C90(H90A,H90B,H90C), C72A(H72A,H72B,H72C),
 C72B(H72D,H72E,H72F), C100(H10A,H10B,H10C)
;
_shelx_res_checksum              64330
_shelx_hkl_checksum              50170
_olex2_submission_original_sample_id Sohail
_olex2_submission_special_instructions 'No special instructions were received'