Donor‒π‒donor type hole transporting materials: marked π-bridge effects on optoelectronic properties, solid-state structure, and perovskite solar cell efficiency
Paek, S.; Zimmermann, I.; Gao, P.; Gratia, P.; Rakstys, K.; Grancini, G.; Nazeeruddin, Mohammad Khaja; Rub, Malik Abdul; Kosa, Samia A.; Alamry, Khalid A.; Asiri, Abdullah M.; Chem. Sci. 7 (2016) 6068–; doi:10.1039/C6SC01478J

data_1544038
_publ_section_title
;
 Donor--\p--donor type hole transporting materials: marked \p-bridge
 effects on optoelectronic properties, solid-state structure, and
 perovskite solar cell efficiency
;
_journal_issue                   9
_journal_name_full               'Chem. Sci.'
_journal_page_first              6068
_journal_paper_doi               10.1039/C6SC01478J
_journal_volume                  7
_journal_year                    2016
_chemical_formula_moiety
'0.67(C54 H42 N2 O4 S4), 1.07(C7), 0.61(C4 O)'
_chemical_formula_sum            'C52 H42 N2 O4 S4'
_chemical_formula_weight         887.11
_chemical_name_systematic
;
 ?
;
_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             2016-01-11
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-01-11 deposited with the CCDC.
2016-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                92.445(2)
_cell_angle_beta                 96.700(3)
_cell_angle_gamma                104.735(3)
_cell_formula_units_Z            3
_cell_length_a                   10.0156(5)
_cell_length_b                   10.1116(3)
_cell_length_c                   29.1958(10)
_cell_measurement_temperature    140(2)
_cell_volume                     2831.9(2)
_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      140.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0888
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.855
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            30031
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.419
_diffrn_reflns_theta_min         3.296
_exptl_absorpt_coefficient_mu    0.309
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_F_000             1392
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     794
_refine_ls_number_reflns         13349
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1266
_refine_ls_R_factor_gt           0.0686
_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^)+(0.0794P)^2^+1.9410P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1614
_refine_ls_wR_factor_ref         0.1949
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8124
_reflns_number_total             13349
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6sc01478j2.cif
_cod_data_source_block           bth-tpa
_cod_original_cell_volume        2831.93(19)
_cod_database_code               1544038
_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(C61B)=1-FVAR(1)
 Sof(C61A)=FVAR(1)
 Sof(C63)=Sof(C64)=Sof(C65)=Sof(C66)=Sof(O62)=FVAR(2)
 Sof(C70)=Sof(C71)=Sof(C72)=Sof(C73)=Sof(C74)=Sof(C75)=Sof(C76)=FVAR(3)
 Sof(C81)=Sof(C82)=Sof(C83)=Sof(C84)=Sof(O80)=FVAR(4)
3.a Me refined with riding coordinates:
 C27(H27A,H27B,H27C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C), C54(H54A,H54B,
 H54C)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C6(H6), C10(H10), C12(H12), C15(H15), C17(H17), C25(H25),
 C30(H30), C34(H34), C35(H35), C36(H36), C42(H42), C46(H46), C50(H50), C4(H4),
 C5(H5), C7(H7), C9(H9), C11(H11), C13(H13), C14(H14), C16(H16), C18(H18),
 C21(H21), C31(H31), C33(H33), C38(H38), C45(H45), C48(H48)
3.c Fitted hexagon refined as free rotating group:
 C70(C71,C72,C73,C74,C75)
;
_shelx_res_checksum              35645
_shelx_hkl_checksum              25874
_olex2_submission_special_instructions 'No special instructions were received'