SFX as a low-cost ‘Spiro’ hole-transport material for efficient perovskite solar cells
Maciejczyk, Michal; Ivaturi, Aruna; Robertson, Neil; Journal of Materials Chemistry A 4 (2016) 4855–; doi:10.1039/C6TA00110F

data_7236294
_publ_section_title
;
 &#x000D; SFX as a low-cost &#x2018;Spiro&#x2019; hole-transport material
 for efficient perovskite solar cells
;
_journal_issue                   13
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              4855
_journal_paper_doi               10.1039/C6TA00110F
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C73 H44 N4 O S4, 0.5 C6 H14'
_chemical_formula_sum            'C76 H51 N4 O S4'
_chemical_formula_weight         1164.44
_chemical_name_common            SFX-TPTZ
_chemical_name_systematic
'2, 2?, 7, 7?-Tetrakis (N- phenothiazylo) - spiro (fluorene-9, 9?-xanthene)  '
_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
_audit_creation_date             2015-08-27
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.08.17 svn.r3210 for OlexSys, GUI svn.r5083)
;
_audit_update_record
;
2015-12-17 deposited with the CCDC.
2016-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 119.018(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   35.5400(14)
_cell_length_b                   9.8814(2)
_cell_length_c                   36.3474(14)
_cell_measurement_reflns_used    12366
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      76.0870
_cell_measurement_theta_min      4.6810
_cell_volume                     11162.3(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
  1 omega -116.00  -23.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686  -38.0000 -180.0000 93

  2 omega -109.00  -78.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686 -144.0000  -95.0000 31

  3 omega  -48.00   21.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686   38.0000 -180.0000 69

  4 omega  -48.00   27.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686   38.0000  -30.0000 75

  5 omega   -7.00   29.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686   38.0000   90.0000 36

  6 omega   61.00   95.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       43.1686 -125.0000  -60.0000 34

  7 omega   39.00   81.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       43.1686 -125.0000   90.0000 42

  8 omega   62.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000   60.0000 47

  9 omega   36.00   65.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000  150.0000 29

 10 omega   32.00   88.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -15.0000  -60.0000 56

 11 omega   93.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   30.0000  -90.0000 85

 12 omega   90.00  172.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   45.0000  120.0000 82

 13 omega  116.00  160.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   15.0000 -180.0000 44

 14 omega   92.00  117.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000 -150.0000 25

 15 omega   32.00  106.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000    0.0000 74

 16 omega   96.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000    0.0000 25

 17 omega   39.00   65.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000 -120.0000 26

 18 omega   39.00   79.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000    0.0000 40

 19 omega   59.00   85.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000   30.0000 26

 20 omega  125.00  174.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   30.0000 -150.0000 49

 21 omega   36.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000   90.0000 55

 22 omega   40.00   93.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000  -30.0000 53

 23 omega   48.00   74.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000 -150.0000 26

 24 omega   31.00   81.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000 -120.0000 50

 25 omega   52.00  106.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000  -30.0000 54

 26 omega   66.00  139.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -61.0000   30.0000 73

 27 omega   64.00  107.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000  -90.0000 43

 28 omega  111.00  154.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -15.0000  -60.0000 43

 29 omega   31.00   85.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000  -60.0000 54

 30 omega   98.00  142.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -77.0000   60.0000 44

 31 omega   68.00  108.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000 -150.0000 40

 32 omega   39.00   83.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000    0.0000 44

 33 omega   75.00  101.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000   30.0000 26

 34 omega   31.00   63.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000 -150.0000 32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0310468000
_diffrn_orient_matrix_UB_12      0.0163687000
_diffrn_orient_matrix_UB_13      -0.0180068000
_diffrn_orient_matrix_UB_21      0.0385753000
_diffrn_orient_matrix_UB_22      -0.0035569000
_diffrn_orient_matrix_UB_23      0.0449163000
_diffrn_orient_matrix_UB_31      0.0023946000
_diffrn_orient_matrix_UB_32      -0.1549819000
_diffrn_orient_matrix_UB_33      -0.0029248000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0775
_diffrn_reflns_av_unetI/netI     0.0882
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            118201
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.119
_diffrn_reflns_theta_min         3.723
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.8
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.988
_exptl_absorpt_correction_T_max  0.9531
_exptl_absorpt_correction_T_min  0.5430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1020 before and 0.0794 after correction.
The Ratio of minimum to maximum transmission is 0.5697.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       block
_exptl_crystal_F_000             4856
_exptl_crystal_size_max          0.4098
_exptl_crystal_size_mid          0.0933
_exptl_crystal_size_min          0.0445
_refine_diff_density_max         1.617
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.067
_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     804
_refine_ls_number_reflns         11573
_refine_ls_number_restraints     105
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0698
_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^)+(0.0988P)^2^+16.3516P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1817
_refine_ls_wR_factor_ref         0.1953
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9915
_reflns_number_total             11573
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ta00110f2.cif
_cod_data_source_block           nr15008
_cod_database_code               7236294
_chemical_oxdiff_formula         'C73 H44 N4 O S4'
_chemical_oxdiff_usercomment     '@ 120 K M12o6'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.7376(12) 0.2624(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Rigid body (RIGU) restrains
 S58A, C59A, C60A, C61A, C62A, C63A, C64A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S58, C59, C60, C61, C62, C63, C64
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{S58, C59, C60, C61, C62, C63, C64} sigma for 1-2: 0.02, 1-3: 0.02
as
{S58A, C59A, C60A, C61A, C62A, C63A, C64A}
5. Others
 Sof(S58A)=Sof(C59A)=Sof(C60A)=Sof(C61A)=Sof(H61A)=Sof(C62A)=Sof(H62A)=
 Sof(C63A)=Sof(H63A)=Sof(C64A)=Sof(H64A)=1-FVAR(1)
 Sof(S58)=Sof(C59)=Sof(C60)=Sof(C61)=Sof(H61)=Sof(C62)=Sof(H62)=Sof(C63)=
 Sof(H63)=Sof(C64)=Sof(H64)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C61(H61), C62(H62), C63(H63), C64(H64), C7(H7), C8(H8), C9(H9), C10(H10),
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C24(H24), C25(H25),
  C26(H26), C28(H28), C33(H33), C35(H35), C36(H36), C37(H37), C39(H39),
 C40(H40), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51), C52(H52), C53(H53),
  C54(H54), C65(H65), C66(H66), C67(H67), C68(H68), C75(H75), C76(H76),
 C77(H77), C78(H78), C79(H79), C80(H80), C81(H81), C82(H82), C61A(H61A),
 C62A(H62A), C63A(H63A), C64A(H64A)
;
_shelx_res_checksum              86228
_shelx_hkl_checksum              96360
_shelx_fab_checksum              77086
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2015-06-11
_olex2_date_sample_submission    2015-06-01
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id M12o6
_olex2_submission_special_instructions 'No special instructions were received'