High solid-state fluorescence in ring-shaped AEE-active tetraphenylsilole derivatives
Yuanjing Cai; Kerim Samedov; Haley Albright; Brian S. Dolinar; Ilia A. Guzei; Rongrong Hu; Chaocan Zhang; Ben Zhong Tang; Robert West; Chem.Commun. 50 (2014) 12714–; doi:10.1039/C4cc06203E

data_7115799
_publ_section_title
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 High solid-state fluorescence in ring-shaped AEE-active tetraphenylsilole
 derivatives
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_journal_name_full               Chem.Commun.
_journal_page_first              12714
_journal_paper_doi               10.1039/C4cc06203E
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         '2(C30 H26 O2 Si2)'
_chemical_formula_sum            'C60 H52 O4 Si4'
_chemical_formula_weight         949.37
_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
_atom_sites_solution_primary     direct
_cell_angle_alpha                75.714(15)
_cell_angle_beta                 73.48(2)
_cell_angle_gamma                66.738(15)
_cell_formula_units_Z            2
_cell_length_a                   12.373(7)
_cell_length_b                   12.616(6)
_cell_length_c                   18.679(7)
_cell_measurement_reflns_used    4399
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      25.66
_cell_measurement_theta_min      2.26
_cell_volume                     2538(2)
_computing_cell_refinement       'SAINT+ Ver. 8.30C (Bruker-AXS, 2013)'
_computing_data_collection       'APEX2 Ver. 2013.2-0 (Bruker-AXS, 2013)'
_computing_data_reduction        'SAINT+ Ver. 8.30C (Bruker-AXS, 2013)'
_computing_molecular_graphics
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O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
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O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008-2013)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008-2013)'
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '0.5\% \w and 0.5\% \f scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25301
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.722
_diffrn_reflns_theta_min         1.778
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8860
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0657 before and 0.0442 after correction.
The Ratio of minimum to maximum transmission is 0.8860.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.133
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.039
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     679
_refine_ls_number_reflns         9643
_refine_ls_number_restraints     354
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0792
_refine_ls_R_factor_gt           0.0490
_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^)+(0.0502P)^2^+1.3684P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1197
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6867
_reflns_number_total             9643
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4cc06203e2.cif
_cod_data_source_block           3
_cod_database_code               7115799
_olex2_refinement_description
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1. Fixed Uiso
 At 1.2 times of:
  H10 of C10, H7 of C7, H12 of C12, H9 of C9, H15 of C15, H16 of C16, H14 of
  C14, H13 of C13, H6 of C6, H8 of C8, H18B of C18B, H19B of C19B, H28' of C28',
   H27' of C27', H26' of C26', H25' of C25', H24' of C24', H21B of C21B, H20B
  of C20B, H7' of C7', H22B of C22B, H8' of C8', H18' of C18', H19' of C19',
  H20' of C20', H21' of C21', H22' of C22', H16' of C16', H15' of C15', H14' of
  C14', H13' of C13', H12' of C12', H10' of C10', H9' of C9', H28 of C28, H27
  of C27, H26 of C26, H25 of C25, H24 of C24, H22A of C22A, H21A of C21A, H19
  of C19, H20 of C20, H21 of C21, H22 of C22, H18A of C18A, H19A of C19A, H20A
  of C20A, H6' of C6', H18 of C18
 At 1.5 times of:
  {H30F,H30D,H30E} of C30', {H29D,H29E,H29F} of C29', {H29A,H29B,H29C} of C29,
   {H30A,H30B,H30C} of C30
2. Restrained distances
 C3-C17A ~ C3-C17 ~ C3'-C17B ~ C3'-C17'
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C17' ~ C22' ~ C18' ~ C19' ~ C20' ~ C19B ~ C20B ~ C18B ~ C17B ~ C22B ~ C21' ~ C21B: within 1.7A with sigma of 0.005 and sigma for terminal atoms of 0.01
C17 ~ C19 ~ C20 ~ C18 ~ C22 ~ C21 ~ C22A ~ C17A ~ C18A ~ C19A ~ C20A ~ C21A: within 1.7A with sigma of 0.0025 and sigma for terminal atoms of 0.005
4. Others
 Sof(C17)=Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=
 Sof(H21)=Sof(C22)=Sof(H22)=1-Sof(C18)=1-Sof(C18)=1-Sof(C18)=1-Sof(C18)=1-
 Sof(C18)=1-Sof(C18)=1-Sof(C18)=1-Sof(C18)=1-Sof(C18)=1-Sof(C18)=1-Sof(C18)
 Sof(C17')=Sof(C22')=Sof(H22')=Sof(C21')=Sof(H21')=Sof(C20')=Sof(H20')=
 Sof(C19')=Sof(H19')=Sof(C18')=Sof(H18')=1-Sof(C22')=1-Sof(C22')=1-Sof(C22')=1-
 Sof(C22')=1-Sof(C22')=1-Sof(C22')=1-Sof(C22')=1-Sof(C22')=1-Sof(C22')=1-
 Sof(C22')=1-Sof(C22')
5.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22),
 C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), C22A(H22A), C24(H24), C25(H25),
  C26(H26), C27(H27), C28(H28), C6'(H6'), C7'(H7'), C8'(H8'), C9'(H9'),
 C10'(H10'), C12'(H12'), C13'(H13'), C14'(H14'), C15'(H15'), C16'(H16'),
 C22'(H22'), C21'(H21'), C20'(H20'), C19'(H19'), C18'(H18'), C22B(H22B),
 C21B(H21B), C20B(H20B), C19B(H19B), C18B(H18B), C24'(H24'), C25'(H25'),
 C26'(H26'), C27'(H27'), C28'(H28')
5.b Fitted hexagon refined as free rotating group:
 C17(C18,C19,C20,C21,C22), C17A(C18A,C19A,C20A,C21A,C22A), C17'(C22',C21',C20',
 C19',C18'), C17B(C22B,C21B,C20B,C19B,C18B)
5.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C29'(H29D,H29E,H29F), C30'(H30F,
 H30D,H30E)
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