# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               J.Mater.Chem.
_journal_coden_cambridge         1145
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_address     
;
Kasugade 3-1-98
Konohana-ku
Osaka, Japan
;
_publ_contact_author_email       ym780714@pk2.so-net.ne.jp
_publ_contact_author_fax         +81-6-6466-5425
_publ_contact_author_phone       +81-6-6466-5390
#TrackingRef '- C6-DBTDT.cif'

# SUBMISSION DETAILS
_publ_contact_author_name        'Yasuo Miyata'
loop_
_publ_author_name
Y.Miyata
E.Yoshikawa
T.Minari
T.Kazuhito
S.Yamaguchi

data_C6-DBTDT
_database_code_depnum_ccdc_archive 'CCDC 830987'
_publ_section_references         ?
#-------------------------------------------------------------------------

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
_C6-DBTDT
;
_chemical_name_common            '_C6-DBTDT'
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H32 S3'
_chemical_formula_sum            'C28 H32 S3'
_chemical_formula_weight         464.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbcm
_symmetry_space_group_name_Hall  '-P 2c 2b'
_symmetry_Int_Tables_number      57

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z-1/2'
'-x, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   4.12(3)
_cell_length_b                   11.09(11)
_cell_length_c                   52.8(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2412(39)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    907
_cell_measurement_theta_min      0.7810
_cell_measurement_theta_max      27.8764

_exptl_crystal_description       Needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.321
_exptl_absorpt_correction_type   None
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'RIGAKU VariMax'
_diffrn_measurement_device_type  
;
;
_Saturn70                        (4x4

_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2284
_diffrn_reflns_av_R_equivalents  0.1283
_diffrn_reflns_av_sigmaI/netI    0.0713
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -62
_diffrn_reflns_limit_l_max       62
_diffrn_reflns_theta_min         3.09
_diffrn_reflns_theta_max         24.98
_reflns_number_total             999
_reflns_number_gt                874
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         999
_refine_ls_number_parameters     143
_refine_ls_number_restraints     96
_refine_ls_R_factor_all          0.1328
_refine_ls_R_factor_gt           0.1186
_refine_ls_wR_factor_ref         0.3325
_refine_ls_wR_factor_gt          0.3177
_refine_ls_goodness_of_fit_ref   1.519
_refine_ls_restrained_S_all      1.454
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.0156(5) 0.38696(17) 0.21332(2) 0.0245(10) Uani 1 1 d . . .
S2 S 0.4588(7) 0.0960(2) 0.2500 0.0234(11) Uani 1 2 d S . .
C1 C 0.1364(19) 0.2917(5) 0.18924(8) 0.024(2) Uani 1 1 d U . .
C2 C 0.0983(17) 0.3093(6) 0.16313(8) 0.0210(18) Uani 1 1 d U . .
H14 H -0.0103 0.3773 0.1573 0.025 Uiso 1 1 calc R . .
C3 C 0.2207(17) 0.2263(5) 0.14578(8) 0.0257(19) Uani 1 1 d U . .
C4 C 0.3900(19) 0.1252(5) 0.15530(9) 0.0287(19) Uani 1 1 d U . .
H15 H 0.4735 0.0696 0.1438 0.034 Uiso 1 1 calc R . .
C5 C 0.4376(16) 0.1049(6) 0.18119(10) 0.0231(19) Uani 1 1 d U . .
H16 H 0.5547 0.0384 0.1868 0.028 Uiso 1 1 calc R . .
C6 C 0.3027(17) 0.1885(5) 0.19884(8) 0.0182(16) Uani 1 1 d U . .
C7 C 0.3019(19) 0.1912(5) 0.22620(8) 0.0258(18) Uani 1 1 d U . .
C8 C 0.1423(18) 0.2912(5) 0.23644(8) 0.0206(19) Uani 1 1 d U . .
C17 C 0.163(2) 0.2419(5) 0.11725(7) 0.030(2) Uani 1 1 d U . .
H1 H -0.0642 0.2266 0.1138 0.036 Uiso 1 1 calc R . .
H2 H 0.2883 0.1811 0.1083 0.036 Uiso 1 1 calc R . .
C18 C 0.2519(18) 0.3663(5) 0.10635(8) 0.0250(19) Uani 1 1 d U . .
H3 H 0.4777 0.3837 0.1101 0.030 Uiso 1 1 calc R . .
H4 H 0.1203 0.4276 0.1145 0.030 Uiso 1 1 calc R . .
C19 C 0.198(2) 0.3718(5) 0.07746(8) 0.028(2) Uani 1 1 d U . .
H5 H 0.3351 0.3121 0.0694 0.034 Uiso 1 1 calc R . .
H6 H -0.0260 0.3510 0.0738 0.034 Uiso 1 1 calc R . .
C20 C 0.2720(17) 0.4966(5) 0.06589(8) 0.0235(18) Uani 1 1 d U . .
H7 H 0.4987 0.5158 0.0688 0.028 Uiso 1 1 calc R . .
H8 H 0.1422 0.5570 0.0745 0.028 Uiso 1 1 calc R . .
C21 C 0.201(2) 0.5027(5) 0.03714(8) 0.034(2) Uani 1 1 d U . .
H9 H 0.3315 0.4425 0.0285 0.041 Uiso 1 1 calc R . .
H10 H -0.0253 0.4835 0.0342 0.041 Uiso 1 1 calc R . .
C22 C 0.276(2) 0.6278(6) 0.02583(9) 0.037(2) Uani 1 1 d U . .
H11 H 0.1599 0.6884 0.0351 0.056 Uiso 1 1 calc R . .
H12 H 0.2089 0.6296 0.0084 0.056 Uiso 1 1 calc R . .
H13 H 0.5046 0.6432 0.0269 0.056 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.033(2) 0.0208(15) 0.0193(10) -0.0001(5) 0.0004(4) 0.0035(10)
S2 0.033(3) 0.0172(18) 0.0202(12) 0.000 0.000 0.0061(13)
C1 0.024(5) 0.020(4) 0.028(2) -0.003(2) 0.002(2) -0.011(4)
C2 0.018(5) 0.015(3) 0.031(2) 0.0041(19) 0.000(2) 0.000(4)
C3 0.022(5) 0.029(4) 0.026(2) -0.0009(19) 0.000(2) -0.018(4)
C4 0.034(5) 0.028(4) 0.024(2) 0.0024(19) 0.002(2) -0.014(4)
C5 0.027(5) 0.020(4) 0.022(2) 0.001(2) -0.002(2) -0.001(4)
C6 0.009(4) 0.017(3) 0.028(2) 0.0028(18) 0.002(2) 0.005(4)
C7 0.032(5) 0.016(4) 0.030(3) 0.001(2) 0.000(2) 0.002(4)
C8 0.020(5) 0.018(4) 0.024(3) -0.002(2) -0.001(2) 0.000(4)
C17 0.036(6) 0.028(4) 0.026(3) -0.006(2) -0.001(3) 0.005(4)
C18 0.027(5) 0.027(4) 0.022(2) -0.0008(17) -0.0022(19) -0.002(4)
C19 0.032(6) 0.027(4) 0.025(2) 0.0032(19) 0.001(2) -0.006(4)
C20 0.013(5) 0.026(4) 0.032(3) -0.0010(19) 0.000(2) 0.001(4)
C21 0.034(6) 0.038(4) 0.031(3) 0.003(2) 0.000(3) -0.009(5)
C22 0.042(6) 0.036(5) 0.034(2) 0.003(2) 0.001(2) 0.006(5)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C8 1.744(13) . ?
S1 C1 1.767(13) . ?
S2 C7 1.765(13) . ?
S2 C7 1.765(13) 6_556 ?
C1 C2 1.401(17) . ?
C1 C6 1.428(12) . ?
C2 C3 1.393(12) . ?
C2 H14 0.9300 . ?
C3 C4 1.413(13) . ?
C3 C17 1.535(18) . ?
C4 C5 1.399(16) . ?
C4 H15 0.9300 . ?
C5 C6 1.427(12) . ?
C5 H16 0.9300 . ?
C6 C7 1.445(17) . ?
C7 C8 1.398(12) . ?
C8 C8 1.432(18) 6_556 ?
C17 C18 1.539(15) . ?
C17 H1 0.9700 . ?
C17 H2 0.9700 . ?
C18 C19 1.543(18) . ?
C18 H3 0.9700 . ?
C18 H4 0.9700 . ?
C19 C20 1.543(15) . ?
C19 H5 0.9700 . ?
C19 H6 0.9700 . ?
C20 C21 1.547(18) . ?
C20 H7 0.9700 . ?
C20 H8 0.9700 . ?
C21 C22 1.541(15) . ?
C21 H9 0.9700 . ?
C21 H10 0.9700 . ?
C22 H11 0.9600 . ?
C22 H12 0.9600 . ?
C22 H13 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C1 90.4(8) . . ?
C7 S2 C7 90.8(9) . 6_556 ?
C2 C1 C6 121.0(5) . . ?
C2 C1 S1 125.8(7) . . ?
C6 C1 S1 113.2(7) . . ?
C3 C2 C1 121.0(8) . . ?
C3 C2 H14 119.5 . . ?
C1 C2 H14 119.5 . . ?
C2 C3 C4 118.0(8) . . ?
C2 C3 C17 121.0(7) . . ?
C4 C3 C17 121.0(5) . . ?
C5 C4 C3 123.0(6) . . ?
C5 C4 H15 118.5 . . ?
C3 C4 H15 118.5 . . ?
C4 C5 C6 118.6(8) . . ?
C4 C5 H16 120.7 . . ?
C6 C5 H16 120.7 . . ?
C5 C6 C1 118.4(8) . . ?
C5 C6 C7 131.9(6) . . ?
C1 C6 C7 109.7(5) . . ?
C8 C7 C6 113.9(5) . . ?
C8 C7 S2 111.8(8) . . ?
C6 C7 S2 134.3(6) . . ?
C7 C8 C8 112.8(4) . 6_556 ?
C7 C8 S1 112.8(8) . . ?
C8 C8 S1 134.4(4) 6_556 . ?
C3 C17 C18 115.6(5) . . ?
C3 C17 H1 108.4 . . ?
C18 C17 H1 108.4 . . ?
C3 C17 H2 108.4 . . ?
C18 C17 H2 108.4 . . ?
H1 C17 H2 107.5 . . ?
C17 C18 C19 111.8(5) . . ?
C17 C18 H3 109.3 . . ?
C19 C18 H3 109.3 . . ?
C17 C18 H4 109.3 . . ?
C19 C18 H4 109.3 . . ?
H3 C18 H4 107.9 . . ?
C20 C19 C18 113.5(5) . . ?
C20 C19 H5 108.9 . . ?
C18 C19 H5 108.9 . . ?
C20 C19 H6 108.9 . . ?
C18 C19 H6 108.9 . . ?
H5 C19 H6 107.7 . . ?
C19 C20 C21 113.0(5) . . ?
C19 C20 H7 109.0 . . ?
C21 C20 H7 109.0 . . ?
C19 C20 H8 109.0 . . ?
C21 C20 H8 109.0 . . ?
H7 C20 H8 107.8 . . ?
C22 C21 C20 112.5(5) . . ?
C22 C21 H9 109.1 . . ?
C20 C21 H9 109.1 . . ?
C22 C21 H10 109.1 . . ?
C20 C21 H10 109.1 . . ?
H9 C21 H10 107.8 . . ?
C21 C22 H11 109.5 . . ?
C21 C22 H12 109.5 . . ?
H11 C22 H12 109.5 . . ?
C21 C22 H13 109.5 . . ?
H11 C22 H13 109.5 . . ?
H12 C22 H13 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 S1 C1 C2 178.8(6) . . . . ?
C8 S1 C1 C6 0.4(6) . . . . ?
C6 C1 C2 C3 0.2(10) . . . . ?
S1 C1 C2 C3 -178.1(6) . . . . ?
C1 C2 C3 C4 -1.2(11) . . . . ?
C1 C2 C3 C17 176.7(7) . . . . ?
C2 C3 C4 C5 0.3(11) . . . . ?
C17 C3 C4 C5 -177.5(7) . . . . ?
C3 C4 C5 C6 1.5(10) . . . . ?
C4 C5 C6 C1 -2.5(10) . . . . ?
C4 C5 C6 C7 178.2(7) . . . . ?
C2 C1 C6 C5 1.7(10) . . . . ?
S1 C1 C6 C5 -179.8(5) . . . . ?
C2 C1 C6 C7 -178.9(7) . . . . ?
S1 C1 C6 C7 -0.4(7) . . . . ?
C5 C6 C7 C8 179.5(8) . . . . ?
C1 C6 C7 C8 0.2(8) . . . . ?
C5 C6 C7 S2 -0.5(12) . . . . ?
C1 C6 C7 S2 -179.8(6) . . . . ?
C7 S2 C7 C8 0.8(8) 6_556 . . . ?
C7 S2 C7 C6 -179.3(5) 6_556 . . . ?
C6 C7 C8 C8 179.5(4) . . . 6_556 ?
S2 C7 C8 C8 -0.6(6) . . . 6_556 ?
C6 C7 C8 S1 0.1(8) . . . . ?
S2 C7 C8 S1 -180.0(4) . . . . ?
C1 S1 C8 C7 -0.2(6) . . . . ?
C1 S1 C8 C8 -179.4(3) . . . 6_556 ?
C2 C3 C17 C18 51.4(11) . . . . ?
C4 C3 C17 C18 -130.8(9) . . . . ?
C3 C17 C18 C19 177.9(6) . . . . ?
C17 C18 C19 C20 177.9(6) . . . . ?
C18 C19 C20 C21 -177.3(6) . . . . ?
C19 C20 C21 C22 179.9(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.469
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.469
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.976
_refine_diff_density_rms         0.151