# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               J.Mater.Chem.
_journal_coden_cambridge         1145
_publ_contact_author_name        'Jianwu Shi'
_publ_contact_author_email       jwshi@henu.edu.cn
loop_
_publ_author_name
'Jianwu Shi'
'Yabo Li'
'Ming Jia'
'Li Xu'
'Hua Wang'

# Attachment '- DP-DTT.cif'

data_b
_database_code_depnum_ccdc_archive 'CCDC 836920'
#TrackingRef '- DP-DTT.cif'

_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C20 H12 S3'

_chemical_formula_weight         348.48

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           Monoclinic

_symmetry_space_group_name_H-M   P2(1)

loop_

_symmetry_equiv_pos_as_xyz

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

_cell_length_a                   11.7534(16)

_cell_length_b                   5.5051(8)

_cell_length_c                   12.7118(18)

_cell_angle_alpha                90.00

_cell_angle_beta                 103.7260(10)

_cell_angle_gamma                90.00

_cell_volume                     799.0(2)

_cell_formula_units_Z            2

_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    4354

_cell_measurement_theta_min      2.70

_cell_measurement_theta_max      28.12

_exptl_crystal_description       block

_exptl_crystal_colour            yellow

_exptl_crystal_size_max          0.32

_exptl_crystal_size_mid          0.23

_exptl_crystal_size_min          0.21

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.448

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             360

_exptl_absorpt_coefficient_mu    0.459

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.8670

_exptl_absorpt_correction_T_max  0.9098

_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;

?

;

_diffrn_ambient_temperature      296(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         0

_diffrn_standards_interval_count 0

_diffrn_standards_interval_time  0

_diffrn_standards_decay_%        0

_diffrn_reflns_number            6143

_diffrn_reflns_av_R_equivalents  0.0124

_diffrn_reflns_av_sigmaI/netI    0.0186

_diffrn_reflns_limit_h_min       -14

_diffrn_reflns_limit_h_max       14

_diffrn_reflns_limit_k_min       -6

_diffrn_reflns_limit_k_max       6

_diffrn_reflns_limit_l_min       -15

_diffrn_reflns_limit_l_max       15

_diffrn_reflns_theta_min         2.70

_diffrn_reflns_theta_max         25.50

_reflns_number_total             2973

_reflns_number_gt                2857

_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0472P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'

_refine_ls_abs_structure_Flack   -0.02(5)

_refine_ls_number_reflns         2973

_refine_ls_number_parameters     208

_refine_ls_number_restraints     1

_refine_ls_R_factor_all          0.0238

_refine_ls_R_factor_gt           0.0224

_refine_ls_wR_factor_ref         0.0633

_refine_ls_wR_factor_gt          0.0619

_refine_ls_goodness_of_fit_ref   1.019

_refine_ls_restrained_S_all      1.019

_refine_ls_shift/su_max          0.002

_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

C1 C 0.72911(14) 1.0195(3) 0.79989(13) 0.0395(4) Uani 1 1 d . . .
H1 H 0.7800 0.9134 0.7771 0.047 Uiso 1 1 calc R . .
C2 C 0.66910(13) 1.1995(3) 0.73623(13) 0.0367(3) Uani 1 1 d . . .
C3 C 0.70575(13) 1.0107(3) 0.90468(12) 0.0377(4) Uani 1 1 d . . .
C4 C 0.62691(14) 1.1866(4) 0.91784(12) 0.0377(3) Uani 1 1 d . . .
C5 C 0.74383(14) 0.8671(3) 1.00106(13) 0.0384(4) Uani 1 1 d . . .
C6 C 0.69094(14) 0.9451(3) 1.08128(13) 0.0369(4) Uani 1 1 d . . .
C7 C 0.82471(14) 0.6740(4) 1.03779(12) 0.0398(4) Uani 1 1 d . . .
H7 H 0.8673 0.5978 0.9942 0.048 Uiso 1 1 calc R . .
C8 C 0.83292(13) 0.6130(3) 1.14315(13) 0.0383(4) Uani 1 1 d . . .
C9 C 0.66833(13) 1.2545(3) 0.62271(12) 0.0365(4) Uani 1 1 d . . .
C10 C 0.71902(17) 1.0918(4) 0.56425(14) 0.0485(4) Uani 1 1 d . . .
H10 H 0.7547 0.9522 0.5980 0.058 Uiso 1 1 calc R . .
C11 C 0.7175(2) 1.1333(4) 0.45646(15) 0.0595(5) Uani 1 1 d . . .
H11 H 0.7522 1.0225 0.4185 0.071 Uiso 1 1 calc R . .
C12 C 0.66434(18) 1.3397(5) 0.40523(15) 0.0576(5) Uani 1 1 d . . .
H12 H 0.6618 1.3665 0.3325 0.069 Uiso 1 1 calc R . .
C13 C 0.61565(16) 1.5035(5) 0.46185(16) 0.0558(5) Uani 1 1 d . . .
H13 H 0.5806 1.6430 0.4275 0.067 Uiso 1 1 calc R . .
C14 C 0.61773(16) 1.4645(4) 0.57072(16) 0.0492(4) Uani 1 1 d . . .
H14 H 0.5852 1.5791 0.6087 0.059 Uiso 1 1 calc R . .
C19 C 0.90806(14) 0.4283(3) 1.21003(14) 0.0388(4) Uani 1 1 d . . .
C20 C 0.93036(16) 0.4357(4) 1.32272(15) 0.0515(5) Uani 1 1 d . . .
H20 H 0.8978 0.5584 1.3565 0.062 Uiso 1 1 calc R . .
C21 C 1.00098(18) 0.2610(5) 1.38472(16) 0.0601(5) Uani 1 1 d . . .
H21 H 1.0140 0.2666 1.4598 0.072 Uiso 1 1 calc R . .
C22 C 1.05176(16) 0.0810(4) 1.33772(18) 0.0579(5) Uani 1 1 d . . .
H22 H 1.0995 -0.0343 1.3802 0.069 Uiso 1 1 calc R . .
C23 C 1.03100(16) 0.0725(4) 1.22532(18) 0.0552(5) Uani 1 1 d . . .
H23 H 1.0655 -0.0486 1.1924 0.066 Uiso 1 1 calc R . .
C24 C 0.95937(15) 0.2430(4) 1.16235(15) 0.0472(4) Uani 1 1 d . . .
H24 H 0.9452 0.2341 1.0873 0.057 Uiso 1 1 calc R . .
S1 S 0.73853(4) 0.78784(9) 1.20045(3) 0.04161(12) Uani 1 1 d . . .
S2 S 0.58174(4) 1.36653(8) 0.80487(3) 0.04172(12) Uani 1 1 d . . .
S3 S 0.59509(4) 1.18842(8) 1.04510(3) 0.04151(12) Uani 1 1 d . . .

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

C1 0.0411(8) 0.0444(10) 0.0356(9) 0.0016(7) 0.0143(7) 0.0078(8)
C2 0.0346(8) 0.0392(8) 0.0382(8) -0.0003(7) 0.0123(6) 0.0014(7)
C3 0.0374(8) 0.0425(10) 0.0342(8) -0.0015(7) 0.0104(7) 0.0009(7)
C4 0.0396(8) 0.0411(8) 0.0342(8) -0.0012(7) 0.0122(7) 0.0002(7)
C5 0.0398(8) 0.0440(9) 0.0331(8) -0.0012(7) 0.0118(7) 0.0003(7)
C6 0.0360(8) 0.0431(9) 0.0328(8) -0.0014(7) 0.0105(6) 0.0007(7)
C7 0.0424(9) 0.0443(9) 0.0348(8) -0.0021(8) 0.0132(7) 0.0029(8)
C8 0.0337(8) 0.0445(10) 0.0368(9) -0.0030(7) 0.0086(7) -0.0038(7)
C9 0.0328(8) 0.0401(9) 0.0373(8) 0.0037(7) 0.0098(6) -0.0035(7)
C10 0.0639(12) 0.0429(10) 0.0425(9) 0.0036(8) 0.0201(9) 0.0052(9)
C11 0.0842(14) 0.0576(13) 0.0433(10) -0.0019(9) 0.0279(10) -0.0034(11)
C12 0.0658(12) 0.0706(15) 0.0376(9) 0.0113(10) 0.0144(9) -0.0129(11)
C13 0.0495(10) 0.0633(13) 0.0531(11) 0.0222(11) 0.0093(9) 0.0036(9)
C14 0.0466(10) 0.0518(11) 0.0516(11) 0.0094(9) 0.0166(8) 0.0074(8)
C19 0.0341(8) 0.0409(10) 0.0409(9) 0.0010(7) 0.0075(7) -0.0060(7)
C20 0.0533(10) 0.0585(12) 0.0406(9) 0.0044(8) 0.0070(8) 0.0056(9)
C21 0.0593(11) 0.0695(15) 0.0471(11) 0.0137(10) 0.0040(9) 0.0065(11)
C22 0.0430(10) 0.0572(13) 0.0704(13) 0.0217(11) 0.0073(9) 0.0022(9)
C23 0.0466(10) 0.0462(11) 0.0750(14) 0.0041(10) 0.0189(10) 0.0028(9)
C24 0.0451(9) 0.0461(12) 0.0511(10) 0.0005(8) 0.0131(8) -0.0028(8)
S1 0.0457(2) 0.0495(2) 0.0318(2) 0.00066(18) 0.01351(16) 0.00289(19)
S2 0.0447(2) 0.0426(2) 0.0406(2) 0.00309(18) 0.01568(17) 0.00898(18)
S3 0.0444(2) 0.0459(2) 0.0377(2) -0.00206(18) 0.01681(17) 0.00523(19)

_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

C1 C2 1.365(2) . ?
C1 C3 1.423(2) . ?
C1 H1 0.9300 . ?
C2 C9 1.472(2) . ?
C2 S2 1.7568(16) . ?
C3 C4 1.378(3) . ?
C3 C5 1.438(2) . ?
C4 S2 1.7215(17) . ?
C4 S3 1.7447(16) . ?
C5 C6 1.383(2) . ?
C5 C7 1.429(2) . ?
C6 S1 1.7191(17) . ?
C6 S3 1.7404(18) . ?
C7 C8 1.362(2) . ?
C7 H7 0.9300 . ?
C8 C19 1.477(2) . ?
C8 S1 1.7524(17) . ?
C9 C10 1.386(3) . ?
C9 C14 1.393(3) . ?
C10 C11 1.385(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.361(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.395(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C19 C24 1.395(3) . ?
C19 C20 1.394(2) . ?
C20 C21 1.387(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.365(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.392(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.382(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

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

C2 C1 C3 113.08(15) . . ?
C2 C1 H1 123.5 . . ?
C3 C1 H1 123.5 . . ?
C1 C2 C9 127.77(16) . . ?
C1 C2 S2 111.48(12) . . ?
C9 C2 S2 120.71(13) . . ?
C4 C3 C1 112.00(15) . . ?
C4 C3 C5 111.44(14) . . ?
C1 C3 C5 136.56(16) . . ?
C3 C4 S2 112.72(12) . . ?
C3 C4 S3 114.52(13) . . ?
S2 C4 S3 132.74(11) . . ?
C6 C5 C7 111.77(15) . . ?
C6 C5 C3 110.74(15) . . ?
C7 C5 C3 137.42(15) . . ?
C5 C6 S1 112.59(13) . . ?
C5 C6 S3 114.86(13) . . ?
S1 C6 S3 132.48(10) . . ?
C8 C7 C5 113.03(16) . . ?
C8 C7 H7 123.5 . . ?
C5 C7 H7 123.5 . . ?
C7 C8 C19 128.98(16) . . ?
C7 C8 S1 111.67(13) . . ?
C19 C8 S1 119.34(12) . . ?
C10 C9 C14 118.14(16) . . ?
C10 C9 C2 119.29(16) . . ?
C14 C9 C2 122.57(17) . . ?
C9 C10 C11 121.16(19) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C13 C12 C11 119.66(17) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 120.8(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C9 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
C24 C19 C20 118.22(17) . . ?
C24 C19 C8 120.98(16) . . ?
C20 C19 C8 120.80(17) . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 121.29(19) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 119.02(19) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C19 120.77(18) . . ?
C23 C24 H24 119.6 . . ?
C19 C24 H24 119.6 . . ?
C6 S1 C8 90.92(8) . . ?
C4 S2 C2 90.70(8) . . ?
C6 S3 C4 88.45(8) . . ?

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

C3 C1 C2 C9 -177.28(16) . . . . ?
C3 C1 C2 S2 0.38(19) . . . . ?
C2 C1 C3 C4 0.3(2) . . . . ?
C2 C1 C3 C5 -179.06(18) . . . . ?
C1 C3 C4 S2 -0.8(2) . . . . ?
C5 C3 C4 S2 178.70(12) . . . . ?
C1 C3 C4 S3 -179.44(13) . . . . ?
C5 C3 C4 S3 0.06(19) . . . . ?
C4 C3 C5 C6 -0.1(2) . . . . ?
C1 C3 C5 C6 179.2(2) . . . . ?
C4 C3 C5 C7 -176.7(2) . . . . ?
C1 C3 C5 C7 2.7(4) . . . . ?
C7 C5 C6 S1 0.19(19) . . . . ?
C3 C5 C6 S1 -177.28(12) . . . . ?
C7 C5 C6 S3 177.62(12) . . . . ?
C3 C5 C6 S3 0.15(19) . . . . ?
C6 C5 C7 C8 -0.9(2) . . . . ?
C3 C5 C7 C8 175.6(2) . . . . ?
C5 C7 C8 C19 -178.54(16) . . . . ?
C5 C7 C8 S1 1.26(19) . . . . ?
C1 C2 C9 C10 10.2(3) . . . . ?
S2 C2 C9 C10 -167.23(14) . . . . ?
C1 C2 C9 C14 -170.16(18) . . . . ?
S2 C2 C9 C14 12.4(2) . . . . ?
C14 C9 C10 C11 -1.3(3) . . . . ?
C2 C9 C10 C11 178.29(18) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 C13 1.3(3) . . . . ?
C11 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C9 -1.0(3) . . . . ?
C10 C9 C14 C13 2.0(3) . . . . ?
C2 C9 C14 C13 -177.66(17) . . . . ?
C7 C8 C19 C24 -18.0(3) . . . . ?
S1 C8 C19 C24 162.25(13) . . . . ?
C7 C8 C19 C20 161.50(18) . . . . ?
S1 C8 C19 C20 -18.3(2) . . . . ?
C24 C19 C20 C21 -0.6(3) . . . . ?
C8 C19 C20 C21 179.93(19) . . . . ?
C19 C20 C21 C22 1.1(3) . . . . ?
C20 C21 C22 C23 -0.6(3) . . . . ?
C21 C22 C23 C24 -0.4(3) . . . . ?
C22 C23 C24 C19 0.9(3) . . . . ?
C20 C19 C24 C23 -0.4(3) . . . . ?
C8 C19 C24 C23 179.06(16) . . . . ?
C5 C6 S1 C8 0.43(15) . . . . ?
S3 C6 S1 C8 -176.41(14) . . . . ?
C7 C8 S1 C6 -0.97(14) . . . . ?
C19 C8 S1 C6 178.85(13) . . . . ?
C3 C4 S2 C2 0.86(14) . . . . ?
S3 C4 S2 C2 179.17(14) . . . . ?
C1 C2 S2 C4 -0.70(14) . . . . ?
C9 C2 S2 C4 177.15(14) . . . . ?
C5 C6 S3 C4 -0.10(15) . . . . ?
S1 C6 S3 C4 176.68(14) . . . . ?
C3 C4 S3 C6 0.02(15) . . . . ?
S2 C4 S3 C6 -178.27(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        25.50

_diffrn_measured_fraction_theta_full 0.998

_refine_diff_density_max         0.159

_refine_diff_density_min         -0.125

_refine_diff_density_rms         0.031


data_a
_database_code_depnum_ccdc_archive 'CCDC 836921'
#TrackingRef '- DEP-DTT.cif'

_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C24 H16 S3'

_chemical_formula_weight         400.55

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           Monoclinic

_symmetry_space_group_name_H-M   'P2(1) '

loop_

_symmetry_equiv_pos_as_xyz

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

_cell_length_a                   7.5473(19)

_cell_length_b                   5.8673(15)

_cell_length_c                   21.880(6)

_cell_angle_alpha                90.00

_cell_angle_beta                 95.380(4)

_cell_angle_gamma                90.00

_cell_volume                     964.6(4)

_cell_formula_units_Z            2

_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    2297

_cell_measurement_theta_min      2.81

_cell_measurement_theta_max      27.90

_exptl_crystal_description       Block

_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.43

_exptl_crystal_size_mid          0.35

_exptl_crystal_size_min          0.28

_exptl_crystal_density_meas      0

_exptl_crystal_density_diffrn    1.379

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             416

_exptl_absorpt_coefficient_mu    0.390

_exptl_absorpt_correction_type   Multi-scan

_exptl_absorpt_correction_T_min  0.8502

_exptl_absorpt_correction_T_max  0.8986

_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;

?

;

_diffrn_ambient_temperature      296(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'

_diffrn_measurement_method       '\f and \w scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            4838

_diffrn_reflns_av_R_equivalents  0.0364

_diffrn_reflns_av_sigmaI/netI    0.0591

_diffrn_reflns_limit_h_min       -8

_diffrn_reflns_limit_h_max       8

_diffrn_reflns_limit_k_min       -6

_diffrn_reflns_limit_k_max       6

_diffrn_reflns_limit_l_min       -26

_diffrn_reflns_limit_l_max       13

_diffrn_reflns_theta_min         2.71

_diffrn_reflns_theta_max         24.98

_reflns_number_total             3280

_reflns_number_gt                3041

_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'

_computing_cell_refinement       'Bruker SAINT'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0594P)^2^+0.1744P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'

_refine_ls_abs_structure_Flack   0.19(9)

_refine_ls_number_reflns         3280

_refine_ls_number_parameters     244

_refine_ls_number_restraints     1

_refine_ls_R_factor_all          0.0479

_refine_ls_R_factor_gt           0.0445

_refine_ls_wR_factor_ref         0.1156

_refine_ls_wR_factor_gt          0.1133

_refine_ls_goodness_of_fit_ref   1.050

_refine_ls_restrained_S_all      1.050

_refine_ls_shift/su_max          0.001

_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 0.27747(11) 1.04623(15) 0.36265(4) 0.0403(2) Uani 1 1 d . . .
S2 S 0.35758(11) 1.23966(15) 0.49680(4) 0.0384(2) Uani 1 1 d . . .
S3 S 0.34718(11) 1.05136(15) 0.63120(4) 0.0399(2) Uani 1 1 d . . .
C1 C 0.2296(5) 0.7058(7) 0.13605(16) 0.0481(9) Uani 1 1 d . . .
H1 H 0.2899 0.8440 0.1399 0.058 Uiso 1 1 calc R . .
C2 C 0.1955(5) 0.6079(9) 0.07835(17) 0.0585(11) Uani 1 1 d . . .
H2 H 0.2311 0.6828 0.0441 0.070 Uiso 1 1 calc R . .
C3 C 0.1097(5) 0.4011(9) 0.07136(19) 0.0589(11) Uani 1 1 d . . .
H3 H 0.0856 0.3370 0.0326 0.071 Uiso 1 1 calc R . .
C4 C 0.0597(5) 0.2899(8) 0.12286(19) 0.0576(11) Uani 1 1 d . . .
H4 H 0.0042 0.1484 0.1188 0.069 Uiso 1 1 calc R . .
C5 C 0.0919(5) 0.3887(7) 0.18075(17) 0.0489(9) Uani 1 1 d . . .
H5 H 0.0574 0.3122 0.2149 0.059 Uiso 1 1 calc R . .
C6 C 0.1750(4) 0.6004(6) 0.18827(15) 0.0404(8) Uani 1 1 d . . .
C7 C 0.2070(4) 0.7166(7) 0.24742(15) 0.0418(8) Uani 1 1 d . . .
H7 H 0.2771 0.8470 0.2481 0.050 Uiso 1 1 calc R . .
C8 C 0.1466(4) 0.6558(6) 0.30043(15) 0.0389(8) Uani 1 1 d . . .
H8 H 0.0777 0.5243 0.3002 0.047 Uiso 1 1 calc R . .
C9 C 0.1782(4) 0.7753(6) 0.35814(15) 0.0352(8) Uani 1 1 d . . .
C10 C 0.1450(4) 0.6959(6) 0.41498(13) 0.0320(7) Uani 1 1 d . . .
H10 H 0.0916 0.5562 0.4213 0.038 Uiso 1 1 calc R . .
C11 C 0.2015(4) 0.8509(6) 0.46350(15) 0.0300(7) Uani 1 1 d . . .
C12 C 0.2737(4) 1.0476(6) 0.44164(13) 0.0341(7) Uani 1 1 d . . .
C13 C 0.2177(4) 0.8525(6) 0.53001(14) 0.0307(7) Uani 1 1 d . . .
C14 C 0.3004(4) 1.0511(6) 0.55226(13) 0.0320(7) Uani 1 1 d . . .
C15 C 0.1882(4) 0.6987(6) 0.57870(14) 0.0333(8) Uani 1 1 d . . .
H15 H 0.1322 0.5583 0.5726 0.040 Uiso 1 1 calc R . .
C16 C 0.2510(4) 0.7800(6) 0.63537(15) 0.0351(8) Uani 1 1 d . . .
C17 C 0.2522(4) 0.6619(6) 0.69386(15) 0.0376(8) Uani 1 1 d . . .
H17 H 0.1843 0.5298 0.6943 0.045 Uiso 1 1 calc R . .
C18 C 0.3406(4) 0.7235(7) 0.74680(15) 0.0415(8) Uani 1 1 d . . .
H18 H 0.4069 0.8570 0.7463 0.050 Uiso 1 1 calc R . .
C19 C 0.3452(4) 0.6048(6) 0.80566(15) 0.0385(8) Uani 1 1 d . . .
C20 C 0.2655(5) 0.3932(7) 0.81236(18) 0.0486(9) Uani 1 1 d . . .
H20 H 0.2104 0.3199 0.7780 0.058 Uiso 1 1 calc R . .
C21 C 0.2671(5) 0.2894(8) 0.86971(18) 0.0558(11) Uani 1 1 d . . .
H21 H 0.2132 0.1482 0.8735 0.067 Uiso 1 1 calc R . .
C22 C 0.3490(6) 0.3972(10) 0.92066(19) 0.0637(12) Uani 1 1 d . . .
H22 H 0.3493 0.3292 0.9591 0.076 Uiso 1 1 calc R . .
C23 C 0.4299(5) 0.6042(10) 0.91505(17) 0.0644(13) Uani 1 1 d . . .
H23 H 0.4857 0.6757 0.9496 0.077 Uiso 1 1 calc R . .
C24 C 0.4288(5) 0.7071(7) 0.85800(15) 0.0487(9) Uani 1 1 d . . .
H24 H 0.4850 0.8470 0.8547 0.058 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 0.0420(4) 0.0390(5) 0.0403(4) 0.0058(4) 0.0063(3) -0.0064(4)
S2 0.0382(4) 0.0308(4) 0.0463(5) 0.0010(4) 0.0045(3) -0.0065(4)
S3 0.0417(4) 0.0380(5) 0.0399(4) -0.0056(4) 0.0033(3) -0.0075(4)
C1 0.048(2) 0.052(3) 0.0451(19) -0.0007(18) 0.0113(15) -0.0032(19)
C2 0.057(2) 0.078(3) 0.042(2) 0.001(2) 0.0133(17) -0.003(2)
C3 0.054(2) 0.075(3) 0.048(2) -0.019(2) 0.0057(19) 0.000(2)
C4 0.053(2) 0.058(3) 0.062(3) -0.017(2) 0.0071(19) -0.009(2)
C5 0.051(2) 0.049(2) 0.048(2) -0.0010(18) 0.0101(17) -0.0083(19)
C6 0.0346(17) 0.047(2) 0.0400(17) -0.0024(16) 0.0064(14) 0.0001(15)
C7 0.0376(17) 0.047(2) 0.0402(17) 0.0000(17) 0.0030(13) -0.0073(17)
C8 0.0373(17) 0.040(2) 0.0385(17) 0.0028(15) 0.0003(14) -0.0015(15)
C9 0.0267(15) 0.035(2) 0.0437(18) 0.0006(15) 0.0038(13) -0.0031(14)
C10 0.0256(14) 0.036(2) 0.0340(15) 0.0049(14) 0.0014(12) 0.0015(14)
C11 0.0173(14) 0.0297(17) 0.0434(17) 0.0024(14) 0.0049(12) 0.0049(13)
C12 0.0280(14) 0.0341(18) 0.0402(16) 0.0059(17) 0.0029(12) 0.0029(16)
C13 0.0195(14) 0.0345(18) 0.0385(17) 0.0004(15) 0.0054(12) 0.0002(13)
C14 0.0283(14) 0.0311(17) 0.0372(15) -0.0022(16) 0.0059(12) 0.0027(15)
C15 0.0244(14) 0.036(2) 0.0400(17) 0.0012(15) 0.0045(12) -0.0041(14)
C16 0.0287(15) 0.036(2) 0.0416(18) -0.0015(14) 0.0088(13) -0.0004(13)
C17 0.0348(17) 0.0388(19) 0.0398(18) -0.0029(15) 0.0066(14) -0.0020(14)
C18 0.0374(17) 0.044(2) 0.0438(18) -0.0038(17) 0.0054(14) -0.0067(17)
C19 0.0317(16) 0.046(2) 0.0381(17) -0.0015(15) 0.0032(13) 0.0037(15)
C20 0.042(2) 0.055(3) 0.047(2) 0.0016(19) -0.0025(16) -0.0017(18)
C21 0.048(2) 0.065(3) 0.056(2) 0.019(2) 0.0104(18) 0.0036(19)
C22 0.056(3) 0.091(4) 0.045(2) 0.019(2) 0.0079(19) 0.012(3)
C23 0.060(2) 0.094(4) 0.0363(19) -0.008(2) -0.0092(17) 0.004(3)
C24 0.0447(19) 0.054(3) 0.047(2) -0.0119(19) 0.0020(15) -0.0045(19)

_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 C12 1.731(3) . ?
S1 C9 1.756(3) . ?
S2 C12 1.727(3) . ?
S2 C14 1.726(3) . ?
S3 C14 1.730(3) . ?
S3 C16 1.756(4) . ?
C1 C2 1.389(5) . ?
C1 C6 1.395(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.377(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.462(5) . ?
C7 C8 1.334(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.444(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.373(4) . ?
C10 C11 1.432(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(5) . ?
C11 C13 1.449(5) . ?
C13 C14 1.389(5) . ?
C13 C15 1.429(4) . ?
C15 C16 1.371(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.455(5) . ?
C17 C18 1.332(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.461(5) . ?
C18 H18 0.9300 . ?
C19 C24 1.391(5) . ?
C19 C20 1.393(5) . ?
C20 C21 1.394(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.377(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.370(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.386(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

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

C12 S1 C9 90.78(16) . . ?
C12 S2 C14 88.50(16) . . ?
C14 S3 C16 90.26(16) . . ?
C2 C1 C6 121.2(4) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C3 C2 C1 120.7(4) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 119.1(4) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 120.4(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.1(4) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 117.5(3) . . ?
C5 C6 C7 123.7(3) . . ?
C1 C6 C7 118.8(3) . . ?
C8 C7 C6 127.1(3) . . ?
C8 C7 H7 116.4 . . ?
C6 C7 H7 116.4 . . ?
C7 C8 C9 126.0(3) . . ?
C7 C8 H8 117.0 . . ?
C9 C8 H8 117.0 . . ?
C10 C9 C8 126.7(3) . . ?
C10 C9 S1 111.7(3) . . ?
C8 C9 S1 121.5(3) . . ?
C9 C10 C11 112.9(3) . . ?
C9 C10 H10 123.5 . . ?
C11 C10 H10 123.5 . . ?
C12 C11 C10 111.9(3) . . ?
C12 C11 C13 110.1(3) . . ?
C10 C11 C13 137.7(3) . . ?
C11 C12 S1 112.7(3) . . ?
C11 C12 S2 115.7(2) . . ?
S1 C12 S2 131.4(2) . . ?
C14 C13 C15 111.4(3) . . ?
C14 C13 C11 110.5(3) . . ?
C15 C13 C11 137.7(3) . . ?
C13 C14 S3 113.2(2) . . ?
C13 C14 S2 115.2(2) . . ?
S3 C14 S2 131.3(2) . . ?
C16 C15 C13 112.9(3) . . ?
C16 C15 H15 123.5 . . ?
C13 C15 H15 123.5 . . ?
C15 C16 C17 127.1(3) . . ?
C15 C16 S3 112.2(3) . . ?
C17 C16 S3 120.6(3) . . ?
C18 C17 C16 126.7(4) . . ?
C18 C17 H17 116.7 . . ?
C16 C17 H17 116.7 . . ?
C17 C18 C19 127.3(4) . . ?
C17 C18 H18 116.4 . . ?
C19 C18 H18 116.4 . . ?
C24 C19 C20 117.7(3) . . ?
C24 C19 C18 119.4(3) . . ?
C20 C19 C18 122.9(3) . . ?
C21 C20 C19 121.1(4) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 119.6(4) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 120.3(4) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 120.1(4) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 121.2(4) . . ?
C19 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        24.98

_diffrn_measured_fraction_theta_full 0.992

_refine_diff_density_max         0.368

_refine_diff_density_min         -0.285

_refine_diff_density_rms         0.055