# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_T4_C6

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H32 S4'
_chemical_formula_weight         472.76

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)/n

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

_cell_length_a                   11.7143(10)
_cell_length_b                   7.8255(7)
_cell_length_c                   13.5651(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.445(2)
_cell_angle_gamma                90.00
_cell_volume                     1230.03(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    185(2)
_cell_measurement_reflns_used    2342
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      25.98

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9282
_exptl_absorpt_correction_T_max  0.9613
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      185(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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6387
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         26.03
_reflns_number_total             2434
_reflns_number_gt                2096
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0634P)²+0.6003P] where P=(Fo²+2Fc²)/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         2434
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1129
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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
S2 S -0.17846(5) 1.03696(7) 0.15559(4) 0.02850(19) Uani 1 1 d . . .
S1 S -0.11013(5) 1.43160(7) 0.09983(4) 0.03070(19) Uani 1 1 d . . .
C3 C 0.06009(19) 1.2846(3) 0.02509(15) 0.0249(5) Uani 1 1 d . . .
H3 H 0.1168 1.2052 0.0108 0.030 Uiso 1 1 calc R . .
C5 C 0.0416(2) 0.9877(3) 0.19257(16) 0.0270(5) Uani 1 1 d . . .
C8 C 0.16957(19) 1.0038(3) 0.20053(17) 0.0289(5) Uani 1 1 d . . .
H8A H 0.2041 0.9814 0.2704 0.035 Uiso 1 1 calc R . .
H8B H 0.1886 1.1230 0.1846 0.035 Uiso 1 1 calc R . .
C2 C -0.02099(17) 1.2557(3) 0.08975(15) 0.0223(4) Uani 1 1 d . . .
C9 C 0.22513(18) 0.8831(3) 0.13213(17) 0.0279(5) Uani 1 1 d . . .
H9A H 0.2071 0.7635 0.1479 0.034 Uiso 1 1 calc R . .
H9B H 0.1915 0.9053 0.0620 0.034 Uiso 1 1 calc R . .
C12 C 0.54595(19) 0.8093(3) 0.09513(18) 0.0346(5) Uani 1 1 d . . .
H12A H 0.5782 0.8046 0.1667 0.041 Uiso 1 1 calc R . .
H12B H 0.5601 0.9255 0.0707 0.041 Uiso 1 1 calc R . .
C4 C -0.03831(18) 1.1002(3) 0.14493(16) 0.0242(5) Uani 1 1 d . . .
C1 C -0.04363(18) 1.5466(3) 0.01612(16) 0.0243(5) Uani 1 1 d . . .
C10 C 0.3551(2) 0.9050(3) 0.14338(18) 0.0326(5) Uani 1 1 d . . .
H10A H 0.3871 0.8933 0.2148 0.039 Uiso 1 1 calc R . .
H10B H 0.3722 1.0223 0.1226 0.039 Uiso 1 1 calc R . .
C11 C 0.41648(19) 0.7792(3) 0.08397(17) 0.0306(5) Uani 1 1 d . . .
H11A H 0.3836 0.7882 0.0126 0.037 Uiso 1 1 calc R . .
H11B H 0.4021 0.6616 0.1062 0.037 Uiso 1 1 calc R . .
C6 C -0.0135(2) 0.8499(3) 0.23628(17) 0.0333(5) Uani 1 1 d . . .
H6 H 0.0281 0.7592 0.2716 0.040 Uiso 1 1 calc R . .
C13 C 0.6092(2) 0.6803(4) 0.0389(2) 0.0443(6) Uani 1 1 d . . .
H13A H 0.5999 0.5656 0.0657 0.066 Uiso 1 1 calc R . .
H13B H 0.6914 0.7094 0.0469 0.066 Uiso 1 1 calc R . .
H13C H 0.5771 0.6827 -0.0320 0.066 Uiso 1 1 calc R . .
C7 C -0.1296(2) 0.8598(3) 0.22310(18) 0.0351(6) Uani 1 1 d . . .
H7 H -0.1783 0.7785 0.2481 0.042 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
S2 0.0261(3) 0.0253(3) 0.0359(3) 0.0009(2) 0.0108(2) -0.0012(2)
S1 0.0325(3) 0.0224(3) 0.0404(4) 0.0052(2) 0.0157(3) 0.0052(2)
C3 0.0375(12) 0.0128(9) 0.0253(11) 0.0008(8) 0.0075(9) 0.0006(8)
C5 0.0340(12) 0.0206(11) 0.0265(11) -0.0017(8) 0.0048(9) 0.0021(9)
C8 0.0291(12) 0.0249(11) 0.0307(12) -0.0014(9) -0.0024(9) 0.0045(9)
C2 0.0233(11) 0.0168(10) 0.0269(11) -0.0014(8) 0.0037(8) 0.0019(8)
C9 0.0256(11) 0.0273(12) 0.0296(11) -0.0001(9) -0.0003(9) 0.0030(9)
C12 0.0269(12) 0.0387(14) 0.0378(13) 0.0014(11) 0.0035(10) 0.0004(10)
C4 0.0268(11) 0.0188(10) 0.0277(11) -0.0014(8) 0.0066(8) -0.0011(8)
C1 0.0238(11) 0.0227(11) 0.0282(11) -0.0001(8) 0.0101(9) 0.0008(8)
C10 0.0310(12) 0.0304(12) 0.0353(13) -0.0020(10) 0.0011(10) 0.0003(10)
C11 0.0287(12) 0.0297(12) 0.0339(12) 0.0015(10) 0.0062(10) 0.0007(9)
C6 0.0470(15) 0.0225(12) 0.0305(12) 0.0057(9) 0.0063(10) 0.0048(10)
C13 0.0336(14) 0.0473(16) 0.0547(17) -0.0016(13) 0.0158(12) 0.0034(12)
C7 0.0432(14) 0.0266(12) 0.0388(13) 0.0053(10) 0.0171(11) -0.0031(10)

_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
S2 C7 1.713(2) . ?
S2 C4 1.741(2) . ?
S1 C1 1.722(2) . ?
S1 C2 1.745(2) . ?
C3 C2 1.403(3) . ?
C3 C1 1.436(3) 3_585 ?
C3 H3 0.9500 . ?
C5 C4 1.375(3) . ?
C5 C6 1.430(3) . ?
C5 C8 1.492(3) . ?
C8 C9 1.535(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C2 C4 1.458(3) . ?
C9 C10 1.517(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C12 C11 1.520(3) . ?
C12 C13 1.522(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C1 C1 1.378(4) 3_585 ?
C1 C3 1.436(3) 3_585 ?
C10 C11 1.519(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C6 C7 1.347(3) . ?
C6 H6 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C7 H7 0.9500 . ?

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
C7 S2 C4 91.68(11) . . ?
C1 S1 C2 91.53(10) . . ?
C2 C3 C1 109.10(18) . 3_585 ?
C2 C3 H3 125.4 . . ?
C1 C3 H3 125.4 3_585 . ?
C4 C5 C6 111.1(2) . . ?
C4 C5 C8 126.0(2) . . ?
C6 C5 C8 123.0(2) . . ?
C5 C8 C9 114.51(18) . . ?
C5 C8 H8A 108.6 . . ?
C9 C8 H8A 108.6 . . ?
C5 C8 H8B 108.6 . . ?
C9 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C3 C2 C4 127.85(18) . . ?
C3 C2 S1 112.93(15) . . ?
C4 C2 S1 119.21(15) . . ?
C10 C9 C8 112.21(18) . . ?
C10 C9 H9A 109.2 . . ?
C8 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C11 C12 C13 113.5(2) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C5 C4 C2 129.7(2) . . ?
C5 C4 S2 111.36(16) . . ?
C2 C4 S2 118.93(16) . . ?
C1 C1 C3 115.3(2) 3_585 3_585 ?
C1 C1 S1 111.2(2) 3_585 . ?
C3 C1 S1 133.58(16) 3_585 . ?
C9 C10 C11 114.83(19) . . ?
C9 C10 H10A 108.6 . . ?
C11 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.5 . . ?
C10 C11 C12 113.0(2) . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C7 C6 C5 114.2(2) . . ?
C7 C6 H6 122.9 . . ?
C5 C6 H6 122.9 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C7 S2 111.64(18) . . ?
C6 C7 H7 124.2 . . ?
S2 C7 H7 124.2 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.03
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.063
_database_code_depnum_ccdc_archive 'CCDC 1020843'
