# Supplementary Material (ESI) for Journal of Materials Chemistry
# This journal is (C) The Royal Society of Chemistry 2007

data_global

_journal_coden_Cambridge         1145

loop_
_publ_author_name
'Wei Xu'
'Wenping Hu'
'Yabin Song'
'Zhongming Wei'
'Tianyue Zhao'
'Daoben Zhu'

_publ_contact_author_name        'Wei Xu'
_publ_contact_author_address     
;
Beijing National Laboratory for Molecular Science
Institute of Chemistry, Chinese Academy of Sciences
Beijing
100080
CHINA
;

_publ_contact_author_email       WXU@ICCAS.AC.CN

_publ_requested_journal          'Journal of Materials Chemistry'

_publ_section_title              
;
Tetrathia[22]annulene[2, 1, 2, 1]: physical
properties, crystal structure and application in organic field-effect
transistors
;

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 651226'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 S4'
_chemical_formula_sum            'C22 H14 S4'
_chemical_formula_weight         406.57

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   'P 1 21/c 1'

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

_cell_length_a                   10.9387(11)
_cell_length_b                   11.4172(13)
_cell_length_c                   14.3741(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.686(7)
_cell_angle_gamma                90.00
_cell_volume                     1769.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    4330
_cell_measurement_theta_min      2.6
_cell_measurement_theta_max      25.0

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    0.540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8461
_exptl_absorpt_correction_T_max  0.8813
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21548
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         27.88
_reflns_number_total             4202
_reflns_number_gt                3559
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'CrystalStructure 3.7.0'

_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^)+(0.0489P)^2^+0.0526P] 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         4202
_refine_ls_number_parameters     470
_refine_ls_number_restraints     280
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.0953
_refine_ls_wR_factor_gt          0.0894
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.115
_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 0.3949(3) 0.0172(4) 0.1152(3) 0.0262(9) Uani 0.688(5) 1 d PD A 1
S2 S 0.6813(4) 0.0303(3) 0.1683(3) 0.0243(9) Uani 0.688(5) 1 d PD A 1
S3 S 0.6842(6) 0.2492(7) 0.0514(6) 0.0254(7) Uani 0.688(5) 1 d PD A 1
S4 S 0.3943(4) 0.2368(4) -0.0053(3) 0.0308(11) Uani 0.688(5) 1 d PD A 1
C1 C 0.2351(5) 0.0333(5) 0.0809(4) 0.0262(11) Uani 0.688(5) 1 d PDU A 1
C2 C 0.1752(4) -0.0578(4) 0.1220(3) 0.0337(10) Uani 0.688(5) 1 d PU A 1
H2A H 0.0875 -0.0655 0.1128 0.040 Uiso 0.688(5) 1 calc PR A 1
C3 C 0.2536(4) -0.1347(4) 0.1765(3) 0.0301(12) Uani 0.688(5) 1 d PU A 1
H3A H 0.2247 -0.2001 0.2073 0.036 Uiso 0.688(5) 1 calc PR A 1
C4 C 0.3794(6) -0.1084(7) 0.1825(6) 0.0257(13) Uani 0.688(5) 1 d PDU A 1
C5 C 0.4747(4) -0.1774(3) 0.2346(2) 0.0299(9) Uani 0.688(5) 1 d PU A 1
H5A H 0.4424 -0.2435 0.2625 0.036 Uiso 0.688(5) 1 calc PR A 1
C6 C 0.6031(3) -0.1732(3) 0.2552(2) 0.0303(8) Uani 0.688(5) 1 d PU A 1
H6A H 0.6360 -0.2384 0.2922 0.036 Uiso 0.688(5) 1 calc PR A 1
C7 C 0.6969(4) -0.0985(4) 0.2360(4) 0.0238(10) Uani 0.688(5) 1 d PDU A 1
C8 C 0.8221(5) -0.1174(4) 0.2722(3) 0.0273(11) Uani 0.688(5) 1 d PU A 1
H8A H 0.8502 -0.1835 0.3101 0.033 Uiso 0.688(5) 1 calc PR A 1
C9 C 0.9019(4) -0.0331(4) 0.2487(3) 0.0298(9) Uani 0.688(5) 1 d PU A 1
H9A H 0.9890 -0.0352 0.2697 0.036 Uiso 0.688(5) 1 calc PR A 1
C10 C 0.8418(5) 0.0571(6) 0.1905(6) 0.0292(12) Uani 0.688(5) 1 d PDU A 1
C11 C 0.9000(4) 0.1508(4) 0.1508(3) 0.0322(10) Uani 0.688(5) 1 d PU A 1
H11A H 0.9874 0.1563 0.1691 0.039 Uiso 0.688(5) 1 calc PR A 1
C12 C 0.8449(6) 0.2361(5) 0.0882(4) 0.0290(11) Uani 0.688(5) 1 d PDU A 1
C13 C 0.9057(4) 0.3248(3) 0.0432(3) 0.0341(9) Uani 0.688(5) 1 d PU A 1
H13A H 0.9930 0.3354 0.0546 0.041 Uiso 0.688(5) 1 calc PR A 1
C14 C 0.8255(6) 0.3941(5) -0.0187(4) 0.0335(14) Uani 0.688(5) 1 d PU A 1
H14A H 0.8534 0.4557 -0.0543 0.040 Uiso 0.688(5) 1 calc PR A 1
C15 C 0.7001(4) 0.3656(4) -0.0240(3) 0.0281(10) Uani 0.688(5) 1 d PDU A 1
C16 C 0.6065(4) 0.4301(3) -0.0821(2) 0.0355(9) Uani 0.688(5) 1 d PU A 1
H16A H 0.6409 0.4915 -0.1141 0.043 Uiso 0.688(5) 1 calc PR A 1
C17 C 0.4777(5) 0.4282(4) -0.1052(3) 0.0383(12) Uani 0.688(5) 1 d PU A 1
H17A H 0.4470 0.4886 -0.1484 0.046 Uiso 0.688(5) 1 calc PR A 1
C18 C 0.3818(7) 0.3590(8) -0.0804(7) 0.0307(15) Uani 0.688(5) 1 d PDU A 1
C19 C 0.2561(5) 0.3766(5) -0.1170(4) 0.0354(15) Uani 0.688(5) 1 d PU A 1
H19A H 0.2280 0.4370 -0.1609 0.043 Uiso 0.688(5) 1 calc PR A 1
C20 C 0.1765(7) 0.2990(5) -0.0843(4) 0.0424(14) Uani 0.688(5) 1 d PU A 1
H20A H 0.0890 0.3030 -0.1024 0.051 Uiso 0.688(5) 1 calc PR A 1
C21 C 0.2351(5) 0.2136(7) -0.0218(6) 0.0323(15) Uani 0.688(5) 1 d PDU A 1
C22 C 0.1817(4) 0.1222(4) 0.0211(3) 0.0347(9) Uani 0.688(5) 1 d PU A 1
H22A H 0.0937 0.1201 0.0074 0.042 Uiso 0.688(5) 1 calc PR A 1
S1' S 0.6756(9) 0.0273(7) 0.1668(6) 0.033(2) Uani 0.312(5) 1 d PD A 2
S2' S 0.6689(14) 0.2520(16) 0.0374(12) 0.0257(14) Uani 0.312(5) 1 d PD A 2
S3' S 0.3981(7) 0.2404(8) -0.0062(6) 0.022(2) Uani 0.312(5) 1 d PD A 2
S4' S 0.3992(7) 0.0114(9) 0.1173(6) 0.0248(19) Uani 0.312(5) 1 d PD A 2
C1' C 0.6475(9) -0.1010(9) 0.2270(9) 0.032(3) Uani 0.312(5) 1 d PDU A 2
C2' C 0.7624(10) -0.1447(11) 0.2738(7) 0.047(3) Uani 0.312(5) 1 d PU A 2
H2'A H 0.7701 -0.2139 0.3111 0.056 Uiso 0.312(5) 1 calc PR A 2
C3' C 0.8606(11) -0.0778(9) 0.2603(7) 0.034(3) Uani 0.312(5) 1 d PU A 2
H3'A H 0.9429 -0.0980 0.2882 0.040 Uiso 0.312(5) 1 calc PR A 2
C4' C 0.8357(12) 0.0226(13) 0.2034(14) 0.044(4) Uani 0.312(5) 1 d PDU A 2
C5' C 0.9184(12) 0.1043(11) 0.1809(8) 0.057(3) Uani 0.312(5) 1 d PU A 2
H5'A H 0.9998 0.0889 0.2135 0.069 Uiso 0.312(5) 1 calc PR A 2
C6' C 0.9168(11) 0.2026(10) 0.1243(8) 0.050(3) Uani 0.312(5) 1 d PU A 2
H6'A H 0.9981 0.2332 0.1266 0.060 Uiso 0.312(5) 1 calc PR A 2
C7' C 0.8292(12) 0.2702(10) 0.0643(9) 0.032(3) Uani 0.312(5) 1 d PDU A 2
C8' C 0.8586(11) 0.3659(10) 0.0089(8) 0.030(3) Uani 0.312(5) 1 d PU A 2
H8'A H 0.9416 0.3915 0.0107 0.036 Uiso 0.312(5) 1 calc PR A 2
C9' C 0.7620(10) 0.4189(8) -0.0468(7) 0.037(2) Uani 0.312(5) 1 d PU A 2
H9'A H 0.7723 0.4824 -0.0874 0.044 Uiso 0.312(5) 1 calc PR A 2
C10' C 0.6466(9) 0.3723(9) -0.0393(7) 0.024(2) Uani 0.312(5) 1 d PDU A 2
C11' C 0.5296(11) 0.4059(9) -0.0844(7) 0.037(2) Uani 0.312(5) 1 d PU A 2
H11B H 0.5273 0.4723 -0.1246 0.044 Uiso 0.312(5) 1 calc PR A 2
C12' C 0.4204(15) 0.3579(16) -0.0789(16) 0.029(3) Uani 0.312(5) 1 d PDU A 2
C13' C 0.3046(12) 0.3980(14) -0.1226(11) 0.040(3) Uani 0.312(5) 1 d PU A 2
H13B H 0.2967 0.4643 -0.1631 0.048 Uiso 0.312(5) 1 calc PR A 2
C14' C 0.2014(14) 0.3373(11) -0.1046(9) 0.034(3) Uani 0.312(5) 1 d PU A 2
H14B H 0.1182 0.3558 -0.1313 0.041 Uiso 0.312(5) 1 calc PR A 2
C15' C 0.2372(11) 0.2434(15) -0.0406(13) 0.037(4) Uani 0.312(5) 1 d PDU A 2
C16' C 0.1454(8) 0.1678(7) -0.0134(6) 0.040(2) Uani 0.312(5) 1 d PU A 2
H16B H 0.0636 0.1909 -0.0402 0.048 Uiso 0.312(5) 1 calc PR A 2
C17' C 0.1466(9) 0.0700(8) 0.0421(6) 0.039(2) Uani 0.312(5) 1 d PU A 2
H17B H 0.0648 0.0427 0.0431 0.047 Uiso 0.312(5) 1 calc PR A 2
C18' C 0.2366(10) -0.0031(10) 0.0991(9) 0.028(3) Uani 0.312(5) 1 d PDU A 2
C19' C 0.2049(10) -0.1029(9) 0.1464(7) 0.026(2) Uani 0.312(5) 1 d PU A 2
H19B H 0.1217 -0.1278 0.1445 0.032 Uiso 0.312(5) 1 calc PR A 2
C20' C 0.3039(11) -0.1608(9) 0.1953(7) 0.034(2) Uani 0.312(5) 1 d PU A 2
H20B H 0.2949 -0.2285 0.2319 0.041 Uiso 0.312(5) 1 calc PR A 2
C21' C 0.4189(13) -0.1139(15) 0.1881(14) 0.028(3) Uani 0.312(5) 1 d PDU A 2
C22' C 0.5346(9) -0.1516(8) 0.2308(6) 0.037(2) Uani 0.312(5) 1 d PU A 2
H22B H 0.5363 -0.2211 0.2673 0.044 Uiso 0.312(5) 1 calc PR A 2

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 0.0394(18) 0.0192(11) 0.0207(13) 0.0007(8) 0.0072(9) -0.0012(9)
S2 0.0263(13) 0.0205(12) 0.0268(16) 0.0066(10) 0.0064(10) 0.0037(9)
S3 0.0356(15) 0.0247(7) 0.0167(19) 0.0014(10) 0.0068(11) -0.0061(9)
S4 0.046(2) 0.0208(14) 0.0244(17) 0.0055(10) 0.0019(14) 0.0065(12)
C1 0.028(2) 0.031(3) 0.021(2) -0.0065(18) 0.0055(15) -0.0005(17)
C2 0.029(2) 0.042(3) 0.032(2) -0.0115(18) 0.0100(17) -0.011(2)
C3 0.039(3) 0.031(3) 0.022(3) -0.004(2) 0.009(2) -0.007(2)
C4 0.038(3) 0.022(2) 0.0196(19) -0.0054(14) 0.011(2) -0.004(2)
C5 0.044(2) 0.0234(17) 0.0255(16) -0.0026(12) 0.0154(17) -0.0028(15)
C6 0.051(2) 0.0210(16) 0.0208(15) 0.0020(11) 0.0112(15) 0.0034(15)
C7 0.029(3) 0.0226(16) 0.0183(18) 0.0011(12) 0.001(2) 0.0096(19)
C8 0.033(3) 0.026(3) 0.0213(16) 0.0024(17) 0.001(2) 0.008(2)
C9 0.028(2) 0.036(2) 0.0239(16) -0.0051(15) -0.0002(14) 0.0069(16)
C10 0.028(2) 0.034(3) 0.025(2) -0.007(2) 0.0023(15) 0.0025(17)
C11 0.036(2) 0.034(3) 0.028(2) -0.0073(17) 0.0103(17) -0.006(2)
C12 0.035(3) 0.030(3) 0.024(2) -0.0070(17) 0.0078(19) -0.006(2)
C13 0.036(2) 0.035(2) 0.034(2) -0.0116(15) 0.0148(16) -0.0160(16)
C14 0.051(4) 0.026(3) 0.025(3) 0.0006(18) 0.013(2) -0.012(2)
C15 0.044(3) 0.0207(17) 0.0202(18) -0.0021(13) 0.008(2) 0.001(2)
C16 0.063(3) 0.0238(17) 0.0214(15) -0.0028(13) 0.0122(16) -0.0025(17)
C17 0.074(3) 0.0229(19) 0.0189(18) 0.0018(13) 0.009(2) 0.007(2)
C18 0.048(4) 0.025(2) 0.0200(19) -0.0010(14) 0.005(3) 0.013(3)
C19 0.039(4) 0.037(4) 0.027(2) -0.003(2) -0.003(3) 0.016(3)
C20 0.047(3) 0.047(3) 0.030(3) -0.012(2) -0.002(2) 0.019(3)
C21 0.035(3) 0.036(4) 0.027(3) -0.012(2) 0.0069(16) 0.0050(18)
C22 0.034(2) 0.043(3) 0.0264(19) -0.0087(16) 0.0036(15) 0.0081(18)
S1' 0.042(4) 0.036(4) 0.020(3) -0.012(2) -0.001(2) 0.007(3)
S2' 0.034(3) 0.028(2) 0.015(4) -0.0022(17) 0.003(2) -0.0082(18)
S3' 0.022(3) 0.032(4) 0.015(3) -0.005(2) 0.007(2) -0.003(2)
S4' 0.012(2) 0.029(3) 0.034(3) 0.004(2) 0.0068(18) -0.0047(18)
C1' 0.042(6) 0.032(5) 0.019(4) -0.004(3) -0.004(5) 0.024(5)
C2' 0.048(6) 0.056(6) 0.034(4) -0.018(4) -0.003(5) 0.022(5)
C3' 0.033(7) 0.031(7) 0.035(5) -0.001(5) -0.001(5) 0.010(4)
C4' 0.047(6) 0.049(8) 0.035(7) -0.024(6) 0.002(5) 0.009(5)
C5' 0.056(6) 0.064(7) 0.050(6) -0.031(5) 0.005(5) 0.007(5)
C6' 0.052(5) 0.049(6) 0.046(6) -0.025(4) -0.001(4) -0.003(5)
C7' 0.034(5) 0.031(6) 0.033(6) -0.017(4) 0.009(4) -0.003(4)
C8' 0.022(5) 0.033(7) 0.035(7) -0.011(5) 0.005(4) -0.013(4)
C9' 0.051(5) 0.026(4) 0.036(4) -0.003(3) 0.014(4) -0.007(4)
C10' 0.039(5) 0.015(3) 0.018(4) 0.003(3) 0.009(4) 0.002(4)
C11' 0.056(7) 0.025(5) 0.031(5) -0.009(3) 0.014(5) -0.007(4)
C12' 0.050(8) 0.018(4) 0.021(4) -0.003(3) 0.009(6) 0.008(5)
C13' 0.050(7) 0.035(5) 0.033(4) -0.009(4) -0.003(6) 0.014(5)
C14' 0.035(7) 0.036(7) 0.030(6) -0.010(5) -0.001(5) 0.016(5)
C15' 0.044(6) 0.033(7) 0.034(7) -0.013(5) 0.007(4) -0.002(4)
C16' 0.044(5) 0.036(4) 0.038(4) -0.015(3) 0.000(3) 0.006(3)
C17' 0.046(5) 0.043(5) 0.032(4) -0.013(3) 0.012(4) -0.001(4)
C18' 0.040(5) 0.023(6) 0.021(5) -0.002(4) 0.006(3) 0.004(4)
C19' 0.032(6) 0.026(5) 0.024(6) -0.004(4) 0.013(4) -0.013(4)
C20' 0.066(7) 0.022(4) 0.017(4) -0.003(3) 0.017(5) -0.010(5)
C21' 0.047(8) 0.019(4) 0.021(4) 0.003(3) 0.012(6) 0.004(5)
C22' 0.055(6) 0.032(4) 0.024(4) -0.004(3) 0.010(4) 0.008(4)

_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 C1 1.745(5) . ?
S1 C4 1.754(5) . ?
S2 C7 1.755(4) . ?
S2 C10 1.758(5) . ?
S3 C15 1.742(5) . ?
S3 C12 1.755(6) . ?
S4 C21 1.738(5) . ?
S4 C18 1.755(5) . ?
C1 C22 1.393(6) . ?
C1 C2 1.411(5) . ?
C2 C3 1.376(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.396(8) . ?
C3 H3A 0.9500 . ?
C4 C5 1.416(7) . ?
C5 C6 1.387(5) . ?
C5 H5A 0.9500 . ?
C6 C7 1.397(6) . ?
C6 H6A 0.9500 . ?
C7 C8 1.398(6) . ?
C8 C9 1.379(5) . ?
C8 H8A 0.9500 . ?
C9 C10 1.416(7) . ?
C9 H9A 0.9500 . ?
C10 C11 1.413(7) . ?
C11 C12 1.392(6) . ?
C11 H11A 0.9500 . ?
C12 C13 1.424(6) . ?
C13 C14 1.387(5) . ?
C13 H13A 0.9500 . ?
C14 C15 1.400(7) . ?
C14 H14A 0.9500 . ?
C15 C16 1.414(5) . ?
C16 C17 1.393(6) . ?
C16 H16A 0.9500 . ?
C17 C18 1.407(8) . ?
C17 H17A 0.9500 . ?
C18 C19 1.402(8) . ?
C19 C20 1.380(7) . ?
C19 H19A 0.9500 . ?
C20 C21 1.406(7) . ?
C20 H20A 0.9500 . ?
C21 C22 1.389(8) . ?
C22 H22A 0.9500 . ?
S1' C4' 1.742(9) . ?
S1' C1' 1.755(9) . ?
S2' C7' 1.744(9) . ?
S2' C10' 1.753(9) . ?
S3' C12' 1.743(9) . ?
S3' C15' 1.747(9) . ?
S4' C21' 1.747(9) . ?
S4' C18' 1.762(9) . ?
C1' C22' 1.373(14) . ?
C1' C2' 1.412(11) . ?
C2' C3' 1.358(13) . ?
C2' H2'A 0.9500 . ?
C3' C4' 1.408(17) . ?
C3' H3'A 0.9500 . ?
C4' C5' 1.375(18) . ?
C5' C6' 1.386(14) . ?
C5' H5'A 0.9500 . ?
C6' C7' 1.407(14) . ?
C6' H6'A 0.9500 . ?
C7' C8' 1.420(15) . ?
C8' C9' 1.355(12) . ?
C8' H8'A 0.9500 . ?
C9' C10' 1.391(12) . ?
C9' H9'A 0.9500 . ?
C10' C11' 1.387(12) . ?
C11' C12' 1.33(2) . ?
C11' H11B 0.9500 . ?
C12' C13' 1.393(19) . ?
C13' C14' 1.385(14) . ?
C13' H13B 0.9500 . ?
C14' C15' 1.424(16) . ?
C14' H14B 0.9500 . ?
C15' C16' 1.428(16) . ?
C16' C17' 1.371(12) . ?
C16' H16B 0.9500 . ?
C17' C18' 1.437(13) . ?
C17' H17B 0.9500 . ?
C18' C19' 1.400(12) . ?
C19' C20' 1.359(11) . ?
C19' H19B 0.9500 . ?
C20' C21' 1.388(18) . ?
C20' H20B 0.9500 . ?
C21' C22' 1.379(16) . ?
C22' H22B 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
C1 S1 C4 93.2(3) . . ?
C7 S2 C10 92.6(3) . . ?
C15 S3 C12 93.0(3) . . ?
C21 S4 C18 93.7(4) . . ?
C22 C1 C2 128.3(4) . . ?
C22 C1 S1 123.2(4) . . ?
C2 C1 S1 108.5(4) . . ?
C3 C2 C1 114.8(4) . . ?
C3 C2 H2A 122.6 . . ?
C1 C2 H2A 122.6 . . ?
C2 C3 C4 114.3(5) . . ?
C2 C3 H3A 122.8 . . ?
C4 C3 H3A 122.8 . . ?
C3 C4 C5 122.9(5) . . ?
C3 C4 S1 109.1(4) . . ?
C5 C4 S1 128.0(5) . . ?
C6 C5 C4 136.2(4) . . ?
C6 C5 H5A 111.9 . . ?
C4 C5 H5A 111.9 . . ?
C5 C6 C7 136.9(3) . . ?
C5 C6 H6A 111.5 . . ?
C7 C6 H6A 111.5 . . ?
C6 C7 C8 122.5(4) . . ?
C6 C7 S2 128.0(3) . . ?
C8 C7 S2 109.5(3) . . ?
C9 C8 C7 114.9(4) . . ?
C9 C8 H8A 122.5 . . ?
C7 C8 H8A 122.5 . . ?
C8 C9 C10 113.7(4) . . ?
C8 C9 H9A 123.1 . . ?
C10 C9 H9A 123.1 . . ?
C11 C10 C9 126.4(5) . . ?
C11 C10 S2 124.2(4) . . ?
C9 C10 S2 109.3(4) . . ?
C12 C11 C10 128.0(5) . . ?
C12 C11 H11A 116.0 . . ?
C10 C11 H11A 116.0 . . ?
C11 C12 C13 127.3(5) . . ?
C11 C12 S3 123.8(4) . . ?
C13 C12 S3 108.9(4) . . ?
C14 C13 C12 113.8(4) . . ?
C14 C13 H13A 123.1 . . ?
C12 C13 H13A 123.1 . . ?
C13 C14 C15 114.2(5) . . ?
C13 C14 H14A 122.9 . . ?
C15 C14 H14A 122.9 . . ?
C14 C15 C16 121.1(4) . . ?
C14 C15 S3 110.1(4) . . ?
C16 C15 S3 128.8(4) . . ?
C17 C16 C15 137.4(4) . . ?
C17 C16 H16A 111.3 . . ?
C15 C16 H16A 111.3 . . ?
C16 C17 C18 135.7(4) . . ?
C16 C17 H17A 112.2 . . ?
C18 C17 H17A 112.2 . . ?
C19 C18 C17 123.4(5) . . ?
C19 C18 S4 108.4(5) . . ?
C17 C18 S4 128.2(5) . . ?
C20 C19 C18 114.5(6) . . ?
C20 C19 H19A 122.7 . . ?
C18 C19 H19A 122.7 . . ?
C19 C20 C21 114.7(6) . . ?
C19 C20 H20A 122.7 . . ?
C21 C20 H20A 122.7 . . ?
C22 C21 C20 128.6(5) . . ?
C22 C21 S4 122.7(4) . . ?
C20 C21 S4 108.7(5) . . ?
C21 C22 C1 131.0(4) . . ?
C21 C22 H22A 114.5 . . ?
C1 C22 H22A 114.5 . . ?
C4' S1' C1' 94.3(7) . . ?
C7' S2' C10' 94.3(8) . . ?
C12' S3' C15' 92.9(8) . . ?
C21' S4' C18' 91.8(6) . . ?
C22' C1' C2' 124.6(10) . . ?
C22' C1' S1' 127.1(8) . . ?
C2' C1' S1' 108.3(9) . . ?
C3' C2' C1' 113.3(11) . . ?
C3' C2' H2'A 123.4 . . ?
C1' C2' H2'A 123.4 . . ?
C2' C3' C4' 117.4(10) . . ?
C2' C3' H3'A 121.3 . . ?
C4' C3' H3'A 121.3 . . ?
C5' C4' C3' 128.2(12) . . ?
C5' C4' S1' 125.1(11) . . ?
C3' C4' S1' 106.7(10) . . ?
C4' C5' C6' 138.1(12) . . ?
C4' C5' H5'A 111.0 . . ?
C6' C5' H5'A 111.0 . . ?
C5' C6' C7' 138.1(11) . . ?
C5' C6' H6'A 110.9 . . ?
C7' C6' H6'A 110.9 . . ?
C6' C7' C8' 124.8(11) . . ?
C6' C7' S2' 128.8(10) . . ?
C8' C7' S2' 106.3(9) . . ?
C9' C8' C7' 116.6(11) . . ?
C9' C8' H8'A 121.7 . . ?
C7' C8' H8'A 121.7 . . ?
C8' C9' C10' 114.3(10) . . ?
C8' C9' H9'A 122.9 . . ?
C10' C9' H9'A 122.9 . . ?
C11' C10' C9' 129.5(9) . . ?
C11' C10' S2' 122.0(9) . . ?
C9' C10' S2' 108.4(8) . . ?
C12' C11' C10' 128.7(11) . . ?
C12' C11' H11B 115.6 . . ?
C10' C11' H11B 115.6 . . ?
C11' C12' C13' 126.6(12) . . ?
C11' C12' S3' 124.8(12) . . ?
C13' C12' S3' 108.3(11) . . ?
C14' C13' C12' 117.4(15) . . ?
C14' C13' H13B 121.3 . . ?
C12' C13' H13B 121.3 . . ?
C13' C14' C15' 110.6(14) . . ?
C13' C14' H14B 124.7 . . ?
C15' C14' H14B 124.7 . . ?
C14' C15' C16' 120.2(10) . . ?
C14' C15' S3' 110.6(10) . . ?
C16' C15' S3' 129.2(10) . . ?
C17' C16' C15' 135.5(9) . . ?
C17' C16' H16B 112.2 . . ?
C15' C16' H16B 112.2 . . ?
C16' C17' C18' 138.0(8) . . ?
C16' C17' H17B 111.0 . . ?
C18' C17' H17B 111.0 . . ?
C19' C18' C17' 123.2(9) . . ?
C19' C18' S4' 109.3(8) . . ?
C17' C18' S4' 127.5(8) . . ?
C20' C19' C18' 114.0(10) . . ?
C20' C19' H19B 123.0 . . ?
C18' C19' H19B 123.0 . . ?
C19' C20' C21' 115.3(11) . . ?
C19' C20' H20B 122.4 . . ?
C21' C20' H20B 122.4 . . ?
C22' C21' C20' 128.5(11) . . ?
C22' C21' S4' 121.9(11) . . ?
C20' C21' S4' 109.6(9) . . ?
C1' C22' C21' 128.0(10) . . ?
C1' C22' H22B 116.0 . . ?
C21' C22' H22B 116.0 . . ?

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
C4 S1 C1 C22 -178.9(6) . . . . ?
C4 S1 C1 C2 0.0(5) . . . . ?
C22 C1 C2 C3 178.5(5) . . . . ?
S1 C1 C2 C3 -0.4(6) . . . . ?
C1 C2 C3 C4 0.7(8) . . . . ?
C2 C3 C4 C5 -179.5(6) . . . . ?
C2 C3 C4 S1 -0.6(8) . . . . ?
C1 S1 C4 C3 0.3(6) . . . . ?
C1 S1 C4 C5 179.2(8) . . . . ?
C3 C4 C5 C6 -178.3(5) . . . . ?
S1 C4 C5 C6 3.0(12) . . . . ?
C4 C5 C6 C7 1.6(9) . . . . ?
C5 C6 C7 C8 177.0(4) . . . . ?
C5 C6 C7 S2 -1.6(8) . . . . ?
C10 S2 C7 C6 178.3(5) . . . . ?
C10 S2 C7 C8 -0.5(5) . . . . ?
C6 C7 C8 C9 -177.9(4) . . . . ?
S2 C7 C8 C9 0.9(6) . . . . ?
C7 C8 C9 C10 -1.0(7) . . . . ?
C8 C9 C10 C11 -175.9(6) . . . . ?
C8 C9 C10 S2 0.6(7) . . . . ?
C7 S2 C10 C11 176.6(7) . . . . ?
C7 S2 C10 C9 0.0(6) . . . . ?
C9 C10 C11 C12 175.2(6) . . . . ?
S2 C10 C11 C12 -0.8(10) . . . . ?
C10 C11 C12 C13 -174.8(6) . . . . ?
C10 C11 C12 S3 4.6(10) . . . . ?
C15 S3 C12 C11 -177.6(5) . . . . ?
C15 S3 C12 C13 1.9(6) . . . . ?
C11 C12 C13 C14 177.5(5) . . . . ?
S3 C12 C13 C14 -2.0(7) . . . . ?
C12 C13 C14 C15 1.1(7) . . . . ?
C13 C14 C15 C16 178.3(4) . . . . ?
C13 C14 C15 S3 0.3(7) . . . . ?
C12 S3 C15 C14 -1.3(6) . . . . ?
C12 S3 C15 C16 -179.1(4) . . . . ?
C14 C15 C16 C17 179.8(5) . . . . ?
S3 C15 C16 C17 -2.6(9) . . . . ?
C15 C16 C17 C18 -0.3(11) . . . . ?
C16 C17 C18 C19 -178.9(6) . . . . ?
C16 C17 C18 S4 -1.4(15) . . . . ?
C21 S4 C18 C19 -1.1(8) . . . . ?
C21 S4 C18 C17 -178.9(10) . . . . ?
C17 C18 C19 C20 179.6(8) . . . . ?
S4 C18 C19 C20 1.8(10) . . . . ?
C18 C19 C20 C21 -1.7(10) . . . . ?
C19 C20 C21 C22 -178.2(7) . . . . ?
C19 C20 C21 S4 0.8(8) . . . . ?
C18 S4 C21 C22 179.3(7) . . . . ?
C18 S4 C21 C20 0.2(7) . . . . ?
C20 C21 C22 C1 177.7(7) . . . . ?
S4 C21 C22 C1 -1.2(10) . . . . ?
C2 C1 C22 C21 -179.6(6) . . . . ?
S1 C1 C22 C21 -1.0(9) . . . . ?
C4' S1' C1' C22' 178.9(13) . . . . ?
C4' S1' C1' C2' -0.1(12) . . . . ?
C22' C1' C2' C3' -178.9(11) . . . . ?
S1' C1' C2' C3' 0.1(14) . . . . ?
C1' C2' C3' C4' 0.0(18) . . . . ?
C2' C3' C4' C5' 178.8(16) . . . . ?
C2' C3' C4' S1' -0.1(18) . . . . ?
C1' S1' C4' C5' -178.8(17) . . . . ?
C1' S1' C4' C3' 0.1(13) . . . . ?
C3' C4' C5' C6' 175.4(14) . . . . ?
S1' C4' C5' C6' -6(3) . . . . ?
C4' C5' C6' C7' 3(3) . . . . ?
C5' C6' C7' C8' -175.6(12) . . . . ?
C5' C6' C7' S2' 1(3) . . . . ?
C10' S2' C7' C6' -179.6(12) . . . . ?
C10' S2' C7' C8' -2.6(14) . . . . ?
C6' C7' C8' C9' 178.3(12) . . . . ?
S2' C7' C8' C9' 1.2(16) . . . . ?
C7' C8' C9' C10' 1.5(16) . . . . ?
C8' C9' C10' C11' 179.0(11) . . . . ?
C8' C9' C10' S2' -3.4(15) . . . . ?
C7' S2' C10' C11' -178.7(10) . . . . ?
C7' S2' C10' C9' 3.4(13) . . . . ?
C9' C10' C11' C12' 177.4(17) . . . . ?
S2' C10' C11' C12' 0(2) . . . . ?
C10' C11' C12' C13' 177.1(17) . . . . ?
C10' C11' C12' S3' 3(3) . . . . ?
C15' S3' C12' C11' 178(2) . . . . ?
C15' S3' C12' C13' 2.9(18) . . . . ?
C11' C12' C13' C14' -177.5(19) . . . . ?
S3' C12' C13' C14' -3(2) . . . . ?
C12' C13' C14' C15' 1(2) . . . . ?
C13' C14' C15' C16' -179.0(15) . . . . ?
C13' C14' C15' S3' 1.1(19) . . . . ?
C12' S3' C15' C14' -2.3(16) . . . . ?
C12' S3' C15' C16' 177.7(19) . . . . ?
C14' C15' C16' C17' 177.3(11) . . . . ?
S3' C15' C16' C17' -3(3) . . . . ?
C15' C16' C17' C18' 0(2) . . . . ?
C16' C17' C18' C19' -178.0(10) . . . . ?
C16' C17' C18' S4' -1(2) . . . . ?
C21' S4' C18' C19' -0.8(12) . . . . ?
C21' S4' C18' C17' -178.1(14) . . . . ?
C17' C18' C19' C20' 179.0(11) . . . . ?
S4' C18' C19' C20' 1.6(14) . . . . ?
C18' C19' C20' C21' -1.8(19) . . . . ?
C19' C20' C21' C22' 178.5(17) . . . . ?
C19' C20' C21' S4' 1(2) . . . . ?
C18' S4' C21' C22' -177.7(17) . . . . ?
C18' S4' C21' C20' -0.2(15) . . . . ?
C2' C1' C22' C21' 179.3(15) . . . . ?
S1' C1' C22' C21' 0(2) . . . . ?
C20' C21' C22' C1' -176.3(16) . . . . ?
S4' C21' C22' C1' 1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.88
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.055