# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Lukas Zophel' _publ_contact_author_name 'Volker Enkelmann' _publ_contact_author_address ; Max-Planck-Institute for Polymer Research Ackermannweg 10 D-55021 Mainz Germany ; _publ_contact_author_phone '+49 379133' _publ_contact_author_fax '+49 379100' _publ_contact_author_email ve@mpip-mainz.mpg.de # Attachment '- 1 zokond.cif' data_zokond _database_code_depnum_ccdc_archive 'CCDC 819579' #TrackingRef '- 1 zokond.cif' _audit_creation_date 10-04-28 _audit_creation_method CRYSTALS_ver_12.84 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 46.7200(10) _cell_length_b 4.29240(10) _cell_length_c 18.9060(7) _cell_angle_alpha 90 _cell_angle_beta 101.0025(15) _cell_angle_gamma 90 _cell_volume 3721.74(18) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 # Given Formula = C26 H16 O2 S2 # Dc = 1.52 Fooo = 1760.00 Mu = 3.09 M = 424.54 # Found Formula = C26 H16 O2 S2 # Dc = 1.52 FOOO = 1760.00 Mu = 3.09 M = 424.54 _chemical_formula_sum 'C26 H16 O2 S2' _chemical_formula_moiety 'C26 H16 O2 S2' _chemical_compound_source ? _chemical_formula_weight 424.54 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 120 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_min 0.15 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_max 0.43 _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.309 # Sheldrick geometric approximatio 0.94 0.95 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SORTAV (Blessing)' _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.95 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 120 _diffrn_reflns_number 16633 _reflns_number_total 5130 _diffrn_reflns_av_R_equivalents 0.055 # Number of reflections with Friedels Law is 5130 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5201 _diffrn_reflns_theta_min 0.888 _diffrn_reflns_theta_max 29.544 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.112 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -64 _diffrn_reflns_limit_h_max 62 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 26 _reflns_limit_h_min -64 _reflns_limit_h_max 62 _reflns_limit_k_min 0 _reflns_limit_k_max 5 _reflns_limit_l_min 0 _reflns_limit_l_max 26 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.31 _refine_diff_density_max 0.41 _refine_ls_number_reflns 3476 _refine_ls_number_restraints 0 _refine_ls_number_parameters 271 #_refine_ls_R_factor_ref 0.0395 _refine_ls_wR_factor_ref 0.0464 _refine_ls_goodness_of_fit_ref 1.0965 #_reflns_number_all 5120 _refine_ls_R_factor_all 0.0631 _refine_ls_wR_factor_all 0.0491 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.0\s(I) _reflns_number_gt 3476 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_gt 0.0464 _refine_ls_shift/su_max 0.000590 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 2.06 0.708 1.67 ; #_publ_section_comment # Text of the paper # Note that atoms are referenced as N2, not N(2) or N~2~ # If text containing () occur within (), the outer ones should be [] # Figures should be referenced as Fih. #; #? #; #_publ_section_acknowledgements # Acknowledgments #; #? #; #_publ_section_figure_captions # Captions to figures - Start each caption on a new line after a blank line #; #Fig. 1. #The title compound with displacement ellipsoids drawn at the 50% #probability level. H atoms are shown as spheres of #arbitary radius. #; #_publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: #; #In the absence of significant anomalous scattering, Friedel pairs were #merged. #The absolute configuration was arbitrarily assigned. #The relatively large ratio of minimum to maximum corrections applied #in the multiscan process (1:nnn) reflect changes in the illuminated #volume of the crystal. #Changes in illuminated volume were kept to a minimum, and were #taken into account (G\"orbitz, 1999) by the multi-scan inter-frame #scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). #G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. #The H atoms were all located in a difference map, but those #attached to carbon atoms were repositioned geometrically. #The H atoms were initially refined with soft restraints on the #bond lengths and angles to regularise their geometry #(C---H in the range 0.93--0.98, #N---H in the range 0.86--0.89 #N---H to 0.86 #O---H = 0.82 #\%A) #and #U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), #after which the positions were refined with riding constraints. #; # End of 'script/refcif.dat' # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Blessing, SORTAV ( ) Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Sheldrick, G.M. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of G\"ottingen, Federal Republic of Germany. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens S1 S 0.211333(9) 0.08944(12) 0.26560(2) 0.0282 1.0000 Uani . . . . . . S2 S 0.151619(10) 0.77071(12) 0.48905(2) 0.0285 1.0000 Uani . . . . . . O29 O 0.04662(3) 0.1211(3) 0.06670(7) 0.0291 1.0000 Uani . . . . . . O30 O 0.02123(3) 0.5167(3) 0.15681(8) 0.0303 1.0000 Uani . . . . . . C1 C 0.10958(3) 0.2548(4) 0.21660(8) 0.0199 1.0000 Uani . . . . . . C2 C 0.13925(3) 0.1659(4) 0.23678(8) 0.0203 1.0000 Uani . . . . . . C3 C 0.14986(4) -0.0557(4) 0.19370(9) 0.0229 1.0000 Uani . . . . . . C4 C 0.13289(4) -0.1668(4) 0.13011(9) 0.0251 1.0000 Uani . . . . . . C5 C 0.10460(4) -0.0636(4) 0.10777(9) 0.0249 1.0000 Uani . . . . . . C6 C 0.09243(3) 0.1408(4) 0.15132(9) 0.0218 1.0000 Uani . . . . . . C7 C 0.06250(4) 0.2368(4) 0.13078(9) 0.0239 1.0000 Uani . . . . . . C8 C 0.05003(3) 0.4233(4) 0.17424(9) 0.0237 1.0000 Uani . . . . . . C9 C 0.06685(3) 0.5440(4) 0.24029(9) 0.0214 1.0000 Uani . . . . . . C10 C 0.09674(3) 0.4601(4) 0.26144(8) 0.0197 1.0000 Uani . . . . . . C11 C 0.11343(3) 0.5735(4) 0.32718(8) 0.0202 1.0000 Uani . . . . . . C12 C 0.09964(4) 0.7812(4) 0.36729(9) 0.0263 1.0000 Uani . . . . . . C13 C 0.07048(4) 0.8631(4) 0.34582(10) 0.0279 1.0000 Uani . . . . . . C14 C 0.05386(4) 0.7440(4) 0.28360(9) 0.0245 1.0000 Uani . . . . . . C15 C 0.15739(3) 0.3000(4) 0.30162(8) 0.0200 1.0000 Uani . . . . . . C16 C 0.14425(3) 0.4856(4) 0.34873(8) 0.0198 1.0000 Uani . . . . . . C17 C 0.16208(3) 0.5841(4) 0.41571(8) 0.0216 1.0000 Uani . . . . . . C18 C 0.19212(4) 0.5262(4) 0.43269(9) 0.0243 1.0000 Uani . . . . . . C19 C 0.20569(4) 0.3715(4) 0.38187(9) 0.0242 1.0000 Uani . . . . . . C20 C 0.18852(3) 0.2578(4) 0.31866(8) 0.0213 1.0000 Uani . . . . . . C21 C 0.23629(4) 0.3182(5) 0.38706(11) 0.0296 1.0000 Uani . . . . . . C22 C 0.24223(4) 0.1708(5) 0.32850(11) 0.0320 1.0000 Uani . . . . . . C23 C 0.20569(4) 0.6338(5) 0.50251(10) 0.0307 1.0000 Uani . . . . . . C24 C 0.18656(4) 0.7661(5) 0.53869(10) 0.0335 1.0000 Uani . . . . . . C25 C 0.04165(5) 0.3474(5) 0.01022(11) 0.0403 1.0000 Uani . . . . . . C26 C 0.00009(4) 0.2757(5) 0.14632(14) 0.0389 1.0000 Uani . . . . . . H31 H 0.1691 -0.1331 0.2086 0.0305 1.0000 Uiso R . . . . . H41 H 0.1409 -0.3132 0.1015 0.0320 1.0000 Uiso R . . . . . H51 H 0.0934 -0.1317 0.0632 0.0318 1.0000 Uiso R . . . . . H121 H 0.1106 0.8683 0.4102 0.0341 1.0000 Uiso R . . . . . H131 H 0.0619 1.0031 0.3746 0.0352 1.0000 Uiso R . . . . . H141 H 0.0338 0.7964 0.2701 0.0318 1.0000 Uiso R . . . . . H211 H 0.2507 0.3806 0.4271 0.0378 1.0000 Uiso R . . . . . H221 H 0.2614 0.1172 0.3226 0.0398 1.0000 Uiso R . . . . . H231 H 0.2260 0.6144 0.5214 0.0398 1.0000 Uiso R . . . . . H241 H 0.1918 0.8476 0.5861 0.0423 1.0000 Uiso R . . . . . H251 H 0.0307 0.2561 -0.0323 0.0535 1.0000 Uiso R . . . . . H252 H 0.0598 0.4195 0.0010 0.0535 1.0000 Uiso R . . . . . H253 H 0.0311 0.5176 0.0245 0.0535 1.0000 Uiso R . . . . . H261 H -0.0189 0.3639 0.1347 0.0501 1.0000 Uiso R . . . . . H262 H 0.0018 0.1564 0.1892 0.0501 1.0000 Uiso R . . . . . H263 H 0.0033 0.1450 0.1080 0.0501 1.0000 Uiso 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 0.02188(18) 0.0339(2) 0.0305(2) -0.00032(18) 0.00940(15) 0.00194(17) S2 0.0301(2) 0.0346(3) 0.02032(18) -0.00225(17) 0.00375(14) 0.00275(18) O29 0.0313(6) 0.0231(6) 0.0288(6) -0.0024(5) -0.0049(5) -0.0042(5) O30 0.0195(5) 0.0225(6) 0.0458(8) -0.0022(6) -0.0018(5) -0.0005(5) C1 0.0211(7) 0.0185(7) 0.0207(6) 0.0030(6) 0.0053(5) -0.0020(6) C2 0.0214(7) 0.0193(7) 0.0212(7) 0.0028(6) 0.0069(6) -0.0017(6) C3 0.0234(7) 0.0209(8) 0.0264(8) 0.0009(6) 0.0095(6) -0.0001(6) C4 0.0316(8) 0.0211(8) 0.0253(8) -0.0013(6) 0.0121(6) -0.0019(6) C5 0.0301(8) 0.0224(8) 0.0224(7) -0.0004(6) 0.0053(6) -0.0036(7) C6 0.0241(7) 0.0184(8) 0.0233(7) 0.0029(6) 0.0055(6) -0.0029(6) C7 0.0243(7) 0.0198(8) 0.0257(8) 0.0013(6) 0.0002(6) -0.0034(6) C8 0.0188(7) 0.0221(8) 0.0289(8) 0.0029(6) 0.0015(6) -0.0010(6) C9 0.0205(7) 0.0186(7) 0.0251(7) 0.0036(6) 0.0046(6) -0.0006(6) C10 0.0200(6) 0.0182(7) 0.0215(7) 0.0031(6) 0.0055(5) -0.0004(6) C11 0.0210(6) 0.0195(7) 0.0206(7) 0.0027(6) 0.0057(5) 0.0008(6) C12 0.0261(8) 0.0301(9) 0.0226(7) -0.0014(7) 0.0045(6) 0.0049(7) C13 0.0277(8) 0.0289(9) 0.0285(8) 0.0007(7) 0.0088(6) 0.0063(7) C14 0.0223(7) 0.0225(8) 0.0295(8) 0.0038(7) 0.0066(6) 0.0021(6) C15 0.0209(7) 0.0185(7) 0.0213(7) 0.0042(6) 0.0057(5) -0.0003(6) C16 0.0221(7) 0.0189(7) 0.0190(7) 0.0031(6) 0.0051(5) -0.0001(6) C17 0.0242(7) 0.0214(8) 0.0191(7) 0.0016(6) 0.0039(6) 0.0008(6) C18 0.0249(7) 0.0225(8) 0.0247(7) 0.0035(6) 0.0028(6) -0.0007(6) C19 0.0208(7) 0.0240(8) 0.0272(8) 0.0038(6) 0.0025(6) 0.0009(6) C20 0.0220(7) 0.0204(8) 0.0224(7) 0.0024(6) 0.0060(5) 0.0018(6) C21 0.0210(7) 0.0299(9) 0.0362(9) 0.0012(8) 0.0011(7) 0.0010(7) C22 0.0199(7) 0.0371(11) 0.0391(10) 0.0010(8) 0.0064(7) 0.0020(7) C23 0.0287(8) 0.0314(10) 0.0283(9) -0.0006(7) -0.0040(7) 0.0005(7) C24 0.0325(9) 0.0391(11) 0.0251(8) -0.0030(8) -0.0045(7) 0.0018(8) C25 0.0564(13) 0.0323(11) 0.0271(9) -0.0016(8) -0.0053(9) -0.0037(9) C26 0.0222(8) 0.0265(10) 0.0651(14) 0.0046(9) 0.0013(8) -0.0023(7) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 . C20 . 1.7532(16) yes S1 . C22 . 1.7217(19) yes S2 . C17 . 1.7499(17) yes S2 . C24 . 1.7207(19) yes O29 . C7 . 1.386(2) yes O29 . C25 . 1.429(2) yes O30 . C8 . 1.3819(19) yes O30 . C26 . 1.418(2) yes C1 . C2 . 1.418(2) yes C1 . C6 . 1.424(2) yes C1 . C10 . 1.432(2) yes C2 . C3 . 1.403(2) yes C2 . C15 . 1.468(2) yes C3 . C4 . 1.392(2) yes C3 . H31 . 0.950 no C4 . C5 . 1.382(2) yes C4 . H41 . 0.950 no C5 . C6 . 1.396(2) yes C5 . H51 . 0.950 no C6 . C7 . 1.438(2) yes C7 . C8 . 1.356(2) yes C8 . C9 . 1.439(2) yes C9 . C10 . 1.423(2) yes C9 . C14 . 1.402(2) yes C10 . C11 . 1.421(2) yes C11 . C12 . 1.404(2) yes C11 . C16 . 1.469(2) yes C12 . C13 . 1.390(2) yes C12 . H121 . 0.950 no C13 . C14 . 1.378(3) yes C13 . H131 . 0.950 no C14 . H141 . 0.950 no C15 . C16 . 1.419(2) yes C15 . C20 . 1.440(2) yes C16 . C17 . 1.440(2) yes C17 . C18 . 1.401(2) yes C18 . C19 . 1.414(2) yes C18 . C23 . 1.428(2) yes C19 . C20 . 1.394(2) yes C19 . C21 . 1.433(2) yes C21 . C22 . 1.349(3) yes C21 . H211 . 0.950 no C22 . H221 . 0.950 no C23 . C24 . 1.350(3) yes C23 . H231 . 0.950 no C24 . H241 . 0.950 no C25 . H251 . 0.950 no C25 . H252 . 0.950 no C25 . H253 . 0.950 no C26 . H261 . 0.950 no C26 . H262 . 0.950 no C26 . H263 . 0.950 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C20 . S1 . C22 . 92.42(9) yes C17 . S2 . C24 . 92.73(9) yes C7 . O29 . C25 . 113.15(14) yes C8 . O30 . C26 . 116.24(14) yes C2 . C1 . C6 . 120.01(15) yes C2 . C1 . C10 . 120.33(14) yes C6 . C1 . C10 . 119.67(14) yes C1 . C2 . C3 . 117.50(15) yes C1 . C2 . C15 . 119.86(15) yes C3 . C2 . C15 . 122.63(15) yes C2 . C3 . C4 . 121.86(15) yes C2 . C3 . H31 . 119.0 no C4 . C3 . H31 . 119.2 no C3 . C4 . C5 . 120.53(16) yes C3 . C4 . H41 . 119.9 no C5 . C4 . H41 . 119.6 no C4 . C5 . C6 . 119.64(16) yes C4 . C5 . H51 . 120.5 no C6 . C5 . H51 . 119.9 no C1 . C6 . C5 . 120.15(15) yes C1 . C6 . C7 . 119.52(15) yes C5 . C6 . C7 . 120.33(15) yes C6 . C7 . O29 . 117.64(15) yes C6 . C7 . C8 . 120.91(15) yes O29 . C7 . C8 . 121.39(15) yes O30 . C8 . C7 . 122.57(15) yes O30 . C8 . C9 . 116.63(15) yes C7 . C8 . C9 . 120.77(14) yes C8 . C9 . C10 . 119.78(15) yes C8 . C9 . C14 . 120.10(14) yes C10 . C9 . C14 . 120.12(15) yes C1 . C10 . C9 . 119.27(14) yes C1 . C10 . C11 . 120.45(14) yes C9 . C10 . C11 . 120.27(14) yes C10 . C11 . C12 . 117.26(14) yes C10 . C11 . C16 . 119.99(14) yes C12 . C11 . C16 . 122.66(14) yes C11 . C12 . C13 . 121.85(16) yes C11 . C12 . H121 . 118.9 no C13 . C12 . H121 . 119.3 no C12 . C13 . C14 . 121.10(16) yes C12 . C13 . H131 . 119.4 no C14 . C13 . H131 . 119.5 no C9 . C14 . C13 . 119.30(15) yes C9 . C14 . H141 . 120.2 no C13 . C14 . H141 . 120.5 no C2 . C15 . C16 . 119.63(14) yes C2 . C15 . C20 . 122.34(14) yes C16 . C15 . C20 . 118.01(14) yes C11 . C16 . C15 . 119.25(14) yes C11 . C16 . C17 . 122.72(14) yes C15 . C16 . C17 . 118.03(14) yes C16 . C17 . S2 . 128.98(12) yes C16 . C17 . C18 . 122.38(15) yes S2 . C17 . C18 . 108.59(12) yes C17 . C18 . C19 . 119.16(15) yes C17 . C18 . C23 . 113.78(16) yes C19 . C18 . C23 . 127.06(16) yes C18 . C19 . C20 . 119.16(15) yes C18 . C19 . C21 . 126.85(16) yes C20 . C19 . C21 . 113.99(16) yes C15 . C20 . S1 . 128.49(12) yes C15 . C20 . C19 . 122.65(15) yes S1 . C20 . C19 . 108.74(12) yes C19 . C21 . C22 . 112.17(16) yes C19 . C21 . H211 . 123.7 no C22 . C21 . H211 . 124.1 no S1 . C22 . C21 . 112.68(14) yes S1 . C22 . H221 . 123.6 no C21 . C22 . H221 . 123.7 no C18 . C23 . C24 . 112.61(16) yes C18 . C23 . H231 . 123.7 no C24 . C23 . H231 . 123.7 no S2 . C24 . C23 . 112.29(14) yes S2 . C24 . H241 . 123.7 no C23 . C24 . H241 . 124.0 no O29 . C25 . H251 . 109.6 no O29 . C25 . H252 . 109.6 no H251 . C25 . H252 . 109.5 no O29 . C25 . H253 . 109.2 no H251 . C25 . H253 . 109.5 no H252 . C25 . H253 . 109.5 no O30 . C26 . H261 . 109.6 no O30 . C26 . H262 . 109.4 no H261 . C26 . H262 . 109.5 no O30 . C26 . H263 . 109.4 no H261 . C26 . H263 . 109.5 no H262 . C26 . H263 . 109.5 no # Attachment '- 4 pyromebr.cif' data_CRYSTALS_cif _database_code_depnum_ccdc_archive 'CCDC 819580' #TrackingRef '- 4 pyromebr.cif' _audit_creation_date 11-02-09 _audit_creation_method CRYSTALS_ver_12.84 #_oxford_structure_analysis_title '2Br2OMePyren 120K 10-09' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 4.1977(2) _cell_length_b 18.0487(9) _cell_length_c 9.8546(5) _cell_angle_alpha 90 _cell_angle_beta 93.489(3) _cell_angle_gamma 90 _cell_volume 745.23(6) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y+1/2,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328 2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C10 H19 Br1 O1 # Dc = 2.10 Fooo = 412.00 Mu = 54.53 M = 470.33 # Found Formula = C9 H6 Br1 O1 # Dc = 1.87 FOOO = 412.00 Mu = 54.42 M = 420.10 _chemical_formula_sum 'C18 H12 Br2 O2' _chemical_formula_moiety 'C18 H12 Br2 O2' _chemical_compound_source ? _chemical_formula_weight 420.10 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 120 _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_min 0.09 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_max 0.40 _exptl_crystal_density_diffrn 1.872 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 412 _exptl_absorpt_coefficient_mu 5.442 # Sheldrick geometric approximatio 0.38 0.61 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SORTAV (Blessing)' _exptl_absorpt_correction_T_min 0.41 _exptl_absorpt_correction_T_max 0.61 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 120 _diffrn_reflns_number 8472 _reflns_number_total 3959 _diffrn_reflns_av_R_equivalents 0.056 # Number of reflections with Friedels Law is 2220 # Number of reflections without Friedels Law is 3959 # Theoretical number of reflections is about 2174 _diffrn_reflns_theta_min 3.970 _diffrn_reflns_theta_max 30.003 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.003 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _reflns_limit_h_min -5 _reflns_limit_h_max 5 _reflns_limit_k_min -25 _reflns_limit_k_max 23 _reflns_limit_l_min 0 _reflns_limit_l_max 13 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.70 _refine_diff_density_max 0.65 _refine_ls_number_reflns 3383 _refine_ls_number_restraints 1 _refine_ls_number_parameters 200 #_refine_ls_R_factor_ref 0.0593 _refine_ls_wR_factor_ref 0.0654 _refine_ls_goodness_of_fit_ref 1.0493 #_reflns_number_all 3957 _refine_ls_R_factor_all 0.0692 _refine_ls_wR_factor_all 0.0750 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3383 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_gt 0.0654 _refine_ls_shift/su_max 0.001942 _refine_ls_abs_structure_Flack 0.003(19) _refine_ls_abs_structure_details 'Flack (1983), 1739 Friedel-pairs' # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration ad _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 3.56 -0.323 2.42 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Blessing, SORTAV ( ) Flack, H. D. (1983). Acta Cryst. A39, 876-881. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens O1 O 0.2479(10) 0.3945(3) -0.3900(5) 0.0279 1.0000 Uani . . . . . . O2 O -0.1540(11) 0.3044(3) -0.5626(5) 0.0345 1.0000 Uani . . . . . . Br1 Br 0.32052(18) 0.09698(9) 0.17460(7) 0.0371 1.0000 Uani . . . . . . Br2 Br -0.11781(17) -0.01150(9) -0.03465(8) 0.0376 1.0000 Uani . . . . . . C1 C -0.0293(13) 0.1826(3) -0.2619(6) 0.0244 1.0000 Uani . . . . . . C2 C 0.1718(13) 0.2281(3) -0.1750(6) 0.0218 1.0000 Uani . . . . . . C3 C 0.2643(13) 0.2991(3) -0.2203(6) 0.0214 1.0000 Uani . . . . . . C4 C 0.4586(13) 0.3437(3) -0.1310(6) 0.0237 1.0000 Uani . . . . . . C5 C 0.5622(15) 0.3185(4) -0.0047(6) 0.0275 1.0000 Uani . . . . . . C6 C 0.4755(16) 0.2486(4) 0.0399(6) 0.0288 1.0000 Uani . . . . . . C7 C 0.2789(14) 0.2020(4) -0.0425(6) 0.0240 1.0000 Uani . . . . . . C8 C 0.1785(17) 0.1293(3) -0.0036(6) 0.0294 1.0000 Uani . . . . . . C9 C -0.0019(14) 0.0866(4) -0.0866(7) 0.0301 1.0000 Uani . . . . . . C10 C -0.1219(14) 0.1111(3) -0.2210(6) 0.0259 1.0000 Uani . . . . . . C11 C -0.3262(16) 0.0684(4) -0.3062(7) 0.0302 1.0000 Uani . . . . . . C12 C -0.4332(15) 0.0970(4) -0.4339(7) 0.0345 1.0000 Uani . . . . . . C13 C -0.3382(16) 0.1647(4) -0.4762(7) 0.0320 1.0000 Uani . . . . . . C14 C -0.1375(14) 0.2099(4) -0.3917(6) 0.0255 1.0000 Uani . . . . . . C15 C -0.0374(14) 0.2813(4) -0.4347(6) 0.0248 1.0000 Uani . . . . . . C16 C 0.1528(13) 0.3249(3) -0.3512(6) 0.0231 1.0000 Uani . . . . . . C17 C 0.0147(19) 0.4500(4) -0.3831(11) 0.0492 1.0000 Uani . . . . . . C18 C 0.074(2) 0.3232(8) -0.6583(8) 0.0674 1.0000 Uani . . . . . . H41 H 0.5164 0.3920 -0.1592 0.0297 1.0000 Uiso R . . . . . H51 H 0.6969 0.3488 0.0528 0.0362 1.0000 Uiso R . . . . . H61 H 0.5489 0.2313 0.1274 0.0361 1.0000 Uiso R . . . . . H111 H -0.3940 0.0208 -0.2787 0.0416 1.0000 Uiso R . . . . . H121 H -0.5714 0.0680 -0.4924 0.0411 1.0000 Uiso R . . . . . H131 H -0.4111 0.1824 -0.5634 0.0401 1.0000 Uiso R . . . . . H171 H 0.0976 0.4961 -0.4114 0.0574 1.0000 Uiso R . . . . . H172 H -0.1647 0.4368 -0.4414 0.0574 1.0000 Uiso R . . . . . H173 H -0.0484 0.4543 -0.2924 0.0574 1.0000 Uiso R . . . . . H181 H -0.0321 0.3387 -0.7414 0.0764 1.0000 Uiso R . . . . . H182 H 0.2065 0.3621 -0.6227 0.0764 1.0000 Uiso R . . . . . H183 H 0.2011 0.2809 -0.6741 0.0764 1.0000 Uiso 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 O1 0.0184(19) 0.030(2) 0.036(2) 0.0113(18) 0.0012(17) -0.0022(16) O2 0.021(2) 0.051(3) 0.030(2) 0.012(2) -0.0055(17) -0.001(2) Br1 0.0469(4) 0.0320(3) 0.0324(3) 0.0102(3) 0.0011(2) -0.0027(3) Br2 0.0408(4) 0.0225(3) 0.0502(4) 0.0042(3) 0.0084(3) -0.0008(3) C1 0.017(2) 0.025(3) 0.032(3) 0.001(2) 0.005(2) 0.006(2) C2 0.019(2) 0.020(2) 0.027(3) -0.0006(19) 0.0066(19) 0.0045(19) C3 0.018(2) 0.020(3) 0.026(3) 0.0056(19) 0.004(2) 0.0033(19) C4 0.018(2) 0.024(3) 0.029(3) 0.007(2) 0.000(2) 0.000(2) C5 0.030(3) 0.024(3) 0.029(3) -0.001(2) 0.002(2) -0.001(2) C6 0.033(3) 0.030(3) 0.023(3) -0.002(2) 0.001(2) 0.004(3) C7 0.022(2) 0.029(3) 0.022(2) 0.004(2) 0.0064(19) 0.005(2) C8 0.039(3) 0.024(3) 0.027(3) 0.005(2) 0.016(2) 0.011(2) C9 0.022(3) 0.023(3) 0.047(3) 0.015(2) 0.014(2) 0.006(2) C10 0.023(3) 0.020(3) 0.035(3) -0.004(2) 0.008(2) 0.000(2) C11 0.030(3) 0.024(3) 0.037(3) -0.007(2) 0.007(2) 0.000(2) C12 0.025(3) 0.033(3) 0.046(3) -0.013(3) 0.004(2) -0.002(3) C13 0.028(3) 0.037(4) 0.031(3) -0.007(2) 0.001(2) 0.003(2) C14 0.017(2) 0.030(3) 0.030(3) -0.002(2) 0.007(2) 0.004(2) C15 0.019(3) 0.030(3) 0.025(3) 0.006(2) 0.000(2) 0.002(2) C16 0.019(2) 0.027(3) 0.024(3) 0.004(2) 0.0029(19) 0.002(2) C17 0.033(4) 0.024(4) 0.092(7) 0.018(4) 0.012(4) 0.001(3) C18 0.028(4) 0.150(11) 0.024(3) 0.014(5) -0.001(3) -0.008(5) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C16 . 1.380(7) yes O1 . C17 . 1.405(9) yes O2 . C15 . 1.387(8) yes O2 . C18 . 1.425(9) yes Br1 . C8 . 1.911(6) yes Br2 . C9 . 1.914(6) yes C1 . C2 . 1.426(8) yes C1 . C10 . 1.413(8) yes C1 . C14 . 1.419(9) yes C2 . C3 . 1.418(8) yes C2 . C7 . 1.434(8) yes C3 . C4 . 1.414(8) yes C3 . C16 . 1.424(8) yes C4 . C5 . 1.371(9) yes C4 . H41 . 0.950 no C5 . C6 . 1.392(9) yes C5 . H51 . 0.950 no C6 . C7 . 1.402(9) yes C6 . H61 . 0.950 no C7 . C8 . 1.437(9) yes C8 . C9 . 1.327(10) yes C9 . C10 . 1.457(9) yes C10 . C11 . 1.396(9) yes C11 . C12 . 1.408(10) yes C11 . H111 . 0.950 no C12 . C13 . 1.359(11) yes C12 . H121 . 0.950 no C13 . C14 . 1.408(9) yes C13 . H131 . 0.950 no C14 . C15 . 1.428(9) yes C15 . C16 . 1.362(9) yes C17 . H171 . 0.950 no C17 . H172 . 0.950 no C17 . H173 . 0.950 no C18 . H181 . 0.950 no C18 . H182 . 0.950 no C18 . H183 . 0.950 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C16 . O1 . C17 . 115.0(5) yes C15 . O2 . C18 . 117.3(5) yes C2 . C1 . C10 . 121.2(6) yes C2 . C1 . C14 . 119.1(6) yes C10 . C1 . C14 . 119.7(6) yes C1 . C2 . C3 . 119.6(5) yes C1 . C2 . C7 . 119.9(5) yes C3 . C2 . C7 . 120.5(5) yes C2 . C3 . C4 . 118.5(5) yes C2 . C3 . C16 . 120.0(5) yes C4 . C3 . C16 . 121.5(5) yes C3 . C4 . C5 . 120.9(5) yes C3 . C4 . H41 . 119.2 no C5 . C4 . H41 . 119.8 no C4 . C5 . C6 . 120.9(6) yes C4 . C5 . H51 . 119.6 no C6 . C5 . H51 . 119.5 no C5 . C6 . C7 . 121.1(6) yes C5 . C6 . H61 . 120.5 no C7 . C6 . H61 . 118.4 no C2 . C7 . C6 . 118.1(6) yes C2 . C7 . C8 . 117.6(6) yes C6 . C7 . C8 . 124.4(6) yes Br1 . C8 . C7 . 116.4(5) yes Br1 . C8 . C9 . 121.6(5) yes C7 . C8 . C9 . 122.1(6) yes Br2 . C9 . C8 . 121.1(5) yes Br2 . C9 . C10 . 116.4(5) yes C8 . C9 . C10 . 122.4(6) yes C9 . C10 . C1 . 116.8(5) yes C9 . C10 . C11 . 123.0(6) yes C1 . C10 . C11 . 120.2(6) yes C10 . C11 . C12 . 119.0(6) yes C10 . C11 . H111 . 120.8 no C12 . C11 . H111 . 120.2 no C11 . C12 . C13 . 121.4(6) yes C11 . C12 . H121 . 119.3 no C13 . C12 . H121 . 119.3 no C12 . C13 . C14 . 121.0(6) yes C12 . C13 . H131 . 119.7 no C14 . C13 . H131 . 119.3 no C1 . C14 . C13 . 118.6(6) yes C1 . C14 . C15 . 119.8(6) yes C13 . C14 . C15 . 121.6(6) yes C14 . C15 . O2 . 116.5(6) yes C14 . C15 . C16 . 120.9(5) yes O2 . C15 . C16 . 122.5(6) yes C3 . C16 . O1 . 117.7(5) yes C3 . C16 . C15 . 120.5(5) yes O1 . C16 . C15 . 121.8(5) yes O1 . C17 . H171 . 110.0 no O1 . C17 . H172 . 108.7 no H171 . C17 . H172 . 109.5 no O1 . C17 . H173 . 109.8 no H171 . C17 . H173 . 109.5 no H172 . C17 . H173 . 109.5 no O2 . C18 . H181 . 110.0 no O2 . C18 . H182 . 109.5 no H181 . C18 . H182 . 109.5 no O2 . C18 . H183 . 108.9 no H181 . C18 . H183 . 109.5 no H182 . C18 . H183 . 109.5 no # Attachment '- 5 pyrthio.cif' data_pyrthio _database_code_depnum_ccdc_archive 'CCDC 819581' #TrackingRef '- 5 pyrthio.cif' _audit_creation_date 11-02-09 _audit_creation_method CRYSTALS_ver_12.84 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 15.6328(4) _cell_length_b 12.5156(3) _cell_length_c 20.7675(6) _cell_angle_alpha 90 _cell_angle_beta 95.9799(15) _cell_angle_gamma 90 _cell_volume 4041.13(18) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 # Given Formula = C26 H18 O2 S2 # Dc = 1.40 Fooo = 1776.00 Mu = 2.85 M = 853.12 # Found Formula = C26 H18 O2 S2 # Dc = 1.40 FOOO = 1776.00 Mu = 2.85 M = 853.12 _chemical_formula_sum 'C26 H18 O2 S2' _chemical_formula_moiety 'C26 H18 O2 S2' _chemical_compound_source ? _chemical_formula_weight 426.56 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 120 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_min 0.13 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_max 0.39 _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.285 # Sheldrick geometric approximatio 0.93 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SORTAV (Blessing)' _exptl_absorpt_correction_T_min 0.72 _exptl_absorpt_correction_T_max 0.96 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 120 _diffrn_reflns_number 29758 _reflns_number_total 10750 _diffrn_reflns_av_R_equivalents 0.052 # Number of reflections with Friedels Law is 10750 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 10875 _diffrn_reflns_theta_min 3.085 _diffrn_reflns_theta_max 29.127 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.923 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _reflns_limit_h_min -21 _reflns_limit_h_max 21 _reflns_limit_k_min 0 _reflns_limit_k_max 17 _reflns_limit_l_min 0 _reflns_limit_l_max 28 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.68 _refine_diff_density_max 0.55 _refine_ls_number_reflns 7211 _refine_ls_number_restraints 36 _refine_ls_number_parameters 511 #_refine_ls_R_factor_ref 0.0577 _refine_ls_wR_factor_ref 0.0690 _refine_ls_goodness_of_fit_ref 1.1842 #_reflns_number_all 10736 _refine_ls_R_factor_all 0.0840 _refine_ls_wR_factor_all 0.0832 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.0\s(I) _reflns_number_gt 7211 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_gt 0.0690 _refine_ls_shift/su_max 0.001501 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 2.65 0.676 1.80 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Blessing, SORTAV ( ) Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Sheldrick, G.M. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of G\"ottingen, Federal Republic of Germany. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens S32 S 0.43686(6) 0.82440(7) 0.13205(5) 0.0471 1.0000 Uani . . . . . . C1 C 0.11722(16) 0.31532(19) 0.16833(12) 0.0230 1.0000 Uani . . . . . . C2 C 0.10909(18) 0.4178(2) 0.13860(13) 0.0268 1.0000 Uani . . . . . . C6 C 0.06568(16) 0.2284(2) 0.14218(12) 0.0241 1.0000 Uani . . . . . . C7 C 0.07765(16) 0.1240(2) 0.17176(12) 0.0234 1.0000 Uani . . . . . . C8 C 0.13487(16) 0.10882(19) 0.22551(12) 0.0227 1.0000 Uani . . . . . . C9 C 0.18355(16) 0.19793(19) 0.25532(12) 0.0233 1.0000 Uani . . . . . . C13 C 0.22778(16) 0.3862(2) 0.25089(13) 0.0247 1.0000 Uani . . . . . . C14 C 0.17603(16) 0.29970(19) 0.22460(12) 0.0232 1.0000 Uani . . . . . . C15 C 0.21936(17) 0.4885(2) 0.21880(14) 0.0270 1.0000 Uani . . . . . . C16 C 0.16215(18) 0.5039(2) 0.16580(14) 0.0279 1.0000 Uani . . . . . . C19 C 0.02658(16) 0.0322(2) 0.14279(12) 0.0240 1.0000 Uani D . . . . . C23 C 0.15337(16) -0.00004(19) 0.25183(13) 0.0247 1.0000 Uani D . . . . . C31 C 0.33736(16) 0.4440(2) 0.04842(12) 0.0240 1.0000 Uani . . . . . . C32 C 0.29164(17) 0.3455(2) 0.04898(13) 0.0264 1.0000 Uani . . . . . . C36 C 0.30094(16) 0.5315(2) 0.01162(13) 0.0250 1.0000 Uani . . . . . . C37 C 0.34382(17) 0.6343(2) 0.01807(12) 0.0247 1.0000 Uani . . . . . . C38 C 0.42235(17) 0.6445(2) 0.05372(12) 0.0251 1.0000 Uani . . . . . . C39 C 0.46475(16) 0.55241(19) 0.08489(13) 0.0246 1.0000 Uani . . . . . . C43 C 0.45648(17) 0.3654(2) 0.12082(13) 0.0253 1.0000 Uani . . . . . . C44 C 0.41946(16) 0.45353(19) 0.08440(12) 0.0228 1.0000 Uani . . . . . . C45 C 0.40696(18) 0.2683(2) 0.12301(13) 0.0272 1.0000 Uani . . . . . . C46 C 0.32757(18) 0.2597(2) 0.08994(14) 0.0280 1.0000 Uani . . . . . . C49 C 0.29961(17) 0.7294(2) -0.01276(13) 0.0259 1.0000 Uani D . . . . . C53 C 0.46177(17) 0.7522(2) 0.06612(13) 0.0253 1.0000 Uani . . . . . . O1 O 0.15489(14) 0.60265(16) 0.13620(11) 0.0363 1.0000 Uani . . . . . . O2 O 0.26904(13) 0.57116(15) 0.24655(10) 0.0306 1.0000 Uani . . . . . . O31 O 0.2774 0.1703 0.0956 0.0370 1.0000 Uani . . . . . . O32 O 0.4452 0.1841 0.1579 0.0319 1.0000 Uani . . . . . . C3 C 0.04904(19) 0.4324(2) 0.08442(14) 0.0310 1.0000 Uani . . . . . . C4 C -0.00240(19) 0.3482(2) 0.05982(14) 0.0311 1.0000 Uani . . . . . . C5 C 0.00593(18) 0.2477(2) 0.08820(13) 0.0285 1.0000 Uani . . . . . . C10 C 0.23840(17) 0.1868(2) 0.31324(13) 0.0258 1.0000 Uani . . . . . . C11 C 0.28663(17) 0.2729(2) 0.33867(14) 0.0290 1.0000 Uani . . . . . . C12 C 0.28285(17) 0.3714(2) 0.30747(14) 0.0281 1.0000 Uani . . . . . . C21 C -0.0266(2) -0.1108(3) 0.07472(15) 0.0372 1.0000 Uani D . . . . . C22 C -0.0778(2) -0.1103(2) 0.12244(16) 0.0368 1.0000 Uani D . . . . . C25 C 0.1606(2) -0.1590(2) 0.31423(17) 0.0398 1.0000 Uani D . . . . . C26 C 0.2164(2) -0.1750(2) 0.27213(18) 0.0424 1.0000 Uani D . . . . . C33 C 0.21379(18) 0.3340(2) 0.00967(15) 0.0310 1.0000 Uani . . . . . . C34 C 0.18224(18) 0.4178(2) -0.02950(15) 0.0330 1.0000 Uani . . . . . . C35 C 0.22380(18) 0.5157(2) -0.02804(14) 0.0300 1.0000 Uani . . . . . . C40 C 0.54754(18) 0.5581(2) 0.11839(14) 0.0304 1.0000 Uani . . . . . . C41 C 0.58381(18) 0.4705(2) 0.15186(15) 0.0321 1.0000 Uani . . . . . . C42 C 0.53870(18) 0.3753(2) 0.15442(14) 0.0289 1.0000 Uani . . . . . . C51 C 0.2595(2) 0.8749(3) -0.08173(16) 0.0408 1.0000 Uani D . . . . . C52 C 0.2006(2) 0.8780(2) -0.03924(15) 0.0349 1.0000 Uani D . . . . . C54 C 0.51969(19) 0.8076(2) 0.03034(15) 0.0316 1.0000 Uani . . . . . . C55 C 0.5395(2) 0.9110(2) 0.06093(16) 0.0360 1.0000 Uani . . . . . . C56 C 0.5000(2) 0.9285(2) 0.11422(17) 0.0367 1.0000 Uani . . . . . . H31 H 0.0438 0.5006 0.0643 0.0397 1.0000 Uiso R . . . . . H41 H -0.0434 0.3596 0.0234 0.0399 1.0000 Uiso R . . . . . H51 H -0.0294 0.1906 0.0708 0.0369 1.0000 Uiso R . . . . . H101 H 0.2422 0.1199 0.3350 0.0343 1.0000 Uiso R . . . . . H111 H 0.3229 0.2646 0.3780 0.0381 1.0000 Uiso R . . . . . H121 H 0.3178 0.4290 0.3246 0.0365 1.0000 Uiso R . . . . . H331 H 0.1830 0.2685 0.0098 0.0409 1.0000 Uiso R . . . . . H341 H 0.1309 0.4081 -0.0576 0.0431 1.0000 Uiso R . . . . . H351 H 0.2002 0.5728 -0.0543 0.0410 1.0000 Uiso R . . . . . H401 H 0.5792 0.6228 0.1177 0.0389 1.0000 Uiso R . . . . . H411 H 0.6401 0.4759 0.1737 0.0421 1.0000 Uiso R . . . . . H421 H 0.5633 0.3166 0.1787 0.0392 1.0000 Uiso R . . . . . H221 H -0.1297 -0.1497 0.1228 0.0443 1.0000 Uiso R . . . . . H211 H -0.0297 -0.1596 0.0395 0.0443 1.0000 Uiso R . . . . . H251 H 0.1460 -0.2092 0.3456 0.0501 1.0000 Uiso R . . . . . H261 H 0.2490 -0.2381 0.2675 0.0505 1.0000 Uiso R . . . . . H541 H 0.5418 0.7820 -0.0077 0.0406 1.0000 Uiso R . . . . . H551 H 0.5771 0.9614 0.0444 0.0470 1.0000 Uiso R . . . . . H561 H 0.5067 0.9919 0.1394 0.0458 1.0000 Uiso R . . . . . H511 H 0.2632 0.9227 -0.1169 0.0495 1.0000 Uiso R . . . . . H521 H 0.1589 0.9323 -0.0354 0.0412 1.0000 Uiso R . . . . . C17 C 0.0904(2) 0.6688(2) 0.16047(18) 0.0404 1.0000 Uani . . . . . . H171 H 0.0880 0.7355 0.1386 0.0529 1.0000 Uiso R . . . . . H172 H 0.1043 0.6802 0.2056 0.0529 1.0000 Uiso R . . . . . H173 H 0.0361 0.6343 0.1532 0.0529 1.0000 Uiso R . . . . . C18 C 0.3445(2) 0.5910(3) 0.21440(19) 0.0451 1.0000 Uani . . . . . . H181 H 0.3762 0.6481 0.2354 0.0566 1.0000 Uiso R . . . . . H182 H 0.3792 0.5285 0.2161 0.0566 1.0000 Uiso R . . . . . H183 H 0.3281 0.6095 0.1705 0.0566 1.0000 Uiso R . . . . . C47 C 0.2979(2) 0.0816(3) 0.05703(19) 0.0447 1.0000 Uani . . . . . . H471 H 0.2605 0.0238 0.0638 0.0572 1.0000 Uiso R . . . . . H472 H 0.3557 0.0607 0.0693 0.0572 1.0000 Uiso R . . . . . H473 H 0.2913 0.1010 0.0126 0.0572 1.0000 Uiso R . . . . . C48 C 0.4113(2) 0.1653(3) 0.21834(17) 0.0448 1.0000 Uani . . . . . . H481 H 0.4406 0.1068 0.2398 0.0589 1.0000 Uiso R . . . . . H482 H 0.4189 0.2273 0.2447 0.0589 1.0000 Uiso R . . . . . H483 H 0.3517 0.1492 0.2105 0.0589 1.0000 Uiso R . . . . . S1 S -0.05795(8) -0.01658(11) 0.17696(6) 0.0301 0.6014 Uani D . . . . . S2 S 0.22591(8) -0.07809(11) 0.21738(6) 0.0312 0.6181 Uani D . . . . . S21 S 0.05028(14) -0.0268(2) 0.07562(11) 0.0356 0.3986 Uani D . . . . . S22 S 0.09976(16) -0.0532(2) 0.31036(12) 0.0430 0.3819 Uani D . . . . . S31 S 0.21096(9) 0.78427(12) 0.01825(6) 0.0320 0.6688 Uani D . . . . . S51 S 0.33334(18) 0.7977(2) -0.07612(14) 0.0401 0.3312 Uani D . . . . . C201 C -0.0395(5) -0.0360(6) 0.1847(4) 0.0276 0.3986 Uani D . . . . . C20 C 0.0326(4) -0.0213(5) 0.0863(3) 0.0381 0.6014 Uani D . . . . . C24 C 0.1263(3) -0.0530(4) 0.3041(2) 0.0312 0.6181 Uani D . . . . . C241 C 0.2161(7) -0.0810(9) 0.2353(5) 0.0430 0.3819 Uani D . . . . . C50 C 0.3170(4) 0.7838(5) -0.0640(3) 0.0429 0.6688 Uani D . . . . . C501 C 0.2206(7) 0.7819(9) 0.0059(5) 0.0292 0.3312 Uani D . . . . . H2011 H -0.0521 -0.0313 0.2284 0.0389 0.3986 Uiso R . . . . . H201 H 0.0739 -0.0036 0.0576 0.0485 0.6014 Uiso R . . . . . H241 H 0.0880 -0.0228 0.3318 0.0362 0.6181 Uiso R . . . . . H5011 H 0.1830 0.7542 0.0349 0.0356 0.3312 Uiso R . . . . . H2411 H 0.2549 -0.0712 0.2035 0.0496 0.3819 Uiso R . . . . . H501 H 0.3632 0.7658 -0.0882 0.0487 0.6688 Uiso 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 S32 0.0579(5) 0.0291(4) 0.0579(5) -0.0140(4) 0.0234(4) -0.0115(4) C1 0.0250(11) 0.0180(11) 0.0264(12) 0.0010(9) 0.0047(9) 0.0016(9) C2 0.0314(13) 0.0209(11) 0.0289(12) 0.0016(10) 0.0065(10) 0.0002(10) C6 0.0241(11) 0.0212(11) 0.0269(12) 0.0017(9) 0.0024(9) 0.0008(9) C7 0.0237(11) 0.0191(11) 0.0273(12) -0.0006(9) 0.0030(9) -0.0004(9) C8 0.0241(11) 0.0171(10) 0.0270(12) -0.0007(9) 0.0025(9) 0.0002(9) C9 0.0227(11) 0.0187(11) 0.0284(12) -0.0012(9) 0.0020(9) 0.0026(9) C13 0.0236(11) 0.0179(11) 0.0330(13) -0.0048(9) 0.0052(10) 0.0011(9) C14 0.0238(11) 0.0169(10) 0.0293(12) -0.0028(9) 0.0051(9) 0.0008(9) C15 0.0283(12) 0.0169(11) 0.0372(14) -0.0041(10) 0.0096(10) -0.0005(9) C16 0.0344(13) 0.0167(11) 0.0343(13) 0.0025(9) 0.0111(11) 0.0004(10) C19 0.0238(11) 0.0210(11) 0.0269(12) 0.0012(9) 0.0007(9) -0.0010(9) C23 0.0256(12) 0.0173(10) 0.0305(12) -0.0010(9) 0.0004(10) 0.0012(9) C31 0.0253(11) 0.0199(11) 0.0270(12) -0.0049(9) 0.0041(9) -0.0008(9) C32 0.0280(12) 0.0204(11) 0.0311(13) -0.0053(9) 0.0047(10) -0.0014(9) C36 0.0256(12) 0.0216(11) 0.0278(12) -0.0035(9) 0.0029(9) -0.0011(9) C37 0.0280(12) 0.0196(11) 0.0266(12) -0.0002(9) 0.0029(9) 0.0008(9) C38 0.0286(12) 0.0191(11) 0.0276(12) -0.0024(9) 0.0024(10) -0.0009(9) C39 0.0257(12) 0.0170(11) 0.0309(12) -0.0030(9) 0.0024(10) 0.0002(9) C43 0.0283(12) 0.0177(11) 0.0303(12) -0.0033(9) 0.0049(10) 0.0018(9) C44 0.0254(11) 0.0178(11) 0.0251(11) -0.0038(9) 0.0019(9) 0.0003(9) C45 0.0320(13) 0.0173(11) 0.0335(13) -0.0029(9) 0.0094(10) 0.0021(10) C46 0.0316(13) 0.0186(11) 0.0348(14) -0.0037(10) 0.0085(11) -0.0020(10) C49 0.0278(12) 0.0203(11) 0.0294(12) -0.0014(9) 0.0011(10) 0.0002(9) C53 0.0280(12) 0.0179(11) 0.0293(12) -0.0014(9) -0.0009(10) 0.0000(9) O1 0.0464(12) 0.0189(9) 0.0449(12) 0.0075(8) 0.0105(10) -0.0005(8) O2 0.0327(10) 0.0192(8) 0.0416(11) -0.0065(8) 0.0112(8) -0.0045(7) O31 0.0362 0.0226 0.0536 -0.0036 0.0109 -0.0065 O32 0.0387 0.0194 0.0390 0.0028 0.0101 0.0044 C3 0.0391(14) 0.0223(12) 0.0320(13) 0.0071(10) 0.0056(11) 0.0040(11) C4 0.0336(14) 0.0290(13) 0.0297(13) 0.0038(11) -0.0009(11) 0.0037(11) C5 0.0299(13) 0.0246(12) 0.0306(13) 0.0018(10) 0.0013(10) -0.0011(10) C10 0.0267(12) 0.0197(11) 0.0305(13) -0.0017(9) 0.0008(10) 0.0055(9) C11 0.0251(12) 0.0255(12) 0.0355(14) -0.0048(11) -0.0018(10) 0.0051(10) C12 0.0252(12) 0.0209(11) 0.0380(14) -0.0072(10) 0.0020(10) 0.0021(9) C21 0.0418(16) 0.0319(15) 0.0365(15) -0.0081(12) -0.0026(12) 0.0011(12) C22 0.0346(15) 0.0306(14) 0.0453(17) 0.0040(12) 0.0039(13) -0.0076(12) C25 0.0446(17) 0.0273(14) 0.0458(17) 0.0075(12) -0.0037(14) -0.0004(12) C26 0.0447(17) 0.0251(14) 0.0544(19) -0.0020(13) -0.0086(15) 0.0078(12) C33 0.0285(13) 0.0225(12) 0.0418(15) -0.0063(11) 0.0031(11) -0.0055(10) C34 0.0286(13) 0.0314(14) 0.0379(15) -0.0064(12) -0.0020(11) -0.0023(11) C35 0.0315(13) 0.0260(12) 0.0313(13) -0.0031(10) -0.0021(11) 0.0006(11) C40 0.0288(13) 0.0212(12) 0.0399(15) -0.0010(10) -0.0021(11) -0.0030(10) C41 0.0288(13) 0.0252(13) 0.0407(15) -0.0033(11) -0.0041(11) 0.0014(10) C42 0.0328(13) 0.0182(11) 0.0349(14) -0.0004(10) -0.0007(11) 0.0048(10) C51 0.0517(18) 0.0314(15) 0.0375(16) 0.0057(12) -0.0034(13) -0.0113(13) C52 0.0351(14) 0.0248(13) 0.0423(16) -0.0050(11) -0.0072(12) 0.0037(11) C54 0.0355(14) 0.0198(12) 0.0382(14) -0.0030(10) -0.0019(11) -0.0127(10) C55 0.0375(15) 0.0261(13) 0.0432(16) 0.0031(12) -0.0016(12) -0.0083(11) C56 0.0374(15) 0.0207(12) 0.0513(18) -0.0060(12) 0.0012(13) 0.0003(11) C17 0.0443(17) 0.0219(13) 0.0544(19) 0.0016(12) 0.0021(14) 0.0030(12) C18 0.0406(17) 0.0390(17) 0.058(2) -0.0116(15) 0.0173(15) -0.0106(14) C47 0.0478(18) 0.0264(14) 0.060(2) -0.0076(14) 0.0075(16) -0.0058(13) C48 0.0472(18) 0.0487(19) 0.0403(17) 0.0097(14) 0.0127(14) 0.0080(15) S1 0.02996(19) 0.02996(19) 0.02996(19) -0.00174(19) 0.00156(19) -0.00174(19) S2 0.0313(2) 0.0313(2) 0.0313(2) 0.0018(2) 0.0049(2) 0.0018(2) S21 0.0355(3) 0.0355(3) 0.0355(3) -0.0017(3) 0.0022(3) -0.0017(3) S22 0.0432(5) 0.0432(5) 0.0432(5) 0.0036(5) 0.0077(5) 0.0036(5) S31 0.0322(2) 0.0322(2) 0.0322(2) 0.0033(2) 0.0063(2) 0.0033(2) S51 0.0402(5) 0.0402(5) 0.0402(5) 0.0013(5) 0.0053(5) 0.0013(5) C201 0.0275(3) 0.0275(3) 0.0275(3) -0.0017(3) 0.0013(3) -0.0017(3) C20 0.03797(19) 0.03797(19) 0.03797(19) -0.00174(19) 0.00239(19) -0.00174(19) C24 0.0313(2) 0.0313(2) 0.0313(2) 0.0018(2) 0.0049(2) 0.0018(2) C241 0.0432(5) 0.0432(5) 0.0432(5) 0.0036(5) 0.0077(5) 0.0036(5) C50 0.0431(2) 0.0431(2) 0.0431(2) 0.0033(2) 0.0075(2) 0.0033(2) C501 0.0293(5) 0.0293(5) 0.0293(5) 0.0013(5) 0.0042(5) 0.0013(5) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S32 . C53 . 1.719(3) yes S32 . C56 . 1.698(3) yes C1 . C2 . 1.424(3) yes C1 . C6 . 1.427(3) yes C1 . C14 . 1.423(4) yes C2 . C16 . 1.438(4) yes C2 . C3 . 1.400(4) yes C6 . C7 . 1.448(3) yes C6 . C5 . 1.403(4) yes C7 . C8 . 1.369(4) yes C7 . C19 . 1.489(3) yes C8 . C9 . 1.452(3) yes C8 . C23 . 1.485(3) yes C9 . C14 . 1.424(3) yes C9 . C10 . 1.409(4) yes C13 . C14 . 1.425(3) yes C13 . C15 . 1.443(4) yes C13 . C12 . 1.395(4) yes C15 . C16 . 1.358(4) yes C15 . O2 . 1.383(3) yes C16 . O1 . 1.380(3) yes C19 . S1 . 1.679(3) yes C19 . S21 . 1.654(3) yes C19 . C201 . 1.655(8) yes C19 . C20 . 1.362(7) yes C23 . S2 . 1.709(3) yes C23 . S22 . 1.684(4) yes C23 . C24 . 1.376(6) yes C23 . C241 . 1.475(10) yes C31 . C32 . 1.426(3) yes C31 . C36 . 1.420(4) yes C31 . C44 . 1.421(3) yes C32 . C46 . 1.447(4) yes C32 . C33 . 1.401(4) yes C36 . C37 . 1.451(3) yes C36 . C35 . 1.402(4) yes C37 . C38 . 1.372(4) yes C37 . C49 . 1.487(4) yes C38 . C39 . 1.448(4) yes C38 . C53 . 1.493(3) yes C39 . C44 . 1.425(3) yes C39 . C40 . 1.406(4) yes C43 . C44 . 1.425(4) yes C43 . C45 . 1.444(4) yes C43 . C42 . 1.403(4) yes C45 . C46 . 1.359(4) yes C45 . O32 . 1.379(3) yes C46 . O31 . 1.378(3) yes C49 . S31 . 1.730(3) yes C49 . S51 . 1.699(4) yes C49 . C50 . 1.314(6) yes C49 . C501 . 1.486(10) yes C53 . C54 . 1.412(4) yes O1 . C17 . 1.436(4) yes O2 . C18 . 1.436(4) yes O31 . C47 . 1.425(3) yes O32 . C48 . 1.433(3) yes C3 . C4 . 1.390(4) yes C3 . H31 . 0.950 no C4 . C5 . 1.390(4) yes C4 . H41 . 0.950 no C5 . H51 . 0.950 no C10 . C11 . 1.388(4) yes C10 . H101 . 0.950 no C11 . C12 . 1.392(4) yes C11 . H111 . 0.950 no C12 . H121 . 0.950 no C21 . C22 . 1.338(5) yes C21 . H211 . 0.950 no C21 . S21 . 1.595(4) yes C21 . C20 . 1.457(7) yes C22 . H221 . 0.950 no C22 . S1 . 1.638(4) yes C22 . C201 . 1.654(9) yes C25 . C26 . 1.312(5) yes C25 . H251 . 0.950 no C25 . S22 . 1.628(4) yes C25 . C24 . 1.439(6) yes C26 . H261 . 0.950 no C26 . S2 . 1.680(4) yes C26 . C241 . 1.403(10) yes C33 . C34 . 1.387(4) yes C33 . H331 . 0.950 no C34 . C35 . 1.386(4) yes C34 . H341 . 0.950 no C35 . H351 . 0.950 no C40 . C41 . 1.387(4) yes C40 . H401 . 0.950 no C41 . C42 . 1.389(4) yes C41 . H411 . 0.950 no C42 . H421 . 0.950 no C51 . C52 . 1.340(5) yes C51 . H511 . 0.950 no C51 . S51 . 1.500(5) yes C51 . C50 . 1.474(7) yes C52 . H521 . 0.950 no C52 . S31 . 1.670(3) yes C52 . C501 . 1.538(11) yes C54 . C55 . 1.460(4) yes C54 . H541 . 0.950 no C55 . C56 . 1.341(5) yes C55 . H551 . 0.950 no C56 . H561 . 0.950 no C17 . H171 . 0.950 no C17 . H172 . 0.950 no C17 . H173 . 0.950 no C18 . H181 . 0.950 no C18 . H182 . 0.950 no C18 . H183 . 0.950 no C47 . H471 . 0.950 no C47 . H472 . 0.950 no C47 . H473 . 0.950 no C48 . H481 . 0.950 no C48 . H482 . 0.950 no C48 . H483 . 0.950 no S1 . H2011 . 1.078 no C201 . H2011 . 0.950 no C20 . H201 . 0.950 no C24 . H241 . 0.950 no C241 . H2411 . 0.950 no C50 . H501 . 0.950 no C501 . H5011 . 0.950 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C53 . S32 . C56 . 92.57(15) yes C2 . C1 . C6 . 120.1(2) yes C2 . C1 . C14 . 120.0(2) yes C6 . C1 . C14 . 119.9(2) yes C1 . C2 . C16 . 118.9(2) yes C1 . C2 . C3 . 119.2(2) yes C16 . C2 . C3 . 121.9(2) yes C1 . C6 . C7 . 118.9(2) yes C1 . C6 . C5 . 118.4(2) yes C7 . C6 . C5 . 122.7(2) yes C6 . C7 . C8 . 121.0(2) yes C6 . C7 . C19 . 119.0(2) yes C8 . C7 . C19 . 120.0(2) yes C7 . C8 . C9 . 120.7(2) yes C7 . C8 . C23 . 120.8(2) yes C9 . C8 . C23 . 118.3(2) yes C8 . C9 . C14 . 118.7(2) yes C8 . C9 . C10 . 122.2(2) yes C14 . C9 . C10 . 119.0(2) yes C14 . C13 . C15 . 118.4(2) yes C14 . C13 . C12 . 119.9(2) yes C15 . C13 . C12 . 121.7(2) yes C13 . C14 . C9 . 119.4(2) yes C13 . C14 . C1 . 120.2(2) yes C9 . C14 . C1 . 120.5(2) yes C13 . C15 . C16 . 121.4(2) yes C13 . C15 . O2 . 116.8(2) yes C16 . C15 . O2 . 121.7(2) yes C2 . C16 . C15 . 121.1(2) yes C2 . C16 . O1 . 118.6(2) yes C15 . C16 . O1 . 120.3(2) yes C7 . C19 . S1 . 121.47(19) yes C7 . C19 . S21 . 121.8(2) yes S1 . C19 . S21 . 116.70(17) yes C7 . C19 . C201 . 121.5(3) yes S1 . C19 . C201 . 13.7(2) yes S21 . C19 . C201 . 114.8(3) yes C7 . C19 . C20 . 130.2(3) yes S1 . C19 . C20 . 108.2(3) yes S21 . C19 . C20 . 9.2(3) yes C201 . C19 . C20 . 107.6(4) yes C8 . C23 . S2 . 118.86(19) yes C8 . C23 . S22 . 122.4(2) yes S2 . C23 . S22 . 118.58(17) yes C8 . C23 . C24 . 131.9(3) yes S2 . C23 . C24 . 109.1(3) yes S22 . C23 . C24 . 12.2(2) yes C8 . C23 . C241 . 130.8(4) yes S2 . C23 . C241 . 12.5(4) yes S22 . C23 . C241 . 106.8(4) yes C24 . C23 . C241 . 96.9(4) yes C32 . C31 . C36 . 119.9(2) yes C32 . C31 . C44 . 119.6(2) yes C36 . C31 . C44 . 120.5(2) yes C31 . C32 . C46 . 118.9(2) yes C31 . C32 . C33 . 119.4(2) yes C46 . C32 . C33 . 121.8(2) yes C31 . C36 . C37 . 118.6(2) yes C31 . C36 . C35 . 118.7(2) yes C37 . C36 . C35 . 122.7(2) yes C36 . C37 . C38 . 120.8(2) yes C36 . C37 . C49 . 118.7(2) yes C38 . C37 . C49 . 120.5(2) yes C37 . C38 . C39 . 120.6(2) yes C37 . C38 . C53 . 120.5(2) yes C39 . C38 . C53 . 118.7(2) yes C38 . C39 . C44 . 119.0(2) yes C38 . C39 . C40 . 122.4(2) yes C44 . C39 . C40 . 118.6(2) yes C44 . C43 . C45 . 118.6(2) yes C44 . C43 . C42 . 119.7(2) yes C45 . C43 . C42 . 121.7(2) yes C43 . C44 . C39 . 119.6(2) yes C43 . C44 . C31 . 120.6(2) yes C39 . C44 . C31 . 119.8(2) yes C43 . C45 . C46 . 121.0(2) yes C43 . C45 . O32 . 117.1(2) yes C46 . C45 . O32 . 121.9(2) yes C32 . C46 . C45 . 121.1(2) yes C32 . C46 . O31 . 117.6(2) yes C45 . C46 . O31 . 121.3(2) yes C37 . C49 . S31 . 120.8(2) yes C37 . C49 . S51 . 124.6(2) yes S31 . C49 . S51 . 114.45(18) yes C37 . C49 . C50 . 129.6(3) yes S31 . C49 . C50 . 109.6(3) yes S51 . C49 . C50 . 6.1(3) yes C37 . C49 . C501 . 127.1(4) yes S31 . C49 . C501 . 6.9(4) yes S51 . C49 . C501 . 108.3(4) yes C50 . C49 . C501 . 103.2(5) yes C38 . C53 . S32 . 119.23(19) yes C38 . C53 . C54 . 128.9(2) yes S32 . C53 . C54 . 111.82(19) yes C16 . O1 . C17 . 112.8(2) yes C15 . O2 . C18 . 112.8(2) yes C46 . O31 . C47 . 114.88(18) yes C45 . O32 . C48 . 113.94(18) yes C2 . C3 . C4 . 120.7(2) yes C2 . C3 . H31 . 119.4 no C4 . C3 . H31 . 119.9 no C3 . C4 . C5 . 120.4(3) yes C3 . C4 . H41 . 119.7 no C5 . C4 . H41 . 120.0 no C6 . C5 . C4 . 121.3(3) yes C6 . C5 . H51 . 119.1 no C4 . C5 . H51 . 119.6 no C9 . C10 . C11 . 120.4(2) yes C9 . C10 . H101 . 119.7 no C11 . C10 . H101 . 119.9 no C10 . C11 . C12 . 121.1(3) yes C10 . C11 . H111 . 119.6 no C12 . C11 . H111 . 119.3 no C13 . C12 . C11 . 120.1(2) yes C13 . C12 . H121 . 119.7 no C11 . C12 . H121 . 120.2 no C22 . C21 . H211 . 125.9 no C22 . C21 . S21 . 119.8(3) yes H211 . C21 . S21 . 114.2 no C22 . C21 . C20 . 107.0(3) yes H211 . C21 . C20 . 127.0 no S21 . C21 . C20 . 13.3(2) yes C21 . C22 . H221 . 125.6 no C21 . C22 . S1 . 115.5(2) yes H221 . C22 . S1 . 117.9 no C21 . C22 . C201 . 112.6(4) yes H221 . C22 . C201 . 121.8 no S1 . C22 . C201 . 13.9(2) yes C26 . C25 . H251 . 125.4 no C26 . C25 . S22 . 121.1(3) yes H251 . C25 . S22 . 113.0 no C26 . C25 . C24 . 107.9(3) yes H251 . C25 . C24 . 126.7 no S22 . C25 . C24 . 15.2(2) yes C25 . C26 . H261 . 126.4 no C25 . C26 . S2 . 116.9(2) yes H261 . C26 . S2 . 116.5 no C25 . C26 . C241 . 105.7(5) yes H261 . C26 . C241 . 127.8 no S2 . C26 . C241 . 11.7(4) yes C32 . C33 . C34 . 119.9(2) yes C32 . C33 . H331 . 119.8 no C34 . C33 . H331 . 120.4 no C33 . C34 . C35 . 121.3(3) yes C33 . C34 . H341 . 119.3 no C35 . C34 . H341 . 119.4 no C36 . C35 . C34 . 120.7(3) yes C36 . C35 . H351 . 119.4 no C34 . C35 . H351 . 120.0 no C39 . C40 . C41 . 121.0(2) yes C39 . C40 . H401 . 119.4 no C41 . C40 . H401 . 119.6 no C40 . C41 . C42 . 121.0(3) yes C40 . C41 . H411 . 119.6 no C42 . C41 . H411 . 119.4 no C43 . C42 . C41 . 119.9(2) yes C43 . C42 . H421 . 119.7 no C41 . C42 . H421 . 120.3 no C52 . C51 . H511 . 126.0 no C52 . C51 . S51 . 122.9(3) yes H511 . C51 . S51 . 110.9 no C52 . C51 . C50 . 107.5(3) yes H511 . C51 . C50 . 126.5 no S51 . C51 . C50 . 16.1(2) yes C51 . C52 . H521 . 126.9 no C51 . C52 . S31 . 115.3(2) yes H521 . C52 . S31 . 117.3 no C51 . C52 . C501 . 105.6(4) yes H521 . C52 . C501 . 127.3 no S31 . C52 . C501 . 10.1(3) yes C53 . C54 . C55 . 109.0(3) yes C53 . C54 . H541 . 125.5 no C55 . C54 . H541 . 125.5 no C54 . C55 . C56 . 114.1(3) yes C54 . C55 . H551 . 122.9 no C56 . C55 . H551 . 123.0 no S32 . C56 . C55 . 112.5(2) yes S32 . C56 . H561 . 123.7 no C55 . C56 . H561 . 123.8 no O1 . C17 . H171 . 109.5 no O1 . C17 . H172 . 109.6 no H171 . C17 . H172 . 109.5 no O1 . C17 . H173 . 109.3 no H171 . C17 . H173 . 109.5 no H172 . C17 . H173 . 109.5 no O2 . C18 . H181 . 109.3 no O2 . C18 . H182 . 109.5 no H181 . C18 . H182 . 109.5 no O2 . C18 . H183 . 109.6 no H181 . C18 . H183 . 109.5 no H182 . C18 . H183 . 109.5 no O31 . C47 . H471 . 109.4 no O31 . C47 . H472 . 109.1 no H471 . C47 . H472 . 109.5 no O31 . C47 . H473 . 109.8 no H471 . C47 . H473 . 109.5 no H472 . C47 . H473 . 109.5 no O32 . C48 . H481 . 109.5 no O32 . C48 . H482 . 109.6 no H481 . C48 . H482 . 109.5 no O32 . C48 . H483 . 109.3 no H481 . C48 . H483 . 109.5 no H482 . C48 . H483 . 109.5 no C19 . S1 . C22 . 93.98(15) yes C19 . S1 . H2011 . 119.4 no C22 . S1 . H2011 . 123.5 no C23 . S2 . C26 . 91.13(16) yes C19 . S21 . C21 . 93.98(17) yes C23 . S22 . C25 . 91.41(19) yes C49 . S31 . C52 . 91.97(15) yes C49 . S51 . C51 . 94.9(2) yes C22 . C201 . C19 . 94.3(4) yes C22 . C201 . H2011 . 133.4 no C19 . C201 . H2011 . 132.3 no C21 . C20 . C19 . 114.9(4) yes C21 . C20 . H201 . 122.4 no C19 . C20 . H201 . 122.6 no C25 . C24 . C23 . 114.7(4) yes C25 . C24 . H241 . 121.8 no C23 . C24 . H241 . 123.5 no C23 . C241 . C26 . 114.4(6) yes C23 . C241 . H2411 . 124.1 no C26 . C241 . H2411 . 121.5 no C51 . C50 . C49 . 115.6(4) yes C51 . C50 . H501 . 121.9 no C49 . C50 . H501 . 122.6 no C52 . C501 . C49 . 108.0(5) yes C52 . C501 . H5011 . 124.9 no C49 . C501 . H5011 . 126.2 no C201 . H2011 . S1 . 21.5 no