# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Marcel Mayor' _publ_contact_author_email MARCEL.MAYOR@UNIBAS.CH _publ_section_title ; Planar chiral asymmetric naphthalenediimide cyclophanes: Synthesis, characterization and tunable FRET properties ; _publ_author_name 'Marcel Mayor' # Attachment 'Gabutti_et_al_x-ray_2.cif' data_sg_cyclS2_last _database_code_depnum_ccdc_archive 'CCDC 717688' _cell_length_a 15.4787(5) _cell_length_b 23.2471(6) _cell_length_c 31.7802(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 11435.6(6) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a ' _symmetry_space_group_name_Hall '-P 2ac 2ab' 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+1/2,z+1/2 -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 x+1/2,y,-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' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 '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 = C60 H56 N4 O8 S2 # Dc = 1.19 Fooo = 4704.00 Mu = 1.49 M = 1025.26 # Found Formula = C64 H64 N4 O10 S2 # Dc = 1.29 FOOO = 4704.00 Mu = 1.57 M = 1113.37 _chemical_formula_sum 'C64 H64 N4 O10 S2' _chemical_formula_moiety 'C60 H56 N4 O8 S2, C4 H8 O2' _chemical_compound_source ? _chemical_formula_weight 1113.37 _cell_measurement_reflns_used 9970 _cell_measurement_theta_min 4 _cell_measurement_theta_max 26 _cell_measurement_temperature 123 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_max 0.23 _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 4704 _exptl_absorpt_coefficient_mu 0.157 # Sheldrick geometric approximatio 0.98 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_T_max 0.99 # 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 'Nonius KappaCCD' _diffrn_measurement_device_type Area _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 'SIR92 (Altomare et al., 1994)' _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 123 _diffrn_reflns_number 106563 _reflns_number_total 11720 _diffrn_reflns_av_R_equivalents 0.061 # Number of reflections with Friedels Law is 11720 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 11737 _diffrn_reflns_theta_min 2.035 _diffrn_reflns_theta_max 26.438 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.438 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _reflns_limit_h_min 0 _reflns_limit_h_max 19 _reflns_limit_k_min 0 _reflns_limit_k_max 29 _reflns_limit_l_min 0 _reflns_limit_l_max 39 _oxford_diffrn_Wilson_B_factor 2.44 _oxford_diffrn_Wilson_scale 1219.61 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.40 _refine_diff_density_max 0.44 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>3.0\s(I) _refine_ls_number_reflns 9267 _refine_ls_number_restraints 377 _refine_ls_number_parameters 901 _oxford_refine_ls_R_factor_ref 0.0697 _refine_ls_wR_factor_ref 0.0661 _refine_ls_goodness_of_fit_ref 1.0525 _refine_ls_shift/su_max 0.000970 # The values computed from all data _oxford_reflns_number_all 11685 _refine_ls_R_factor_all 0.0943 _refine_ls_wR_factor_all 0.1278 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 9875 _refine_ls_R_factor_gt 0.0749 _refine_ls_wR_factor_gt 0.0697 # 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 noref # 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: 0.297 0.336 0.111 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens S1 S 0.83052(5) 0.24931(3) 0.31628(2) 0.0346 0.9300 Uani . . . . . . . S2 S 0.81423(5) 0.50478(3) 0.12174(2) 0.0330 0.9100 Uani . . . . . . . S3 S 0.8354(7) 0.1956(4) 0.2420(3) 0.0396 0.0700 Uani . . . . . . . S4 S 0.8115(6) 0.5589(3) 0.1974(3) 0.0461 0.0900 Uani . . . . . . . O1 O 0.55225(15) 0.41616(10) 0.08230(6) 0.0551 1.0000 Uani . . . . . . . O2 O 0.53993(15) 0.23293(9) 0.13088(7) 0.0560 1.0000 Uani . . . . . . . O3 O 0.54510(14) 0.51799(9) 0.29035(6) 0.0522 1.0000 Uani . . . . . . . O4 O 0.54138(13) 0.33464(10) 0.33927(6) 0.0521 1.0000 Uani . . . . . . . O5 O 0.85841(12) 0.35508(7) 0.34969(5) 0.0340 1.0000 Uani . . . . . . . O6 O 0.84073(14) 0.53059(7) 0.28814(6) 0.0421 1.0000 Uani . . . . . . . O7 O 0.85116(14) 0.22434(7) 0.15042(6) 0.0427 1.0000 Uani . . . . . . . O8 O 0.83888(15) 0.39920(8) 0.08852(5) 0.0459 1.0000 Uani . . . . . . . N1 N 0.54464(14) 0.32463(11) 0.10671(7) 0.0399 1.0000 Uani . . . . . . . N2 N 0.54419(14) 0.42632(11) 0.31498(6) 0.0386 1.0000 Uani . . . . . . . N3 N 0.85305(12) 0.44263(8) 0.31841(6) 0.0269 1.0000 Uani . . . . . . . N4 N 0.85046(13) 0.31245(8) 0.11977(6) 0.0269 1.0000 Uani . . . . . . . C1 C 0.54036(18) 0.30168(14) 0.06351(9) 0.0473 1.0000 Uani . . . . . . . C2 C 0.55269(17) 0.38357(13) 0.11185(8) 0.0386 1.0000 Uani . . . . . . . C3 C 0.55969(16) 0.40478(12) 0.15635(8) 0.0341 1.0000 Uani . . . . . . . C4 C 0.56494(18) 0.46258(12) 0.16401(8) 0.0396 1.0000 Uani . . . . . . . C5 C 0.56400(18) 0.48288(12) 0.20567(9) 0.0406 1.0000 Uani . . . . . . . C6 C 0.55858(16) 0.44534(12) 0.23892(8) 0.0345 1.0000 Uani . . . . . . . C7 C 0.54928(17) 0.46698(13) 0.28281(9) 0.0392 1.0000 Uani . . . . . . . C8 C 0.54694(17) 0.36699(13) 0.30957(9) 0.0395 1.0000 Uani . . . . . . . C9 C 0.55395(15) 0.34604(12) 0.26551(8) 0.0349 1.0000 Uani . . . . . . . C10 C 0.55312(19) 0.28820(13) 0.25756(9) 0.0441 1.0000 Uani . . . . . . . C11 C 0.55283(19) 0.26768(12) 0.21551(9) 0.0440 1.0000 Uani . . . . . . . C12 C 0.55365(16) 0.30572(12) 0.18265(8) 0.0368 1.0000 Uani . . . . . . . C13 C 0.54557(17) 0.28383(12) 0.13856(9) 0.0407 1.0000 Uani . . . . . . . C14 C 0.55830(15) 0.36508(11) 0.18987(8) 0.0321 1.0000 Uani . . . . . . . C15 C 0.55799(15) 0.38546(11) 0.23187(8) 0.0310 1.0000 Uani . . . . . . . C16 C 0.53385(18) 0.44921(15) 0.35808(9) 0.0476 1.0000 Uani . . . . . . . C17 C 0.61536(17) 0.47506(12) 0.37567(7) 0.0343 1.0000 Uani . . . . . . . C18 C 0.60927(18) 0.51134(12) 0.41039(8) 0.0395 1.0000 Uani . . . . . . . C19 C 0.68260(19) 0.53403(12) 0.42934(8) 0.0387 1.0000 Uani . . . . . . . C20 C 0.76182(17) 0.52070(11) 0.41171(7) 0.0329 1.0000 Uani . . . . . . . C21 C 0.76927(16) 0.48482(10) 0.37701(7) 0.0282 1.0000 Uani . . . . . . . C22 C 0.69545(16) 0.46167(10) 0.35959(7) 0.0290 1.0000 Uani . . . . . . . C23 C 0.85728(16) 0.47022(11) 0.35993(7) 0.0315 1.0000 Uani . . . . . . . C24 C 0.85000(14) 0.38222(10) 0.31720(7) 0.0264 1.0000 Uani . . . . . . . C25 C 0.83942(14) 0.35427(10) 0.27613(7) 0.0237 1.0000 Uani . . . . . . . C26 C 0.83482(16) 0.29410(10) 0.27225(7) 0.0276 1.0000 Uani . . . . . . . C27 C 0.83588(16) 0.27092(10) 0.23121(8) 0.0294 1.0000 Uani . . . . . . . C28 C 0.83755(14) 0.30470(9) 0.19589(7) 0.0251 1.0000 Uani . . . . . . . C29 C 0.84667(16) 0.27620(10) 0.15429(8) 0.0293 1.0000 Uani . . . . . . . C30 C 0.83923(16) 0.37215(10) 0.12121(7) 0.0302 1.0000 Uani . . . . . . . C31 C 0.83060(14) 0.40003(10) 0.16245(7) 0.0248 1.0000 Uani . . . . . . . C32 C 0.82315(15) 0.46014(10) 0.16606(7) 0.0272 1.0000 Uani . . . . . . . C33 C 0.82599(16) 0.48383(9) 0.20715(8) 0.0280 1.0000 Uani . . . . . . . C34 C 0.83394(15) 0.45010(9) 0.24245(7) 0.0249 1.0000 Uani . . . . . . . C35 C 0.84174(16) 0.47865(10) 0.28390(8) 0.0295 1.0000 Uani . . . . . . . C36 C 0.83545(14) 0.38942(9) 0.23949(7) 0.0221 1.0000 Uani . . . . . . . C37 C 0.83386(14) 0.36502(9) 0.19903(7) 0.0224 1.0000 Uani . . . . . . . C38 C 0.86323(16) 0.28580(10) 0.07826(7) 0.0295 1.0000 Uani . . . . . . . C39 C 0.78026(15) 0.26945(10) 0.05667(7) 0.0263 1.0000 Uani . . . . . . . C40 C 0.78197(16) 0.23335(10) 0.02184(7) 0.0290 1.0000 Uani . . . . . . . C41 C 0.70713(17) 0.21898(11) 0.00012(8) 0.0337 1.0000 Uani . . . . . . . C42 C 0.62947(17) 0.24206(12) 0.01431(8) 0.0364 1.0000 Uani . . . . . . . C43 C 0.62615(16) 0.27784(12) 0.04925(8) 0.0349 1.0000 Uani . . . . . . . C44 C 0.70196(16) 0.29151(11) 0.06999(8) 0.0333 1.0000 Uani . . . . . . . C45 C 0.8058(2) 0.17446(11) 0.29899(9) 0.0457 1.0000 Uani D U . . . . . C46 C 0.7959(3) 0.14587(15) 0.34229(11) 0.0674 0.9300 Uani D U . . . . . C47 C 0.8801(3) 0.14499(14) 0.27662(11) 0.0612 0.9300 Uani D U . . . . . C48 C 0.7208(2) 0.17106(14) 0.27522(11) 0.0539 0.9300 Uani D U . . . . . C49 C 0.8079(2) 0.58162(11) 0.13857(9) 0.0477 1.0000 Uani D U . . . . . C50 C 0.8021(4) 0.60979(14) 0.09484(11) 0.0736 0.9100 Uani D U . . . . . C51 C 0.7255(3) 0.59362(15) 0.16299(11) 0.0640 0.9100 Uani D U . . . . . C52 C 0.8898(3) 0.60305(15) 0.15985(11) 0.0617 0.9100 Uani D U . . . . . C53 C 0.6751(2) 0.57059(15) 0.46921(10) 0.0622 1.0000 Uani D U . . . . . C54 C 0.70870(19) 0.18047(13) -0.03919(8) 0.0459 1.0000 Uani D U . . . . . C55 C 0.7393(6) 0.5420(5) 0.5030(2) 0.0713 0.4000 Uani D U . . . . . C56 C 0.5927(6) 0.5837(6) 0.4845(3) 0.0768 0.4000 Uani D U . . . . . C57 C 0.7332(7) 0.6255(4) 0.4612(3) 0.0773 0.4000 Uani D U . . . . . C58 C 0.7965(5) 0.1547(4) -0.0483(2) 0.0700 0.6000 Uani D U . . . . . C59 C 0.6460(5) 0.1292(3) -0.0310(2) 0.0747 0.6000 Uani D U . . . . . C60 C 0.6784(5) 0.2129(3) -0.07697(16) 0.0654 0.6000 Uani D U . . . . . C61 C 0.7516(4) 0.5948(3) 0.4861(2) 0.0683 0.6000 Uani D U . . . . . C62 C 0.6100(5) 0.6224(3) 0.4596(2) 0.0818 0.6000 Uani D U . . . . . C63 C 0.6208(5) 0.5361(4) 0.50173(19) 0.0851 0.6000 Uani D U . . . . . C64 C 0.7717(8) 0.1323(5) -0.0340(3) 0.0714 0.4000 Uani D U . . . . . C65 C 0.6195(6) 0.1597(6) -0.0530(3) 0.0811 0.4000 Uani D U . . . . . C66 C 0.7429(9) 0.2205(4) -0.0749(3) 0.0787 0.4000 Uani D U . . . . . C67 C 0.780(3) 0.1173(8) 0.2904(13) 0.0500 0.0700 Uani D U . . . . . C68 C 0.8855(18) 0.1756(16) 0.3273(12) 0.0493 0.0700 Uani D U . . . . . C69 C 0.7227(16) 0.2046(14) 0.3122(13) 0.0479 0.0700 Uani D U . . . . . C70 C 0.801(3) 0.6451(6) 0.1518(11) 0.0576 0.0900 Uani D U . . . . . C71 C 0.8941(14) 0.5765(12) 0.1160(11) 0.0552 0.0900 Uani D U . . . . . C72 C 0.7221(14) 0.5639(15) 0.1190(11) 0.0580 0.0900 Uani D U . . . . . O81 O 0.4798(9) 0.1597(5) 0.4594(3) 0.1018 0.5000 Uani D U . . . . . O82 O 0.5016(7) 0.0992(5) 0.4046(3) 0.0919 0.5000 Uani D U . . . . . C81 C 0.4865(6) 0.1118(4) 0.4455(3) 0.0820 0.5000 Uani D U . . . . . C82 C 0.4706(11) 0.0585(6) 0.4717(4) 0.1092 0.5000 Uani D U . . . . . C83 C 0.5233(12) 0.1499(6) 0.3808(5) 0.0818 0.5000 Uani D U . . . . . C84 C 0.5224(6) 0.1335(4) 0.3354(3) 0.0743 0.5000 Uani D U . . . . . O91 O 0.5033(7) 0.1687(4) 0.4398(4) 0.0954 0.5000 Uani D U . . . . . O92 O 0.5181(5) 0.0807(4) 0.4128(3) 0.0779 0.5000 Uani D U . . . . . C91 C 0.5155(6) 0.1388(4) 0.4102(4) 0.0799 0.5000 Uani D U . . . . . C92 C 0.5360(14) 0.1546(7) 0.3664(5) 0.0928 0.5000 Uani D U . . . . . C93 C 0.4980(7) 0.0568(5) 0.4536(3) 0.0883 0.5000 Uani D U . . . . . C94 C 0.4028(7) 0.0535(5) 0.4593(3) 0.0920 0.5000 Uani D U . . . . . H11 H 0.5222 0.3307 0.0447 0.0612 1.0000 Uiso . . . . . . . H12 H 0.4990 0.2708 0.0630 0.0612 1.0000 Uiso . . . . . . . H41 H 0.5690 0.4888 0.1412 0.0497 1.0000 Uiso . . . . . . . H51 H 0.5668 0.5230 0.2110 0.0498 1.0000 Uiso . . . . . . . H101 H 0.5525 0.2615 0.2803 0.0540 1.0000 Uiso . . . . . . . H111 H 0.5516 0.2276 0.2099 0.0533 1.0000 Uiso . . . . . . . H161 H 0.4905 0.4785 0.3573 0.0607 1.0000 Uiso . . . . . . . H162 H 0.5154 0.4191 0.3760 0.0607 1.0000 Uiso . . . . . . . H181 H 0.5537 0.5209 0.4212 0.0486 1.0000 Uiso . . . . . . . H201 H 0.8129 0.5368 0.4237 0.0414 1.0000 Uiso . . . . . . . H221 H 0.6993 0.4364 0.3363 0.0351 1.0000 Uiso . . . . . . . H231 H 0.8903 0.5046 0.3578 0.0399 1.0000 Uiso . . . . . . . H232 H 0.8849 0.4446 0.3790 0.0399 1.0000 Uiso . . . . . . . H261 H 0.8313 0.2700 0.2963 0.0336 0.0700 Uiso . . . . . . . H271 H 0.8359 0.2304 0.2280 0.0362 0.9300 Uiso . . . . . . . H321 H 0.8164 0.4838 0.1421 0.0330 0.0900 Uiso . . . . . . . H331 H 0.8230 0.5242 0.2105 0.0338 0.9100 Uiso . . . . . . . H381 H 0.8933 0.3121 0.0606 0.0371 1.0000 Uiso . . . . . . . H382 H 0.8970 0.2520 0.0817 0.0371 1.0000 Uiso . . . . . . . H401 H 0.8358 0.2182 0.0126 0.0368 1.0000 Uiso . . . . . . . H421 H 0.5773 0.2332 -0.0003 0.0443 1.0000 Uiso . . . . . . . H441 H 0.7004 0.3167 0.0935 0.0408 1.0000 Uiso . . . . . . . H461 H 0.7828 0.1062 0.3387 0.0809 0.9300 Uiso . . . . . . . H462 H 0.8483 0.1496 0.3576 0.0809 0.9300 Uiso . . . . . . . H463 H 0.7505 0.1640 0.3574 0.0809 0.9300 Uiso . . . . . . . H471 H 0.8632 0.1072 0.2687 0.0734 0.9300 Uiso . . . . . . . H472 H 0.9285 0.1430 0.2949 0.0734 0.9300 Uiso . . . . . . . H473 H 0.8951 0.1663 0.2522 0.0734 0.9300 Uiso . . . . . . . H481 H 0.7104 0.1324 0.2669 0.0648 0.9300 Uiso . . . . . . . H482 H 0.6751 0.1838 0.2929 0.0648 0.9300 Uiso . . . . . . . H483 H 0.7235 0.1948 0.2510 0.0648 0.9300 Uiso . . . . . . . H501 H 0.7984 0.6504 0.0979 0.0884 0.9100 Uiso . . . . . . . H502 H 0.8522 0.6004 0.0790 0.0884 0.9100 Uiso . . . . . . . H503 H 0.7522 0.5960 0.0806 0.0884 0.9100 Uiso . . . . . . . H511 H 0.7242 0.6329 0.1711 0.0768 0.9100 Uiso . . . . . . . H512 H 0.7239 0.5700 0.1874 0.0768 0.9100 Uiso . . . . . . . H513 H 0.6769 0.5854 0.1458 0.0768 0.9100 Uiso . . . . . . . H521 H 0.8826 0.6422 0.1676 0.0741 0.9100 Uiso . . . . . . . H522 H 0.9370 0.5997 0.1409 0.0741 0.9100 Uiso . . . . . . . H523 H 0.9008 0.5807 0.1843 0.0741 0.9100 Uiso . . . . . . . H551 H 0.7371 0.5632 0.5285 0.0855 0.4000 Uiso . . . . . . . H552 H 0.7966 0.5424 0.4923 0.0855 0.4000 Uiso . . . . . . . H553 H 0.7221 0.5034 0.5081 0.0855 0.4000 Uiso . . . . . . . H561 H 0.5977 0.6064 0.5092 0.0923 0.4000 Uiso . . . . . . . H562 H 0.5614 0.6044 0.4638 0.0923 0.4000 Uiso . . . . . . . H563 H 0.5630 0.5490 0.4910 0.0923 0.4000 Uiso . . . . . . . H571 H 0.7310 0.6499 0.4851 0.0927 0.4000 Uiso . . . . . . . H572 H 0.7912 0.6138 0.4564 0.0927 0.4000 Uiso . . . . . . . H573 H 0.7122 0.6456 0.4373 0.0927 0.4000 Uiso . . . . . . . H581 H 0.7932 0.1315 -0.0728 0.0839 0.6000 Uiso . . . . . . . H582 H 0.8372 0.1847 -0.0526 0.0839 0.6000 Uiso . . . . . . . H583 H 0.8142 0.1318 -0.0251 0.0839 0.6000 Uiso . . . . . . . H591 H 0.6456 0.1045 -0.0548 0.0897 0.6000 Uiso . . . . . . . H592 H 0.6649 0.1083 -0.0070 0.0897 0.6000 Uiso . . . . . . . H593 H 0.5894 0.1435 -0.0262 0.0897 0.6000 Uiso . . . . . . . H601 H 0.6799 0.1883 -0.1009 0.0784 0.6000 Uiso . . . . . . . H602 H 0.7152 0.2450 -0.0816 0.0784 0.6000 Uiso . . . . . . . H603 H 0.6210 0.2259 -0.0725 0.0784 0.6000 Uiso . . . . . . . H611 H 0.7379 0.6163 0.5106 0.0819 0.6000 Uiso . . . . . . . H612 H 0.7773 0.6195 0.4658 0.0819 0.6000 Uiso . . . . . . . H613 H 0.7909 0.5650 0.4931 0.0819 0.6000 Uiso . . . . . . . H621 H 0.6043 0.6457 0.4840 0.0981 0.6000 Uiso . . . . . . . H622 H 0.6319 0.6449 0.4371 0.0981 0.6000 Uiso . . . . . . . H623 H 0.5551 0.6072 0.4521 0.0981 0.6000 Uiso . . . . . . . H631 H 0.6152 0.5579 0.5269 0.1021 0.6000 Uiso . . . . . . . H632 H 0.6489 0.5007 0.5078 0.1021 0.6000 Uiso . . . . . . . H633 H 0.5651 0.5286 0.4904 0.1021 0.6000 Uiso . . . . . . . H641 H 0.7716 0.1091 -0.0586 0.0856 0.4000 Uiso . . . . . . . H642 H 0.8279 0.1475 -0.0297 0.0856 0.4000 Uiso . . . . . . . H643 H 0.7557 0.1095 -0.0104 0.0856 0.4000 Uiso . . . . . . . H651 H 0.6250 0.1362 -0.0773 0.0973 0.4000 Uiso . . . . . . . H652 H 0.5841 0.1919 -0.0593 0.0973 0.4000 Uiso . . . . . . . H653 H 0.5939 0.1380 -0.0309 0.0973 0.4000 Uiso . . . . . . . H661 H 0.7458 0.1996 -0.1005 0.0943 0.4000 Uiso . . . . . . . H662 H 0.7989 0.2341 -0.0677 0.0943 0.4000 Uiso . . . . . . . H663 H 0.7049 0.2523 -0.0781 0.0943 0.4000 Uiso . . . . . . . H671 H 0.7628 0.0992 0.3158 0.0600 0.0700 Uiso . . . . . . . H672 H 0.8276 0.0968 0.2786 0.0600 0.0700 Uiso . . . . . . . H673 H 0.7335 0.1175 0.2711 0.0600 0.0700 Uiso . . . . . . . H681 H 0.8694 0.1651 0.3551 0.0590 0.0700 Uiso . . . . . . . H682 H 0.9092 0.2133 0.3275 0.0590 0.0700 Uiso . . . . . . . H683 H 0.9272 0.1493 0.3169 0.0590 0.0700 Uiso . . . . . . . H691 H 0.7085 0.1940 0.3402 0.0575 0.0700 Uiso . . . . . . . H692 H 0.7305 0.2451 0.3107 0.0575 0.0700 Uiso . . . . . . . H693 H 0.6771 0.1935 0.2938 0.0575 0.0700 Uiso . . . . . . . H701 H 0.7985 0.6687 0.1275 0.0693 0.0900 Uiso . . . . . . . H702 H 0.8510 0.6552 0.1679 0.0693 0.0900 Uiso . . . . . . . H703 H 0.7510 0.6506 0.1683 0.0693 0.0900 Uiso . . . . . . . H711 H 0.8877 0.5883 0.0876 0.0664 0.0900 Uiso . . . . . . . H712 H 0.9355 0.6004 0.1296 0.0664 0.0900 Uiso . . . . . . . H713 H 0.9132 0.5377 0.1170 0.0664 0.0900 Uiso . . . . . . . H721 H 0.7211 0.5751 0.0902 0.0695 0.0900 Uiso . . . . . . . H722 H 0.6761 0.5819 0.1336 0.0695 0.0900 Uiso . . . . . . . H723 H 0.7159 0.5232 0.1208 0.0695 0.0900 Uiso . . . . . . . H821 H 0.4794 0.0253 0.4548 0.1307 0.5000 Uiso . . . . . . . H822 H 0.5097 0.0579 0.4947 0.1307 0.5000 Uiso . . . . . . . H823 H 0.4130 0.0589 0.4819 0.1307 0.5000 Uiso . . . . . . . H831 H 0.5791 0.1632 0.3885 0.0981 0.5000 Uiso . . . . . . . H832 H 0.4819 0.1793 0.3859 0.0981 0.5000 Uiso . . . . . . . H841 H 0.5365 0.1661 0.3187 0.0894 0.5000 Uiso . . . . . . . H842 H 0.5636 0.1039 0.3306 0.0894 0.5000 Uiso . . . . . . . H843 H 0.4665 0.1200 0.3279 0.0894 0.5000 Uiso . . . . . . . H921 H 0.5422 0.1207 0.3500 0.1113 0.5000 Uiso . . . . . . . H922 H 0.5886 0.1758 0.3659 0.1113 0.5000 Uiso . . . . . . . H923 H 0.4908 0.1776 0.3553 0.1113 0.5000 Uiso . . . . . . . H931 H 0.5221 0.0806 0.4749 0.1062 0.5000 Uiso . . . . . . . H932 H 0.5220 0.0192 0.4556 0.1062 0.5000 Uiso . . . . . . . H941 H 0.3902 0.0377 0.4862 0.1106 0.5000 Uiso . . . . . . . H942 H 0.3788 0.0910 0.4573 0.1106 0.5000 Uiso . . . . . . . H943 H 0.3787 0.0297 0.4380 0.1106 0.5000 Uiso . . . . . . . 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 0.0505(4) 0.0265(3) 0.0267(3) 0.0071(3) 0.0010(3) -0.0002(3) S2 0.0497(4) 0.0239(3) 0.0255(3) 0.0055(3) -0.0069(3) 0.0013(3) S3 0.054(6) 0.027(4) 0.038(5) -0.001(4) -0.006(4) -0.001(4) S4 0.069(6) 0.027(3) 0.042(4) 0.003(3) 0.005(4) 0.008(4) O1 0.0654(15) 0.0668(14) 0.0330(10) 0.0000(10) 0.0033(10) 0.0141(12) O2 0.0587(14) 0.0473(12) 0.0620(14) -0.0177(11) 0.0036(11) 0.0117(10) O3 0.0534(13) 0.0552(13) 0.0482(12) -0.0178(10) 0.0054(10) -0.0140(10) O4 0.0447(12) 0.0756(15) 0.0361(11) 0.0092(11) -0.0052(9) 0.0014(11) O5 0.0406(10) 0.0373(9) 0.0239(8) 0.0047(7) -0.0013(7) 0.0018(8) O6 0.0689(14) 0.0237(9) 0.0336(10) -0.0032(8) -0.0012(9) -0.0035(9) O7 0.0669(13) 0.0239(9) 0.0374(10) -0.0027(8) 0.0080(9) -0.0027(9) O8 0.0804(15) 0.0342(10) 0.0233(9) 0.0028(8) -0.0077(9) -0.0033(10) N1 0.0288(11) 0.0555(14) 0.0355(12) -0.0127(11) -0.0006(9) 0.0120(10) N2 0.0261(11) 0.0629(15) 0.0266(11) -0.0080(11) 0.0002(9) -0.0071(10) N3 0.0269(10) 0.0309(10) 0.0231(9) -0.0027(8) -0.0031(8) -0.0028(8) N4 0.0284(10) 0.0289(10) 0.0235(9) -0.0013(8) -0.0010(8) -0.0022(8) C1 0.0369(15) 0.0659(19) 0.0389(15) -0.0190(14) -0.0080(12) 0.0151(14) C2 0.0283(14) 0.0509(16) 0.0366(14) -0.0027(13) 0.0054(11) 0.0108(12) C3 0.0233(12) 0.0479(15) 0.0313(13) -0.0029(12) 0.0014(10) 0.0033(11) C4 0.0347(14) 0.0479(16) 0.0362(14) 0.0001(13) 0.0056(11) -0.0024(12) C5 0.0397(15) 0.0402(15) 0.0420(15) -0.0047(12) 0.0052(12) -0.0075(12) C6 0.0215(12) 0.0480(15) 0.0340(13) -0.0074(12) 0.0004(10) -0.0047(11) C7 0.0282(14) 0.0488(17) 0.0407(15) -0.0139(13) 0.0001(11) -0.0110(12) C8 0.0256(13) 0.0555(17) 0.0373(14) -0.0001(14) -0.0059(11) -0.0006(12) C9 0.0189(12) 0.0508(16) 0.0350(13) -0.0026(12) -0.0031(10) 0.0033(11) C10 0.0380(16) 0.0491(16) 0.0452(16) 0.0060(14) -0.0005(13) 0.0127(13) C11 0.0410(16) 0.0405(15) 0.0504(17) -0.0045(13) 0.0022(13) 0.0142(12) C12 0.0264(13) 0.0440(15) 0.0401(14) -0.0046(12) 0.0003(11) 0.0097(11) C13 0.0297(14) 0.0429(16) 0.0495(16) -0.0137(13) 0.0031(12) 0.0096(12) C14 0.0200(12) 0.0406(14) 0.0356(13) -0.0061(11) -0.0010(10) 0.0063(10) C15 0.0168(11) 0.0443(14) 0.0318(12) -0.0052(11) 0.0001(9) 0.0020(10) C16 0.0339(15) 0.078(2) 0.0312(14) -0.0159(14) 0.0038(11) -0.0070(14) C17 0.0338(14) 0.0451(14) 0.0239(12) -0.0046(11) -0.0005(10) -0.0049(11) C18 0.0383(15) 0.0508(16) 0.0294(13) -0.0078(12) 0.0048(11) 0.0024(12) C19 0.0514(17) 0.0397(14) 0.0249(12) -0.0053(11) 0.0012(12) -0.0019(12) C20 0.0417(15) 0.0334(13) 0.0236(12) -0.0041(10) -0.0059(10) -0.0093(11) C21 0.0328(13) 0.0284(12) 0.0232(11) 0.0033(10) -0.0025(10) -0.0021(10) C22 0.0323(13) 0.0323(12) 0.0225(11) -0.0057(10) -0.0012(9) -0.0016(10) C23 0.0325(13) 0.0361(13) 0.0260(12) -0.0042(10) -0.0048(10) -0.0068(10) C24 0.0201(11) 0.0332(12) 0.0260(12) 0.0016(10) 0.0003(9) 0.0013(9) C25 0.0193(11) 0.0286(11) 0.0232(11) 0.0042(9) 0.0010(9) 0.0007(9) C26 0.0283(12) 0.0262(11) 0.0283(12) 0.0078(10) 0.0023(10) 0.0031(9) C27 0.0335(13) 0.0218(11) 0.0328(12) 0.0026(10) 0.0031(10) 0.0009(10) C28 0.0220(11) 0.0233(11) 0.0300(12) 0.0002(9) 0.0015(9) -0.0031(9) C29 0.0295(13) 0.0276(12) 0.0308(12) -0.0012(10) 0.0011(10) -0.0015(10) C30 0.0362(14) 0.0306(12) 0.0236(11) 0.0006(10) -0.0057(10) -0.0052(10) C31 0.0212(11) 0.0280(11) 0.0253(11) 0.0024(9) -0.0031(9) -0.0028(9) C32 0.0254(12) 0.0287(11) 0.0277(11) 0.0074(10) -0.0056(9) -0.0032(9) C33 0.0295(12) 0.0208(10) 0.0336(12) 0.0008(9) -0.0020(10) -0.0017(9) C34 0.0236(12) 0.0254(11) 0.0256(11) 0.0001(9) -0.0007(9) -0.0009(9) C35 0.0313(13) 0.0278(12) 0.0295(12) 0.0015(10) 0.0017(10) -0.0041(10) C36 0.0159(10) 0.0235(10) 0.0269(11) 0.0025(9) -0.0003(9) -0.0007(8) C37 0.0184(10) 0.0233(10) 0.0254(11) 0.0022(9) -0.0005(9) -0.0013(8) C38 0.0283(13) 0.0336(13) 0.0265(12) -0.0037(10) 0.0027(10) -0.0025(10) C39 0.0274(12) 0.0273(11) 0.0243(11) -0.0005(9) 0.0006(9) 0.0002(9) C40 0.0295(13) 0.0326(12) 0.0249(12) -0.0023(10) 0.0060(10) 0.0032(10) C41 0.0382(14) 0.0378(14) 0.0250(12) -0.0078(11) 0.0041(10) 0.0005(11) C42 0.0342(14) 0.0460(15) 0.0290(12) -0.0117(12) -0.0040(10) -0.0006(12) C43 0.0311(14) 0.0423(14) 0.0315(13) -0.0087(11) -0.0026(11) 0.0058(11) C44 0.0334(13) 0.0396(14) 0.0270(12) -0.0115(11) -0.0014(10) 0.0044(11) C45 0.074(2) 0.0234(12) 0.0396(15) 0.0099(11) 0.0016(14) 0.0002(13) C46 0.118(3) 0.0363(17) 0.048(2) 0.0175(15) 0.001(2) -0.008(2) C47 0.097(3) 0.0362(17) 0.0507(19) 0.0070(15) -0.0046(19) 0.0249(18) C48 0.076(2) 0.0360(16) 0.0503(19) 0.0073(15) 0.0024(17) -0.0198(16) C49 0.079(2) 0.0250(13) 0.0394(15) 0.0104(12) -0.0057(14) 0.0045(13) C50 0.145(4) 0.0298(16) 0.046(2) 0.0164(15) -0.012(2) -0.003(2) C51 0.096(3) 0.0438(19) 0.052(2) -0.0008(17) -0.010(2) 0.035(2) C52 0.099(3) 0.0406(18) 0.0454(19) 0.0043(16) -0.0041(19) -0.0294(19) C53 0.081(2) 0.071(2) 0.0349(15) -0.0247(15) 0.0050(15) -0.0072(18) C54 0.0462(16) 0.0585(18) 0.0329(14) -0.0249(13) 0.0016(12) 0.0023(13) C55 0.076(5) 0.097(5) 0.040(4) -0.032(4) -0.001(4) 0.019(4) C56 0.075(5) 0.102(6) 0.054(4) -0.042(5) 0.003(4) 0.017(4) C57 0.089(5) 0.088(5) 0.056(4) -0.041(4) 0.002(4) 0.001(4) C58 0.074(4) 0.091(4) 0.045(3) -0.043(3) -0.004(3) 0.026(3) C59 0.104(4) 0.065(3) 0.055(3) -0.040(3) 0.021(3) -0.020(3) C60 0.077(4) 0.088(4) 0.031(2) -0.023(2) -0.008(3) 0.009(3) C61 0.061(3) 0.096(4) 0.048(3) -0.039(3) 0.006(3) -0.019(3) C62 0.076(4) 0.097(4) 0.073(4) -0.054(3) 0.011(3) 0.001(3) C63 0.095(4) 0.118(5) 0.043(3) -0.035(3) 0.020(3) -0.039(4) C64 0.095(6) 0.070(5) 0.049(5) -0.033(4) -0.003(4) 0.013(4) C65 0.088(5) 0.099(6) 0.056(5) -0.051(4) -0.010(4) 0.000(5) C66 0.106(6) 0.086(5) 0.045(4) -0.023(4) 0.005(5) 0.013(5) C67 0.073(9) 0.028(7) 0.049(10) 0.014(8) 0.001(8) -0.004(8) C68 0.072(9) 0.027(8) 0.049(10) 0.015(9) 0.000(7) -0.005(8) C69 0.070(9) 0.025(8) 0.049(10) 0.015(8) 0.001(8) -0.006(8) C70 0.087(16) 0.033(9) 0.053(14) 0.014(11) -0.007(14) 0.017(13) C71 0.088(13) 0.023(11) 0.055(14) 0.021(12) 0.011(12) -0.001(12) C72 0.070(13) 0.050(14) 0.055(14) 0.019(13) 0.004(12) 0.001(13) O81 0.100(8) 0.103(6) 0.102(7) -0.022(5) -0.014(5) 0.019(5) O82 0.103(7) 0.095(7) 0.077(4) 0.017(4) 0.005(4) 0.053(5) C81 0.080(5) 0.093(5) 0.073(5) 0.005(4) -0.005(4) 0.036(5) C82 0.119(11) 0.123(9) 0.086(8) 0.016(7) 0.035(7) 0.003(8) C83 0.076(9) 0.086(7) 0.084(7) 0.006(6) 0.000(7) 0.032(6) C84 0.070(5) 0.063(5) 0.091(6) 0.012(4) 0.023(5) 0.009(4) O91 0.069(6) 0.064(4) 0.153(10) -0.018(5) -0.030(6) 0.019(4) O92 0.055(4) 0.071(5) 0.108(6) 0.000(4) 0.005(4) 0.023(4) C91 0.048(4) 0.070(5) 0.122(8) 0.007(6) 0.001(5) 0.022(5) C92 0.076(8) 0.087(8) 0.116(10) -0.022(8) 0.020(9) -0.003(6) C93 0.072(6) 0.089(6) 0.103(7) -0.004(6) -0.007(6) 0.024(5) C94 0.077(6) 0.109(7) 0.090(6) -0.005(5) 0.000(5) 0.016(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.03186(5) 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 . C26 . 1.745(2) yes S1 . C45 . 1.864(3) yes S2 . C32 . 1.755(2) yes S2 . C49 . 1.867(3) yes S3 . C27 . 1.784(9) yes S3 . C45 . 1.931(10) yes S4 . C33 . 1.785(8) yes S4 . C49 . 1.945(9) yes O1 . C2 . 1.207(3) yes O2 . C13 . 1.211(3) yes O3 . C7 . 1.212(3) yes O4 . C8 . 1.210(3) yes O5 . C24 . 1.217(3) yes O6 . C35 . 1.215(3) yes O7 . C29 . 1.214(3) yes O8 . C30 . 1.215(3) yes N1 . C1 . 1.474(3) yes N1 . C2 . 1.385(4) yes N1 . C13 . 1.387(4) yes N2 . C7 . 1.395(4) yes N2 . C8 . 1.391(4) yes N2 . C16 . 1.478(3) yes N3 . C23 . 1.469(3) yes N3 . C24 . 1.406(3) yes N3 . C35 . 1.391(3) yes N4 . C29 . 1.385(3) yes N4 . C30 . 1.399(3) yes N4 . C38 . 1.471(3) yes C1 . C43 . 1.509(4) yes C1 . H11 . 0.944 no C1 . H12 . 0.962 no C2 . C3 . 1.502(4) yes C3 . C4 . 1.368(4) yes C3 . C14 . 1.410(4) yes C4 . C5 . 1.406(4) yes C4 . H41 . 0.950 no C5 . C6 . 1.373(4) yes C5 . H51 . 0.949 no C6 . C7 . 1.490(4) yes C6 . C15 . 1.410(4) yes C8 . C9 . 1.487(4) yes C9 . C10 . 1.368(4) yes C9 . C15 . 1.409(4) yes C10 . C11 . 1.419(4) yes C10 . H101 . 0.953 no C11 . C12 . 1.368(4) yes C11 . H111 . 0.949 no C12 . C13 . 1.496(4) yes C12 . C14 . 1.401(4) yes C14 . C15 . 1.416(3) yes C16 . C17 . 1.505(4) yes C16 . H161 . 0.957 no C16 . H162 . 0.945 no C17 . C18 . 1.392(4) yes C17 . C22 . 1.377(3) yes C18 . C19 . 1.389(4) yes C18 . H181 . 0.952 no C19 . C20 . 1.383(4) yes C19 . C53 . 1.530(4) yes C20 . C21 . 1.387(3) yes C20 . H201 . 0.954 no C21 . C22 . 1.379(3) yes C21 . C23 . 1.505(4) yes C22 . H221 . 0.946 no C23 . H231 . 0.952 no C23 . H232 . 0.950 no C24 . C25 . 1.467(3) yes C25 . C26 . 1.406(3) yes C25 . C36 . 1.424(3) yes C26 . C27 . 1.411(3) yes C26 . H261 . 0.950 no C27 . C28 . 1.370(3) yes C27 . H271 . 0.948 no C28 . C29 . 1.486(3) yes C28 . C37 . 1.407(3) yes C30 . C31 . 1.468(3) yes C31 . C32 . 1.407(3) yes C31 . C37 . 1.420(3) yes C32 . C33 . 1.418(3) yes C32 . H321 . 0.946 no C33 . C34 . 1.374(3) yes C33 . H331 . 0.946 no C34 . C35 . 1.480(3) yes C34 . C36 . 1.414(3) yes C36 . C37 . 1.406(3) yes C38 . C39 . 1.505(3) yes C38 . H381 . 0.951 no C38 . H382 . 0.951 no C39 . C40 . 1.389(3) yes C39 . C44 . 1.382(3) yes C40 . C41 . 1.389(4) yes C40 . H401 . 0.952 no C41 . C42 . 1.391(4) yes C41 . C54 . 1.537(3) yes C42 . C43 . 1.388(3) yes C42 . H421 . 0.955 no C43 . C44 . 1.383(4) yes C44 . H441 . 0.948 no C45 . C46 . 1.536(4) yes C45 . C47 . 1.516(4) yes C45 . C48 . 1.520(4) yes C45 . C67 . 1.412(10) yes C45 . C68 . 1.526(10) yes C45 . C69 . 1.525(10) yes C46 . H461 . 0.950 no C46 . H462 . 0.950 no C46 . H463 . 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 C49 . C50 . 1.539(4) yes C49 . C51 . 1.520(5) yes C49 . C52 . 1.520(4) yes C49 . C70 . 1.538(10) yes C49 . C71 . 1.518(10) yes C49 . C72 . 1.524(10) yes C50 . H501 . 0.950 no C50 . H502 . 0.950 no C50 . H503 . 0.950 no C51 . H511 . 0.950 no C51 . H512 . 0.950 no C51 . H513 . 0.950 no C52 . H521 . 0.950 no C52 . H522 . 0.950 no C52 . H523 . 0.950 no C53 . C55 . 1.606(9) yes C53 . C56 . 1.399(9) yes C53 . C57 . 1.581(10) yes C53 . C61 . 1.416(6) yes C53 . C62 . 1.600(8) yes C53 . C63 . 1.555(7) yes C54 . C58 . 1.513(7) yes C54 . C59 . 1.560(7) yes C54 . C60 . 1.493(6) yes C54 . C64 . 1.495(10) yes C54 . C65 . 1.526(9) yes C54 . C66 . 1.560(9) yes C55 . H551 . 0.950 no C55 . H552 . 0.950 no C55 . H553 . 0.950 no C56 . H561 . 0.950 no C56 . H562 . 0.950 no C56 . H563 . 0.951 no C57 . H571 . 0.950 no C57 . H572 . 0.950 no C57 . H573 . 0.950 no C58 . H581 . 0.950 no C58 . H582 . 0.950 no C58 . H583 . 0.950 no C59 . H591 . 0.950 no C59 . H592 . 0.950 no C59 . H593 . 0.949 no C60 . H601 . 0.950 no C60 . H602 . 0.950 no C60 . H603 . 0.949 no C61 . H611 . 0.950 no C61 . H612 . 0.950 no C61 . H613 . 0.950 no C62 . H621 . 0.950 no C62 . H622 . 0.950 no C62 . H623 . 0.950 no C63 . H631 . 0.950 no C63 . H632 . 0.950 no C63 . H633 . 0.950 no C64 . H641 . 0.950 no C64 . H642 . 0.950 no C64 . H643 . 0.950 no C65 . H651 . 0.950 no C65 . H652 . 0.949 no C65 . H653 . 0.951 no C66 . H661 . 0.950 no C66 . H662 . 0.951 no C66 . H663 . 0.950 no C67 . H671 . 0.951 no C67 . H672 . 0.949 no C67 . H673 . 0.951 no C68 . H681 . 0.951 no C68 . H682 . 0.952 no C68 . H683 . 0.948 no C69 . H691 . 0.948 no C69 . H692 . 0.949 no C69 . H693 . 0.952 no C70 . H701 . 0.950 no C70 . H702 . 0.953 no C70 . H703 . 0.947 no C71 . H711 . 0.949 no C71 . H712 . 0.952 no C71 . H713 . 0.949 no C72 . H721 . 0.951 no C72 . H722 . 0.947 no C72 . H723 . 0.952 no O81 . C81 . 1.203(8) yes O82 . C81 . 1.353(8) yes O82 . C83 . 1.441(9) yes C81 . C82 . 1.511(13) yes C82 . H821 . 0.950 no C82 . H822 . 0.951 no C82 . H823 . 0.948 no C83 . C84 . 1.492(14) yes C83 . H831 . 0.949 no C83 . H832 . 0.950 no C84 . H841 . 0.950 no C84 . H842 . 0.950 no C84 . H843 . 0.950 no O91 . C91 . 1.184(8) yes O92 . C91 . 1.353(8) yes O92 . C93 . 1.446(9) yes C91 . C92 . 1.475(13) yes C92 . H921 . 0.950 no C92 . H922 . 0.951 no C92 . H923 . 0.948 no C93 . C94 . 1.487(13) yes C93 . H931 . 0.950 no C93 . H932 . 0.950 no C94 . H941 . 0.950 no C94 . H942 . 0.949 no C94 . H943 . 0.949 no H522 . H712 . 0.360 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 C26 . S1 . C45 . 109.17(12) yes C32 . S2 . C49 . 109.87(12) yes C27 . S3 . C45 . 115.6(5) yes C33 . S4 . C49 . 115.8(4) yes C1 . N1 . C2 . 118.2(2) yes C1 . N1 . C13 . 115.6(2) yes C2 . N1 . C13 . 126.1(2) yes C7 . N2 . C8 . 125.4(2) yes C7 . N2 . C16 . 116.2(2) yes C8 . N2 . C16 . 118.4(2) yes C23 . N3 . C24 . 117.54(19) yes C23 . N3 . C35 . 116.81(19) yes C24 . N3 . C35 . 125.16(19) yes C29 . N4 . C30 . 124.9(2) yes C29 . N4 . C38 . 117.40(19) yes C30 . N4 . C38 . 117.63(19) yes N1 . C1 . C43 . 111.9(2) yes N1 . C1 . H11 . 110.1 no C43 . C1 . H11 . 109.6 no N1 . C1 . H12 . 108.3 no C43 . C1 . H12 . 107.9 no H11 . C1 . H12 . 108.9 no N1 . C2 . O1 . 121.9(3) yes N1 . C2 . C3 . 116.2(2) yes O1 . C2 . C3 . 121.8(3) yes C2 . C3 . C4 . 119.6(2) yes C2 . C3 . C14 . 119.7(2) yes C4 . C3 . C14 . 120.6(2) yes C3 . C4 . C5 . 119.8(3) yes C3 . C4 . H41 . 119.9 no C5 . C4 . H41 . 120.3 no C4 . C5 . C6 . 120.8(3) yes C4 . C5 . H51 . 119.7 no C6 . C5 . H51 . 119.4 no C5 . C6 . C7 . 120.8(2) yes C5 . C6 . C15 . 120.4(2) yes C7 . C6 . C15 . 118.8(2) yes C6 . C7 . N2 . 117.6(2) yes C6 . C7 . O3 . 121.4(3) yes N2 . C7 . O3 . 121.0(2) yes N2 . C8 . O4 . 121.2(3) yes N2 . C8 . C9 . 116.3(2) yes O4 . C8 . C9 . 122.4(3) yes C8 . C9 . C10 . 119.7(3) yes C8 . C9 . C15 . 120.3(2) yes C10 . C9 . C15 . 120.0(2) yes C9 . C10 . C11 . 120.3(3) yes C9 . C10 . H101 . 120.0 no C11 . C10 . H101 . 119.7 no C10 . C11 . C12 . 120.1(3) yes C10 . C11 . H111 . 120.5 no C12 . C11 . H111 . 119.4 no C11 . C12 . C13 . 119.6(3) yes C11 . C12 . C14 . 120.8(3) yes C13 . C12 . C14 . 119.5(2) yes C12 . C13 . N1 . 116.9(2) yes C12 . C13 . O2 . 121.8(3) yes N1 . C13 . O2 . 121.3(3) yes C3 . C14 . C12 . 121.5(2) yes C3 . C14 . C15 . 119.5(2) yes C12 . C14 . C15 . 118.9(2) yes C14 . C15 . C6 . 118.7(2) yes C14 . C15 . C9 . 119.8(2) yes C6 . C15 . C9 . 121.4(2) yes N2 . C16 . C17 . 113.4(2) yes N2 . C16 . H161 . 108.0 no C17 . C16 . H161 . 108.2 no N2 . C16 . H162 . 108.9 no C17 . C16 . H162 . 109.0 no H161 . C16 . H162 . 109.3 no C16 . C17 . C18 . 118.7(2) yes C16 . C17 . C22 . 121.8(2) yes C18 . C17 . C22 . 119.5(2) yes C17 . C18 . C19 . 121.2(2) yes C17 . C18 . H181 . 119.3 no C19 . C18 . H181 . 119.5 no C18 . C19 . C20 . 117.6(2) yes C18 . C19 . C53 . 120.6(3) yes C20 . C19 . C53 . 121.8(3) yes C19 . C20 . C21 . 122.0(2) yes C19 . C20 . H201 . 119.0 no C21 . C20 . H201 . 119.0 no C20 . C21 . C22 . 119.0(2) yes C20 . C21 . C23 . 119.8(2) yes C22 . C21 . C23 . 121.1(2) yes C21 . C22 . C17 . 120.6(2) yes C21 . C22 . H221 . 120.2 no C17 . C22 . H221 . 119.2 no C21 . C23 . N3 . 112.46(19) yes C21 . C23 . H231 . 108.8 no N3 . C23 . H231 . 109.0 no C21 . C23 . H232 . 108.6 no N3 . C23 . H232 . 108.6 no H231 . C23 . H232 . 109.3 no N3 . C24 . O5 . 119.4(2) yes N3 . C24 . C25 . 118.1(2) yes O5 . C24 . C25 . 122.5(2) yes C24 . C25 . C26 . 121.6(2) yes C24 . C25 . C36 . 118.6(2) yes C26 . C25 . C36 . 119.8(2) yes C25 . C26 . S1 . 121.68(18) yes C25 . C26 . C27 . 117.4(2) yes S1 . C26 . C27 . 120.90(17) yes C25 . C26 . H261 . 121.2 no C27 . C26 . H261 . 121.4 no S3 . C27 . C26 . 101.3(3) yes S3 . C27 . C28 . 136.1(4) yes C26 . C27 . C28 . 122.6(2) yes C26 . C27 . H271 . 118.7 no C28 . C27 . H271 . 118.8 no C27 . C28 . C29 . 118.4(2) yes C27 . C28 . C37 . 120.8(2) yes C29 . C28 . C37 . 120.7(2) yes C28 . C29 . N4 . 116.0(2) yes C28 . C29 . O7 . 122.6(2) yes N4 . C29 . O7 . 121.4(2) yes N4 . C30 . O8 . 119.1(2) yes N4 . C30 . C31 . 118.6(2) yes O8 . C30 . C31 . 122.3(2) yes C30 . C31 . C32 . 121.3(2) yes C30 . C31 . C37 . 118.3(2) yes C32 . C31 . C37 . 120.3(2) yes S2 . C32 . C31 . 121.88(18) yes S2 . C32 . C33 . 120.79(18) yes C31 . C32 . C33 . 117.3(2) yes C31 . C32 . H321 . 121.3 no C33 . C32 . H321 . 121.4 no S4 . C33 . C32 . 102.5(3) yes S4 . C33 . C34 . 135.2(3) yes C32 . C33 . C34 . 122.2(2) yes C32 . C33 . H331 . 119.2 no C34 . C33 . H331 . 118.6 no C33 . C34 . C35 . 118.6(2) yes C33 . C34 . C36 . 121.1(2) yes C35 . C34 . C36 . 120.4(2) yes C34 . C35 . N3 . 116.2(2) yes C34 . C35 . O6 . 122.9(2) yes N3 . C35 . O6 . 120.8(2) yes C25 . C36 . C34 . 121.2(2) yes C25 . C36 . C37 . 121.1(2) yes C34 . C36 . C37 . 117.6(2) yes C31 . C37 . C28 . 121.0(2) yes C31 . C37 . C36 . 121.2(2) yes C28 . C37 . C36 . 117.8(2) yes N4 . C38 . C39 . 113.62(19) yes N4 . C38 . H381 . 108.8 no C39 . C38 . H381 . 108.2 no N4 . C38 . H382 . 108.7 no C39 . C38 . H382 . 108.2 no H381 . C38 . H382 . 109.3 no C38 . C39 . C40 . 120.0(2) yes C38 . C39 . C44 . 121.0(2) yes C40 . C39 . C44 . 119.0(2) yes C39 . C40 . C41 . 121.7(2) yes C39 . C40 . H401 . 119.1 no C41 . C40 . H401 . 119.2 no C40 . C41 . C42 . 117.8(2) yes C40 . C41 . C54 . 122.0(2) yes C42 . C41 . C54 . 120.1(2) yes C41 . C42 . C43 . 121.5(2) yes C41 . C42 . H421 . 119.3 no C43 . C42 . H421 . 119.2 no C1 . C43 . C42 . 119.5(2) yes C1 . C43 . C44 . 121.3(2) yes C42 . C43 . C44 . 119.2(2) yes C43 . C44 . C39 . 120.8(2) yes C43 . C44 . H441 . 119.7 no C39 . C44 . H441 . 119.4 no S1 . C45 . C46 . 99.2(2) yes S1 . C45 . C47 . 113.9(2) yes C46 . C45 . C47 . 107.5(3) yes S1 . C45 . C48 . 111.9(2) yes C46 . C45 . C48 . 109.6(3) yes C47 . C45 . C48 . 113.6(3) yes S3 . C45 . C67 . 97.2(18) yes S3 . C45 . C68 . 110.8(17) yes S1 . C45 . C69 . 70.3(15) yes S3 . C45 . C69 . 110.0(15) yes C67 . C45 . C68 . 111(2) yes C67 . C45 . C69 . 105(3) yes C68 . C45 . C69 . 121(2) yes C45 . C46 . H461 . 109.5 no C45 . C46 . H462 . 109.5 no H461 . C46 . H462 . 109.4 no C45 . C46 . H463 . 109.5 no H461 . C46 . H463 . 109.5 no H462 . C46 . H463 . 109.5 no C45 . C47 . H471 . 109.5 no C45 . C47 . H472 . 109.5 no H471 . C47 . H472 . 109.5 no C45 . C47 . H473 . 109.4 no H471 . C47 . H473 . 109.5 no H472 . C47 . H473 . 109.5 no C45 . C48 . H481 . 109.5 no C45 . C48 . H482 . 109.5 no H481 . C48 . H482 . 109.4 no C45 . C48 . H483 . 109.5 no H481 . C48 . H483 . 109.5 no H482 . C48 . H483 . 109.5 no S2 . C49 . C50 . 98.7(2) yes S2 . C49 . C51 . 111.5(2) yes C50 . C49 . C51 . 109.5(3) yes S2 . C49 . C52 . 113.4(2) yes C50 . C49 . C52 . 108.1(3) yes C51 . C49 . C52 . 114.4(3) yes S4 . C49 . C70 . 90.0(13) yes S4 . C49 . C71 . 114.0(14) yes S4 . C49 . C72 . 110.1(14) yes C70 . C49 . C71 . 105.3(20) yes C70 . C49 . C72 . 108(2) yes C71 . C49 . C72 . 124(2) yes C49 . C50 . H501 . 109.5 no C49 . C50 . H502 . 109.5 no H501 . C50 . H502 . 109.5 no C49 . C50 . H503 . 109.5 no H501 . C50 . H503 . 109.5 no H502 . C50 . H503 . 109.5 no C49 . C51 . H511 . 109.4 no C49 . C51 . H512 . 109.4 no H511 . C51 . H512 . 109.5 no C49 . C51 . H513 . 109.5 no H511 . C51 . H513 . 109.5 no H512 . C51 . H513 . 109.5 no C49 . C52 . H521 . 109.5 no C49 . C52 . H522 . 109.5 no H521 . C52 . H522 . 109.5 no C49 . C52 . H523 . 109.5 no H521 . C52 . H523 . 109.5 no H522 . C52 . H523 . 109.5 no C19 . C53 . C55 . 106.1(4) yes C19 . C53 . C56 . 118.5(5) yes C55 . C53 . C56 . 114.9(6) yes C19 . C53 . C57 . 105.8(4) yes C55 . C53 . C57 . 95.2(6) yes C56 . C53 . C57 . 113.5(7) yes C19 . C53 . C61 . 118.1(3) yes C19 . C53 . C62 . 107.9(3) yes C61 . C53 . C62 . 107.4(5) yes C19 . C53 . C63 . 107.7(3) yes C61 . C53 . C63 . 113.9(4) yes C62 . C53 . C63 . 100.0(5) yes C41 . C54 . C58 . 113.6(3) yes C41 . C54 . C59 . 107.5(3) yes C58 . C54 . C59 . 106.8(5) yes C41 . C54 . C60 . 110.8(3) yes C58 . C54 . C60 . 109.1(4) yes C59 . C54 . C60 . 108.9(5) yes C41 . C54 . C64 . 110.9(5) yes C41 . C54 . C65 . 113.8(4) yes C64 . C54 . C65 . 112.7(7) yes C41 . C54 . C66 . 104.4(4) yes C64 . C54 . C66 . 107.8(7) yes C65 . C54 . C66 . 106.6(7) yes C53 . C55 . H551 . 109.5 no C53 . C55 . H552 . 109.5 no H551 . C55 . H552 . 109.5 no C53 . C55 . H553 . 109.5 no H551 . C55 . H553 . 109.5 no H552 . C55 . H553 . 109.4 no C53 . C56 . H561 . 109.5 no C53 . C56 . H562 . 109.5 no H561 . C56 . H562 . 109.5 no C53 . C56 . H563 . 109.4 no H561 . C56 . H563 . 109.4 no H562 . C56 . H563 . 109.4 no C53 . C57 . H571 . 109.5 no C53 . C57 . H572 . 109.5 no H571 . C57 . H572 . 109.5 no C53 . C57 . H573 . 109.5 no H571 . C57 . H573 . 109.5 no H572 . C57 . H573 . 109.5 no C54 . C58 . H581 . 109.4 no C54 . C58 . H582 . 109.5 no H581 . C58 . H582 . 109.5 no C54 . C58 . H583 . 109.5 no H581 . C58 . H583 . 109.5 no H582 . C58 . H583 . 109.5 no C54 . C59 . H591 . 109.4 no C54 . C59 . H592 . 109.4 no H591 . C59 . H592 . 109.4 no C54 . C59 . H593 . 109.5 no H591 . C59 . H593 . 109.5 no H592 . C59 . H593 . 109.5 no C54 . C60 . H601 . 109.4 no C54 . C60 . H602 . 109.4 no H601 . C60 . H602 . 109.5 no C54 . C60 . H603 . 109.5 no H601 . C60 . H603 . 109.5 no H602 . C60 . H603 . 109.5 no C53 . C61 . H611 . 109.4 no C53 . C61 . H612 . 109.4 no H611 . C61 . H612 . 109.5 no C53 . C61 . H613 . 109.5 no H611 . C61 . H613 . 109.5 no H612 . C61 . H613 . 109.5 no C53 . C62 . H621 . 109.5 no C53 . C62 . H622 . 109.5 no H621 . C62 . H622 . 109.5 no C53 . C62 . H623 . 109.5 no H621 . C62 . H623 . 109.5 no H622 . C62 . H623 . 109.5 no C53 . C63 . H631 . 109.4 no C53 . C63 . H632 . 109.5 no H631 . C63 . H632 . 109.5 no C53 . C63 . H633 . 109.5 no H631 . C63 . H633 . 109.5 no H632 . C63 . H633 . 109.5 no C54 . C64 . H641 . 109.5 no C54 . C64 . H642 . 109.5 no H641 . C64 . H642 . 109.5 no C54 . C64 . H643 . 109.5 no H641 . C64 . H643 . 109.5 no H642 . C64 . H643 . 109.5 no C54 . C65 . H651 . 109.5 no C54 . C65 . H652 . 109.5 no H651 . C65 . H652 . 109.6 no C54 . C65 . H653 . 109.4 no H651 . C65 . H653 . 109.4 no H652 . C65 . H653 . 109.4 no C54 . C66 . H661 . 109.5 no C54 . C66 . H662 . 109.5 no H661 . C66 . H662 . 109.4 no C54 . C66 . H663 . 109.5 no H661 . C66 . H663 . 109.5 no H662 . C66 . H663 . 109.4 no C45 . C67 . H671 . 109.4 no C45 . C67 . H672 . 109.6 no H671 . C67 . H672 . 109.5 no C45 . C67 . H673 . 109.4 no H671 . C67 . H673 . 109.4 no H672 . C67 . H673 . 109.5 no C45 . C68 . H681 . 109.4 no C45 . C68 . H682 . 109.4 no H681 . C68 . H682 . 109.3 no C45 . C68 . H683 . 109.6 no H681 . C68 . H683 . 109.6 no H682 . C68 . H683 . 109.5 no C45 . C69 . H691 . 109.5 no C45 . C69 . H692 . 109.5 no H691 . C69 . H692 . 109.7 no C45 . C69 . H693 . 109.3 no H691 . C69 . H693 . 109.4 no H692 . C69 . H693 . 109.4 no C49 . C70 . H701 . 109.5 no C49 . C70 . H702 . 109.3 no H701 . C70 . H702 . 109.3 no C49 . C70 . H703 . 109.6 no H701 . C70 . H703 . 109.7 no H702 . C70 . H703 . 109.5 no C49 . C71 . H711 . 109.5 no C49 . C71 . H712 . 109.3 no H711 . C71 . H712 . 109.4 no C49 . C71 . H713 . 109.5 no H711 . C71 . H713 . 109.7 no H712 . C71 . H713 . 109.4 no C49 . C72 . H721 . 109.4 no C49 . C72 . H722 . 109.7 no H721 . C72 . H722 . 109.7 no C49 . C72 . H723 . 109.3 no H721 . C72 . H723 . 109.2 no H722 . C72 . H723 . 109.5 no C81 . O82 . C83 . 111.7(11) yes O82 . C81 . O81 . 124.5(10) yes O82 . C81 . C82 . 112.3(9) yes O81 . C81 . C82 . 122.9(10) yes C81 . C82 . H821 . 109.5 no C81 . C82 . H822 . 109.4 no H821 . C82 . H822 . 109.4 no C81 . C82 . H823 . 109.6 no H821 . C82 . H823 . 109.6 no H822 . C82 . H823 . 109.5 no O82 . C83 . C84 . 107.3(10) yes O82 . C83 . H831 . 109.9 no C84 . C83 . H831 . 110.1 no O82 . C83 . H832 . 109.9 no C84 . C83 . H832 . 110.0 no H831 . C83 . H832 . 109.5 no C83 . C84 . H841 . 109.5 no C83 . C84 . H842 . 109.5 no H841 . C84 . H842 . 109.5 no C83 . C84 . H843 . 109.5 no H841 . C84 . H843 . 109.5 no H842 . C84 . H843 . 109.4 no C91 . O92 . C93 . 115.6(10) yes O92 . C91 . O91 . 122.9(11) yes O92 . C91 . C92 . 107.5(12) yes O91 . C91 . C92 . 129.5(12) yes C91 . C92 . H921 . 109.4 no C91 . C92 . H922 . 109.3 no H921 . C92 . H922 . 109.4 no C91 . C92 . H923 . 109.4 no H921 . C92 . H923 . 109.7 no H922 . C92 . H923 . 109.6 no O92 . C93 . C94 . 110.0(8) yes O92 . C93 . H931 . 109.3 no C94 . C93 . H931 . 109.4 no O92 . C93 . H932 . 109.3 no C94 . C93 . H932 . 109.4 no H931 . C93 . H932 . 109.5 no C93 . C94 . H941 . 109.3 no C93 . C94 . H942 . 109.4 no H941 . C94 . H942 . 109.5 no C93 . C94 . H943 . 109.4 no H941 . C94 . H943 . 109.5 no H942 . C94 . H943 . 109.6 no C52 . H522 . H712 . 125.2 no C71 . H712 . H522 . 118.1 no