# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2005 data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_Cambridge 0440 _publ_contact_author_name 'ProfD Jie Dai' _publ_contact_author_address ; Department of Chemistry Suzhou University 1 Shizi Street Suzhou 215006 CHINA ; _publ_contact_author_email daijie@suda.edu.cn _publ_contact_author_fax +86-512-65224783 _publ_section_title ; A water-soluble derivative of tetrathiafulvalene showing pH sensitive redox properties ; loop_ _publ_author_name 'Jie Dai' 'Ding-Xian Jia' 'Hai-Hong Lin' 'Zhe-Min Yan' 'De-Qing Zhang' ; Qin-Yu Zhu ; 'Jing-Lin Zuo' #============================================================================== data_shelxl _database_code_depnum_ccdc_archive 'CCDC 230828' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H7 O4 S6,C16 H36 N1' _chemical_formula_sum 'C26 H43 N O4 S6' _chemical_formula_weight 625.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.239(2) _cell_length_b 12.380(3) _cell_length_c 13.299(3) _cell_angle_alpha 74.38(3) _cell_angle_beta 77.53(3) _cell_angle_gamma 66.05(2) _cell_volume 1616.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 3861 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.286 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 0.454 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8989 _exptl_absorpt_correction_T_max 0.9560 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15617 _diffrn_reflns_av_R_equivalents 0.0795 _diffrn_reflns_av_sigmaI/netI 0.0834 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5611 _reflns_number_gt 4390 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0419P)^2^+4.1542P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5611 _refine_ls_number_parameters 344 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1425 _refine_ls_R_factor_gt 0.1083 _refine_ls_wR_factor_ref 0.1909 _refine_ls_wR_factor_gt 0.1787 _refine_ls_goodness_of_fit_ref 1.238 _refine_ls_restrained_S_all 1.239 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 1.05226(14) 0.31129(13) 0.22661(12) 0.0336(4) Uani 1 1 d . . . S2 S 1.18912(15) 0.48125(14) 0.17684(13) 0.0374(4) Uani 1 1 d . . . S3 S 0.94316(15) 0.68976(15) 0.06049(13) 0.0405(4) Uani 1 1 d . . . S4 S 0.80766(14) 0.51817(14) 0.10875(12) 0.0345(4) Uani 1 1 d . . . S5 S 0.69512(18) 0.90950(15) 0.02848(15) 0.0487(5) Uani 1 1 d . . . S6 S 0.54095(17) 0.72164(17) 0.0813(2) 0.0650(6) Uani 1 1 d . . . O1 O 1.2583(4) 0.1458(4) 0.4641(3) 0.0436(11) Uani 1 1 d . . . O2 O 1.1135(4) 0.1169(4) 0.3953(4) 0.0484(12) Uani 1 1 d . . . O3 O 1.3765(4) 0.4466(4) 0.3026(4) 0.0496(12) Uani 1 1 d . . . O4 O 1.3818(4) 0.2764(4) 0.4160(3) 0.0421(11) Uani 1 1 d . . . N1 N 0.7277(4) 0.2508(4) 0.5332(4) 0.0302(11) Uani 1 1 d . . . C1 C 1.1683(5) 0.2843(5) 0.3100(4) 0.0297(13) Uani 1 1 d . . . C2 C 1.2315(5) 0.3619(5) 0.2870(4) 0.0289(13) Uani 1 1 d . . . C3 C 1.0498(6) 0.4564(5) 0.1645(4) 0.0311(13) Uani 1 1 d . . . C4 C 0.9496(6) 0.5421(5) 0.1177(5) 0.0329(14) Uani 1 1 d . . . C5 C 0.7730(6) 0.7503(5) 0.0589(5) 0.0360(14) Uani 1 1 d . . . C6 C 0.7102(5) 0.6740(5) 0.0816(5) 0.0333(14) Uani 1 1 d . . . C7 C 1.1803(6) 0.1731(5) 0.3955(5) 0.0370(15) Uani 1 1 d . . . C8 C 1.3384(6) 0.3625(6) 0.3393(5) 0.0352(14) Uani 1 1 d . . . C9 C 0.6743(8) 0.9340(6) -0.1067(6) 0.061(2) Uani 1 1 d . . . H9A H 0.7596 0.9200 -0.1499 0.092 Uiso 1 1 calc R . . H9B H 0.6150 1.0173 -0.1296 0.092 Uiso 1 1 calc R . . H9C H 0.6369 0.8781 -0.1146 0.092 Uiso 1 1 calc R . . C10 C 0.5156(7) 0.5883(7) 0.0869(9) 0.081(3) Uani 1 1 d . . . H10A H 0.5580 0.5582 0.0221 0.121 Uiso 1 1 calc R . . H10B H 0.4213 0.6057 0.0943 0.121 Uiso 1 1 calc R . . H10C H 0.5535 0.5270 0.1474 0.121 Uiso 1 1 calc R . . C11 C 0.8255(5) 0.1838(5) 0.6136(5) 0.0356(14) Uani 1 1 d . . . H11A H 0.8442 0.0964 0.6247 0.043 Uiso 1 1 calc R . . H11B H 0.9086 0.1963 0.5829 0.043 Uiso 1 1 calc R . . C12 C 0.7848(6) 0.2187(6) 0.7179(5) 0.0414(16) Uani 1 1 d . . . H12A H 0.7057 0.2012 0.7531 0.050 Uiso 1 1 calc R . . H12B H 0.7640 0.3062 0.7093 0.050 Uiso 1 1 calc R . . C13 C 0.8996(9) 0.1451(9) 0.7846(6) 0.074(3) Uani 1 1 d D . . H13A H 0.9307 0.0589 0.7811 0.089 Uiso 1 1 calc R . . H13B H 0.9732 0.1732 0.7548 0.089 Uiso 1 1 calc R . . C14 C 0.8599(9) 0.1576(9) 0.8971(7) 0.080(3) Uani 1 1 d D . . H14A H 0.8273 0.2430 0.9007 0.121 Uiso 1 1 calc R . . H14B H 0.9359 0.1125 0.9363 0.121 Uiso 1 1 calc R . . H14C H 0.7905 0.1254 0.9280 0.121 Uiso 1 1 calc R . . C15 C 0.7052(5) 0.3847(5) 0.5029(5) 0.0300(13) Uani 1 1 d . . . H15A H 0.6485 0.4222 0.4456 0.036 Uiso 1 1 calc R . . H15B H 0.6558 0.4217 0.5642 0.036 Uiso 1 1 calc R . . C16 C 0.8258(6) 0.4175(5) 0.4673(5) 0.0368(15) Uani 1 1 d . . . H16A H 0.8907 0.3625 0.4224 0.044 Uiso 1 1 calc R . . H16B H 0.8667 0.4095 0.5291 0.044 Uiso 1 1 calc R . . C17 C 0.7844(6) 0.5472(5) 0.4056(5) 0.0362(14) Uani 1 1 d . . . H17A H 0.7629 0.5501 0.3364 0.043 Uiso 1 1 calc R . . H17B H 0.7039 0.5977 0.4439 0.043 Uiso 1 1 calc R . . C18 C 0.8894(6) 0.6003(6) 0.3886(6) 0.0446(16) Uani 1 1 d . . . H18A H 0.8972 0.6148 0.4554 0.067 Uiso 1 1 calc R . . H18B H 0.8652 0.6767 0.3371 0.067 Uiso 1 1 calc R . . H18C H 0.9736 0.5435 0.3623 0.067 Uiso 1 1 calc R . . C19 C 0.7874(6) 0.1898(5) 0.4396(5) 0.0352(14) Uani 1 1 d . . . H19A H 0.8782 0.1877 0.4193 0.042 Uiso 1 1 calc R . . H19B H 0.7927 0.1051 0.4624 0.042 Uiso 1 1 calc R . . C20 C 0.7161(6) 0.2467(6) 0.3427(5) 0.0417(16) Uani 1 1 d . . . H20A H 0.7178 0.3287 0.3139 0.050 Uiso 1 1 calc R . . H20B H 0.6233 0.2542 0.3619 0.050 Uiso 1 1 calc R . . C21 C 0.7812(8) 0.1696(7) 0.2600(6) 0.058(2) Uani 1 1 d . . . H21A H 0.8735 0.1635 0.2408 0.070 Uiso 1 1 calc R . . H21B H 0.7815 0.0872 0.2903 0.070 Uiso 1 1 calc R . . C22 C 0.7131(11) 0.2199(8) 0.1613(6) 0.083(3) Uani 1 1 d . . . H22A H 0.6228 0.2224 0.1792 0.125 Uiso 1 1 calc R . . H22B H 0.7604 0.1682 0.1101 0.125 Uiso 1 1 calc R . . H22C H 0.7120 0.3017 0.1311 0.125 Uiso 1 1 calc R . . C23 C 0.5937(5) 0.2443(5) 0.5769(5) 0.0316(13) Uani 1 1 d . . . H23A H 0.5334 0.2929 0.5232 0.038 Uiso 1 1 calc R . . H23B H 0.5603 0.2828 0.6389 0.038 Uiso 1 1 calc R . . C24 C 0.5874(6) 0.1187(5) 0.6097(5) 0.0371(14) Uani 1 1 d . . . H24A H 0.6033 0.0846 0.5466 0.045 Uiso 1 1 calc R . . H24B H 0.6561 0.0648 0.6555 0.045 Uiso 1 1 calc R . . C25 C 0.4529(6) 0.1267(6) 0.6685(5) 0.0376(15) Uani 1 1 d . . . H25A H 0.3845 0.1869 0.6246 0.045 Uiso 1 1 calc R . . H25B H 0.4407 0.1552 0.7341 0.045 Uiso 1 1 calc R . . C26 C 0.4355(7) 0.0056(6) 0.6957(6) 0.0553(19) Uani 1 1 d . . . H26A H 0.4457 -0.0222 0.6308 0.083 Uiso 1 1 calc R . . H26B H 0.3478 0.0152 0.7333 0.083 Uiso 1 1 calc R . . H26C H 0.5018 -0.0538 0.7403 0.083 Uiso 1 1 calc R . . H1 H 1.323(12) 0.201(11) 0.451(9) 0.15(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0323(8) 0.0318(8) 0.0407(9) -0.0060(7) -0.0115(7) -0.0133(7) S2 0.0343(8) 0.0428(9) 0.0393(9) 0.0028(7) -0.0119(7) -0.0219(7) S3 0.0386(9) 0.0397(9) 0.0476(10) 0.0035(7) -0.0151(7) -0.0217(7) S4 0.0309(8) 0.0344(8) 0.0427(9) -0.0058(7) -0.0105(7) -0.0150(7) S5 0.0595(11) 0.0328(9) 0.0528(11) -0.0049(8) -0.0135(9) -0.0149(8) S6 0.0296(9) 0.0458(11) 0.1202(19) -0.0224(11) -0.0100(10) -0.0105(8) O1 0.046(3) 0.037(3) 0.046(3) 0.003(2) -0.018(2) -0.015(2) O2 0.034(2) 0.034(2) 0.076(3) 0.002(2) -0.017(2) -0.014(2) O3 0.046(3) 0.048(3) 0.064(3) -0.004(2) -0.022(2) -0.024(2) O4 0.038(2) 0.045(3) 0.047(3) -0.010(2) -0.021(2) -0.011(2) N1 0.028(2) 0.023(2) 0.040(3) -0.006(2) -0.007(2) -0.009(2) C1 0.023(3) 0.029(3) 0.036(3) -0.010(3) -0.008(2) -0.004(2) C2 0.028(3) 0.029(3) 0.027(3) -0.007(2) -0.006(2) -0.006(2) C3 0.034(3) 0.035(3) 0.030(3) 0.001(3) -0.011(3) -0.021(3) C4 0.035(3) 0.040(3) 0.030(3) -0.001(3) -0.007(3) -0.022(3) C5 0.040(3) 0.035(3) 0.037(4) -0.006(3) -0.010(3) -0.016(3) C6 0.024(3) 0.032(3) 0.043(4) -0.013(3) -0.011(3) -0.003(3) C7 0.032(3) 0.027(3) 0.046(4) -0.011(3) -0.009(3) -0.001(3) C8 0.027(3) 0.039(4) 0.043(4) -0.021(3) -0.004(3) -0.008(3) C9 0.069(5) 0.039(4) 0.055(5) -0.010(3) -0.020(4) 0.007(4) C10 0.037(4) 0.065(5) 0.156(9) -0.036(6) -0.013(5) -0.026(4) C11 0.024(3) 0.032(3) 0.053(4) -0.006(3) -0.013(3) -0.010(3) C12 0.036(3) 0.044(4) 0.043(4) 0.001(3) -0.014(3) -0.016(3) C13 0.075(6) 0.104(7) 0.056(5) -0.012(5) -0.023(4) -0.042(5) C14 0.084(6) 0.097(7) 0.078(6) -0.004(5) -0.030(5) -0.049(6) C15 0.028(3) 0.026(3) 0.036(3) -0.008(2) -0.008(2) -0.006(2) C16 0.030(3) 0.035(3) 0.052(4) -0.016(3) 0.000(3) -0.016(3) C17 0.037(3) 0.040(4) 0.039(4) -0.010(3) -0.003(3) -0.021(3) C18 0.042(4) 0.044(4) 0.054(4) -0.016(3) 0.003(3) -0.023(3) C19 0.028(3) 0.027(3) 0.052(4) -0.014(3) -0.002(3) -0.009(3) C20 0.042(4) 0.045(4) 0.044(4) -0.017(3) -0.001(3) -0.019(3) C21 0.066(5) 0.063(5) 0.068(5) -0.026(4) 0.007(4) -0.045(4) C22 0.144(9) 0.081(6) 0.053(5) -0.024(5) 0.001(5) -0.071(6) C23 0.027(3) 0.036(3) 0.036(3) -0.010(3) -0.008(3) -0.012(3) C24 0.031(3) 0.036(3) 0.048(4) -0.009(3) -0.005(3) -0.014(3) C25 0.037(3) 0.040(4) 0.042(4) -0.006(3) -0.005(3) -0.021(3) C26 0.065(5) 0.054(5) 0.060(5) -0.001(4) -0.011(4) -0.041(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C3 1.755(6) . ? S1 C1 1.765(6) . ? S2 C3 1.762(6) . ? S2 C2 1.767(6) . ? S3 C5 1.751(6) . ? S3 C4 1.759(6) . ? S4 C6 1.770(6) . ? S4 C4 1.770(6) . ? S5 C5 1.771(6) . ? S5 C9 1.791(7) . ? S6 C6 1.749(6) . ? S6 C10 1.766(8) . ? O1 C7 1.286(7) . ? O1 H1 1.14(13) . ? O2 C7 1.214(7) . ? O3 C8 1.226(7) . ? O4 C8 1.273(7) . ? O4 H1 1.29(13) . ? N1 C23 1.519(7) . ? N1 C19 1.519(7) . ? N1 C15 1.522(7) . ? N1 C11 1.526(7) . ? C1 C2 1.350(8) . ? C1 C7 1.510(8) . ? C2 C8 1.516(8) . ? C3 C4 1.325(8) . ? C5 C6 1.333(8) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.487(9) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.544(10) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.498(10) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.514(8) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.522(8) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.520(8) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.515(9) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.520(9) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.517(11) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.524(8) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.521(8) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.527(9) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 S1 C1 94.2(3) . . ? C3 S2 C2 94.1(3) . . ? C5 S3 C4 94.4(3) . . ? C6 S4 C4 94.0(3) . . ? C5 S5 C9 101.1(3) . . ? C6 S6 C10 104.2(3) . . ? C7 O1 H1 118(6) . . ? C8 O4 H1 118(5) . . ? C23 N1 C19 111.2(4) . . ? C23 N1 C15 105.7(4) . . ? C19 N1 C15 111.7(4) . . ? C23 N1 C11 111.7(4) . . ? C19 N1 C11 105.2(4) . . ? C15 N1 C11 111.4(4) . . ? C2 C1 C7 131.3(5) . . ? C2 C1 S1 116.9(4) . . ? C7 C1 S1 111.8(4) . . ? C1 C2 C8 130.4(5) . . ? C1 C2 S2 116.8(4) . . ? C8 C2 S2 112.8(4) . . ? C4 C3 S1 123.6(4) . . ? C4 C3 S2 122.6(4) . . ? S1 C3 S2 113.7(3) . . ? C3 C4 S3 123.9(4) . . ? C3 C4 S4 122.6(4) . . ? S3 C4 S4 113.6(3) . . ? C6 C5 S3 118.0(5) . . ? C6 C5 S5 124.2(5) . . ? S3 C5 S5 117.7(3) . . ? C5 C6 S6 123.0(5) . . ? C5 C6 S4 116.7(4) . . ? S6 C6 S4 120.3(3) . . ? O2 C7 O1 124.7(6) . . ? O2 C7 C1 117.2(5) . . ? O1 C7 C1 118.0(6) . . ? O3 C8 O4 125.6(6) . . ? O3 C8 C2 116.3(6) . . ? O4 C8 C2 118.1(5) . . ? S5 C9 H9A 109.5 . . ? S5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? S5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? S6 C10 H10A 109.5 . . ? S6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? S6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 N1 116.3(5) . . ? C12 C11 H11A 108.2 . . ? N1 C11 H11A 108.2 . . ? C12 C11 H11B 108.2 . . ? N1 C11 H11B 108.2 . . ? H11A C11 H11B 107.4 . . ? C11 C12 C13 107.8(6) . . ? C11 C12 H12A 110.1 . . ? C13 C12 H12A 110.1 . . ? C11 C12 H12B 110.1 . . ? C13 C12 H12B 110.1 . . ? H12A C12 H12B 108.5 . . ? C14 C13 C12 111.8(7) . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13B 109.3 . . ? C12 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 N1 116.9(4) . . ? C16 C15 H15A 108.1 . . ? N1 C15 H15A 108.1 . . ? C16 C15 H15B 108.1 . . ? N1 C15 H15B 108.1 . . ? H15A C15 H15B 107.3 . . ? C15 C16 C17 108.5(5) . . ? C15 C16 H16A 110.0 . . ? C17 C16 H16A 110.0 . . ? C15 C16 H16B 110.0 . . ? C17 C16 H16B 110.0 . . ? H16A C16 H16B 108.4 . . ? C18 C17 C16 113.1(5) . . ? C18 C17 H17A 109.0 . . ? C16 C17 H17A 109.0 . . ? C18 C17 H17B 109.0 . . ? C16 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 N1 116.5(5) . . ? C20 C19 H19A 108.2 . . ? N1 C19 H19A 108.2 . . ? C20 C19 H19B 108.2 . . ? N1 C19 H19B 108.2 . . ? H19A C19 H19B 107.3 . . ? C19 C20 C21 110.0(6) . . ? C19 C20 H20A 109.7 . . ? C21 C20 H20A 109.7 . . ? C19 C20 H20B 109.7 . . ? C21 C20 H20B 109.7 . . ? H20A C20 H20B 108.2 . . ? C22 C21 C20 112.9(7) . . ? C22 C21 H21A 109.0 . . ? C20 C21 H21A 109.0 . . ? C22 C21 H21B 109.0 . . ? C20 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N1 C23 C24 116.6(4) . . ? N1 C23 H23A 108.1 . . ? C24 C23 H23A 108.1 . . ? N1 C23 H23B 108.1 . . ? C24 C23 H23B 108.1 . . ? H23A C23 H23B 107.3 . . ? C25 C24 C23 109.5(5) . . ? C25 C24 H24A 109.8 . . ? C23 C24 H24A 109.8 . . ? C25 C24 H24B 109.8 . . ? C23 C24 H24B 109.8 . . ? H24A C24 H24B 108.2 . . ? C24 C25 C26 112.4(5) . . ? C24 C25 H25A 109.1 . . ? C26 C25 H25A 109.1 . . ? C24 C25 H25B 109.1 . . ? C26 C25 H25B 109.1 . . ? H25A C25 H25B 107.9 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 S1 C1 C2 -12.6(5) . . . . ? C3 S1 C1 C7 168.6(4) . . . . ? C7 C1 C2 C8 0.8(10) . . . . ? S1 C1 C2 C8 -177.7(5) . . . . ? C7 C1 C2 S2 178.9(5) . . . . ? S1 C1 C2 S2 0.5(6) . . . . ? C3 S2 C2 C1 11.9(5) . . . . ? C3 S2 C2 C8 -169.6(4) . . . . ? C1 S1 C3 C4 -156.0(5) . . . . ? C1 S1 C3 S2 20.4(4) . . . . ? C2 S2 C3 C4 156.2(5) . . . . ? C2 S2 C3 S1 -20.2(4) . . . . ? S1 C3 C4 S3 177.0(4) . . . . ? S2 C3 C4 S3 1.0(8) . . . . ? S1 C3 C4 S4 -2.1(8) . . . . ? S2 C3 C4 S4 -178.1(3) . . . . ? C5 S3 C4 C3 -161.9(5) . . . . ? C5 S3 C4 S4 17.2(4) . . . . ? C6 S4 C4 C3 161.5(5) . . . . ? C6 S4 C4 S3 -17.6(4) . . . . ? C4 S3 C5 C6 -9.9(5) . . . . ? C4 S3 C5 S5 169.5(4) . . . . ? C9 S5 C5 C6 -80.0(6) . . . . ? C9 S5 C5 S3 100.7(4) . . . . ? S3 C5 C6 S6 -179.1(3) . . . . ? S5 C5 C6 S6 1.6(8) . . . . ? S3 C5 C6 S4 -1.1(7) . . . . ? S5 C5 C6 S4 179.6(3) . . . . ? C10 S6 C6 C5 167.4(6) . . . . ? C10 S6 C6 S4 -10.6(6) . . . . ? C4 S4 C6 C5 11.4(5) . . . . ? C4 S4 C6 S6 -170.5(4) . . . . ? C2 C1 C7 O2 -177.3(6) . . . . ? S1 C1 C7 O2 1.3(7) . . . . ? C2 C1 C7 O1 3.9(9) . . . . ? S1 C1 C7 O1 -177.5(4) . . . . ? C1 C2 C8 O3 -178.6(6) . . . . ? S2 C2 C8 O3 3.2(7) . . . . ? C1 C2 C8 O4 2.2(9) . . . . ? S2 C2 C8 O4 -176.1(4) . . . . ? C23 N1 C11 C12 -53.7(6) . . . . ? C19 N1 C11 C12 -174.6(5) . . . . ? C15 N1 C11 C12 64.2(6) . . . . ? N1 C11 C12 C13 -177.3(6) . . . . ? C11 C12 C13 C14 -169.9(7) . . . . ? C23 N1 C15 C16 173.7(5) . . . . ? C19 N1 C15 C16 -65.2(6) . . . . ? C11 N1 C15 C16 52.1(7) . . . . ? N1 C15 C16 C17 160.3(5) . . . . ? C15 C16 C17 C18 166.1(5) . . . . ? C23 N1 C19 C20 64.6(6) . . . . ? C15 N1 C19 C20 -53.2(6) . . . . ? C11 N1 C19 C20 -174.2(5) . . . . ? N1 C19 C20 C21 -175.3(5) . . . . ? C19 C20 C21 C22 178.8(6) . . . . ? C19 N1 C23 C24 56.2(6) . . . . ? C15 N1 C23 C24 177.6(5) . . . . ? C11 N1 C23 C24 -61.1(6) . . . . ? N1 C23 C24 C25 170.3(5) . . . . ? C23 C24 C25 C26 175.2(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O4 1.14(13) 1.29(13) 2.415(6) 166(11) . _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.468 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.073