# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Philip Gale' _publ_contact_author_address ; School of Chemistry University of Southampton Southampton SO17 1BJ UNITED KINGDOM ; _publ_contact_author_email PHILIP.GALE@SOTON.AC.UK _publ_section_title ; Anion binding vs. sulfonamide deprotonation in functionalised ureas ; loop_ _publ_author_name 'Philip Gale' 'Gareth W. Bates' 'Claudia Caltagirone' 'Mark Light' data_2007sot0572 _database_code_depnum_ccdc_archive 'CCDC 659344' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H22 N4 O5 S2, 2(C2 H6 O S)' _chemical_formula_sum 'C29 H34 N4 O7 S4' _chemical_formula_weight 678.84 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.5841(6) _cell_length_b 15.6088(4) _cell_length_c 16.5762(7) _cell_angle_alpha 90.00 _cell_angle_beta 99.885(2) _cell_angle_gamma 90.00 _cell_volume 3207.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 33181 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.406 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 0.348 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9237 _exptl_absorpt_correction_T_max 0.9661 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36921 _diffrn_reflns_av_R_equivalents 0.1052 _diffrn_reflns_av_sigmaI/netI 0.0689 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5656 _reflns_number_gt 4023 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0566P)^2^+0.5485P] 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 SHELXL _refine_ls_extinction_coef 0.0030(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5656 _refine_ls_number_parameters 418 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0821 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1210 _refine_ls_wR_factor_gt 0.1072 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.74878(6) 0.35671(4) 0.46584(5) 0.0209(2) Uani 1 1 d . . . S2 S 1.23424(6) 0.18958(5) 0.48832(5) 0.0232(2) Uani 1 1 d . . . O1 O 0.75054(18) 0.43996(12) 0.42975(13) 0.0299(5) Uani 1 1 d . . . O2 O 0.84802(16) 0.31570(13) 0.50156(13) 0.0276(5) Uani 1 1 d . . . O3 O 0.95797(16) 0.06419(12) 0.39431(13) 0.0252(5) Uani 1 1 d . . . O4 O 1.20101(18) 0.17824(14) 0.56638(13) 0.0319(6) Uani 1 1 d . . . O5 O 1.34668(17) 0.18202(13) 0.48271(14) 0.0293(5) Uani 1 1 d . . . N1 N 0.6873(2) 0.29463(15) 0.39296(16) 0.0200(6) Uani 1 1 d . . . H901 H 0.632(3) 0.319(2) 0.368(2) 0.037(11) Uiso 1 1 d . . . N2 N 0.8397(2) 0.17656(16) 0.36423(15) 0.0194(6) Uani 1 1 d . . . H902 H 0.831(3) 0.221(2) 0.341(2) 0.034(11) Uiso 1 1 d . . . N3 N 0.9916(2) 0.17009(16) 0.30612(16) 0.0219(6) Uani 1 1 d . . . H903 H 0.958(3) 0.210(2) 0.271(2) 0.058(13) Uiso 1 1 d . . . N4 N 1.1684(2) 0.11705(16) 0.42982(16) 0.0236(6) Uani 1 1 d . . . H904 H 1.110(3) 0.105(2) 0.441(2) 0.042(12) Uiso 1 1 d . . . C1 C 0.5634(3) 0.39698(18) 0.52339(19) 0.0245(7) Uani 1 1 d . . . H1 H 0.5330 0.4092 0.4681 0.029 Uiso 1 1 calc R . . C2 C 0.5047(3) 0.41184(19) 0.5857(2) 0.0297(8) Uani 1 1 d . . . H2 H 0.4334 0.4340 0.5730 0.036 Uiso 1 1 calc R . . C3 C 0.5496(3) 0.3944(2) 0.6660(2) 0.0303(8) Uani 1 1 d . . . H3 H 0.5104 0.4069 0.7087 0.036 Uiso 1 1 calc R . . C4 C 0.6514(3) 0.3591(2) 0.6843(2) 0.0312(8) Uani 1 1 d . . . H4 H 0.6808 0.3455 0.7395 0.037 Uiso 1 1 calc R . . C5 C 0.7113(3) 0.34304(18) 0.62296(19) 0.0266(7) Uani 1 1 d . . . H5 H 0.7810 0.3182 0.6356 0.032 Uiso 1 1 calc R . . C6 C 0.6675(2) 0.36390(17) 0.54317(18) 0.0183(7) Uani 1 1 d . . . C7 C 0.6725(2) 0.20567(17) 0.41120(17) 0.0186(7) Uani 1 1 d . . . C8 C 0.5796(2) 0.17828(18) 0.43734(18) 0.0214(7) Uani 1 1 d . . . H8 H 0.5263 0.2189 0.4456 0.026 Uiso 1 1 calc R . . C9 C 0.5634(2) 0.09207(18) 0.45167(18) 0.0243(7) Uani 1 1 d . . . H9 H 0.4995 0.0735 0.4698 0.029 Uiso 1 1 calc R . . C10 C 0.6416(2) 0.03341(18) 0.43921(18) 0.0213(7) Uani 1 1 d . . . H10 H 0.6312 -0.0256 0.4494 0.026 Uiso 1 1 calc R . . C11 C 0.7348(2) 0.05954(17) 0.41210(17) 0.0190(7) Uani 1 1 d . . . H11 H 0.7874 0.0184 0.4037 0.023 Uiso 1 1 calc R . . C12 C 0.7514(2) 0.14618(17) 0.39716(17) 0.0166(6) Uani 1 1 d . . . C13 C 0.9316(2) 0.13161(18) 0.35692(18) 0.0210(7) Uani 1 1 d . . . C14 C 1.0860(2) 0.13330(17) 0.28494(19) 0.0202(7) Uani 1 1 d . . . C15 C 1.0928(3) 0.12383(18) 0.20240(19) 0.0240(7) Uani 1 1 d . . . H15 H 1.0347 0.1421 0.1616 0.029 Uiso 1 1 calc R . . C16 C 1.1837(3) 0.08802(19) 0.1796(2) 0.0288(8) Uani 1 1 d . . . H16 H 1.1876 0.0819 0.1231 0.035 Uiso 1 1 calc R . . C17 C 1.2694(3) 0.06087(19) 0.2384(2) 0.0292(8) Uani 1 1 d . . . H17 H 1.3311 0.0353 0.2225 0.035 Uiso 1 1 calc R . . C18 C 1.2639(3) 0.07151(18) 0.3207(2) 0.0256(7) Uani 1 1 d . . . H18 H 1.3223 0.0531 0.3611 0.031 Uiso 1 1 calc R . . C19 C 1.1736(2) 0.10898(17) 0.34464(18) 0.0208(7) Uani 1 1 d . . . C20 C 1.1924(2) 0.29250(18) 0.45018(18) 0.0223(7) Uani 1 1 d . . . C21 C 1.2654(3) 0.34555(19) 0.42117(19) 0.0256(7) Uani 1 1 d . . . H21 H 1.3364 0.3261 0.4193 0.031 Uiso 1 1 calc R . . C22 C 1.2339(3) 0.42702(19) 0.3950(2) 0.0318(8) Uani 1 1 d . . . H22 H 1.2835 0.4638 0.3749 0.038 Uiso 1 1 calc R . . C23 C 1.1298(3) 0.4555(2) 0.3979(2) 0.0350(9) Uani 1 1 d . . . H23 H 1.1087 0.5117 0.3800 0.042 Uiso 1 1 calc R . . C24 C 1.0573(3) 0.40220(19) 0.4267(2) 0.0319(8) Uani 1 1 d . . . H24 H 0.9862 0.4218 0.4282 0.038 Uiso 1 1 calc R . . C25 C 1.0878(3) 0.31996(19) 0.45341(19) 0.0260(7) Uani 1 1 d . . . H25 H 1.0382 0.2831 0.4735 0.031 Uiso 1 1 calc R . . S3 S 0.42656(7) 0.12691(5) 0.73951(5) 0.0322(2) Uani 1 1 d . . . O6 O 0.49535(19) 0.11926(14) 0.82290(13) 0.0346(6) Uani 1 1 d . . . C26 C 0.3711(3) 0.2324(2) 0.7354(2) 0.0418(9) Uani 1 1 d . . . H26A H 0.3194 0.2365 0.7732 0.063 Uiso 1 1 calc R . . H26B H 0.3343 0.2446 0.6795 0.063 Uiso 1 1 calc R . . H26C H 0.4292 0.2741 0.7512 0.063 Uiso 1 1 calc R . . C27 C 0.5182(3) 0.1428(2) 0.6705(2) 0.0427(10) Uani 1 1 d . . . H27A H 0.5702 0.1874 0.6919 0.064 Uiso 1 1 calc R . . H27B H 0.4783 0.1605 0.6170 0.064 Uiso 1 1 calc R . . H27C H 0.5566 0.0892 0.6644 0.064 Uiso 1 1 calc R . . S4 S 0.91629(7) 0.38724(5) 0.20657(5) 0.0249(2) Uani 1 1 d . . . O7 O 0.87149(17) 0.30551(13) 0.23706(13) 0.0274(5) Uani 1 1 d . . . C28 C 0.8654(3) 0.3894(2) 0.09948(19) 0.0386(9) Uani 1 1 d . . . H28A H 0.8808 0.3346 0.0750 0.058 Uiso 1 1 calc R . . H28B H 0.9002 0.4359 0.0740 0.058 Uiso 1 1 calc R . . H28C H 0.7873 0.3989 0.0905 0.058 Uiso 1 1 calc R . . C29 C 1.0535(3) 0.3640(2) 0.1996(2) 0.0354(8) Uani 1 1 d . . . H29A H 1.0942 0.3523 0.2544 0.053 Uiso 1 1 calc R . . H29B H 1.0854 0.4133 0.1759 0.053 Uiso 1 1 calc R . . H29C H 1.0563 0.3138 0.1646 0.053 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0206(4) 0.0185(4) 0.0253(4) 0.0003(3) 0.0085(3) -0.0017(3) S2 0.0188(4) 0.0262(4) 0.0250(5) 0.0002(3) 0.0047(3) 0.0006(3) O1 0.0413(14) 0.0188(11) 0.0332(13) 0.0015(9) 0.0163(11) -0.0079(10) O2 0.0170(12) 0.0300(12) 0.0361(13) -0.0061(9) 0.0058(10) -0.0006(9) O3 0.0184(12) 0.0222(11) 0.0366(13) 0.0068(9) 0.0092(10) 0.0014(9) O4 0.0340(14) 0.0389(13) 0.0241(13) 0.0017(10) 0.0086(11) -0.0006(10) O5 0.0188(12) 0.0306(12) 0.0382(14) 0.0007(10) 0.0036(10) 0.0042(9) N1 0.0217(15) 0.0170(13) 0.0216(15) 0.0020(10) 0.0047(12) 0.0003(11) N2 0.0181(14) 0.0193(14) 0.0226(15) 0.0034(11) 0.0091(11) 0.0015(11) N3 0.0199(14) 0.0208(14) 0.0273(15) 0.0033(11) 0.0103(12) 0.0034(11) N4 0.0214(16) 0.0230(14) 0.0275(16) -0.0012(11) 0.0070(13) -0.0018(12) C1 0.0242(18) 0.0252(16) 0.0244(18) 0.0014(13) 0.0052(14) 0.0023(13) C2 0.0260(19) 0.0279(17) 0.037(2) 0.0025(14) 0.0120(16) 0.0062(14) C3 0.038(2) 0.0322(18) 0.0255(19) -0.0037(14) 0.0179(16) 0.0001(15) C4 0.037(2) 0.040(2) 0.0181(18) 0.0030(14) 0.0073(15) 0.0012(16) C5 0.0274(19) 0.0233(16) 0.0288(19) 0.0033(13) 0.0036(15) 0.0014(14) C6 0.0191(17) 0.0139(14) 0.0225(17) -0.0008(11) 0.0055(13) -0.0035(12) C7 0.0209(17) 0.0175(15) 0.0173(16) 0.0004(11) 0.0033(13) 0.0003(12) C8 0.0166(16) 0.0231(16) 0.0264(18) 0.0005(12) 0.0087(14) 0.0021(12) C9 0.0199(17) 0.0260(17) 0.0284(18) 0.0010(13) 0.0085(14) -0.0038(13) C10 0.0213(17) 0.0174(15) 0.0257(18) 0.0003(12) 0.0057(14) -0.0056(12) C11 0.0172(16) 0.0171(15) 0.0226(17) -0.0020(12) 0.0034(13) 0.0026(12) C12 0.0147(16) 0.0204(15) 0.0149(15) 0.0001(11) 0.0033(12) -0.0033(12) C13 0.0190(17) 0.0204(16) 0.0244(17) -0.0024(13) 0.0062(13) -0.0005(12) C14 0.0191(17) 0.0145(14) 0.0297(18) 0.0012(12) 0.0120(14) 0.0005(12) C15 0.0256(18) 0.0203(15) 0.0276(18) -0.0014(13) 0.0087(14) -0.0016(13) C16 0.034(2) 0.0238(17) 0.0326(19) -0.0052(14) 0.0172(16) -0.0024(14) C17 0.0244(19) 0.0231(17) 0.044(2) -0.0057(14) 0.0171(16) -0.0001(13) C18 0.0214(18) 0.0197(16) 0.037(2) -0.0022(13) 0.0091(15) 0.0005(13) C19 0.0232(18) 0.0175(15) 0.0232(17) -0.0019(12) 0.0085(14) -0.0037(12) C20 0.0203(17) 0.0242(16) 0.0227(17) -0.0077(13) 0.0043(14) 0.0003(13) C21 0.0206(18) 0.0252(17) 0.0305(19) -0.0052(13) 0.0034(14) -0.0020(13) C22 0.031(2) 0.0220(17) 0.043(2) -0.0008(14) 0.0088(16) -0.0067(14) C23 0.034(2) 0.0210(17) 0.049(2) -0.0064(15) 0.0033(17) -0.0012(15) C24 0.0229(19) 0.0297(18) 0.043(2) -0.0095(15) 0.0048(16) 0.0036(14) C25 0.0221(18) 0.0270(17) 0.0298(19) -0.0043(13) 0.0069(14) -0.0022(13) S3 0.0360(5) 0.0286(4) 0.0285(5) -0.0025(3) -0.0039(4) -0.0054(4) O6 0.0385(15) 0.0360(13) 0.0263(13) 0.0053(10) -0.0033(11) -0.0091(11) C26 0.050(2) 0.037(2) 0.037(2) 0.0010(16) 0.0043(18) 0.0072(18) C27 0.057(3) 0.041(2) 0.030(2) -0.0020(16) 0.0070(19) 0.0045(18) S4 0.0308(5) 0.0203(4) 0.0237(5) 0.0009(3) 0.0052(4) 0.0017(3) O7 0.0256(13) 0.0276(11) 0.0303(13) 0.0079(9) 0.0086(10) 0.0013(9) C28 0.059(3) 0.0290(18) 0.0249(19) 0.0026(14) 0.0003(18) -0.0025(17) C29 0.032(2) 0.0319(19) 0.045(2) 0.0031(16) 0.0155(17) -0.0035(15) _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 O1 1.432(2) . ? S1 O2 1.437(2) . ? S1 N1 1.636(3) . ? S1 C6 1.776(3) . ? S2 O4 1.437(2) . ? S2 O5 1.439(2) . ? S2 N4 1.623(3) . ? S2 C20 1.773(3) . ? O3 C13 1.237(3) . ? N1 C7 1.440(4) . ? N2 C13 1.376(4) . ? N2 C12 1.402(4) . ? N3 C13 1.363(4) . ? N3 C14 1.417(4) . ? N4 C19 1.430(4) . ? C1 C2 1.388(4) . ? C1 C6 1.394(4) . ? C2 C3 1.382(5) . ? C3 C4 1.380(5) . ? C4 C5 1.388(5) . ? C5 C6 1.382(4) . ? C7 C8 1.382(4) . ? C7 C12 1.408(4) . ? C8 C9 1.388(4) . ? C9 C10 1.385(4) . ? C10 C11 1.387(4) . ? C11 C12 1.397(4) . ? C14 C15 1.393(4) . ? C14 C19 1.401(4) . ? C15 C16 1.383(4) . ? C16 C17 1.391(5) . ? C17 C18 1.387(4) . ? C18 C19 1.396(4) . ? C20 C21 1.383(4) . ? C20 C25 1.394(4) . ? C21 C22 1.380(4) . ? C22 C23 1.392(5) . ? C23 C24 1.379(5) . ? C24 C25 1.390(4) . ? S3 O6 1.505(2) . ? S3 C27 1.776(4) . ? S3 C26 1.786(3) . ? S4 O7 1.516(2) . ? S4 C28 1.781(3) . ? S4 C29 1.788(4) . ? 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 O1 S1 O2 120.10(14) . . ? O1 S1 N1 105.55(13) . . ? O2 S1 N1 107.91(13) . . ? O1 S1 C6 107.24(13) . . ? O2 S1 C6 107.37(14) . . ? N1 S1 C6 108.21(13) . . ? O4 S2 O5 119.30(14) . . ? O4 S2 N4 104.74(14) . . ? O5 S2 N4 108.14(14) . . ? O4 S2 C20 108.54(14) . . ? O5 S2 C20 106.65(14) . . ? N4 S2 C20 109.21(14) . . ? C7 N1 S1 118.6(2) . . ? C13 N2 C12 126.6(3) . . ? C13 N3 C14 123.4(3) . . ? C19 N4 S2 123.1(2) . . ? C2 C1 C6 119.1(3) . . ? C3 C2 C1 120.1(3) . . ? C4 C3 C2 120.1(3) . . ? C3 C4 C5 120.7(3) . . ? C6 C5 C4 118.8(3) . . ? C5 C6 C1 121.1(3) . . ? C5 C6 S1 119.4(2) . . ? C1 C6 S1 119.2(2) . . ? C8 C7 C12 120.4(3) . . ? C8 C7 N1 120.7(3) . . ? C12 C7 N1 118.7(3) . . ? C7 C8 C9 120.7(3) . . ? C10 C9 C8 119.1(3) . . ? C9 C10 C11 121.0(3) . . ? C10 C11 C12 120.2(3) . . ? C11 C12 N2 123.3(3) . . ? C11 C12 C7 118.5(3) . . ? N2 C12 C7 118.0(2) . . ? O3 C13 N3 123.7(3) . . ? O3 C13 N2 123.1(3) . . ? N3 C13 N2 113.1(3) . . ? C15 C14 C19 119.4(3) . . ? C15 C14 N3 118.8(3) . . ? C19 C14 N3 121.7(3) . . ? C16 C15 C14 120.3(3) . . ? C15 C16 C17 120.6(3) . . ? C18 C17 C16 119.3(3) . . ? C17 C18 C19 120.7(3) . . ? C18 C19 C14 119.5(3) . . ? C18 C19 N4 119.7(3) . . ? C14 C19 N4 120.6(3) . . ? C21 C20 C25 121.1(3) . . ? C21 C20 S2 119.5(2) . . ? C25 C20 S2 119.3(2) . . ? C22 C21 C20 119.3(3) . . ? C21 C22 C23 120.3(3) . . ? C24 C23 C22 120.1(3) . . ? C23 C24 C25 120.3(3) . . ? C24 C25 C20 118.8(3) . . ? O6 S3 C27 105.57(16) . . ? O6 S3 C26 105.53(15) . . ? C27 S3 C26 98.01(18) . . ? O7 S4 C28 104.95(14) . . ? O7 S4 C29 105.66(14) . . ? C28 S4 C29 97.17(18) . . ? 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 N1 H901 O6 0.83(3) 2.01(4) 2.833(3) 173(4) 4_565 N2 H902 O7 0.80(3) 2.29(4) 2.991(3) 147(3) . N3 H903 O7 0.90(4) 1.87(4) 2.733(3) 158(4) . N3 H903 S4 0.90(4) 2.98(4) 3.817(3) 155(3) . N4 H904 O3 0.81(4) 2.04(4) 2.739(3) 144(4) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.308 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.075 #===END data_2007sot0626 _database_code_depnum_ccdc_archive 'CCDC 659345' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H54 N4 O4 S' _chemical_formula_weight 626.88 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.0833(4) _cell_length_b 17.0447(5) _cell_length_c 18.2143(4) _cell_angle_alpha 90.00 _cell_angle_beta 108.8080(10) _cell_angle_gamma 90.00 _cell_volume 3551.04(18) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 45978 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 26.37 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.173 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 0.133 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9769 _exptl_absorpt_correction_T_max 0.9895 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 70013 _diffrn_reflns_av_R_equivalents 0.2143 _diffrn_reflns_av_sigmaI/netI 0.1171 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 26.42 _reflns_number_total 7256 _reflns_number_gt 3642 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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. Thermal parameter constraints were applied to correlated split atom sites used to model the disordered TBA molecule. Distance restraints were applied to the H-O distances (0.84) of the water molecule. ; _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^)+(0.0847P)^2^+2.0877P] 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 7256 _refine_ls_number_parameters 437 _refine_ls_number_restraints 52 _refine_ls_R_factor_all 0.1737 _refine_ls_R_factor_gt 0.0808 _refine_ls_wR_factor_ref 0.2223 _refine_ls_wR_factor_gt 0.1775 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.83173(9) 0.14518(6) -0.00170(5) 0.0459(3) Uani 1 1 d . . . O1 O 1.0513(2) -0.01565(17) 0.29172(15) 0.0533(7) Uani 1 1 d . . . O2 O 0.9198(2) 0.14705(17) -0.04109(15) 0.0525(7) Uani 1 1 d . . . O3 O 0.8463(3) 0.20304(17) 0.05877(14) 0.0558(8) Uani 1 1 d . . . N1 N 1.1619(3) 0.0288(2) 0.2179(2) 0.0501(9) Uani 1 1 d . . . H901 H 1.153(4) 0.048(3) 0.172(3) 0.064(15) Uiso 1 1 d . . . N2 N 0.9660(3) 0.0138(2) 0.16257(19) 0.0451(8) Uani 1 1 d . . . H902 H 0.978(3) 0.028(2) 0.123(2) 0.048(12) Uiso 1 1 d . . . N3 N 0.8246(3) 0.0588(2) 0.02404(18) 0.0491(9) Uani 1 1 d . . . C1 C 1.3006(5) 0.0025(5) 0.3471(3) 0.112(2) Uani 1 1 d . . . H1 H 1.2407 -0.0172 0.3653 0.134 Uiso 1 1 calc R . . C2 C 1.4153(7) 0.0027(6) 0.3948(4) 0.155(4) Uani 1 1 d . . . H2 H 1.4340 -0.0192 0.4453 0.186 Uiso 1 1 calc R . . C3 C 1.5038(6) 0.0340(5) 0.3712(4) 0.119(3) Uani 1 1 d . . . H3 H 1.5817 0.0359 0.4058 0.143 Uiso 1 1 calc R . . C4 C 1.4783(5) 0.0616(3) 0.2992(4) 0.0790(16) Uani 1 1 d . . . H4 H 1.5389 0.0823 0.2823 0.095 Uiso 1 1 calc R . . C5 C 1.3638(4) 0.0604(3) 0.2483(3) 0.0632(13) Uani 1 1 d . . . H5 H 1.3469 0.0797 0.1969 0.076 Uiso 1 1 calc R . . C6 C 1.2740(4) 0.0308(3) 0.2731(3) 0.0604(12) Uani 1 1 d . . . C7 C 1.0587(4) 0.0070(2) 0.2293(2) 0.0447(10) Uani 1 1 d . . . C8 C 0.8465(3) 0.0148(2) 0.1544(2) 0.0423(9) Uani 1 1 d . . . C9 C 0.7999(4) -0.0091(2) 0.2104(2) 0.0467(10) Uani 1 1 d . . . H9 H 0.8498 -0.0289 0.2585 0.056 Uiso 1 1 calc R . . C10 C 0.6810(4) -0.0045(3) 0.1971(3) 0.0642(13) Uani 1 1 d . . . H10 H 0.6500 -0.0202 0.2365 0.077 Uiso 1 1 calc R . . C11 C 0.6064(5) 0.0227(4) 0.1268(3) 0.0841(18) Uani 1 1 d . . . H11 H 0.5246 0.0255 0.1178 0.101 Uiso 1 1 calc R . . C12 C 0.6532(4) 0.0457(3) 0.0699(3) 0.0713(15) Uani 1 1 d . . . H12 H 0.6025 0.0643 0.0216 0.086 Uiso 1 1 calc R . . C13 C 0.7723(4) 0.0422(2) 0.0823(2) 0.0490(10) Uani 1 1 d . . . C14 C 0.6981(3) 0.1696(2) -0.0753(2) 0.0417(9) Uani 1 1 d . . . C15 C 0.6600(4) 0.1226(3) -0.1410(2) 0.0549(11) Uani 1 1 d . . . H15 H 0.7044 0.0781 -0.1460 0.066 Uiso 1 1 calc R . . C16 C 0.5578(5) 0.1407(3) -0.1985(3) 0.0705(15) Uani 1 1 d . . . H16 H 0.5323 0.1089 -0.2438 0.085 Uiso 1 1 calc R . . C17 C 0.4916(5) 0.2043(4) -0.1914(3) 0.0783(16) Uani 1 1 d . . . H17 H 0.4205 0.2162 -0.2312 0.094 Uiso 1 1 calc R . . C18 C 0.5297(4) 0.2506(3) -0.1259(3) 0.0712(14) Uani 1 1 d . . . H18 H 0.4845 0.2946 -0.1207 0.085 Uiso 1 1 calc R . . C19 C 0.6334(4) 0.2337(2) -0.0674(3) 0.0549(11) Uani 1 1 d . . . H19 H 0.6594 0.2659 -0.0225 0.066 Uiso 1 1 calc R . . N4 N 1.0030(3) 0.23904(19) 0.30377(17) 0.0460(8) Uani 1 1 d . . . C20A C 1.0932(4) 0.2819(3) 0.3695(2) 0.0586(12) Uani 0.715(6) 1 d PD A 1 H20A H 1.0596 0.2923 0.4114 0.070 Uiso 0.715(6) 1 calc PR A 1 H20B H 1.1110 0.3331 0.3502 0.070 Uiso 0.715(6) 1 calc PR A 1 C21A C 1.2068(5) 0.2356(4) 0.4028(5) 0.059(2) Uani 0.715(6) 1 d PD A 1 H21A H 1.2458 0.2316 0.3628 0.071 Uiso 0.715(6) 1 calc PR A 1 H21B H 1.1877 0.1818 0.4151 0.071 Uiso 0.715(6) 1 calc PR A 1 C22A C 1.2929(6) 0.2728(4) 0.4767(4) 0.071(2) Uani 0.715(6) 1 d PD A 1 H22A H 1.2544 0.2759 0.5170 0.086 Uiso 0.715(6) 1 calc PR A 1 H22B H 1.3618 0.2381 0.4964 0.086 Uiso 0.715(6) 1 calc PR A 1 C23A C 1.3340(7) 0.3536(4) 0.4639(4) 0.0745(19) Uani 0.715(6) 1 d PD A 1 H23A H 1.3698 0.3515 0.4228 0.112 Uiso 0.715(6) 1 calc PR A 1 H23B H 1.3917 0.3723 0.5120 0.112 Uiso 0.715(6) 1 calc PR A 1 H23C H 1.2671 0.3896 0.4488 0.112 Uiso 0.715(6) 1 calc PR A 1 C20B C 1.0932(4) 0.2819(3) 0.3695(2) 0.0586(12) Uani 0.285(6) 1 d PD A 2 H20C H 1.0933 0.3369 0.3521 0.070 Uiso 0.285(6) 1 calc PR A 2 H20D H 1.0615 0.2830 0.4132 0.070 Uiso 0.285(6) 1 calc PR A 2 C21B C 1.2196(10) 0.2586(13) 0.4037(14) 0.059(2) Uani 0.285(6) 1 d PD A 2 H21C H 1.2602 0.2604 0.3644 0.071 Uiso 0.285(6) 1 calc PR A 2 H21D H 1.2276 0.2054 0.4266 0.071 Uiso 0.285(6) 1 calc PR A 2 C22B C 1.2672(12) 0.3227(10) 0.4674(10) 0.071(2) Uani 0.285(6) 1 d PD A 2 H22C H 1.2709 0.3743 0.4433 0.086 Uiso 0.285(6) 1 calc PR A 2 H22D H 1.2159 0.3274 0.5000 0.086 Uiso 0.285(6) 1 calc PR A 2 C23B C 1.3879(12) 0.2962(11) 0.5156(9) 0.0745(19) Uani 0.285(6) 1 d PD A 2 H23D H 1.3816 0.2509 0.5471 0.112 Uiso 0.285(6) 1 calc PR A 2 H23E H 1.4281 0.3391 0.5496 0.112 Uiso 0.285(6) 1 calc PR A 2 H23F H 1.4325 0.2814 0.4813 0.112 Uiso 0.285(6) 1 calc PR A 2 C24 C 1.0505(4) 0.2233(2) 0.2369(2) 0.0476(10) Uani 1 1 d . A . H24A H 1.1145 0.1844 0.2544 0.057 Uiso 1 1 calc R . . H24B H 0.9875 0.1995 0.1936 0.057 Uiso 1 1 calc R . . C25 C 1.0962(4) 0.2947(3) 0.2067(2) 0.0546(11) Uani 1 1 d . . . H25A H 1.1603 0.3185 0.2494 0.066 Uiso 1 1 calc R A . H25B H 1.0328 0.3340 0.1889 0.066 Uiso 1 1 calc R . . C26 C 1.1410(4) 0.2747(3) 0.1400(2) 0.0562(11) Uani 1 1 d . A . H26A H 1.0760 0.2539 0.0960 0.067 Uiso 1 1 calc R . . H26B H 1.2018 0.2335 0.1568 0.067 Uiso 1 1 calc R . . C27 C 1.1926(4) 0.3474(3) 0.1137(3) 0.0647(13) Uani 1 1 d . . . H27A H 1.1333 0.3888 0.0989 0.097 Uiso 1 1 calc R A . H27B H 1.2174 0.3338 0.0691 0.097 Uiso 1 1 calc R . . H27C H 1.2602 0.3660 0.1563 0.097 Uiso 1 1 calc R . . C28A C 0.8959(4) 0.2909(2) 0.2773(2) 0.0554(11) Uani 0.631(7) 1 d PD A 3 H28A H 0.9142 0.3380 0.2516 0.066 Uiso 0.631(7) 1 calc PR A 3 H28B H 0.8758 0.3085 0.3232 0.066 Uiso 0.631(7) 1 calc PR A 3 C29A C 0.7911(7) 0.2494(5) 0.2216(5) 0.059(3) Uani 0.631(7) 1 d PD A 3 H29A H 0.7505 0.2186 0.2513 0.070 Uiso 0.631(7) 1 calc PR A 3 H29B H 0.8178 0.2126 0.1887 0.070 Uiso 0.631(7) 1 calc PR A 3 C30A C 0.7056(7) 0.3097(5) 0.1696(4) 0.092(3) Uani 0.631(7) 1 d PD A 3 H30A H 0.6937 0.3533 0.2022 0.110 Uiso 0.631(7) 1 calc PR A 3 H30B H 0.7404 0.3318 0.1318 0.110 Uiso 0.631(7) 1 calc PR A 3 C31A C 0.5877(8) 0.2730(8) 0.1260(7) 0.134(6) Uani 0.631(7) 1 d PD A 3 H31A H 0.5996 0.2277 0.0963 0.201 Uiso 0.631(7) 1 calc PR A 3 H31B H 0.5385 0.3118 0.0905 0.201 Uiso 0.631(7) 1 calc PR A 3 H31C H 0.5493 0.2559 0.1631 0.201 Uiso 0.631(7) 1 calc PR A 3 C28B C 0.8959(4) 0.2909(2) 0.2773(2) 0.0554(11) Uani 0.369(7) 1 d PD A 4 H28C H 0.8657 0.2936 0.3217 0.066 Uiso 0.369(7) 1 calc PR A 4 H28D H 0.9251 0.3440 0.2717 0.066 Uiso 0.369(7) 1 calc PR A 4 C29B C 0.7904(13) 0.2786(12) 0.2067(7) 0.059(3) Uani 0.369(7) 1 d PD A 4 H29C H 0.8173 0.2641 0.1626 0.070 Uiso 0.369(7) 1 calc PR A 4 H29D H 0.7477 0.3289 0.1935 0.070 Uiso 0.369(7) 1 calc PR A 4 C30B C 0.7054(10) 0.2155(8) 0.2158(7) 0.092(3) Uani 0.369(7) 1 d PD A 4 H30C H 0.7388 0.1627 0.2140 0.110 Uiso 0.369(7) 1 calc PR A 4 H30D H 0.6929 0.2215 0.2666 0.110 Uiso 0.369(7) 1 calc PR A 4 C31B C 0.5887(13) 0.2236(15) 0.1504(12) 0.134(6) Uani 0.369(7) 1 d PD A 4 H31D H 0.5695 0.2793 0.1407 0.201 Uiso 0.369(7) 1 calc PR A 4 H31E H 0.5271 0.1974 0.1654 0.201 Uiso 0.369(7) 1 calc PR A 4 H31F H 0.5950 0.1993 0.1031 0.201 Uiso 0.369(7) 1 calc PR A 4 C32 C 0.9734(4) 0.1601(2) 0.3317(2) 0.0473(10) Uani 1 1 d D A . H32A H 0.9142 0.1339 0.2879 0.057 Uiso 1 1 calc R . . H32B H 1.0446 0.1271 0.3464 0.057 Uiso 1 1 calc R . . C33 C 0.9274(4) 0.1634(2) 0.4001(2) 0.0513(11) Uani 1 1 d D . . H33A H 0.8597 0.1995 0.3880 0.062 Uiso 1 1 calc R A . H33B H 0.9890 0.1837 0.4463 0.062 Uiso 1 1 calc R . . C34 C 0.8901(4) 0.0813(2) 0.4171(2) 0.0552(11) Uani 1 1 d D A . H34A H 0.8261 0.0626 0.3713 0.066 Uiso 1 1 calc R . . H34B H 0.9569 0.0449 0.4254 0.066 Uiso 1 1 calc R . . C35 C 0.8492(4) 0.0790(3) 0.4875(2) 0.0618(12) Uani 1 1 d D . . H35A H 0.9136 0.0944 0.5337 0.093 Uiso 1 1 calc R A . H35B H 0.8240 0.0256 0.4944 0.093 Uiso 1 1 calc R . . H35C H 0.7836 0.1153 0.4799 0.093 Uiso 1 1 calc R . . O4 O 1.1208(3) 0.06467(19) 0.06010(17) 0.0583(8) Uani 1 1 d D . . H909 H 1.135(4) 0.028(2) 0.034(3) 0.087 Uiso 1 1 d D . . H908 H 1.071(4) 0.094(3) 0.029(2) 0.087 Uiso 1 1 d 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 0.0536(6) 0.0508(6) 0.0368(5) 0.0037(5) 0.0193(4) 0.0044(5) O1 0.0626(19) 0.0566(18) 0.0422(15) 0.0054(14) 0.0191(14) 0.0094(15) O2 0.0593(18) 0.0602(18) 0.0473(15) 0.0131(14) 0.0301(14) 0.0052(15) O3 0.0633(19) 0.0634(19) 0.0410(15) -0.0090(14) 0.0173(13) -0.0047(15) N1 0.052(2) 0.052(2) 0.047(2) -0.0070(18) 0.0177(18) -0.0002(17) N2 0.048(2) 0.054(2) 0.0379(19) 0.0007(16) 0.0200(17) 0.0013(16) N3 0.061(2) 0.050(2) 0.0476(18) 0.0125(16) 0.0322(17) 0.0130(17) C1 0.074(4) 0.182(7) 0.060(3) 0.000(4) -0.005(3) -0.037(4) C2 0.097(6) 0.259(11) 0.079(4) 0.031(6) -0.013(4) -0.052(7) C3 0.074(4) 0.161(7) 0.096(5) -0.010(5) -0.011(4) -0.032(5) C4 0.062(4) 0.074(4) 0.099(4) -0.031(3) 0.023(3) -0.009(3) C5 0.054(3) 0.059(3) 0.080(3) -0.025(2) 0.025(3) 0.000(2) C6 0.057(3) 0.060(3) 0.059(3) -0.017(2) 0.011(2) -0.001(2) C7 0.055(3) 0.034(2) 0.048(2) -0.0053(18) 0.021(2) 0.0069(19) C8 0.051(3) 0.037(2) 0.044(2) 0.0027(17) 0.0226(19) 0.0065(18) C9 0.056(3) 0.044(2) 0.045(2) 0.0080(18) 0.023(2) 0.005(2) C10 0.069(3) 0.078(3) 0.058(3) 0.022(2) 0.038(2) 0.015(3) C11 0.063(3) 0.127(5) 0.076(3) 0.046(3) 0.041(3) 0.029(3) C12 0.057(3) 0.103(4) 0.062(3) 0.039(3) 0.028(2) 0.023(3) C13 0.055(3) 0.051(3) 0.050(2) 0.0118(19) 0.030(2) 0.012(2) C14 0.051(2) 0.039(2) 0.0358(19) 0.0060(16) 0.0143(18) 0.0000(18) C15 0.078(3) 0.045(2) 0.040(2) 0.0016(19) 0.017(2) -0.005(2) C16 0.079(4) 0.082(4) 0.044(2) 0.008(3) 0.010(2) -0.025(3) C17 0.057(3) 0.103(5) 0.066(3) 0.038(3) 0.006(3) -0.007(3) C18 0.060(3) 0.069(3) 0.085(4) 0.031(3) 0.025(3) 0.014(3) C19 0.062(3) 0.044(2) 0.063(3) 0.004(2) 0.025(2) 0.001(2) N4 0.061(2) 0.0402(19) 0.0433(17) -0.0059(15) 0.0256(16) -0.0028(16) C20A 0.080(3) 0.057(3) 0.051(2) -0.021(2) 0.037(2) -0.019(2) C21A 0.059(3) 0.064(6) 0.051(3) -0.007(4) 0.015(3) -0.032(3) C22A 0.074(5) 0.061(5) 0.074(4) 0.001(4) 0.018(4) 0.005(4) C23A 0.068(5) 0.084(5) 0.067(4) 0.004(3) 0.017(3) -0.006(4) C20B 0.080(3) 0.057(3) 0.051(2) -0.021(2) 0.037(2) -0.019(2) C21B 0.059(3) 0.064(6) 0.051(3) -0.007(4) 0.015(3) -0.032(3) C22B 0.074(5) 0.061(5) 0.074(4) 0.001(4) 0.018(4) 0.005(4) C23B 0.068(5) 0.084(5) 0.067(4) 0.004(3) 0.017(3) -0.006(4) C24 0.061(3) 0.044(2) 0.044(2) -0.0064(18) 0.025(2) 0.000(2) C25 0.074(3) 0.051(3) 0.047(2) -0.007(2) 0.030(2) -0.004(2) C26 0.068(3) 0.059(3) 0.050(2) -0.011(2) 0.030(2) -0.007(2) C27 0.079(3) 0.068(3) 0.060(3) -0.001(2) 0.040(3) -0.007(3) C28A 0.069(3) 0.048(3) 0.059(3) 0.005(2) 0.035(2) 0.006(2) C29A 0.065(4) 0.077(8) 0.041(4) 0.012(4) 0.028(3) 0.018(5) C30A 0.104(6) 0.115(7) 0.059(4) 0.012(4) 0.029(4) 0.056(6) C31A 0.101(6) 0.218(18) 0.059(8) -0.028(8) -0.007(5) 0.091(9) C28B 0.069(3) 0.048(3) 0.059(3) 0.005(2) 0.035(2) 0.006(2) C29B 0.065(4) 0.077(8) 0.041(4) 0.012(4) 0.028(3) 0.018(5) C30B 0.104(6) 0.115(7) 0.059(4) 0.012(4) 0.029(4) 0.056(6) C31B 0.101(6) 0.218(18) 0.059(8) -0.028(8) -0.007(5) 0.091(9) C32 0.062(3) 0.037(2) 0.047(2) -0.0020(18) 0.022(2) 0.0022(19) C33 0.066(3) 0.049(3) 0.042(2) -0.0054(19) 0.022(2) -0.007(2) C34 0.064(3) 0.047(3) 0.060(3) 0.004(2) 0.027(2) 0.004(2) C35 0.068(3) 0.067(3) 0.054(3) 0.009(2) 0.025(2) -0.002(2) O4 0.068(2) 0.055(2) 0.0571(19) -0.0037(15) 0.0268(16) 0.0048(16) _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 O3 1.446(3) . ? S1 O2 1.463(3) . ? S1 N3 1.557(3) . ? S1 C14 1.784(4) . ? O1 C7 1.231(4) . ? N1 C7 1.379(5) . ? N1 C6 1.403(5) . ? N2 C7 1.366(5) . ? N2 C8 1.403(5) . ? N3 C13 1.427(5) . ? C1 C6 1.367(7) . ? C1 C2 1.379(8) . ? C2 C3 1.381(9) . ? C3 C4 1.333(8) . ? C4 C5 1.395(7) . ? C5 C6 1.398(6) . ? C8 C9 1.377(5) . ? C8 C13 1.410(5) . ? C9 C10 1.379(6) . ? C10 C11 1.386(6) . ? C11 C12 1.388(6) . ? C12 C13 1.384(6) . ? C14 C19 1.378(6) . ? C14 C15 1.389(5) . ? C15 C16 1.373(6) . ? C16 C17 1.379(7) . ? C17 C18 1.381(7) . ? C18 C19 1.388(6) . ? N4 C28A 1.512(5) . ? N4 C20A 1.521(5) . ? N4 C32 1.521(5) . ? N4 C24 1.527(4) . ? C20A C21A 1.528(6) . ? C21A C22A 1.547(7) . ? C22A C23A 1.507(7) . ? C21B C22B 1.562(9) . ? C22B C23B 1.509(9) . ? C24 C25 1.511(6) . ? C25 C26 1.519(5) . ? C26 C27 1.532(6) . ? C28A C29A 1.518(7) . ? C29A C30A 1.545(8) . ? C30A C31A 1.523(8) . ? C29B C30B 1.534(9) . ? C30B C31B 1.531(9) . ? C32 C33 1.519(4) . ? C33 C34 1.532(5) . ? C34 C35 1.517(5) . ? 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 O3 S1 O2 115.44(18) . . ? O3 S1 N3 114.88(17) . . ? O2 S1 N3 106.76(17) . . ? O3 S1 C14 105.77(18) . . ? O2 S1 C14 104.55(16) . . ? N3 S1 C14 108.81(19) . . ? C7 N1 C6 127.6(4) . . ? C7 N2 C8 128.0(3) . . ? C13 N3 S1 119.4(3) . . ? C6 C1 C2 119.3(6) . . ? C1 C2 C3 121.8(7) . . ? C4 C3 C2 119.1(6) . . ? C3 C4 C5 120.9(6) . . ? C4 C5 C6 119.8(5) . . ? C1 C6 C5 119.0(5) . . ? C1 C6 N1 124.3(5) . . ? C5 C6 N1 116.6(4) . . ? O1 C7 N2 124.4(4) . . ? O1 C7 N1 124.1(4) . . ? N2 C7 N1 111.4(3) . . ? C9 C8 N2 124.8(4) . . ? C9 C8 C13 119.9(4) . . ? N2 C8 C13 115.3(3) . . ? C8 C9 C10 120.3(4) . . ? C9 C10 C11 120.8(4) . . ? C10 C11 C12 118.9(4) . . ? C13 C12 C11 121.3(4) . . ? C12 C13 C8 118.8(4) . . ? C12 C13 N3 123.9(4) . . ? C8 C13 N3 117.2(3) . . ? C19 C14 C15 120.4(4) . . ? C19 C14 S1 120.9(3) . . ? C15 C14 S1 118.8(3) . . ? C16 C15 C14 119.7(4) . . ? C15 C16 C17 120.8(5) . . ? C16 C17 C18 119.3(5) . . ? C17 C18 C19 120.8(5) . . ? C14 C19 C18 119.2(4) . . ? C28A N4 C20A 107.0(3) . . ? C28A N4 C32 110.7(3) . . ? C20A N4 C32 110.3(3) . . ? C28A N4 C24 110.6(3) . . ? C20A N4 C24 110.7(3) . . ? C32 N4 C24 107.5(3) . . ? N4 C20A C21A 112.9(4) . . ? C20A C21A C22A 113.6(5) . . ? C23A C22A C21A 113.7(6) . . ? C23B C22B C21B 106.1(9) . . ? C25 C24 N4 115.1(3) . . ? C24 C25 C26 112.2(3) . . ? C25 C26 C27 110.8(4) . . ? N4 C28A C29A 112.7(5) . . ? C28A C29A C30A 110.4(6) . . ? C31A C30A C29A 112.0(7) . . ? C31B C30B C29B 109.4(10) . . ? C33 C32 N4 115.4(3) . . ? C32 C33 C34 110.0(3) . . ? C35 C34 C33 113.1(3) . . ? 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 N1 H901 O4 0.87(4) 1.97(5) 2.823(5) 166(4) . N2 H902 N3 0.82(4) 2.19(4) 2.664(5) 117(3) . N2 H902 O4 0.82(4) 2.44(4) 3.160(5) 148(4) . O4 H909 N3 0.83(2) 1.97(2) 2.804(4) 178(5) 3_755 O4 H908 O2 0.84(2) 2.08(2) 2.896(4) 166(5) . O4 H908 S1 0.84(2) 2.90(4) 3.580(3) 140(5) . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.370 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.058 #===END data_2007sot0738 _database_code_depnum_ccdc_archive 'CCDC 659346' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H36 N, C19 H17 N3 O3 S, C7 H5 O2' _chemical_formula_sum 'C42 H58 N4 O5 S' _chemical_formula_weight 730.98 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0564(5) _cell_length_b 24.5513(11) _cell_length_c 16.6808(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.544(3) _cell_angle_gamma 90.00 _cell_volume 4091.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 102932 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.187 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 0.126 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9676 _exptl_absorpt_correction_T_max 0.9950 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 29291 reflections reduced R(int) from 0.1171 to 0.0545 Ratio of minimum to maximum apparent transmission: 0.766234 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35935 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0625 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9245 _reflns_number_gt 6534 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0140P)^2^+9.1032P] 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 9245 _refine_ls_number_parameters 485 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1280 _refine_ls_R_factor_gt 0.0876 _refine_ls_wR_factor_ref 0.1781 _refine_ls_wR_factor_gt 0.1560 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.86751(8) 0.20445(4) 0.49054(5) 0.0355(2) Uani 1 1 d . . . O1 O 0.9478(2) 0.07500(9) 0.22741(14) 0.0370(5) Uani 1 1 d . . . O2 O 0.9163(2) 0.19223(12) 0.57285(14) 0.0481(7) Uani 1 1 d . . . O3 O 0.7835(2) 0.25131(10) 0.47318(16) 0.0432(6) Uani 1 1 d . . . N1 N 0.8185(3) 0.14924(11) 0.18651(17) 0.0321(6) Uani 1 1 d . . . H99 H 0.798(3) 0.1813(15) 0.202(2) 0.038(10) Uiso 1 1 d . . . N2 N 0.9844(3) 0.15736(11) 0.29081(17) 0.0319(6) Uani 1 1 d . . . H98 H 0.957(3) 0.1901(14) 0.2894(19) 0.024(8) Uiso 1 1 d . . . N3 N 0.9943(3) 0.21378(12) 0.43909(18) 0.0324(6) Uani 1 1 d . . . H97 H 0.968(4) 0.2348(18) 0.395(3) 0.063(14) Uiso 1 1 d . . . C1 C 0.7318(3) 0.07268(13) 0.09907(19) 0.0317(7) Uani 1 1 d . . . H1 H 0.8021 0.0492 0.1207 0.038 Uiso 1 1 calc R . . C2 C 0.6347(3) 0.05398(14) 0.0397(2) 0.0349(7) Uani 1 1 d . . . H2 H 0.6380 0.0173 0.0218 0.042 Uiso 1 1 calc R . . C3 C 0.5328(3) 0.08802(14) 0.0059(2) 0.0342(7) Uani 1 1 d . . . H3 H 0.4671 0.0748 -0.0349 0.041 Uiso 1 1 calc R . . C4 C 0.5278(3) 0.14119(14) 0.0322(2) 0.0336(7) Uani 1 1 d . . . H4 H 0.4588 0.1647 0.0093 0.040 Uiso 1 1 calc R . . C5 C 0.6234(3) 0.16040(13) 0.09217(19) 0.0319(7) Uani 1 1 d . . . H5 H 0.6196 0.1971 0.1099 0.038 Uiso 1 1 calc R . . C6 C 0.7257(3) 0.12598(13) 0.12677(19) 0.0288(7) Uani 1 1 d . . . C7 C 0.9183(3) 0.12241(12) 0.23439(19) 0.0285(7) Uani 1 1 d . . . C8 C 1.0766(3) 0.14041(13) 0.35600(19) 0.0306(7) Uani 1 1 d . . . C9 C 1.1651(3) 0.09755(14) 0.3498(2) 0.0377(8) Uani 1 1 d . . . H9 H 1.1654 0.0789 0.2999 0.045 Uiso 1 1 calc R . . C10 C 1.2533(3) 0.08174(15) 0.4160(2) 0.0419(8) Uani 1 1 d . . . H10 H 1.3124 0.0521 0.4111 0.050 Uiso 1 1 calc R . . C11 C 1.2557(4) 0.10875(16) 0.4888(2) 0.0443(9) Uani 1 1 d . . . H11 H 1.3151 0.0974 0.5341 0.053 Uiso 1 1 calc R . . C12 C 1.1705(3) 0.15257(15) 0.4949(2) 0.0373(8) Uani 1 1 d . . . H12 H 1.1732 0.1720 0.5444 0.045 Uiso 1 1 calc R . . C13 C 1.0814(3) 0.16827(13) 0.4296(2) 0.0316(7) Uani 1 1 d . . . C14 C 0.7839(3) 0.14549(14) 0.4502(2) 0.0342(7) Uani 1 1 d . . . C15 C 0.8116(4) 0.09605(17) 0.4872(3) 0.0555(11) Uani 1 1 d . . . H15 H 0.8704 0.0941 0.5359 0.067 Uiso 1 1 calc R . . C16 C 0.7535(5) 0.04914(18) 0.4531(3) 0.0698(14) Uani 1 1 d . . . H16 H 0.7720 0.0149 0.4786 0.084 Uiso 1 1 calc R . . C17 C 0.6690(4) 0.05200(17) 0.3823(3) 0.0580(11) Uani 1 1 d . . . H17 H 0.6294 0.0198 0.3588 0.070 Uiso 1 1 calc R . . C18 C 0.6418(4) 0.10155(16) 0.3455(2) 0.0478(9) Uani 1 1 d . . . H18 H 0.5829 0.1035 0.2969 0.057 Uiso 1 1 calc R . . C19 C 0.6998(3) 0.14863(15) 0.3790(2) 0.0396(8) Uani 1 1 d . . . H19 H 0.6819 0.1828 0.3533 0.048 Uiso 1 1 calc R . . O4 O 0.9339(3) 0.27611(10) 0.30415(16) 0.0466(6) Uani 1 1 d . . . O5 O 0.7355(3) 0.24761(10) 0.24448(17) 0.0524(7) Uani 1 1 d . . . C20 C 0.6536(3) 0.35510(14) 0.21198(19) 0.0336(7) Uani 1 1 d . . . H20 H 0.6051 0.3271 0.1823 0.040 Uiso 1 1 calc R . . C21 C 0.6107(4) 0.40867(16) 0.2039(2) 0.0420(9) Uani 1 1 d . . . H21 H 0.5333 0.4174 0.1681 0.050 Uiso 1 1 calc R . . C22 C 0.6803(4) 0.44955(15) 0.2480(2) 0.0430(9) Uani 1 1 d . . . H22 H 0.6502 0.4862 0.2430 0.052 Uiso 1 1 calc R . . C23 C 0.7930(4) 0.43682(14) 0.2990(2) 0.0399(8) Uani 1 1 d . . . H23 H 0.8409 0.4649 0.3290 0.048 Uiso 1 1 calc R . . C24 C 0.8378(3) 0.38367(13) 0.3072(2) 0.0333(7) Uani 1 1 d . . . H24 H 0.9161 0.3754 0.3426 0.040 Uiso 1 1 calc R . . C25 C 0.7684(3) 0.34240(12) 0.26387(19) 0.0284(7) Uani 1 1 d . . . C26 C 0.8158(4) 0.28416(14) 0.2718(2) 0.0373(8) Uani 1 1 d . . . N4 N 0.4039(2) 0.31450(10) 0.40221(16) 0.0280(6) Uani 1 1 d . . . C27 C 0.4372(3) 0.27787(13) 0.33387(19) 0.0308(7) Uani 1 1 d . . . H27A H 0.4689 0.3012 0.2915 0.037 Uiso 1 1 calc R . . H27B H 0.5127 0.2541 0.3549 0.037 Uiso 1 1 calc R . . C28 C 0.3260(3) 0.24210(14) 0.2947(2) 0.0374(8) Uani 1 1 d . . . H28A H 0.2495 0.2649 0.2724 0.045 Uiso 1 1 calc R . . H28B H 0.2948 0.2173 0.3354 0.045 Uiso 1 1 calc R . . C29 C 0.3771(4) 0.20914(16) 0.2275(2) 0.0435(9) Uani 1 1 d . . . H29A H 0.4195 0.2343 0.1917 0.052 Uiso 1 1 calc R . . H29B H 0.4473 0.1839 0.2517 0.052 Uiso 1 1 calc R . . C30 C 0.2729(4) 0.17675(17) 0.1774(2) 0.0528(10) Uani 1 1 d . . . H30A H 0.2257 0.1534 0.2125 0.079 Uiso 1 1 calc R . . H30B H 0.3156 0.1541 0.1393 0.079 Uiso 1 1 calc R . . H30C H 0.2089 0.2015 0.1474 0.079 Uiso 1 1 calc R . . C31 C 0.2846(3) 0.35092(13) 0.3755(2) 0.0328(7) Uani 1 1 d . . . H31A H 0.2062 0.3275 0.3589 0.039 Uiso 1 1 calc R . . H31B H 0.2637 0.3726 0.4225 0.039 Uiso 1 1 calc R . . C32 C 0.3033(3) 0.38973(14) 0.3066(2) 0.0383(8) Uani 1 1 d . . . H32A H 0.3222 0.3687 0.2586 0.046 Uiso 1 1 calc R . . H32B H 0.3805 0.4139 0.3224 0.046 Uiso 1 1 calc R . . C33 C 0.1773(3) 0.42397(14) 0.2859(2) 0.0395(8) Uani 1 1 d . . . H33A H 0.1005 0.3996 0.2698 0.047 Uiso 1 1 calc R . . H33B H 0.1578 0.4444 0.3343 0.047 Uiso 1 1 calc R . . C34 C 0.1927(4) 0.46370(18) 0.2181(3) 0.0615(12) Uani 1 1 d . . . H34A H 0.2711 0.4868 0.2329 0.092 Uiso 1 1 calc R . . H34B H 0.1124 0.4865 0.2088 0.092 Uiso 1 1 calc R . . H34C H 0.2046 0.4435 0.1688 0.092 Uiso 1 1 calc R . . C35 C 0.5287(3) 0.34833(13) 0.4265(2) 0.0311(7) Uani 1 1 d . . . H35A H 0.6046 0.3232 0.4409 0.037 Uiso 1 1 calc R . . H35B H 0.5491 0.3695 0.3789 0.037 Uiso 1 1 calc R . . C36 C 0.5212(3) 0.38758(14) 0.4962(2) 0.0346(7) Uani 1 1 d . . . H36A H 0.5136 0.3668 0.5464 0.041 Uiso 1 1 calc R . . H36B H 0.4407 0.4108 0.4854 0.041 Uiso 1 1 calc R . . C37 C 0.6457(4) 0.42311(15) 0.5071(2) 0.0409(8) Uani 1 1 d . . . H37A H 0.7260 0.3995 0.5149 0.049 Uiso 1 1 calc R . . H37B H 0.6506 0.4448 0.4575 0.049 Uiso 1 1 calc R . . C38 C 0.6467(4) 0.46131(17) 0.5786(2) 0.0525(10) Uani 1 1 d . . . H38A H 0.5691 0.4857 0.5704 0.079 Uiso 1 1 calc R . . H38B H 0.7291 0.4829 0.5837 0.079 Uiso 1 1 calc R . . H38C H 0.6424 0.4400 0.6279 0.079 Uiso 1 1 calc R . . C39 C 0.3663(3) 0.28104(13) 0.47317(19) 0.0315(7) Uani 1 1 d . . . H39A H 0.3523 0.3062 0.5179 0.038 Uiso 1 1 calc R . . H39B H 0.2801 0.2625 0.4566 0.038 Uiso 1 1 calc R . . C40 C 0.4684(3) 0.23853(14) 0.5046(2) 0.0353(8) Uani 1 1 d . . . H40A H 0.5596 0.2522 0.4992 0.042 Uiso 1 1 calc R . . H40B H 0.4542 0.2050 0.4718 0.042 Uiso 1 1 calc R . . C41 C 0.4571(3) 0.22507(15) 0.5935(2) 0.0372(8) Uani 1 1 d . . . H41A H 0.4761 0.2582 0.6266 0.045 Uiso 1 1 calc R . . H41B H 0.3645 0.2134 0.5993 0.045 Uiso 1 1 calc R . . C42 C 0.5541(4) 0.18018(17) 0.6246(2) 0.0505(10) Uani 1 1 d . . . H42A H 0.5343 0.1471 0.5926 0.076 Uiso 1 1 calc R . . H42B H 0.5443 0.1727 0.6813 0.076 Uiso 1 1 calc R . . H42C H 0.6460 0.1919 0.6197 0.076 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0299(4) 0.0400(5) 0.0373(5) -0.0082(4) 0.0073(3) -0.0011(4) O1 0.0388(13) 0.0250(12) 0.0462(14) -0.0059(10) 0.0003(11) 0.0006(10) O2 0.0393(14) 0.075(2) 0.0311(13) -0.0064(13) 0.0084(10) -0.0010(13) O3 0.0330(13) 0.0406(14) 0.0573(16) -0.0132(12) 0.0113(11) 0.0025(11) N1 0.0332(15) 0.0207(14) 0.0422(16) -0.0058(12) 0.0034(12) 0.0008(11) N2 0.0332(15) 0.0223(14) 0.0400(16) -0.0041(12) 0.0032(12) 0.0047(11) N3 0.0271(14) 0.0315(15) 0.0393(16) -0.0031(13) 0.0062(12) -0.0025(12) C1 0.0364(18) 0.0223(16) 0.0369(18) -0.0002(13) 0.0062(14) 0.0003(13) C2 0.0427(19) 0.0262(17) 0.0366(18) -0.0041(14) 0.0075(15) -0.0009(14) C3 0.0346(18) 0.0335(18) 0.0351(18) 0.0015(14) 0.0062(14) -0.0052(14) C4 0.0317(17) 0.0321(18) 0.0379(18) 0.0025(14) 0.0084(14) 0.0022(14) C5 0.0370(18) 0.0231(16) 0.0377(18) -0.0008(13) 0.0140(14) -0.0001(13) C6 0.0306(16) 0.0258(16) 0.0311(17) 0.0016(13) 0.0085(13) -0.0010(13) C7 0.0316(16) 0.0218(16) 0.0333(17) -0.0016(13) 0.0084(13) -0.0032(13) C8 0.0295(16) 0.0247(16) 0.0378(18) 0.0001(13) 0.0054(13) -0.0028(13) C9 0.0371(19) 0.0310(18) 0.046(2) -0.0034(15) 0.0072(15) 0.0018(15) C10 0.0346(19) 0.036(2) 0.054(2) 0.0003(17) 0.0034(16) 0.0042(15) C11 0.0358(19) 0.047(2) 0.048(2) 0.0058(18) -0.0038(16) 0.0006(17) C12 0.0342(18) 0.039(2) 0.0389(19) -0.0030(15) 0.0032(14) -0.0058(15) C13 0.0264(16) 0.0283(17) 0.0411(19) -0.0031(14) 0.0079(13) -0.0060(13) C14 0.0266(16) 0.0393(19) 0.0385(18) -0.0012(15) 0.0114(14) -0.0080(14) C15 0.059(3) 0.049(2) 0.056(3) 0.014(2) -0.004(2) -0.010(2) C16 0.073(3) 0.041(2) 0.094(4) 0.019(2) 0.003(3) -0.016(2) C17 0.058(3) 0.035(2) 0.082(3) -0.009(2) 0.013(2) -0.0170(19) C18 0.042(2) 0.045(2) 0.056(2) -0.0064(19) 0.0035(17) -0.0114(18) C19 0.0372(19) 0.0351(19) 0.047(2) 0.0005(16) 0.0047(16) -0.0015(15) O4 0.0461(15) 0.0380(14) 0.0588(17) 0.0126(12) 0.0194(13) 0.0101(12) O5 0.0679(19) 0.0252(13) 0.0686(18) -0.0103(12) 0.0277(15) -0.0068(13) C20 0.0409(19) 0.0347(18) 0.0265(16) -0.0048(14) 0.0091(14) -0.0086(15) C21 0.0383(19) 0.049(2) 0.040(2) 0.0108(17) 0.0076(15) 0.0062(17) C22 0.054(2) 0.0272(18) 0.050(2) 0.0038(16) 0.0165(18) 0.0093(16) C23 0.048(2) 0.0250(17) 0.047(2) -0.0074(15) 0.0092(17) -0.0035(15) C24 0.0321(17) 0.0331(18) 0.0351(18) -0.0009(14) 0.0051(13) -0.0014(14) C25 0.0327(17) 0.0232(16) 0.0321(17) -0.0002(13) 0.0155(13) -0.0008(13) C26 0.048(2) 0.0280(18) 0.0404(19) -0.0011(15) 0.0236(16) 0.0026(16) N4 0.0264(13) 0.0250(13) 0.0344(14) 0.0007(11) 0.0110(11) 0.0001(11) C27 0.0356(17) 0.0241(16) 0.0354(18) 0.0004(13) 0.0152(14) 0.0025(13) C28 0.0354(18) 0.039(2) 0.0404(19) -0.0065(15) 0.0137(15) -0.0064(15) C29 0.041(2) 0.045(2) 0.045(2) -0.0082(17) 0.0105(16) 0.0011(17) C30 0.056(2) 0.055(3) 0.050(2) -0.015(2) 0.0185(19) -0.009(2) C31 0.0283(16) 0.0272(17) 0.0446(19) -0.0018(14) 0.0122(14) -0.0009(13) C32 0.0352(18) 0.0304(18) 0.050(2) 0.0053(16) 0.0081(15) 0.0010(14) C33 0.0330(18) 0.0325(19) 0.052(2) 0.0020(16) 0.0028(16) 0.0016(14) C34 0.058(3) 0.051(3) 0.075(3) 0.023(2) -0.001(2) 0.011(2) C35 0.0254(15) 0.0273(16) 0.0421(19) 0.0020(14) 0.0106(13) -0.0030(13) C36 0.0335(18) 0.0319(18) 0.0392(19) -0.0014(14) 0.0084(14) -0.0049(14) C37 0.0388(19) 0.045(2) 0.039(2) -0.0022(16) 0.0068(15) -0.0136(16) C38 0.061(3) 0.049(2) 0.048(2) -0.0034(19) 0.0087(19) -0.021(2) C39 0.0339(17) 0.0274(17) 0.0356(18) -0.0005(13) 0.0147(14) -0.0050(13) C40 0.0398(19) 0.0318(18) 0.0369(19) 0.0031(14) 0.0150(15) 0.0023(14) C41 0.0357(18) 0.040(2) 0.0375(19) 0.0023(15) 0.0099(14) -0.0044(15) C42 0.051(2) 0.061(3) 0.041(2) 0.0127(19) 0.0113(17) 0.006(2) _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 O2 1.436(3) . ? S1 O3 1.437(3) . ? S1 N3 1.632(3) . ? S1 C14 1.768(3) . ? O1 C7 1.210(4) . ? N1 C7 1.377(4) . ? N1 C6 1.406(4) . ? N2 C7 1.386(4) . ? N2 C8 1.410(4) . ? N3 C13 1.440(4) . ? C1 C2 1.387(5) . ? C1 C6 1.391(4) . ? C2 C3 1.391(5) . ? C3 C4 1.380(5) . ? C4 C5 1.388(5) . ? C5 C6 1.404(4) . ? C8 C9 1.389(4) . ? C8 C13 1.401(4) . ? C9 C10 1.390(5) . ? C10 C11 1.381(5) . ? C11 C12 1.387(5) . ? C12 C13 1.385(5) . ? C14 C15 1.376(5) . ? C14 C19 1.379(5) . ? C15 C16 1.384(6) . ? C16 C17 1.376(6) . ? C17 C18 1.376(6) . ? C18 C19 1.383(5) . ? O4 C26 1.262(4) . ? O5 C26 1.257(4) . ? C20 C21 1.386(5) . ? C20 C25 1.397(5) . ? C21 C22 1.386(5) . ? C22 C23 1.374(5) . ? C23 C24 1.382(5) . ? C24 C25 1.386(4) . ? C25 C26 1.508(4) . ? N4 C27 1.519(4) . ? N4 C35 1.521(4) . ? N4 C31 1.521(4) . ? N4 C39 1.524(4) . ? C27 C28 1.511(4) . ? C28 C29 1.519(5) . ? C29 C30 1.494(5) . ? C31 C32 1.521(5) . ? C32 C33 1.527(5) . ? C33 C34 1.515(5) . ? C35 C36 1.520(4) . ? C36 C37 1.520(4) . ? C37 C38 1.516(5) . ? C39 C40 1.515(5) . ? C40 C41 1.537(4) . ? C41 C42 1.523(5) . ? 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 O2 S1 O3 119.26(16) . . ? O2 S1 N3 109.24(15) . . ? O3 S1 N3 104.97(15) . . ? O2 S1 C14 106.80(17) . . ? O3 S1 C14 109.59(16) . . ? N3 S1 C14 106.33(14) . . ? C7 N1 C6 126.7(3) . . ? C7 N2 C8 124.3(3) . . ? C13 N3 S1 118.1(2) . . ? C2 C1 C6 119.6(3) . . ? C1 C2 C3 121.1(3) . . ? C4 C3 C2 119.4(3) . . ? C3 C4 C5 120.2(3) . . ? C4 C5 C6 120.4(3) . . ? C1 C6 C5 119.2(3) . . ? C1 C6 N1 124.5(3) . . ? C5 C6 N1 116.3(3) . . ? O1 C7 N1 125.1(3) . . ? O1 C7 N2 123.8(3) . . ? N1 C7 N2 111.0(3) . . ? C9 C8 C13 118.5(3) . . ? C9 C8 N2 122.5(3) . . ? C13 C8 N2 119.0(3) . . ? C8 C9 C10 120.6(3) . . ? C11 C10 C9 120.7(3) . . ? C10 C11 C12 119.2(3) . . ? C13 C12 C11 120.5(3) . . ? C12 C13 C8 120.6(3) . . ? C12 C13 N3 118.5(3) . . ? C8 C13 N3 121.0(3) . . ? C15 C14 C19 120.6(3) . . ? C15 C14 S1 119.2(3) . . ? C19 C14 S1 120.0(3) . . ? C14 C15 C16 119.7(4) . . ? C17 C16 C15 120.0(4) . . ? C18 C17 C16 120.0(4) . . ? C17 C18 C19 120.4(4) . . ? C14 C19 C18 119.3(4) . . ? C21 C20 C25 119.9(3) . . ? C20 C21 C22 120.2(3) . . ? C23 C22 C21 119.7(3) . . ? C22 C23 C24 120.9(3) . . ? C23 C24 C25 120.0(3) . . ? C24 C25 C20 119.4(3) . . ? C24 C25 C26 120.8(3) . . ? C20 C25 C26 119.8(3) . . ? O5 C26 O4 125.3(3) . . ? O5 C26 C25 117.5(3) . . ? O4 C26 C25 117.3(3) . . ? C27 N4 C35 106.1(2) . . ? C27 N4 C31 111.2(2) . . ? C35 N4 C31 110.9(2) . . ? C27 N4 C39 111.1(2) . . ? C35 N4 C39 111.0(2) . . ? C31 N4 C39 106.7(2) . . ? C28 C27 N4 117.0(3) . . ? C27 C28 C29 109.5(3) . . ? C30 C29 C28 114.9(3) . . ? C32 C31 N4 115.4(3) . . ? C31 C32 C33 110.2(3) . . ? C34 C33 C32 111.8(3) . . ? C36 C35 N4 116.0(2) . . ? C35 C36 C37 110.1(3) . . ? C38 C37 C36 112.4(3) . . ? C40 C39 N4 114.9(2) . . ? C39 C40 C41 111.1(3) . . ? C42 C41 C40 111.7(3) . . ? 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 N1 H99 O5 0.86(4) 1.91(4) 2.765(4) 173(3) . N2 H98 O4 0.85(3) 2.14(3) 2.972(4) 166(3) . N3 H97 O4 0.91(4) 1.82(4) 2.732(4) 174(4) . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.372 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.066 #===END data_2007sot1089 _database_code_depnum_ccdc_archive 'CCDC 659347' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H20 N4 O5 S2, 2(C16 H36 N), 0.853(O), 0.147(O)' _chemical_formula_sum 'C57 H94 N6 O6 S2' _chemical_formula_weight 1023.50 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.9274(3) _cell_length_b 14.1111(3) _cell_length_c 24.2589(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.9180(10) _cell_angle_gamma 90.00 _cell_volume 5871.31(19) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 91309 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2232 _exptl_absorpt_coefficient_mu 0.142 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9352 _exptl_absorpt_correction_T_max 0.9957 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 48746 reflections reduced R(int) from 0.1433 to 0.0623 Ratio of minimum to maximum apparent transmission: 0.841403 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55113 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.03 _reflns_number_total 10342 _reflns_number_gt 7614 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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. The structure contains a molecule of water that was modelled as split over 2 sites. The thermal parameters where constrained to be equal for both halves and the SHELX BUMP restraint was used to prevent unrealistic close contacts. ; _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^)+(0.0000P)^2^+11.4285P] 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 10342 _refine_ls_number_parameters 660 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1030 _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.1435 _refine_ls_wR_factor_gt 0.1283 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O6A O 1.07597(16) 0.8664(2) 0.34220(13) 0.0457(9) Uani 0.853(4) 1 d P . . O6B O 1.0993(9) 0.7065(12) 0.3949(7) 0.0457(9) Uani 0.147(4) 1 d P . . S1 S 0.88784(5) 0.90148(6) 0.22841(4) 0.02710(19) Uani 1 1 d . . . S2 S 1.29150(5) 0.85281(6) 0.37400(3) 0.0274(2) Uani 1 1 d . . . O1 O 0.94468(13) 0.83083(16) 0.22390(10) 0.0363(6) Uani 1 1 d . . . O2 O 0.81368(13) 0.86317(16) 0.23077(9) 0.0321(5) Uani 1 1 d . . . O3 O 1.08739(12) 1.19784(15) 0.41284(9) 0.0285(5) Uani 1 1 d . . . O4 O 1.23116(13) 0.79134(17) 0.33823(10) 0.0388(6) Uani 1 1 d . . . O5 O 1.34910(14) 0.88641(17) 0.34728(10) 0.0364(6) Uani 1 1 d . . . N1 N 0.93008(15) 0.96888(19) 0.27841(11) 0.0293(6) Uani 1 1 d . . . N2 N 1.02449(15) 1.0781(2) 0.35326(12) 0.0275(6) Uani 1 1 d . . . H902 H 1.0269(16) 1.020(3) 0.3392(15) 0.043(11) Uiso 1 1 d . . . N3 N 1.15200(15) 1.0626(2) 0.40155(11) 0.0258(6) Uani 1 1 d . . . H903 H 1.1453(16) 1.009(3) 0.3847(14) 0.038(11) Uiso 1 1 d . . . N4 N 1.24764(15) 0.93025(19) 0.39763(11) 0.0287(6) Uani 1 1 d . . . C1 C 0.9217(2) 1.0226(3) 0.15039(17) 0.0395(9) Uani 1 1 d . . . H1 H 0.9722 1.0265 0.1771 0.047 Uiso 1 1 calc R . . C2 C 0.9050(3) 1.0719(3) 0.09893(18) 0.0478(10) Uani 1 1 d . . . H2 H 0.9444 1.1088 0.0902 0.057 Uiso 1 1 calc R . . C3 C 0.8316(3) 1.0676(3) 0.06024(17) 0.0467(10) Uani 1 1 d . . . H3 H 0.8206 1.1011 0.0248 0.056 Uiso 1 1 calc R . . C4 C 0.7741(2) 1.0147(2) 0.07299(15) 0.0382(9) Uani 1 1 d . . . H4 H 0.7232 1.0125 0.0466 0.046 Uiso 1 1 calc R . . C5 C 0.7904(2) 0.9647(2) 0.12446(14) 0.0297(8) Uani 1 1 d . . . H5 H 0.7507 0.9286 0.1333 0.036 Uiso 1 1 calc R . . C6 C 0.86465(19) 0.9675(2) 0.16304(14) 0.0284(7) Uani 1 1 d . . . C7 C 0.89577(18) 1.0506(2) 0.29264(13) 0.0248(7) Uani 1 1 d . . . C8 C 0.81695(19) 1.0761(2) 0.27350(14) 0.0294(8) Uani 1 1 d . . . H8 H 0.7805 1.0345 0.2488 0.035 Uiso 1 1 calc R . . C9 C 0.79121(19) 1.1615(2) 0.29008(14) 0.0303(8) Uani 1 1 d . . . H9 H 0.7375 1.1776 0.2768 0.036 Uiso 1 1 calc R . . C10 C 0.84314(19) 1.2227(2) 0.32567(14) 0.0311(8) Uani 1 1 d . . . H10 H 0.8255 1.2820 0.3357 0.037 Uiso 1 1 calc R . . C11 C 0.92168(19) 1.1980(2) 0.34716(13) 0.0280(7) Uani 1 1 d . . . H11 H 0.9574 1.2399 0.3722 0.034 Uiso 1 1 calc R . . C12 C 0.94742(18) 1.1122(2) 0.33187(13) 0.0242(7) Uani 1 1 d . . . C13 C 1.08766(18) 1.1197(2) 0.39086(13) 0.0254(7) Uani 1 1 d . . . C14 C 1.22991(17) 1.0843(2) 0.43017(13) 0.0230(7) Uani 1 1 d . . . C15 C 1.25727(18) 1.1697(2) 0.45636(13) 0.0277(7) Uani 1 1 d . . . H15 H 1.2221 1.2201 0.4563 0.033 Uiso 1 1 calc R . . C16 C 1.33687(19) 1.1813(2) 0.48274(14) 0.0304(8) Uani 1 1 d . . . H16 H 1.3557 1.2399 0.5008 0.037 Uiso 1 1 calc R . . C17 C 1.38864(19) 1.1089(2) 0.48295(14) 0.0300(8) Uani 1 1 d . . . H17 H 1.4426 1.1174 0.5018 0.036 Uiso 1 1 calc R . . C18 C 1.36204(18) 1.0236(2) 0.45571(13) 0.0257(7) Uani 1 1 d . . . H18 H 1.3981 0.9742 0.4560 0.031 Uiso 1 1 calc R . . C19 C 1.28296(18) 1.0099(2) 0.42794(13) 0.0236(7) Uani 1 1 d . . . C20 C 1.34301(18) 0.7796(2) 0.43241(13) 0.0244(7) Uani 1 1 d . . . C21 C 1.3037(2) 0.7469(3) 0.47027(16) 0.0397(9) Uani 1 1 d . . . H21 H 1.2507 0.7636 0.4646 0.048 Uiso 1 1 calc R . . C22 C 1.3417(3) 0.6901(3) 0.51611(18) 0.0537(11) Uani 1 1 d . . . H22 H 1.3147 0.6677 0.5420 0.064 Uiso 1 1 calc R . . C23 C 1.4189(3) 0.6657(3) 0.52451(17) 0.0497(11) Uani 1 1 d . . . H23 H 1.4450 0.6263 0.5560 0.060 Uiso 1 1 calc R . . C24 C 1.4576(2) 0.6983(3) 0.48761(16) 0.0407(9) Uani 1 1 d . . . H24 H 1.5106 0.6812 0.4935 0.049 Uiso 1 1 calc R . . C25 C 1.42045(19) 0.7563(2) 0.44126(14) 0.0307(8) Uani 1 1 d . . . H25 H 1.4481 0.7796 0.4161 0.037 Uiso 1 1 calc R . . N5 N 1.12797(15) 0.65706(18) 0.20395(11) 0.0246(6) Uani 1 1 d . . . C26 C 1.06550(18) 0.6121(2) 0.15451(14) 0.0282(7) Uani 1 1 d . . . H26A H 1.0707 0.6380 0.1179 0.034 Uiso 1 1 calc R . . H26B H 1.0757 0.5432 0.1546 0.034 Uiso 1 1 calc R . . C27 C 0.98187(18) 0.6267(3) 0.15551(14) 0.0321(8) Uani 1 1 d . . . H27A H 0.9721 0.6949 0.1599 0.039 Uiso 1 1 calc R . . H27B H 0.9730 0.5924 0.1886 0.039 Uiso 1 1 calc R . . C28 C 0.92630(19) 0.5895(3) 0.09928(15) 0.0372(9) Uani 1 1 d . . . H28A H 0.9320 0.6282 0.0667 0.045 Uiso 1 1 calc R . . H28B H 0.9404 0.5233 0.0931 0.045 Uiso 1 1 calc R . . C29 C 0.8417(2) 0.5927(3) 0.10033(18) 0.0529(11) Uani 1 1 d . . . H29A H 0.8357 0.5533 0.1320 0.079 Uiso 1 1 calc R . . H29B H 0.8078 0.5687 0.0637 0.079 Uiso 1 1 calc R . . H29C H 0.8274 0.6583 0.1060 0.079 Uiso 1 1 calc R . . C30 C 1.20623(17) 0.6283(2) 0.19639(14) 0.0270(7) Uani 1 1 d . . . H30A H 1.2084 0.5582 0.1948 0.032 Uiso 1 1 calc R . . H30B H 1.2094 0.6529 0.1589 0.032 Uiso 1 1 calc R . . C31 C 1.27674(18) 0.6630(3) 0.24346(14) 0.0332(8) Uani 1 1 d . . . H31A H 1.2716 0.7318 0.2494 0.040 Uiso 1 1 calc R . . H31B H 1.2791 0.6302 0.2800 0.040 Uiso 1 1 calc R . . C32 C 1.35127(19) 0.6444(3) 0.22779(15) 0.0353(8) Uani 1 1 d . . . H32A H 1.3473 0.6734 0.1899 0.042 Uiso 1 1 calc R . . H32B H 1.3581 0.5752 0.2244 0.042 Uiso 1 1 calc R . . C33 C 1.4218(2) 0.6848(3) 0.27270(17) 0.0466(10) Uani 1 1 d . . . H33A H 1.4145 0.7530 0.2767 0.070 Uiso 1 1 calc R . . H33B H 1.4687 0.6739 0.2606 0.070 Uiso 1 1 calc R . . H33C H 1.4276 0.6534 0.3098 0.070 Uiso 1 1 calc R . . C34 C 1.11935(18) 0.7642(2) 0.20328(13) 0.0267(7) Uani 1 1 d . . . H34A H 1.0680 0.7797 0.2086 0.032 Uiso 1 1 calc R . . H34B H 1.1599 0.7904 0.2368 0.032 Uiso 1 1 calc R . . C35 C 1.1256(2) 0.8138(2) 0.14956(14) 0.0334(8) Uani 1 1 d . . . H35A H 1.0802 0.7969 0.1166 0.040 Uiso 1 1 calc R . . H35B H 1.1734 0.7926 0.1406 0.040 Uiso 1 1 calc R . . C36 C 1.1283(2) 0.9207(3) 0.15805(16) 0.0425(9) Uani 1 1 d . . . H36A H 1.0820 0.9406 0.1696 0.051 Uiso 1 1 calc R . . H36B H 1.1752 0.9371 0.1899 0.051 Uiso 1 1 calc R . . C37 C 1.1300(3) 0.9753(3) 0.10457(18) 0.0562(12) Uani 1 1 d . . . H37A H 1.1760 0.9566 0.0932 0.084 Uiso 1 1 calc R . . H37B H 1.1323 1.0434 0.1128 0.084 Uiso 1 1 calc R . . H37C H 1.0828 0.9612 0.0732 0.084 Uiso 1 1 calc R . . C38 C 1.12097(19) 0.6240(2) 0.26184(13) 0.0286(7) Uani 1 1 d . . . H38A H 1.1624 0.6551 0.2926 0.034 Uiso 1 1 calc R . . H38B H 1.0703 0.6460 0.2656 0.034 Uiso 1 1 calc R . . C39 C 1.1267(2) 0.5179(2) 0.27208(15) 0.0353(8) Uani 1 1 d . . . H39A H 1.1728 0.4927 0.2622 0.042 Uiso 1 1 calc R . . H39B H 1.0797 0.4865 0.2469 0.042 Uiso 1 1 calc R . . C40 C 1.1339(2) 0.4962(3) 0.33495(16) 0.0434(9) Uani 1 1 d . . . H40A H 1.1817 0.5266 0.3597 0.052 Uiso 1 1 calc R . . H40B H 1.0887 0.5239 0.3449 0.052 Uiso 1 1 calc R . . C41 C 1.1372(3) 0.3904(3) 0.3472(2) 0.0639(13) Uani 1 1 d . . . H41A H 1.0888 0.3605 0.3243 0.096 Uiso 1 1 calc R . . H41B H 1.1436 0.3799 0.3883 0.096 Uiso 1 1 calc R . . H41C H 1.1815 0.3625 0.3370 0.096 Uiso 1 1 calc R . . N6 N 1.14535(14) 1.22272(18) 0.60117(11) 0.0244(6) Uani 1 1 d . . . C42 C 1.11977(18) 1.1196(2) 0.59547(13) 0.0265(7) Uani 1 1 d . . . H42A H 1.1442 1.0873 0.6325 0.032 Uiso 1 1 calc R . . H42B H 1.0626 1.1174 0.5887 0.032 Uiso 1 1 calc R . . C43 C 1.13953(19) 1.0648(2) 0.54790(14) 0.0278(7) Uani 1 1 d . . . H43A H 1.1956 1.0722 0.5514 0.033 Uiso 1 1 calc R . . H43B H 1.1091 1.0900 0.5099 0.033 Uiso 1 1 calc R . . C44 C 1.1205(2) 0.9601(2) 0.55212(14) 0.0315(8) Uani 1 1 d . . . H44A H 1.1546 0.9341 0.5887 0.038 Uiso 1 1 calc R . . H44B H 1.0658 0.9540 0.5529 0.038 Uiso 1 1 calc R . . C45 C 1.1315(2) 0.9024(2) 0.50208(15) 0.0358(8) Uani 1 1 d . . . H45A H 1.0916 0.9203 0.4665 0.054 Uiso 1 1 calc R . . H45B H 1.1267 0.8348 0.5096 0.054 Uiso 1 1 calc R . . H45C H 1.1833 0.9150 0.4979 0.054 Uiso 1 1 calc R . . C46 C 1.23369(17) 1.2321(2) 0.61702(13) 0.0260(7) Uani 1 1 d . . . H46A H 1.2508 1.2095 0.5840 0.031 Uiso 1 1 calc R . . H46B H 1.2470 1.3002 0.6223 0.031 Uiso 1 1 calc R . . C47 C 1.28036(18) 1.1794(2) 0.67063(14) 0.0290(8) Uani 1 1 d . . . H47A H 1.2757 1.1102 0.6636 0.035 Uiso 1 1 calc R . . H47B H 1.2595 1.1941 0.7032 0.035 Uiso 1 1 calc R . . C48 C 1.36637(18) 1.2090(3) 0.68582(14) 0.0308(8) Uani 1 1 d . . . H48A H 1.3691 1.2791 0.6849 0.037 Uiso 1 1 calc R . . H48B H 1.3930 1.1883 0.7257 0.037 Uiso 1 1 calc R . . C49 C 1.4095(2) 1.1694(3) 0.64645(16) 0.0462(10) Uani 1 1 d . . . H49A H 1.4085 1.1000 0.6478 0.069 Uiso 1 1 calc R . . H49B H 1.4637 1.1915 0.6589 0.069 Uiso 1 1 calc R . . H49C H 1.3846 1.1909 0.6070 0.069 Uiso 1 1 calc R . . C50 C 1.11385(18) 1.2760(2) 0.54468(13) 0.0260(7) Uani 1 1 d . . . H50A H 1.1358 1.3409 0.5497 0.031 Uiso 1 1 calc R . . H50B H 1.1330 1.2442 0.5150 0.031 Uiso 1 1 calc R . . C51 C 1.02563(18) 1.2833(2) 0.52230(14) 0.0300(8) Uani 1 1 d . . . H51A H 1.0039 1.2961 0.5547 0.036 Uiso 1 1 calc R . . H51B H 1.0037 1.2226 0.5042 0.036 Uiso 1 1 calc R . . C52 C 1.00298(19) 1.3631(2) 0.47817(14) 0.0335(8) Uani 1 1 d . . . H52A H 1.0213 1.3474 0.4445 0.040 Uiso 1 1 calc R . . H52B H 1.0291 1.4223 0.4954 0.040 Uiso 1 1 calc R . . C53 C 0.9148(2) 1.3788(3) 0.45805(16) 0.0406(9) Uani 1 1 d . . . H53A H 0.8889 1.3204 0.4405 0.061 Uiso 1 1 calc R . . H53B H 0.9024 1.4301 0.4296 0.061 Uiso 1 1 calc R . . H53C H 0.8967 1.3958 0.4911 0.061 Uiso 1 1 calc R . . C54 C 1.11495(18) 1.2649(2) 0.64830(13) 0.0277(7) Uani 1 1 d . . . H54A H 1.0591 1.2483 0.6398 0.033 Uiso 1 1 calc R . . H54B H 1.1429 1.2344 0.6853 0.033 Uiso 1 1 calc R . . C55 C 1.12303(19) 1.3712(2) 0.65601(14) 0.0312(8) Uani 1 1 d . . . H55A H 1.0978 1.4032 0.6189 0.037 Uiso 1 1 calc R . . H55B H 1.1789 1.3888 0.6682 0.037 Uiso 1 1 calc R . . C56 C 1.0846(2) 1.4037(3) 0.70154(15) 0.0373(9) Uani 1 1 d . . . H56A H 1.0292 1.3842 0.6895 0.045 Uiso 1 1 calc R . . H56B H 1.1105 1.3718 0.7385 0.045 Uiso 1 1 calc R . . C57 C 1.0895(2) 1.5099(3) 0.71044(18) 0.0492(11) Uani 1 1 d . . . H57A H 1.1443 1.5295 0.7227 0.074 Uiso 1 1 calc R . . H57B H 1.0649 1.5273 0.7402 0.074 Uiso 1 1 calc R . . H57C H 1.0625 1.5417 0.6742 0.074 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O6A 0.0315(16) 0.0435(18) 0.0478(19) -0.0230(15) -0.0110(13) 0.0131(14) O6B 0.0315(16) 0.0435(18) 0.0478(19) -0.0230(15) -0.0110(13) 0.0131(14) S1 0.0249(4) 0.0253(4) 0.0294(4) -0.0015(3) 0.0053(3) -0.0012(3) S2 0.0289(4) 0.0255(4) 0.0245(4) -0.0019(3) 0.0029(3) 0.0033(4) O1 0.0330(13) 0.0293(13) 0.0437(15) -0.0087(11) 0.0065(11) 0.0041(11) O2 0.0295(12) 0.0346(13) 0.0305(13) 0.0041(10) 0.0062(10) -0.0080(10) O3 0.0290(12) 0.0263(13) 0.0281(12) -0.0039(10) 0.0050(10) 0.0047(10) O4 0.0363(14) 0.0348(14) 0.0351(14) -0.0139(11) -0.0054(11) 0.0038(11) O5 0.0455(15) 0.0343(14) 0.0319(13) 0.0031(11) 0.0153(11) 0.0032(12) N1 0.0233(14) 0.0302(16) 0.0305(15) -0.0040(12) 0.0014(12) 0.0022(12) N2 0.0238(14) 0.0268(16) 0.0295(15) -0.0056(13) 0.0036(12) 0.0034(12) N3 0.0265(15) 0.0213(15) 0.0251(15) -0.0039(12) 0.0005(12) 0.0030(12) N4 0.0260(14) 0.0236(15) 0.0317(15) -0.0023(12) 0.0008(12) 0.0035(12) C1 0.038(2) 0.035(2) 0.050(2) -0.0061(18) 0.0216(18) -0.0085(17) C2 0.063(3) 0.038(2) 0.055(3) 0.001(2) 0.037(2) -0.009(2) C3 0.075(3) 0.036(2) 0.035(2) -0.0004(17) 0.026(2) 0.004(2) C4 0.049(2) 0.031(2) 0.032(2) -0.0018(16) 0.0070(17) 0.0032(18) C5 0.0369(19) 0.0249(18) 0.0285(18) -0.0003(14) 0.0112(15) -0.0031(15) C6 0.0318(18) 0.0250(18) 0.0299(18) -0.0058(14) 0.0116(15) -0.0025(15) C7 0.0268(17) 0.0245(17) 0.0242(17) 0.0035(14) 0.0090(14) 0.0038(14) C8 0.0273(18) 0.0319(19) 0.0264(18) 0.0009(15) 0.0037(14) -0.0002(15) C9 0.0247(17) 0.036(2) 0.0262(18) 0.0024(15) 0.0009(14) 0.0060(15) C10 0.0362(19) 0.0291(19) 0.0281(18) 0.0018(15) 0.0096(15) 0.0112(16) C11 0.0316(18) 0.0286(18) 0.0233(17) 0.0012(14) 0.0075(14) 0.0033(15) C12 0.0251(16) 0.0280(18) 0.0197(16) 0.0020(13) 0.0066(13) 0.0024(14) C13 0.0269(17) 0.0301(19) 0.0193(16) 0.0018(14) 0.0070(14) 0.0013(15) C14 0.0244(16) 0.0245(17) 0.0193(16) 0.0027(13) 0.0050(13) 0.0001(13) C15 0.0268(17) 0.0287(18) 0.0272(17) -0.0003(14) 0.0071(14) 0.0023(14) C16 0.0359(19) 0.0269(18) 0.0276(18) -0.0064(14) 0.0078(15) -0.0076(15) C17 0.0261(17) 0.034(2) 0.0267(18) -0.0013(15) 0.0028(14) -0.0023(15) C18 0.0272(17) 0.0233(17) 0.0259(17) 0.0024(14) 0.0069(14) 0.0029(14) C19 0.0254(17) 0.0250(17) 0.0193(16) 0.0015(13) 0.0049(13) -0.0001(14) C20 0.0241(16) 0.0195(16) 0.0275(17) -0.0010(13) 0.0041(14) -0.0009(13) C21 0.034(2) 0.039(2) 0.047(2) 0.0071(18) 0.0140(18) -0.0012(17) C22 0.067(3) 0.048(3) 0.049(3) 0.019(2) 0.021(2) -0.006(2) C23 0.064(3) 0.029(2) 0.044(2) 0.0100(18) -0.003(2) 0.002(2) C24 0.037(2) 0.034(2) 0.042(2) -0.0021(17) -0.0029(18) 0.0064(17) C25 0.0297(18) 0.0308(19) 0.0301(19) -0.0013(15) 0.0063(15) -0.0012(15) N5 0.0253(14) 0.0238(14) 0.0234(14) -0.0023(11) 0.0050(11) -0.0001(11) C26 0.0287(17) 0.0276(18) 0.0260(17) -0.0060(14) 0.0041(14) -0.0039(14) C27 0.0272(17) 0.036(2) 0.0309(19) -0.0078(15) 0.0053(15) -0.0043(15) C28 0.033(2) 0.041(2) 0.032(2) -0.0010(16) 0.0013(16) -0.0072(17) C29 0.031(2) 0.067(3) 0.052(3) 0.001(2) -0.0002(19) -0.013(2) C30 0.0222(16) 0.0314(19) 0.0293(18) -0.0021(14) 0.0104(14) 0.0014(14) C31 0.0242(17) 0.042(2) 0.0312(19) -0.0061(16) 0.0044(15) -0.0004(16) C32 0.0275(18) 0.038(2) 0.040(2) -0.0042(17) 0.0102(16) 0.0031(16) C33 0.0276(19) 0.057(3) 0.052(2) -0.013(2) 0.0065(18) 0.0026(18) C34 0.0248(17) 0.0254(17) 0.0267(17) -0.0030(14) 0.0026(14) 0.0006(14) C35 0.038(2) 0.0299(19) 0.0284(18) -0.0017(15) 0.0041(16) -0.0051(16) C36 0.049(2) 0.030(2) 0.047(2) 0.0012(17) 0.0124(19) 0.0010(17) C37 0.060(3) 0.039(2) 0.059(3) 0.013(2) 0.002(2) -0.011(2) C38 0.0264(17) 0.037(2) 0.0233(17) -0.0016(14) 0.0088(14) -0.0006(15) C39 0.0338(19) 0.034(2) 0.040(2) 0.0038(16) 0.0128(17) 0.0026(16) C40 0.043(2) 0.049(2) 0.040(2) 0.0117(19) 0.0135(18) 0.0042(19) C41 0.065(3) 0.055(3) 0.075(3) 0.029(2) 0.025(3) 0.008(2) N6 0.0239(14) 0.0268(15) 0.0227(14) 0.0034(11) 0.0070(11) 0.0002(12) C42 0.0247(16) 0.0271(18) 0.0269(17) 0.0054(14) 0.0061(14) -0.0025(14) C43 0.0311(18) 0.0276(18) 0.0256(17) 0.0007(14) 0.0095(14) -0.0023(15) C44 0.0303(18) 0.0317(19) 0.0332(19) 0.0021(15) 0.0104(15) -0.0021(15) C45 0.038(2) 0.0278(19) 0.040(2) -0.0022(16) 0.0084(17) -0.0027(16) C46 0.0214(16) 0.0309(18) 0.0260(17) 0.0012(14) 0.0073(14) -0.0011(14) C47 0.0275(17) 0.0325(19) 0.0256(17) 0.0021(14) 0.0054(14) 0.0025(15) C48 0.0262(17) 0.037(2) 0.0265(18) 0.0005(15) 0.0041(14) -0.0009(15) C49 0.033(2) 0.064(3) 0.040(2) -0.011(2) 0.0075(17) -0.0041(19) C50 0.0295(17) 0.0259(17) 0.0212(16) 0.0023(13) 0.0050(14) -0.0008(14) C51 0.0271(17) 0.0334(19) 0.0261(18) -0.0004(15) 0.0025(14) 0.0018(15) C52 0.0345(19) 0.0280(19) 0.0315(19) -0.0016(15) -0.0007(16) 0.0016(15) C53 0.037(2) 0.041(2) 0.037(2) 0.0006(17) -0.0009(17) 0.0092(17) C54 0.0233(17) 0.0345(19) 0.0251(17) 0.0039(14) 0.0067(14) 0.0014(14) C55 0.0290(18) 0.035(2) 0.0295(18) -0.0031(15) 0.0091(15) 0.0011(15) C56 0.0330(19) 0.045(2) 0.034(2) -0.0055(17) 0.0105(16) 0.0063(17) C57 0.045(2) 0.047(2) 0.059(3) -0.020(2) 0.022(2) 0.0020(19) _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 O2 1.452(2) . ? S1 O1 1.452(2) . ? S1 N1 1.554(3) . ? S1 C6 1.781(3) . ? S2 O5 1.449(2) . ? S2 O4 1.459(2) . ? S2 N4 1.550(3) . ? S2 C20 1.779(3) . ? O3 C13 1.225(4) . ? N1 C7 1.396(4) . ? N2 C13 1.363(4) . ? N2 C12 1.411(4) . ? N3 C13 1.368(4) . ? N3 C14 1.401(4) . ? N4 C19 1.391(4) . ? C1 C2 1.383(5) . ? C1 C6 1.388(5) . ? C2 C3 1.378(6) . ? C3 C4 1.379(5) . ? C4 C5 1.389(5) . ? C5 C6 1.387(5) . ? C7 C8 1.400(4) . ? C7 C12 1.417(4) . ? C8 C9 1.391(5) . ? C9 C10 1.375(5) . ? C10 C11 1.396(4) . ? C11 C12 1.384(4) . ? C14 C15 1.385(4) . ? C14 C19 1.428(4) . ? C15 C16 1.393(4) . ? C16 C17 1.380(5) . ? C17 C18 1.388(4) . ? C18 C19 1.395(4) . ? C20 C25 1.381(4) . ? C20 C21 1.389(5) . ? C21 C22 1.378(5) . ? C22 C23 1.384(6) . ? C23 C24 1.362(6) . ? C24 C25 1.394(5) . ? N5 C38 1.519(4) . ? N5 C34 1.520(4) . ? N5 C26 1.521(4) . ? N5 C30 1.522(4) . ? C26 C27 1.520(4) . ? C27 C28 1.529(4) . ? C28 C29 1.524(5) . ? C30 C31 1.517(4) . ? C31 C32 1.515(4) . ? C32 C33 1.519(5) . ? C34 C35 1.512(5) . ? C35 C36 1.521(5) . ? C36 C37 1.517(5) . ? C38 C39 1.517(5) . ? C39 C40 1.523(5) . ? C40 C41 1.521(6) . ? N6 C42 1.519(4) . ? N6 C50 1.520(4) . ? N6 C46 1.523(4) . ? N6 C54 1.523(4) . ? C42 C43 1.515(4) . ? C43 C44 1.526(4) . ? C44 C45 1.521(5) . ? C46 C47 1.521(4) . ? C47 C48 1.536(4) . ? C48 C49 1.501(5) . ? C50 C51 1.519(4) . ? C51 C52 1.525(4) . ? C52 C53 1.528(5) . ? C54 C55 1.514(5) . ? C55 C56 1.531(5) . ? C56 C57 1.513(5) . ? 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 O2 S1 O1 114.71(14) . . ? O2 S1 N1 116.17(15) . . ? O1 S1 N1 106.60(14) . . ? O2 S1 C6 104.52(14) . . ? O1 S1 C6 106.20(15) . . ? N1 S1 C6 108.03(15) . . ? O5 S2 O4 115.46(15) . . ? O5 S2 N4 116.03(15) . . ? O4 S2 N4 105.72(14) . . ? O5 S2 C20 105.89(14) . . ? O4 S2 C20 104.57(14) . . ? N4 S2 C20 108.44(15) . . ? C7 N1 S1 123.3(2) . . ? C13 N2 C12 129.3(3) . . ? C13 N3 C14 129.0(3) . . ? C19 N4 S2 124.3(2) . . ? C2 C1 C6 120.1(4) . . ? C3 C2 C1 120.4(4) . . ? C2 C3 C4 120.0(4) . . ? C3 C4 C5 120.0(4) . . ? C6 C5 C4 120.2(3) . . ? C5 C6 C1 119.4(3) . . ? C5 C6 S1 121.0(3) . . ? C1 C6 S1 119.6(3) . . ? N1 C7 C8 127.2(3) . . ? N1 C7 C12 115.1(3) . . ? C8 C7 C12 117.6(3) . . ? C9 C8 C7 121.0(3) . . ? C10 C9 C8 120.3(3) . . ? C9 C10 C11 120.2(3) . . ? C12 C11 C10 119.8(3) . . ? C11 C12 N2 124.5(3) . . ? C11 C12 C7 120.9(3) . . ? N2 C12 C7 114.6(3) . . ? O3 C13 N2 124.8(3) . . ? O3 C13 N3 123.9(3) . . ? N2 C13 N3 111.3(3) . . ? C15 C14 N3 125.9(3) . . ? C15 C14 C19 120.4(3) . . ? N3 C14 C19 113.6(3) . . ? C14 C15 C16 119.4(3) . . ? C17 C16 C15 120.9(3) . . ? C16 C17 C18 120.2(3) . . ? C17 C18 C19 120.7(3) . . ? N4 C19 C18 127.6(3) . . ? N4 C19 C14 114.1(3) . . ? C18 C19 C14 118.3(3) . . ? C25 C20 C21 119.9(3) . . ? C25 C20 S2 121.8(3) . . ? C21 C20 S2 118.3(2) . . ? C22 C21 C20 120.0(4) . . ? C21 C22 C23 120.1(4) . . ? C24 C23 C22 119.9(4) . . ? C23 C24 C25 120.9(4) . . ? C20 C25 C24 119.2(3) . . ? C38 N5 C34 106.3(2) . . ? C38 N5 C26 111.2(2) . . ? C34 N5 C26 110.9(2) . . ? C38 N5 C30 110.9(2) . . ? C34 N5 C30 111.0(2) . . ? C26 N5 C30 106.7(2) . . ? C27 C26 N5 115.7(3) . . ? C26 C27 C28 109.2(3) . . ? C29 C28 C27 111.6(3) . . ? C31 C30 N5 114.7(3) . . ? C32 C31 C30 111.0(3) . . ? C31 C32 C33 111.4(3) . . ? C35 C34 N5 115.9(3) . . ? C34 C35 C36 110.4(3) . . ? C37 C36 C35 113.3(3) . . ? C39 C38 N5 115.8(3) . . ? C38 C39 C40 110.1(3) . . ? C41 C40 C39 112.3(3) . . ? C42 N6 C50 111.6(2) . . ? C42 N6 C46 111.7(2) . . ? C50 N6 C46 105.7(2) . . ? C42 N6 C54 106.1(2) . . ? C50 N6 C54 111.3(2) . . ? C46 N6 C54 110.5(2) . . ? C43 C42 N6 115.3(3) . . ? C42 C43 C44 109.7(3) . . ? C45 C44 C43 112.4(3) . . ? C47 C46 N6 116.5(3) . . ? C46 C47 C48 109.6(3) . . ? C49 C48 C47 114.4(3) . . ? C51 C50 N6 115.5(3) . . ? C50 C51 C52 109.8(3) . . ? C51 C52 C53 111.8(3) . . ? C55 C54 N6 115.9(3) . . ? C54 C55 C56 109.8(3) . . ? C57 C56 C55 112.3(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.720 _refine_diff_density_min -0.402 _refine_diff_density_rms 0.062 #===END