data_20130318lt2_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H16 N O8 P S' _chemical_formula_weight 365.29 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' 'P' 'P' 0.1023 0.0942 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 12.5348(4) _cell_length_b 14.0822(5) _cell_length_c 18.0788(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3191.23(19) _cell_formula_units_Z 8 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 9265 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.21 _exptl_crystal_description Block _exptl_crystal_colour silver _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.521 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 0.343 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9160 _exptl_absorpt_correction_T_max 0.9345 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 60176 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0150 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.32 _reflns_number_total 7943 _reflns_number_gt 7770 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0375P)^2^+1.1120P] 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 refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(4) _refine_ls_number_reflns 7943 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0241 _refine_ls_wR_factor_ref 0.0658 _refine_ls_wR_factor_gt 0.0652 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.002 _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 0.54880(3) 0.58192(2) 1.001391(19) 0.01323(7) Uani 1 1 d . . . P1 P 0.42065(3) 0.38369(3) 1.093518(19) 0.01158(7) Uani 1 1 d . . . O1 O 0.56827(10) -0.03769(8) 0.92752(7) 0.0245(3) Uani 1 1 d . . . O2 O 0.68331(9) -0.01671(8) 1.02101(7) 0.0219(2) Uani 1 1 d . . . O3 O 0.54467(9) 0.64396(7) 0.93876(6) 0.0198(2) Uani 1 1 d . . . O4 O 0.58521(10) 0.62222(9) 1.06873(7) 0.0244(2) Uani 1 1 d . . . O5 O 0.43241(8) 0.53991(7) 1.01295(6) 0.0155(2) Uani 1 1 d . . . O6 O 0.51599(9) 0.39432(8) 1.13993(6) 0.0180(2) Uani 1 1 d . . . O7 O 0.31775(9) 0.43075(7) 1.12770(6) 0.0184(2) Uani 1 1 d . . . O8 O 0.38266(9) 0.28192(7) 1.07299(6) 0.0164(2) Uani 1 1 d . . . N1 N 0.60734(10) 0.48102(9) 0.98327(7) 0.0152(2) Uani 1 1 d . . . H1A H 0.6752 0.4680 0.9904 0.018 Uiso 1 1 calc R . . C1 C 0.58653(16) -0.13878(11) 0.93348(10) 0.0265(4) Uani 1 1 d . . . H1B H 0.5437 -0.1721 0.8963 0.040 Uiso 1 1 calc R . . H1C H 0.5659 -0.1605 0.9830 0.040 Uiso 1 1 calc R . . H1D H 0.6623 -0.1523 0.9252 0.040 Uiso 1 1 calc R . . C2 C 0.62264(12) 0.01569(11) 0.97579(8) 0.0169(3) Uani 1 1 d . . . C3 C 0.59908(12) 0.11891(11) 0.96725(8) 0.0157(3) Uani 1 1 d . . . C4 C 0.65428(11) 0.18299(10) 1.01163(8) 0.0152(3) Uani 1 1 d . . . H4B H 0.7054 0.1602 1.0461 0.018 Uiso 1 1 calc R . . C5 C 0.63530(11) 0.27961(10) 1.00597(8) 0.0146(3) Uani 1 1 d . . . H5A H 0.6737 0.3231 1.0361 0.017 Uiso 1 1 calc R . . C6 C 0.55963(11) 0.31246(10) 0.95586(8) 0.0138(3) Uani 1 1 d . . . C7 C 0.50532(13) 0.24868(11) 0.91047(9) 0.0199(3) Uani 1 1 d . . . H7A H 0.4545 0.2715 0.8758 0.024 Uiso 1 1 calc R . . C8 C 0.52518(13) 0.15203(11) 0.91571(9) 0.0204(3) Uani 1 1 d . . . H8A H 0.4887 0.1087 0.8844 0.024 Uiso 1 1 calc R . . C9 C 0.52672(11) 0.41552(10) 0.95290(8) 0.0133(3) Uani 1 1 d . . . H9A H 0.5110 0.4334 0.9005 0.016 Uiso 1 1 calc R . . C10 C 0.42888(11) 0.43714(9) 1.00106(8) 0.0124(2) Uani 1 1 d . . . H10A H 0.3628 0.4209 0.9727 0.015 Uiso 1 1 calc R . . C11 C 0.32408(18) 0.52125(13) 1.16498(11) 0.0336(4) Uani 1 1 d . . . H11A H 0.2530 0.5396 1.1825 0.050 Uiso 1 1 calc R . . H11B H 0.3508 0.5694 1.1305 0.050 Uiso 1 1 calc R . . H11C H 0.3728 0.5162 1.2072 0.050 Uiso 1 1 calc R . . C12 C 0.35484(15) 0.21246(12) 1.12939(10) 0.0282(4) Uani 1 1 d . . . H12A H 0.3330 0.1530 1.1056 0.042 Uiso 1 1 calc R . . H12B H 0.2959 0.2369 1.1595 0.042 Uiso 1 1 calc R . . H12C H 0.4169 0.2006 1.1611 0.042 Uiso 1 1 calc R . . S11 S 0.79086(3) 0.79323(2) 0.71069(2) 0.01420(7) Uani 1 1 d . . . P11 P 0.82538(3) 0.62039(3) 0.86652(2) 0.01571(8) Uani 1 1 d . . . O11 O 0.70395(9) 0.18620(7) 0.68170(7) 0.0181(2) Uani 1 1 d . . . O12 O 0.53764(9) 0.20337(8) 0.72539(6) 0.0194(2) Uani 1 1 d . . . O13 O 0.70595(9) 0.84980(8) 0.68140(7) 0.0207(2) Uani 1 1 d . . . O14 O 0.89710(9) 0.82740(8) 0.70386(6) 0.0214(2) Uani 1 1 d . . . O15 O 0.76328(9) 0.77697(7) 0.79650(6) 0.0196(2) Uani 1 1 d . . . O16 O 0.78599(9) 0.53061(8) 0.89804(6) 0.0182(2) Uani 1 1 d . . . O17 O 0.91991(9) 0.61532(9) 0.81067(6) 0.0231(2) Uani 1 1 d . . . O18 O 0.86450(10) 0.69455(9) 0.92559(6) 0.0263(3) Uani 1 1 d . . . N11 N 0.78000(10) 0.68346(8) 0.68284(7) 0.0134(2) Uani 1 1 d . . . H11D H 0.8144 0.6558 0.6463 0.016 Uiso 1 1 calc R . . C21 C 0.68137(13) 0.08621(10) 0.67079(9) 0.0199(3) Uani 1 1 d . . . H21A H 0.7446 0.0547 0.6505 0.030 Uiso 1 1 calc R . . H21B H 0.6217 0.0792 0.6362 0.030 Uiso 1 1 calc R . . H21C H 0.6626 0.0572 0.7183 0.030 Uiso 1 1 calc R . . C22 C 0.62331(11) 0.23718(10) 0.70926(8) 0.0131(2) Uani 1 1 d . . . C23 C 0.64935(11) 0.34015(10) 0.71662(8) 0.0129(3) Uani 1 1 d . . . C24 C 0.74710(11) 0.37700(10) 0.69426(8) 0.0151(3) Uani 1 1 d . . . H24A H 0.8007 0.3358 0.6756 0.018 Uiso 1 1 calc R . . C25 C 0.76681(11) 0.47448(10) 0.69916(8) 0.0154(3) Uani 1 1 d . . . H25A H 0.8335 0.4997 0.6837 0.018 Uiso 1 1 calc R . . C26 C 0.68809(11) 0.53423(10) 0.72682(7) 0.0124(3) Uani 1 1 d . . . C27 C 0.59031(11) 0.49668(10) 0.74966(8) 0.0152(3) Uani 1 1 d . . . H27A H 0.5370 0.5377 0.7689 0.018 Uiso 1 1 calc R . . C28 C 0.57034(11) 0.40003(10) 0.74447(8) 0.0152(3) Uani 1 1 d . . . H28A H 0.5035 0.3749 0.7597 0.018 Uiso 1 1 calc R . . C29 C 0.69992(11) 0.64067(9) 0.73239(8) 0.0121(2) Uani 1 1 d . . . H29A H 0.6295 0.6682 0.7177 0.014 Uiso 1 1 calc R . . C30 C 0.72528(12) 0.68076(10) 0.81070(8) 0.0145(3) Uani 1 1 d . . . H30A H 0.6574 0.6845 0.8396 0.017 Uiso 1 1 calc R . . C31 C 1.02782(16) 0.5978(3) 0.83096(13) 0.0843(13) Uani 1 1 d . . . H31A H 1.0726 0.5978 0.7865 0.126 Uiso 1 1 calc R . . H31B H 1.0329 0.5359 0.8555 0.126 Uiso 1 1 calc R . . H31C H 1.0522 0.6476 0.8648 0.126 Uiso 1 1 calc R . . C32 C 0.82291(14) 0.69659(13) 1.00034(9) 0.0254(3) Uani 1 1 d . . . H32A H 0.8574 0.7479 1.0281 0.038 Uiso 1 1 calc R . . H32B H 0.8375 0.6357 1.0246 0.038 Uiso 1 1 calc R . . H32C H 0.7457 0.7075 0.9989 0.038 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 0.01367(15) 0.01051(14) 0.01553(15) 0.00028(12) -0.00025(12) -0.00122(11) P1 0.01228(15) 0.00960(14) 0.01286(15) 0.00044(12) 0.00016(12) -0.00044(12) O1 0.0322(6) 0.0120(5) 0.0294(6) -0.0038(4) -0.0095(5) 0.0032(4) O2 0.0238(5) 0.0165(5) 0.0253(6) 0.0024(4) -0.0044(4) 0.0027(4) O3 0.0216(5) 0.0147(5) 0.0231(5) 0.0056(4) 0.0042(4) 0.0003(4) O4 0.0240(6) 0.0259(6) 0.0233(6) -0.0073(5) -0.0054(5) -0.0015(5) O5 0.0138(5) 0.0090(4) 0.0236(5) 0.0012(4) 0.0022(4) 0.0002(4) O6 0.0187(5) 0.0189(5) 0.0165(5) 0.0019(4) -0.0040(4) -0.0021(4) O7 0.0186(5) 0.0159(5) 0.0205(5) -0.0019(4) 0.0047(4) 0.0025(4) O8 0.0197(5) 0.0107(5) 0.0188(5) 0.0005(4) 0.0008(4) -0.0037(4) N1 0.0121(5) 0.0124(5) 0.0210(6) 0.0008(5) 0.0003(4) 0.0007(4) C1 0.0363(9) 0.0120(7) 0.0311(9) -0.0029(6) -0.0036(7) 0.0023(6) C2 0.0175(7) 0.0149(7) 0.0182(7) -0.0008(5) 0.0014(5) 0.0023(5) C3 0.0179(6) 0.0140(6) 0.0154(6) -0.0003(5) 0.0015(5) 0.0034(5) C4 0.0135(6) 0.0171(7) 0.0149(6) -0.0003(5) -0.0007(5) 0.0042(5) C5 0.0136(6) 0.0157(6) 0.0144(6) -0.0028(5) 0.0000(5) 0.0010(5) C6 0.0162(6) 0.0127(6) 0.0124(6) 0.0004(5) 0.0022(5) 0.0017(5) C7 0.0254(7) 0.0169(7) 0.0174(7) -0.0011(6) -0.0079(6) 0.0045(6) C8 0.0254(8) 0.0156(7) 0.0201(7) -0.0031(6) -0.0086(6) 0.0008(6) C9 0.0155(6) 0.0126(6) 0.0118(6) 0.0006(5) 0.0004(5) 0.0002(5) C10 0.0141(6) 0.0081(6) 0.0148(6) 0.0003(5) -0.0005(5) -0.0004(4) C11 0.0480(11) 0.0194(8) 0.0333(9) -0.0077(7) 0.0172(9) 0.0044(8) C12 0.0326(9) 0.0193(7) 0.0327(9) 0.0124(7) -0.0048(7) -0.0095(7) S11 0.01687(16) 0.01063(14) 0.01510(15) -0.00098(12) 0.00326(12) -0.00299(12) P11 0.01389(16) 0.02057(18) 0.01267(16) -0.00002(14) 0.00117(13) -0.00310(14) O11 0.0157(5) 0.0104(5) 0.0283(6) -0.0042(4) 0.0042(4) -0.0015(4) O12 0.0166(5) 0.0153(5) 0.0262(6) -0.0035(4) 0.0065(4) -0.0037(4) O13 0.0235(5) 0.0132(5) 0.0253(6) 0.0004(4) 0.0011(5) 0.0012(4) O14 0.0201(5) 0.0196(5) 0.0246(6) -0.0027(4) 0.0053(4) -0.0075(4) O15 0.0335(6) 0.0114(5) 0.0141(5) -0.0025(4) 0.0053(4) -0.0065(4) O16 0.0166(5) 0.0198(5) 0.0182(5) 0.0028(4) 0.0015(4) 0.0010(4) O17 0.0139(5) 0.0389(7) 0.0166(5) 0.0005(5) 0.0024(4) -0.0025(5) O18 0.0293(6) 0.0346(7) 0.0151(5) -0.0034(5) 0.0016(4) -0.0158(5) N11 0.0162(5) 0.0102(5) 0.0138(5) -0.0021(4) 0.0041(4) -0.0020(4) C21 0.0192(7) 0.0105(6) 0.0301(8) -0.0042(6) 0.0013(6) -0.0012(5) C22 0.0157(6) 0.0120(6) 0.0117(6) -0.0001(5) 0.0004(5) -0.0004(5) C23 0.0149(6) 0.0111(6) 0.0126(6) -0.0006(5) 0.0007(5) -0.0013(5) C24 0.0137(6) 0.0122(6) 0.0194(7) -0.0016(5) 0.0041(5) 0.0004(5) C25 0.0130(6) 0.0133(6) 0.0200(7) -0.0001(5) 0.0033(5) -0.0016(5) C26 0.0129(6) 0.0118(6) 0.0124(6) -0.0005(5) -0.0005(5) -0.0014(5) C27 0.0134(6) 0.0143(6) 0.0180(7) -0.0015(5) 0.0031(5) 0.0015(5) C28 0.0126(6) 0.0159(7) 0.0171(6) -0.0003(5) 0.0035(5) -0.0019(5) C29 0.0127(6) 0.0105(6) 0.0130(6) -0.0006(5) 0.0020(5) -0.0011(5) C30 0.0165(6) 0.0115(6) 0.0153(6) -0.0006(5) 0.0028(5) -0.0023(5) C31 0.0148(9) 0.209(4) 0.0286(11) 0.0080(18) 0.0008(8) 0.0180(16) C32 0.0245(7) 0.0361(9) 0.0157(7) -0.0048(7) 0.0016(6) -0.0051(7) _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 O4 1.4186(12) . ? S1 O3 1.4310(11) . ? S1 O5 1.5882(10) . ? S1 N1 1.6324(12) . ? P1 O6 1.4679(11) . ? P1 O8 1.5551(11) . ? P1 O7 1.5763(11) . ? P1 C10 1.8361(15) . ? O1 C2 1.3382(19) . ? O1 C1 1.4459(18) . ? O2 C2 1.2062(19) . ? O5 C10 1.4638(15) . ? O7 C11 1.444(2) . ? O8 C12 1.4554(19) . ? N1 C9 1.4742(18) . ? N1 H1A 0.8800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C1 H1D 0.9800 . ? C2 C3 1.491(2) . ? C3 C4 1.392(2) . ? C3 C8 1.394(2) . ? C4 C5 1.3850(19) . ? C4 H4B 0.9500 . ? C5 C6 1.391(2) . ? C5 H5A 0.9500 . ? C6 C7 1.394(2) . ? C6 C9 1.5099(19) . ? C7 C8 1.387(2) . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? C9 C10 1.5346(19) . ? C9 H9A 1.0000 . ? C10 H10A 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? S11 O14 1.4213(11) . ? S11 O13 1.4310(12) . ? S11 O15 1.6058(11) . ? S11 N11 1.6315(12) . ? P11 O16 1.4721(12) . ? P11 O17 1.5584(11) . ? P11 O18 1.5721(12) . ? P11 C30 1.8207(15) . ? O11 C22 1.3361(17) . ? O11 C21 1.4497(17) . ? O12 C22 1.2104(18) . ? O15 C30 1.4589(16) . ? O17 C31 1.423(2) . ? O18 C32 1.4487(19) . ? N11 C29 1.4742(17) . ? N11 H11D 0.8800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.4923(19) . ? C23 C24 1.3906(19) . ? C23 C28 1.3948(19) . ? C24 C25 1.3977(19) . ? C24 H24A 0.9500 . ? C25 C26 1.3897(19) . ? C25 H25A 0.9500 . ? C26 C27 1.3973(19) . ? C26 C29 1.5096(18) . ? C27 C28 1.3871(19) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? C29 C30 1.5569(19) . ? C29 H29A 1.0000 . ? C30 H30A 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 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 O4 S1 O3 116.51(7) . . ? O4 S1 O5 109.37(7) . . ? O3 S1 O5 107.35(6) . . ? O4 S1 N1 112.08(7) . . ? O3 S1 N1 112.89(7) . . ? O5 S1 N1 96.61(6) . . ? O6 P1 O8 118.67(6) . . ? O6 P1 O7 113.53(6) . . ? O8 P1 O7 103.33(6) . . ? O6 P1 C10 115.64(6) . . ? O8 P1 C10 100.24(6) . . ? O7 P1 C10 103.33(6) . . ? C2 O1 C1 115.08(13) . . ? C10 O5 S1 112.13(9) . . ? C11 O7 P1 120.60(11) . . ? C12 O8 P1 121.70(11) . . ? C9 N1 S1 108.13(9) . . ? C9 N1 H1A 125.9 . . ? S1 N1 H1A 125.9 . . ? O1 C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C1 H1D 109.5 . . ? H1B C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? O2 C2 O1 123.41(14) . . ? O2 C2 C3 124.31(14) . . ? O1 C2 C3 112.28(13) . . ? C4 C3 C8 119.92(14) . . ? C4 C3 C2 118.28(13) . . ? C8 C3 C2 121.79(13) . . ? C5 C4 C3 120.60(13) . . ? C5 C4 H4B 119.7 . . ? C3 C4 H4B 119.7 . . ? C4 C5 C6 119.47(13) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? C5 C6 C7 120.14(13) . . ? C5 C6 C9 121.95(13) . . ? C7 C6 C9 117.71(13) . . ? C8 C7 C6 120.29(14) . . ? C8 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? C7 C8 C3 119.55(14) . . ? C7 C8 H8A 120.2 . . ? C3 C8 H8A 120.2 . . ? N1 C9 C6 113.63(12) . . ? N1 C9 C10 102.26(11) . . ? C6 C9 C10 112.88(11) . . ? N1 C9 H9A 109.3 . . ? C6 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? O5 C10 C9 104.79(11) . . ? O5 C10 P1 105.86(9) . . ? C9 C10 P1 118.69(10) . . ? O5 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? P1 C10 H10A 109.0 . . ? O7 C11 H11A 109.5 . . ? O7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O8 C12 H12A 109.5 . . ? O8 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O8 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O14 S11 O13 118.44(7) . . ? O14 S11 O15 109.51(7) . . ? O13 S11 O15 106.07(7) . . ? O14 S11 N11 111.85(7) . . ? O13 S11 N11 110.56(7) . . ? O15 S11 N11 98.34(6) . . ? O16 P11 O17 117.81(7) . . ? O16 P11 O18 114.34(7) . . ? O17 P11 O18 103.50(7) . . ? O16 P11 C30 112.61(6) . . ? O17 P11 C30 100.74(7) . . ? O18 P11 C30 106.34(7) . . ? C22 O11 C21 115.15(11) . . ? C30 O15 S11 111.89(9) . . ? C31 O17 P11 124.31(13) . . ? C32 O18 P11 122.32(11) . . ? C29 N11 S11 104.86(9) . . ? C29 N11 H11D 127.6 . . ? S11 N11 H11D 127.6 . . ? O11 C21 H21A 109.5 . . ? O11 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O11 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O12 C22 O11 123.34(13) . . ? O12 C22 C23 123.70(13) . . ? O11 C22 C23 112.95(12) . . ? C24 C23 C28 120.33(13) . . ? C24 C23 C22 121.96(13) . . ? C28 C23 C22 117.66(13) . . ? C23 C24 C25 120.25(13) . . ? C23 C24 H24A 119.9 . . ? C25 C24 H24A 119.9 . . ? C26 C25 C24 119.47(13) . . ? C26 C25 H25A 120.3 . . ? C24 C25 H25A 120.3 . . ? C25 C26 C27 120.00(13) . . ? C25 C26 C29 123.74(12) . . ? C27 C26 C29 116.25(12) . . ? C28 C27 C26 120.65(13) . . ? C28 C27 H27A 119.7 . . ? C26 C27 H27A 119.7 . . ? C27 C28 C23 119.30(13) . . ? C27 C28 H28A 120.3 . . ? C23 C28 H28A 120.3 . . ? N11 C29 C26 115.60(11) . . ? N11 C29 C30 105.39(11) . . ? C26 C29 C30 116.15(11) . . ? N11 C29 H29A 106.3 . . ? C26 C29 H29A 106.3 . . ? C30 C29 H29A 106.3 . . ? O15 C30 C29 104.08(11) . . ? O15 C30 P11 107.82(10) . . ? C29 C30 P11 118.38(10) . . ? O15 C30 H30A 108.7 . . ? C29 C30 H30A 108.7 . . ? P11 C30 H30A 108.7 . . ? O17 C31 H31A 109.5 . . ? O17 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? O17 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O18 C32 H32A 109.5 . . ? O18 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O18 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 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 O4 S1 O5 C10 -117.71(10) . . . . ? O3 S1 O5 C10 115.02(10) . . . . ? N1 S1 O5 C10 -1.49(10) . . . . ? O6 P1 O7 C11 39.96(14) . . . . ? O8 P1 O7 C11 169.81(12) . . . . ? C10 P1 O7 C11 -86.07(13) . . . . ? O6 P1 O8 C12 58.60(14) . . . . ? O7 P1 O8 C12 -68.06(13) . . . . ? C10 P1 O8 C12 -174.53(12) . . . . ? O4 S1 N1 C9 139.89(10) . . . . ? O3 S1 N1 C9 -86.16(10) . . . . ? O5 S1 N1 C9 25.85(10) . . . . ? C1 O1 C2 O2 0.5(2) . . . . ? C1 O1 C2 C3 -179.26(14) . . . . ? O2 C2 C3 C4 3.4(2) . . . . ? O1 C2 C3 C4 -176.89(13) . . . . ? O2 C2 C3 C8 -177.62(16) . . . . ? O1 C2 C3 C8 2.1(2) . . . . ? C8 C3 C4 C5 1.0(2) . . . . ? C2 C3 C4 C5 -179.92(13) . . . . ? C3 C4 C5 C6 0.6(2) . . . . ? C4 C5 C6 C7 -1.6(2) . . . . ? C4 C5 C6 C9 173.22(13) . . . . ? C5 C6 C7 C8 1.0(2) . . . . ? C9 C6 C7 C8 -174.05(15) . . . . ? C6 C7 C8 C3 0.7(3) . . . . ? C4 C3 C8 C7 -1.7(2) . . . . ? C2 C3 C8 C7 179.34(15) . . . . ? S1 N1 C9 C6 -161.93(10) . . . . ? S1 N1 C9 C10 -39.96(12) . . . . ? C5 C6 C9 N1 23.25(19) . . . . ? C7 C6 C9 N1 -161.83(13) . . . . ? C5 C6 C9 C10 -92.62(16) . . . . ? C7 C6 C9 C10 82.30(16) . . . . ? S1 O5 C10 C9 -21.87(13) . . . . ? S1 O5 C10 P1 104.37(8) . . . . ? N1 C9 C10 O5 37.64(13) . . . . ? C6 C9 C10 O5 160.12(11) . . . . ? N1 C9 C10 P1 -80.19(12) . . . . ? C6 C9 C10 P1 42.30(15) . . . . ? O6 P1 C10 O5 -67.80(10) . . . . ? O8 P1 C10 O5 163.34(9) . . . . ? O7 P1 C10 O5 56.88(10) . . . . ? O6 P1 C10 C9 49.46(12) . . . . ? O8 P1 C10 C9 -79.40(11) . . . . ? O7 P1 C10 C9 174.14(10) . . . . ? O14 S11 O15 C30 -125.76(10) . . . . ? O13 S11 O15 C30 105.35(10) . . . . ? N11 S11 O15 C30 -8.96(11) . . . . ? O16 P11 O17 C31 -74.7(3) . . . . ? O18 P11 O17 C31 52.6(3) . . . . ? C30 P11 O17 C31 162.5(3) . . . . ? O16 P11 O18 C32 -27.16(16) . . . . ? O17 P11 O18 C32 -156.59(13) . . . . ? C30 P11 O18 C32 97.75(14) . . . . ? O14 S11 N11 C29 144.87(9) . . . . ? O13 S11 N11 C29 -80.84(10) . . . . ? O15 S11 N11 C29 29.88(10) . . . . ? C21 O11 C22 O12 1.1(2) . . . . ? C21 O11 C22 C23 -177.76(13) . . . . ? O12 C22 C23 C24 -176.94(14) . . . . ? O11 C22 C23 C24 1.9(2) . . . . ? O12 C22 C23 C28 0.7(2) . . . . ? O11 C22 C23 C28 179.60(12) . . . . ? C28 C23 C24 C25 -0.3(2) . . . . ? C22 C23 C24 C25 177.28(14) . . . . ? C23 C24 C25 C26 0.2(2) . . . . ? C24 C25 C26 C27 0.2(2) . . . . ? C24 C25 C26 C29 -178.17(13) . . . . ? C25 C26 C27 C28 -0.5(2) . . . . ? C29 C26 C27 C28 177.93(13) . . . . ? C26 C27 C28 C23 0.5(2) . . . . ? C24 C23 C28 C27 0.0(2) . . . . ? C22 C23 C28 C27 -177.74(14) . . . . ? S11 N11 C29 C26 -170.14(10) . . . . ? S11 N11 C29 C30 -40.43(12) . . . . ? C25 C26 C29 N11 22.1(2) . . . . ? C27 C26 C29 N11 -156.27(12) . . . . ? C25 C26 C29 C30 -102.13(16) . . . . ? C27 C26 C29 C30 79.46(16) . . . . ? S11 O15 C30 C29 -13.94(13) . . . . ? S11 O15 C30 P11 112.60(9) . . . . ? N11 C29 C30 O15 34.20(14) . . . . ? C26 C29 C30 O15 163.58(12) . . . . ? N11 C29 C30 P11 -85.42(12) . . . . ? C26 C29 C30 P11 43.97(16) . . . . ? O16 P11 C30 O15 167.37(8) . . . . ? O17 P11 C30 O15 -66.25(10) . . . . ? O18 P11 C30 O15 41.40(11) . . . . ? O16 P11 C30 C29 -74.97(12) . . . . ? O17 P11 C30 C29 51.41(12) . . . . ? O18 P11 C30 C29 159.06(10) . . . . ? 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 N11 H11D O6 0.88 2.24 2.8880(16) 129.9 2_664 N1 H1A O16 0.88 2.34 2.8065(16) 113.0 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.510 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.049