# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_yoshida20120510 _database_code_depnum_ccdc_archive 'CCDC 881970' #TrackingRef '11254_web_deposit_cif_file_0_MasanoriYoshida_1336987299.CIF.cif' _chemical_name_systematic '(S)-N-(2-nitrophenylsulphonyl)-4,4-dimethylpyrrolidine-3-carboxylic acid' _chemical_name_common 'N-nosyl 4,4-dimethylpyrrolidine-3-carboxylic acid' _chemical_formula_moiety 'C13 H16 N2 O6 S' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C13 H16 N2 O6 S' _chemical_compound_source '4,4-dimethylpyrrolidine-3-carboxylic acid' _chemical_formula_weight 328.34 _exptl_crystal_recrystallization_method 2-propanol/hexane _chemical_melting_point 430 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour white #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 123 _diffrn_ambient_pressure 101 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_Int_Tables_number 1 _chemical_absolute_configuration ad _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z #------------------------------------------------------------------------------ _cell_length_a 7.5722(4) _cell_length_b 9.8018(5) _cell_length_c 10.6602(5) _cell_angle_alpha 75.7436(14) _cell_angle_beta 72.7353(14) _cell_angle_gamma 80.7840(13) _cell_volume 729.04(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 6901 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 27.45 _cell_measurement_temperature 123 _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.496 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 344.00 _exptl_absorpt_coefficient_mu 0.254 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.826 _exptl_absorpt_correction_T_max 0.975 _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 7153 _diffrn_reflns_av_R_equivalents 0.0156 _diffrn_reflns_theta_max 27.45 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5411 _reflns_number_gt 5067 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1235 _refine_ls_number_restraints 3 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 5411 _refine_ls_number_parameters 404 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0760P)^2^+0.3860P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.860 _refine_diff_density_min -0.330 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 2118 Friedel Pairs' _refine_ls_abs_structure_Flack 0.02(8) 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.38069(8) 0.90504(7) -0.06688(6) 0.01930(17) Uani 1.0 1 d . . . S2 S -0.10221(8) 0.63642(7) 0.78622(6) 0.01880(17) Uani 1.0 1 d . . . O1 O 0.5404(3) 0.9819(3) -0.1014(3) 0.0248(6) Uani 1.0 1 d . . . O2 O 0.3400(4) 0.8509(3) -0.1671(3) 0.0281(6) Uani 1.0 1 d . . . O3 O 0.3987(4) 1.0790(3) 0.1543(3) 0.0315(6) Uani 1.0 1 d . . . O4 O 0.3951(4) 1.2895(3) 0.0283(3) 0.0366(7) Uani 1.0 1 d . . . O5 O 0.0773(4) 0.4299(3) 0.2589(3) 0.0351(6) Uani 1.0 1 d . . . O6 O 0.3046(5) 0.3524(3) 0.3572(4) 0.0496(8) Uani 1.0 1 d . . . O7 O -0.0655(4) 0.6943(3) 0.8862(3) 0.0252(5) Uani 1.0 1 d . . . O8 O -0.2603(3) 0.5581(3) 0.8202(3) 0.0223(5) Uani 1.0 1 d . . . O9 O -0.1137(4) 0.4658(3) 0.5636(3) 0.0314(6) Uani 1.0 1 d . . . O10 O -0.1339(4) 0.2618(3) 0.7015(3) 0.0321(6) Uani 1.0 1 d . . . O11 O 0.1276(4) 1.1271(3) 0.4585(3) 0.0343(6) Uani 1.0 1 d . . . O12 O -0.1376(4) 1.2241(3) 0.4079(3) 0.0326(6) Uani 1.0 1 d . . . N1 N 0.3939(4) 0.7757(4) 0.0553(4) 0.0260(7) Uani 1.0 1 d . . . N2 N 0.3397(4) 1.1707(3) 0.0722(3) 0.0236(6) Uani 1.0 1 d . . . N3 N -0.0642(4) 0.3727(4) 0.6513(3) 0.0223(6) Uani 1.0 1 d . . . N4 N -0.1141(4) 0.7604(4) 0.6568(4) 0.0264(7) Uani 1.0 1 d . . . C1 C 0.2654(6) 0.6637(4) 0.0978(5) 0.0341(9) Uani 1.0 1 d . . . C2 C 0.2824(5) 0.5941(4) 0.2398(4) 0.0365(8) Uani 1.0 1 d . . . C3 C 0.4834(5) 0.6139(4) 0.2352(4) 0.0231(7) Uani 1.0 1 d . . . C4 C 0.5067(6) 0.7638(4) 0.1490(5) 0.0328(9) Uani 1.0 1 d . . . C5 C 0.2140(6) 0.4487(4) 0.2841(4) 0.0366(8) Uani 1.0 1 d . . . C6 C 0.6253(6) 0.5091(5) 0.1655(5) 0.0449(10) Uani 1.0 1 d . . . C7 C 0.5035(8) 0.6023(6) 0.3779(5) 0.0576(12) Uani 1.0 1 d . . . C8 C 0.1791(5) 1.0222(4) -0.0127(3) 0.0183(6) Uani 1.0 1 d . . . C9 C 0.1796(5) 1.1431(4) 0.0337(3) 0.0194(7) Uani 1.0 1 d . . . C10 C 0.0277(5) 1.2404(4) 0.0522(4) 0.0269(8) Uani 1.0 1 d . . . C11 C -0.1359(5) 1.2124(5) 0.0330(4) 0.0335(9) Uani 1.0 1 d . . . C12 C -0.1432(5) 1.0908(5) -0.0079(4) 0.0300(8) Uani 1.0 1 d . . . C13 C 0.0166(5) 0.9974(4) -0.0333(4) 0.0223(7) Uani 1.0 1 d . . . C14 C -0.0149(6) 0.8878(5) 0.6254(5) 0.0380(10) Uani 1.0 1 d . . . C15 C -0.1405(4) 1.0000(3) 0.5588(3) 0.0214(6) Uani 1.0 1 d . . . C16 C -0.2299(5) 0.9208(4) 0.4853(4) 0.0217(7) Uani 1.0 1 d . . . C17 C -0.2641(5) 0.7808(4) 0.5895(4) 0.0234(7) Uani 1.0 1 d . . . C18 C -0.0374(5) 1.1236(4) 0.4701(3) 0.0250(7) Uani 1.0 1 d . . . C19 C -0.4123(5) 0.9945(4) 0.4615(5) 0.0403(9) Uani 1.0 1 d . . . C20 C -0.0914(6) 0.8937(4) 0.3553(3) 0.0330(8) Uani 1.0 1 d . . . C21 C 0.0977(5) 0.5193(4) 0.7375(4) 0.0193(6) Uani 1.0 1 d . . . C22 C 0.0949(4) 0.3983(4) 0.6918(4) 0.0210(7) Uani 1.0 1 d . . . C23 C 0.2474(5) 0.2959(4) 0.6743(4) 0.0264(8) Uani 1.0 1 d . . . C24 C 0.4092(5) 0.3209(5) 0.6976(4) 0.0301(8) Uani 1.0 1 d . . . C25 C 0.4173(5) 0.4430(5) 0.7369(5) 0.0308(8) Uani 1.0 1 d . . . C26 C 0.2645(5) 0.5404(4) 0.7602(4) 0.0255(8) Uani 1.0 1 d . . . H1 H 0.3046 0.5953 0.0379 0.0409 Uiso 1.0 1 calc R . . H2 H 0.1366 0.7044 0.0992 0.0409 Uiso 1.0 1 calc R . . H3 H 0.1974 0.6532 0.3016 0.0437 Uiso 1.0 1 calc R . . H4 H 0.4604 0.8357 0.2051 0.0393 Uiso 1.0 1 calc R . . H5 H 0.6386 0.7753 0.1000 0.0393 Uiso 1.0 1 calc R . . H6 H 0.6047 0.5115 0.0784 0.0539 Uiso 1.0 1 calc R . . H7 H 0.6119 0.4137 0.2214 0.0539 Uiso 1.0 1 calc R . . H8 H 0.7507 0.5345 0.1516 0.0539 Uiso 1.0 1 calc R . . H9 H 0.4855 0.5058 0.4300 0.0692 Uiso 1.0 1 calc R . . H10 H 0.4099 0.6688 0.4227 0.0692 Uiso 1.0 1 calc R . . H11 H 0.6278 0.6250 0.3712 0.0692 Uiso 1.0 1 calc R . . H12 H 0.0339 1.3255 0.0777 0.0323 Uiso 1.0 1 calc R . . H13 H -0.2434 1.2775 0.0482 0.0402 Uiso 1.0 1 calc R . . H14 H -0.2560 1.0709 -0.0187 0.0359 Uiso 1.0 1 calc R . . H15 H 0.0135 0.9157 -0.0653 0.0267 Uiso 1.0 1 calc R . . H16 H 0.248(5) 0.267(5) 0.396(4) 0.0223 Uiso 1.0 1 d . . . H17 H 0.1105 0.8761 0.5635 0.0456 Uiso 1.0 1 calc R . . H18 H -0.0036 0.9106 0.7080 0.0456 Uiso 1.0 1 calc R . . H19 H -0.2420 1.0356 0.6310 0.0257 Uiso 1.0 1 calc R . . H20 H -0.3877 0.7877 0.6546 0.0281 Uiso 1.0 1 calc R . . H21 H -0.2562 0.7017 0.5449 0.0281 Uiso 1.0 1 calc R . . H22 H -0.4699 0.9333 0.4280 0.0483 Uiso 1.0 1 calc R . . H23 H -0.3895 1.0833 0.3951 0.0483 Uiso 1.0 1 calc R . . H24 H -0.4955 1.0147 0.5461 0.0483 Uiso 1.0 1 calc R . . H25 H -0.0708 0.9835 0.2901 0.0396 Uiso 1.0 1 calc R . . H26 H -0.1407 0.8304 0.3184 0.0396 Uiso 1.0 1 calc R . . H27 H 0.0266 0.8497 0.3736 0.0396 Uiso 1.0 1 calc R . . H28 H 0.2402 0.2120 0.6474 0.0317 Uiso 1.0 1 calc R . . H29 H 0.5147 0.2534 0.6864 0.0361 Uiso 1.0 1 calc R . . H30 H 0.5308 0.4606 0.7483 0.0369 Uiso 1.0 1 calc R . . H31 H 0.2717 0.6216 0.7914 0.0305 Uiso 1.0 1 calc R . . H32 H -0.067(5) 1.294(4) 0.360(4) 0.0223 Uiso 1.0 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.0222(4) 0.0169(4) 0.0204(4) -0.0043(3) -0.0057(3) -0.0054(3) S2 0.0213(4) 0.0167(4) 0.0198(4) -0.0052(3) -0.0056(3) -0.0042(3) O1 0.0226(12) 0.0227(13) 0.0278(13) -0.0060(10) -0.0046(10) -0.0036(10) O2 0.0306(13) 0.0312(14) 0.0275(13) -0.0024(11) -0.0084(11) -0.0146(11) O3 0.0385(14) 0.0282(15) 0.0347(15) -0.0006(11) -0.0209(12) -0.0074(12) O4 0.0362(13) 0.0275(14) 0.0505(17) -0.0137(11) -0.0150(13) -0.0053(12) O5 0.0475(15) 0.0288(13) 0.0324(13) -0.0150(11) -0.0147(12) -0.0006(10) O6 0.0647(19) 0.0306(14) 0.0601(18) -0.0242(14) -0.0357(16) 0.0141(13) O7 0.0307(12) 0.0233(13) 0.0256(12) -0.0059(10) -0.0081(11) -0.0097(10) O8 0.0220(11) 0.0225(13) 0.0239(12) -0.0077(10) -0.0035(10) -0.0071(10) O9 0.0341(13) 0.0309(16) 0.0370(15) 0.0039(11) -0.0200(12) -0.0130(12) O10 0.0307(12) 0.0242(13) 0.0486(16) -0.0088(10) -0.0162(12) -0.0104(12) O11 0.0368(13) 0.0217(12) 0.0408(14) -0.0103(10) -0.0076(11) 0.0015(10) O12 0.0417(13) 0.0199(12) 0.0342(12) -0.0070(10) -0.0091(11) -0.0008(10) N1 0.0308(14) 0.0164(14) 0.0353(17) -0.0077(11) -0.0193(13) 0.0022(12) N2 0.0221(13) 0.0212(15) 0.0296(15) -0.0039(11) -0.0065(12) -0.0087(12) N3 0.0230(13) 0.0254(15) 0.0240(15) -0.0010(11) -0.0085(12) -0.0134(12) N4 0.0299(14) 0.0223(16) 0.0318(16) -0.0107(12) -0.0172(13) 0.0018(12) C1 0.0415(19) 0.0167(17) 0.049(3) -0.0141(15) -0.0258(18) 0.0075(15) C2 0.0352(17) 0.0286(18) 0.047(2) -0.0065(14) -0.0089(16) -0.0116(15) C3 0.0298(16) 0.0181(16) 0.0219(15) -0.0072(12) -0.0086(13) 0.0001(12) C4 0.0386(18) 0.0203(18) 0.048(3) -0.0075(14) -0.0257(17) -0.0024(15) C5 0.051(3) 0.0270(18) 0.0338(18) -0.0138(16) -0.0177(17) 0.0031(14) C6 0.0384(19) 0.037(2) 0.047(2) 0.0011(16) -0.0027(17) -0.0001(16) C7 0.086(4) 0.053(3) 0.041(3) -0.032(3) -0.021(3) -0.0029(19) C8 0.0224(14) 0.0168(15) 0.0159(14) -0.0033(12) -0.0060(12) -0.0020(12) C9 0.0225(15) 0.0196(16) 0.0190(15) -0.0053(12) -0.0069(13) -0.0054(12) C10 0.0290(17) 0.0259(19) 0.0283(17) 0.0010(14) -0.0084(15) -0.0118(14) C11 0.0253(17) 0.038(3) 0.041(3) 0.0035(16) -0.0109(16) -0.0181(17) C12 0.0231(16) 0.035(2) 0.0372(19) -0.0039(14) -0.0109(15) -0.0130(16) C13 0.0249(15) 0.0217(17) 0.0245(16) -0.0061(13) -0.0109(13) -0.0050(13) C14 0.051(3) 0.028(2) 0.045(3) -0.0217(17) -0.0317(19) 0.0099(16) C15 0.0319(14) 0.0153(13) 0.0179(12) -0.0071(11) -0.0037(11) -0.0055(10) C16 0.0232(14) 0.0179(16) 0.0273(16) -0.0017(12) -0.0096(13) -0.0078(13) C17 0.0266(14) 0.0183(16) 0.0286(15) -0.0046(12) -0.0151(13) 0.0000(12) C18 0.0326(15) 0.0180(14) 0.0226(13) -0.0048(12) -0.0008(12) -0.0077(11) C19 0.0337(17) 0.0252(17) 0.062(3) -0.0013(14) -0.0249(17) 0.0052(16) C20 0.0463(19) 0.0290(17) 0.0231(14) -0.0113(15) 0.0007(14) -0.0116(13) C21 0.0201(14) 0.0199(16) 0.0195(15) -0.0056(12) -0.0057(12) -0.0042(12) C22 0.0180(14) 0.0236(17) 0.0221(16) -0.0056(12) -0.0049(13) -0.0046(13) C23 0.0240(16) 0.0253(19) 0.0350(19) -0.0006(13) -0.0120(15) -0.0119(15) C24 0.0220(16) 0.033(2) 0.038(2) 0.0024(14) -0.0114(15) -0.0119(16) C25 0.0232(16) 0.037(2) 0.0366(19) -0.0078(15) -0.0141(15) -0.0057(16) C26 0.0246(15) 0.0306(19) 0.0246(16) -0.0100(14) -0.0066(14) -0.0074(14) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S1 O1 1.434(3) yes . . S1 O2 1.431(4) yes . . S1 N1 1.593(3) yes . . S1 C8 1.796(3) yes . . S2 O7 1.435(3) yes . . S2 O8 1.434(3) yes . . S2 N4 1.613(3) yes . . S2 C21 1.775(3) yes . . O3 N2 1.220(4) yes . . O4 N2 1.233(5) yes . . O5 C5 1.196(6) yes . . O6 C5 1.311(5) yes . . O9 N3 1.235(4) yes . . O10 N3 1.215(4) yes . . O11 C18 1.224(5) yes . . O12 C18 1.312(4) yes . . N1 C1 1.481(6) yes . . N1 C4 1.469(7) yes . . N2 C9 1.473(5) yes . . N3 C22 1.469(5) yes . . N4 C14 1.476(6) yes . . N4 C17 1.479(6) yes . . C1 C2 1.535(6) yes . . C2 C3 1.549(6) yes . . C2 C5 1.511(6) yes . . C3 C4 1.535(5) yes . . C3 C6 1.520(5) yes . . C3 C7 1.548(7) yes . . C8 C9 1.393(6) yes . . C8 C13 1.380(6) yes . . C9 C10 1.370(5) yes . . C10 C11 1.393(7) yes . . C11 C12 1.380(7) yes . . C12 C13 1.396(5) yes . . C14 C15 1.517(6) yes . . C15 C16 1.568(6) yes . . C15 C18 1.507(4) yes . . C16 C17 1.541(5) yes . . C16 C19 1.514(5) yes . . C16 C20 1.523(5) yes . . C21 C22 1.393(6) yes . . C21 C26 1.409(6) yes . . C22 C23 1.403(5) yes . . C23 C24 1.388(6) yes . . C24 C25 1.378(7) yes . . C25 C26 1.380(5) yes . . O6 H16 0.95(4) no . . O12 H32 0.89(4) no . . C1 H1 0.990 no . . C1 H2 0.990 no . . C2 H3 1.000 no . . C4 H4 0.990 no . . C4 H5 0.990 no . . C6 H6 0.980 no . . C6 H7 0.980 no . . C6 H8 0.980 no . . C7 H9 0.980 no . . C7 H10 0.980 no . . C7 H11 0.980 no . . C10 H12 0.950 no . . C11 H13 0.950 no . . C12 H14 0.950 no . . C13 H15 0.950 no . . C14 H17 0.990 no . . C14 H18 0.990 no . . C15 H19 1.000 no . . C17 H20 0.990 no . . C17 H21 0.990 no . . C19 H22 0.980 no . . C19 H23 0.980 no . . C19 H24 0.980 no . . C20 H25 0.980 no . . C20 H26 0.980 no . . C20 H27 0.980 no . . C23 H28 0.950 no . . C24 H29 0.950 no . . C25 H30 0.950 no . . C26 H31 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O1 S1 O2 119.82(15) yes . . . O1 S1 N1 108.72(17) yes . . . O1 S1 C8 107.59(16) yes . . . O2 S1 N1 107.44(18) yes . . . O2 S1 C8 104.19(16) yes . . . N1 S1 C8 108.60(14) yes . . . O7 S2 O8 119.88(14) yes . . . O7 S2 N4 109.59(17) yes . . . O7 S2 C21 104.45(17) yes . . . O8 S2 N4 107.59(16) yes . . . O8 S2 C21 106.95(16) yes . . . N4 S2 C21 107.81(15) yes . . . S1 N1 C1 120.8(3) yes . . . S1 N1 C4 125.8(3) yes . . . C1 N1 C4 112.7(3) yes . . . O3 N2 O4 124.1(4) yes . . . O3 N2 C9 117.8(3) yes . . . O4 N2 C9 117.7(3) yes . . . O9 N3 O10 124.4(4) yes . . . O9 N3 C22 116.5(3) yes . . . O10 N3 C22 119.1(3) yes . . . S2 N4 C14 120.7(4) yes . . . S2 N4 C17 123.4(3) yes . . . C14 N4 C17 113.0(3) yes . . . N1 C1 C2 102.4(4) yes . . . C1 C2 C3 104.4(3) yes . . . C1 C2 C5 110.7(4) yes . . . C3 C2 C5 120.6(3) yes . . . C2 C3 C4 101.7(3) yes . . . C2 C3 C6 112.0(4) yes . . . C2 C3 C7 111.3(3) yes . . . C4 C3 C6 109.6(3) yes . . . C4 C3 C7 112.0(4) yes . . . C6 C3 C7 110.1(4) yes . . . N1 C4 C3 103.7(4) yes . . . O5 C5 O6 124.0(4) yes . . . O5 C5 C2 119.7(4) yes . . . O6 C5 C2 116.1(4) yes . . . S1 C8 C9 125.1(3) yes . . . S1 C8 C13 116.3(3) yes . . . C9 C8 C13 118.2(3) yes . . . N2 C9 C8 122.1(3) yes . . . N2 C9 C10 115.8(4) yes . . . C8 C9 C10 122.0(4) yes . . . C9 C10 C11 118.8(4) yes . . . C10 C11 C12 120.6(4) yes . . . C11 C12 C13 119.4(4) yes . . . C8 C13 C12 120.9(4) yes . . . N4 C14 C15 102.0(4) yes . . . C14 C15 C16 105.4(3) yes . . . C14 C15 C18 111.8(3) yes . . . C16 C15 C18 115.1(3) yes . . . C15 C16 C17 100.5(3) yes . . . C15 C16 C19 113.5(3) yes . . . C15 C16 C20 110.4(3) yes . . . C17 C16 C19 109.9(3) yes . . . C17 C16 C20 110.4(3) yes . . . C19 C16 C20 111.6(4) yes . . . N4 C17 C16 104.2(3) yes . . . O11 C18 O12 123.8(3) yes . . . O11 C18 C15 121.2(3) yes . . . O12 C18 C15 115.0(3) yes . . . S2 C21 C22 123.7(3) yes . . . S2 C21 C26 118.3(3) yes . . . C22 C21 C26 117.6(3) yes . . . N3 C22 C21 122.4(3) yes . . . N3 C22 C23 115.1(4) yes . . . C21 C22 C23 122.4(4) yes . . . C22 C23 C24 118.1(4) yes . . . C23 C24 C25 120.3(4) yes . . . C24 C25 C26 121.6(4) yes . . . C21 C26 C25 119.9(4) yes . . . C5 O6 H16 115(3) no . . . C18 O12 H32 109(3) no . . . N1 C1 H1 111.292 no . . . N1 C1 H2 111.294 no . . . C2 C1 H1 111.294 no . . . C2 C1 H2 111.292 no . . . H1 C1 H2 109.190 no . . . C1 C2 H3 106.808 no . . . C3 C2 H3 106.811 no . . . C5 C2 H3 106.812 no . . . N1 C4 H4 111.024 no . . . N1 C4 H5 111.022 no . . . C3 C4 H4 111.037 no . . . C3 C4 H5 111.033 no . . . H4 C4 H5 109.011 no . . . C3 C6 H6 109.467 no . . . C3 C6 H7 109.474 no . . . C3 C6 H8 109.474 no . . . H6 C6 H7 109.473 no . . . H6 C6 H8 109.466 no . . . H7 C6 H8 109.473 no . . . C3 C7 H9 109.470 no . . . C3 C7 H10 109.475 no . . . C3 C7 H11 109.476 no . . . H9 C7 H10 109.471 no . . . H9 C7 H11 109.469 no . . . H10 C7 H11 109.467 no . . . C9 C10 H12 120.606 no . . . C11 C10 H12 120.608 no . . . C10 C11 H13 119.709 no . . . C12 C11 H13 119.709 no . . . C11 C12 H14 120.321 no . . . C13 C12 H14 120.324 no . . . C8 C13 H15 119.565 no . . . C12 C13 H15 119.569 no . . . N4 C14 H17 111.368 no . . . N4 C14 H18 111.379 no . . . C15 C14 H17 111.363 no . . . C15 C14 H18 111.367 no . . . H17 C14 H18 109.244 no . . . C14 C15 H19 108.095 no . . . C16 C15 H19 108.098 no . . . C18 C15 H19 108.100 no . . . N4 C17 H20 110.923 no . . . N4 C17 H21 110.927 no . . . C16 C17 H20 110.924 no . . . C16 C17 H21 110.923 no . . . H20 C17 H21 108.944 no . . . C16 C19 H22 109.467 no . . . C16 C19 H23 109.475 no . . . C16 C19 H24 109.473 no . . . H22 C19 H23 109.469 no . . . H22 C19 H24 109.468 no . . . H23 C19 H24 109.475 no . . . C16 C20 H25 109.470 no . . . C16 C20 H26 109.472 no . . . C16 C20 H27 109.469 no . . . H25 C20 H26 109.479 no . . . H25 C20 H27 109.468 no . . . H26 C20 H27 109.469 no . . . C22 C23 H28 120.972 no . . . C24 C23 H28 120.969 no . . . C23 C24 H29 119.860 no . . . C25 C24 H29 119.874 no . . . C24 C25 H30 119.218 no . . . C26 C25 H30 119.203 no . . . C21 C26 H31 120.050 no . . . C25 C26 H31 120.054 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O1 S1 N1 C1 -169.6(2) no . . . . O1 S1 N1 C4 20.5(3) no . . . . O1 S1 C8 C9 -21.1(3) no . . . . O1 S1 C8 C13 151.34(19) no . . . . O2 S1 N1 C1 -38.5(3) no . . . . O2 S1 N1 C4 151.6(3) no . . . . O2 S1 C8 C9 -149.3(3) no . . . . O2 S1 C8 C13 23.1(3) no . . . . N1 S1 C8 C9 96.4(3) no . . . . N1 S1 C8 C13 -91.1(3) no . . . . C8 S1 N1 C1 73.6(3) no . . . . C8 S1 N1 C4 -96.3(3) no . . . . O7 S2 N4 C14 26.3(3) no . . . . O7 S2 N4 C17 -133.0(3) no . . . . O7 S2 C21 C22 150.5(3) no . . . . O7 S2 C21 C26 -22.2(3) no . . . . O8 S2 N4 C14 158.20(19) no . . . . O8 S2 N4 C17 -1.1(3) no . . . . O8 S2 C21 C22 22.4(3) no . . . . O8 S2 C21 C26 -150.2(2) no . . . . N4 S2 C21 C22 -93.0(3) no . . . . N4 S2 C21 C26 94.3(3) no . . . . C21 S2 N4 C14 -86.8(3) no . . . . C21 S2 N4 C17 113.9(3) no . . . . S1 N1 C1 C2 -161.8(2) no . . . . S1 N1 C4 C3 -174.3(2) no . . . . C1 N1 C4 C3 15.1(4) no . . . . C4 N1 C1 C2 9.3(4) no . . . . O3 N2 C9 C8 -53.6(4) no . . . . O3 N2 C9 C10 123.5(3) no . . . . O4 N2 C9 C8 132.6(3) no . . . . O4 N2 C9 C10 -50.4(4) no . . . . O9 N3 C22 C21 55.5(4) no . . . . O9 N3 C22 C23 -121.2(3) no . . . . O10 N3 C22 C21 -126.8(3) no . . . . O10 N3 C22 C23 56.4(4) no . . . . S2 N4 C14 C15 -149.0(3) no . . . . S2 N4 C17 C16 173.0(2) no . . . . C14 N4 C17 C16 12.3(4) no . . . . C17 N4 C14 C15 12.3(4) no . . . . N1 C1 C2 C3 -29.9(4) no . . . . N1 C1 C2 C5 -161.1(3) no . . . . C1 C2 C3 C4 39.2(4) no . . . . C1 C2 C3 C6 -77.7(3) no . . . . C1 C2 C3 C7 158.6(3) no . . . . C1 C2 C5 O5 -41.0(5) no . . . . C1 C2 C5 O6 143.7(3) no . . . . C3 C2 C5 O5 -163.1(4) no . . . . C3 C2 C5 O6 21.6(5) no . . . . C5 C2 C3 C4 164.3(3) no . . . . C5 C2 C3 C6 47.4(5) no . . . . C5 C2 C3 C7 -76.2(4) no . . . . C2 C3 C4 N1 -32.7(4) no . . . . C6 C3 C4 N1 86.0(4) no . . . . C7 C3 C4 N1 -151.6(3) no . . . . S1 C8 C9 N2 -14.3(4) no . . . . S1 C8 C9 C10 168.86(19) no . . . . S1 C8 C13 C12 -173.24(19) no . . . . C9 C8 C13 C12 -0.3(5) no . . . . C13 C8 C9 N2 173.4(3) no . . . . C13 C8 C9 C10 -3.4(5) no . . . . N2 C9 C10 C11 -172.5(3) no . . . . C8 C9 C10 C11 4.5(5) no . . . . C9 C10 C11 C12 -2.0(5) no . . . . C10 C11 C12 C13 -1.6(6) no . . . . C11 C12 C13 C8 2.7(5) no . . . . N4 C14 C15 C16 -31.7(4) no . . . . N4 C14 C15 C18 -157.4(3) no . . . . C14 C15 C16 C17 39.1(3) no . . . . C14 C15 C16 C19 156.3(3) no . . . . C14 C15 C16 C20 -77.5(3) no . . . . C14 C15 C18 O11 -0.7(5) no . . . . C14 C15 C18 O12 179.3(3) no . . . . C16 C15 C18 O11 -120.9(4) no . . . . C16 C15 C18 O12 59.0(4) no . . . . C18 C15 C16 C17 162.7(2) no . . . . C18 C15 C16 C19 -80.0(3) no . . . . C18 C15 C16 C20 46.2(3) no . . . . C15 C16 C17 N4 -30.4(3) no . . . . C19 C16 C17 N4 -150.3(3) no . . . . C20 C16 C17 N4 86.2(4) no . . . . S2 C21 C22 N3 13.9(4) no . . . . S2 C21 C22 C23 -169.60(19) no . . . . S2 C21 C26 C25 173.1(2) no . . . . C22 C21 C26 C25 0.0(5) no . . . . C26 C21 C22 N3 -173.4(3) no . . . . C26 C21 C22 C23 3.1(5) no . . . . N3 C22 C23 C24 173.6(3) no . . . . C21 C22 C23 C24 -3.2(5) no . . . . C22 C23 C24 C25 0.1(5) no . . . . C23 C24 C25 C26 3.0(6) no . . . . C24 C25 C26 C21 -3.0(6) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S1 O3 3.276(4) no . . S1 N2 3.232(4) no . . S2 O9 3.250(4) no . . S2 N3 3.191(4) no . . O1 O3 2.950(4) no . . O1 O4 3.507(4) no . . O1 N2 2.877(4) no . . O1 C4 2.952(5) no . . O1 C9 3.072(4) no . . O2 C1 2.914(5) no . . O2 C13 2.811(4) no . . O3 N1 3.400(5) no . . O3 C4 3.077(5) no . . O3 C8 2.964(6) no . . O3 C10 3.335(5) no . . O4 C8 3.477(6) no . . O4 C10 2.825(5) no . . O5 C1 2.808(5) no . . O6 C3 2.918(5) no . . O6 C6 3.022(5) no . . O6 C7 3.156(8) no . . O7 C14 2.912(5) no . . O7 C26 2.850(4) no . . O8 O9 2.938(4) no . . O8 O10 3.339(4) no . . O8 N3 2.812(4) no . . O8 C17 2.863(4) no . . O8 C22 3.014(4) no . . O9 N4 3.277(5) no . . O9 C17 3.164(5) no . . O9 C21 2.964(6) no . . O9 C23 3.337(5) no . . O10 C21 3.448(5) no . . O10 C23 2.881(5) no . . O11 C14 2.729(5) no . . O11 C16 3.537(5) no . . O11 C20 3.569(6) no . . O12 C16 3.021(4) no . . O12 C19 3.143(5) no . . O12 C20 3.368(5) no . . N1 C6 3.086(5) no . . N1 C13 3.518(5) no . . N4 C20 3.122(5) no . . N4 C26 3.578(5) no . . C1 C6 3.090(6) no . . C1 C8 3.441(5) no . . C5 C6 3.087(6) no . . C5 C7 3.342(9) no . . C8 C11 2.781(5) no . . C9 C12 2.755(6) no . . C10 C13 2.773(6) no . . C14 C20 3.087(7) no . . C14 C21 3.563(5) no . . C18 C19 3.321(6) no . . C18 C20 2.948(6) no . . C21 C24 2.805(5) no . . C22 C25 2.743(6) no . . C23 C26 2.801(7) no . . O1 C12 3.260(6) no . 1_655 O2 O7 3.485(4) no . 1_554 O2 C17 3.434(4) no . 1_654 O2 C26 3.488(6) no . 1_554 O3 O11 3.383(4) no . . O3 C12 3.392(5) no . 1_655 O4 O5 3.289(4) no . 1_565 O4 O6 3.556(5) no . 1_565 O4 C5 3.308(6) no . 1_565 O4 C11 3.523(5) no . 1_655 O4 C24 3.433(6) no . 1_564 O4 C25 3.068(5) no . 1_564 O4 C26 3.555(5) no . 1_564 O5 O4 3.289(4) no . 1_545 O5 O9 3.221(4) no . . O5 O11 3.239(4) no . 1_545 O5 O12 2.679(4) no . 1_545 O5 N2 3.589(4) no . 1_545 O5 C10 3.342(6) no . 1_545 O5 C18 3.344(4) no . 1_545 O6 O4 3.556(5) no . 1_545 O6 O9 3.471(4) no . . O6 O11 2.599(4) no . 1_545 O6 N3 3.549(4) no . . O6 C18 3.445(5) no . 1_545 O6 C22 3.556(5) no . . O6 C23 3.195(6) no . . O7 O2 3.485(4) no . 1_556 O7 C6 3.493(5) no . 1_456 O7 C13 3.480(5) no . 1_556 O8 C6 3.449(5) no . 1_456 O8 C25 3.268(6) no . 1_455 O9 O5 3.221(4) no . . O9 O6 3.471(4) no . . O9 O12 3.263(5) no . 1_545 O9 C5 3.284(5) no . . O9 C25 3.498(5) no . 1_455 O10 O11 3.190(4) no . 1_545 O10 O12 3.249(5) no . 1_545 O10 C11 3.442(6) no . 1_546 O10 C12 3.124(5) no . 1_546 O10 C15 3.304(5) no . 1_545 O10 C18 2.952(5) no . 1_545 O10 C24 3.426(5) no . 1_455 O10 C25 3.533(5) no . 1_455 O11 O3 3.383(4) no . . O11 O5 3.239(4) no . 1_565 O11 O6 2.599(4) no . 1_565 O11 O10 3.190(4) no . 1_565 O11 N3 3.416(5) no . 1_565 O11 C5 3.298(5) no . 1_565 O11 C19 3.525(5) no . 1_655 O11 C23 3.528(6) no . 1_565 O12 O5 2.679(4) no . 1_565 O12 O9 3.263(5) no . 1_565 O12 O10 3.249(5) no . 1_565 O12 N3 3.484(5) no . 1_565 O12 C5 3.470(5) no . 1_565 O12 C10 3.594(5) no . . N2 O5 3.589(4) no . 1_565 N3 O6 3.549(4) no . . N3 O11 3.416(5) no . 1_545 N3 O12 3.484(5) no . 1_545 N3 C18 3.416(5) no . 1_545 C5 O4 3.308(6) no . 1_545 C5 O9 3.284(5) no . . C5 O11 3.298(5) no . 1_545 C5 O12 3.470(5) no . 1_545 C6 O7 3.493(5) no . 1_654 C6 O8 3.449(5) no . 1_654 C6 C11 3.542(6) no . 1_645 C10 O5 3.342(6) no . 1_565 C10 O12 3.594(5) no . . C11 O4 3.523(5) no . 1_455 C11 O10 3.442(6) no . 1_564 C11 C6 3.542(6) no . 1_465 C12 O1 3.260(6) no . 1_455 C12 O3 3.392(5) no . 1_455 C12 O10 3.124(5) no . 1_564 C13 O7 3.480(5) no . 1_554 C15 O10 3.304(5) no . 1_565 C17 O2 3.434(4) no . 1_456 C18 O5 3.344(4) no . 1_565 C18 O6 3.445(5) no . 1_565 C18 O10 2.952(5) no . 1_565 C18 N3 3.416(5) no . 1_565 C19 O11 3.525(5) no . 1_455 C22 O6 3.556(5) no . . C23 O6 3.195(6) no . . C23 O11 3.528(6) no . 1_545 C24 O4 3.433(6) no . 1_546 C24 O10 3.426(5) no . 1_655 C25 O4 3.068(5) no . 1_546 C25 O8 3.268(6) no . 1_655 C25 O9 3.498(5) no . 1_655 C25 O10 3.533(5) no . 1_655 C26 O2 3.488(6) no . 1_556 C26 O4 3.555(5) no . 1_546 S1 H1 3.0503 no . . S1 H2 2.8151 no . . S1 H4 3.0275 no . . S1 H5 2.9581 no . . S1 H15 2.7606 no . . S2 H17 3.1540 no . . S2 H18 2.7650 no . . S2 H20 2.9306 no . . S2 H21 3.0194 no . . S2 H31 2.8280 no . . O1 H4 3.1444 no . . O1 H5 2.7543 no . . O2 H1 2.8800 no . . O2 H2 2.9323 no . . O2 H15 2.4367 no . . O3 H4 2.3142 no . . O3 H5 3.3150 no . . O3 H12 3.5158 no . . O4 H12 2.6096 no . . O5 H1 2.7836 no . . O5 H2 2.8315 no . . O5 H3 2.6835 no . . O5 H16 2.38(4) no . . O6 H3 2.8911 no . . O6 H6 3.3577 no . . O6 H7 2.4271 no . . O6 H9 2.5695 no . . O6 H10 3.5958 no . . O7 H17 3.4367 no . . O7 H18 2.4762 no . . O7 H31 2.5079 no . . O8 H20 2.7336 no . . O8 H21 2.9189 no . . O9 H21 2.3773 no . . O9 H28 3.5156 no . . O10 H28 2.7064 no . . O11 H17 2.4456 no . . O11 H18 2.9817 no . . O11 H19 2.9922 no . . O11 H25 3.3142 no . . O11 H27 3.3297 no . . O11 H32 2.29(4) no . . O12 H19 2.6232 no . . O12 H23 2.5795 no . . O12 H24 3.4133 no . . O12 H25 2.8447 no . . N1 H3 2.6932 no . . N1 H6 2.8120 no . . N1 H8 3.5140 no . . N1 H15 3.4488 no . . N2 H4 3.3376 no . . N2 H12 2.5503 no . . N3 H21 3.3870 no . . N3 H28 2.5707 no . . N4 H19 2.6913 no . . N4 H26 3.5627 no . . N4 H27 2.8466 no . . N4 H31 3.5629 no . . C1 H4 3.0132 no . . C1 H5 3.1981 no . . C1 H6 2.7344 no . . C1 H15 3.3323 no . . C2 H4 2.8022 no . . C2 H5 3.2393 no . . C2 H6 2.6708 no . . C2 H7 2.8033 no . . C2 H8 3.3805 no . . C2 H9 2.7900 no . . C2 H10 2.7040 no . . C2 H11 3.3955 no . . C2 H16 3.24(4) no . . C3 H1 2.8720 no . . C3 H2 3.2657 no . . C4 H1 3.0536 no . . C4 H2 3.1678 no . . C4 H3 2.6444 no . . C4 H6 2.6891 no . . C4 H7 3.3457 no . . C4 H8 2.6717 no . . C4 H9 3.3930 no . . C4 H10 2.7435 no . . C4 H11 2.7583 no . . C5 H1 2.6102 no . . C5 H2 2.8795 no . . C5 H6 3.1631 no . . C5 H7 2.8686 no . . C5 H9 3.1073 no . . C5 H10 3.5965 no . . C6 H1 3.0326 no . . C6 H3 3.3692 no . . C6 H4 3.3255 no . . C6 H5 2.5402 no . . C6 H9 2.6964 no . . C6 H10 3.3576 no . . C6 H11 2.7132 no . . C7 H3 2.6132 no . . C7 H4 2.6032 no . . C7 H5 2.9963 no . . C7 H6 3.3617 no . . C7 H7 2.6630 no . . C7 H8 2.7345 no . . C8 H2 3.0807 no . . C8 H4 3.5863 no . . C8 H12 3.2725 no . . C8 H14 3.2696 no . . C9 H13 3.2363 no . . C9 H15 3.2412 no . . C10 H14 3.2671 no . . C11 H15 3.2518 no . . C12 H12 3.2669 no . . C13 H2 2.9995 no . . C13 H13 3.2553 no . . C14 H20 3.0401 no . . C14 H21 3.1898 no . . C14 H25 3.5992 no . . C14 H27 2.7199 no . . C14 H31 3.5828 no . . C15 H20 2.8180 no . . C15 H21 3.2329 no . . C15 H22 3.4099 no . . C15 H23 2.8327 no . . C15 H24 2.7106 no . . C15 H25 2.7944 no . . C15 H26 3.3809 no . . C15 H27 2.6492 no . . C15 H32 3.15(4) no . . C16 H17 2.8745 no . . C16 H18 3.2906 no . . C17 H17 3.0414 no . . C17 H18 3.1912 no . . C17 H19 2.6806 no . . C17 H22 2.6840 no . . C17 H23 3.3505 no . . C17 H24 2.6857 no . . C17 H25 3.3629 no . . C17 H26 2.7034 no . . C17 H27 2.7019 no . . C18 H17 2.5942 no . . C18 H18 2.9092 no . . C18 H23 3.1083 no . . C18 H24 3.5946 no . . C18 H25 2.7063 no . . C18 H27 3.0239 no . . C19 H19 2.6452 no . . C19 H20 2.5358 no . . C19 H21 2.9506 no . . C19 H25 2.6903 no . . C19 H26 2.7260 no . . C19 H27 3.3512 no . . C20 H17 3.0054 no . . C20 H19 3.3750 no . . C20 H20 3.3408 no . . C20 H21 2.5631 no . . C20 H22 2.7275 no . . C20 H23 2.6844 no . . C20 H24 3.3529 no . . C21 H17 3.5347 no . . C21 H28 3.3055 no . . C21 H30 3.2686 no . . C22 H29 3.2574 no . . C22 H31 3.2614 no . . C23 H30 3.2511 no . . C24 H31 3.2594 no . . C25 H28 3.2605 no . . C26 H29 3.2586 no . . H1 H3 2.8586 no . . H1 H5 3.5985 no . . H1 H6 2.4151 no . . H1 H7 3.4747 no . . H2 H3 2.2594 no . . H2 H4 3.5085 no . . H2 H15 2.6068 no . . H3 H4 2.6914 no . . H3 H9 2.9168 no . . H3 H10 2.3844 no . . H3 H11 3.5064 no . . H4 H8 3.4471 no . . H4 H9 3.5357 no . . H4 H10 2.4511 no . . H4 H11 2.7760 no . . H5 H6 2.7105 no . . H5 H7 3.4777 no . . H5 H8 2.3646 no . . H5 H10 3.3456 no . . H5 H11 2.8874 no . . H6 H9 3.5743 no . . H7 H9 2.4746 no . . H7 H10 3.5589 no . . H7 H11 2.9453 no . . H7 H16 3.1693 no . . H8 H9 3.0260 no . . H8 H11 2.5693 no . . H9 H16 3.3139 no . . H12 H13 2.3480 no . . H13 H14 2.3305 no . . H14 H15 2.3451 no . . H17 H19 2.8565 no . . H17 H21 3.5620 no . . H17 H25 3.4472 no . . H17 H27 2.3749 no . . H17 H31 3.3788 no . . H18 H19 2.2603 no . . H18 H20 3.5603 no . . H18 H31 3.3355 no . . H19 H20 2.7522 no . . H19 H22 3.5367 no . . H19 H23 2.9517 no . . H19 H24 2.4074 no . . H19 H27 3.5980 no . . H19 H32 3.4245 no . . H20 H22 2.6776 no . . H20 H23 3.4795 no . . H20 H24 2.3799 no . . H20 H26 3.4715 no . . H21 H22 2.8198 no . . H21 H24 3.3049 no . . H21 H25 3.5020 no . . H21 H26 2.4055 no . . H21 H27 2.7197 no . . H22 H25 3.0028 no . . H22 H26 2.5770 no . . H23 H25 2.4921 no . . H23 H26 2.9917 no . . H23 H27 3.5692 no . . H23 H32 3.3257 no . . H24 H25 3.5733 no . . H25 H32 3.3117 no . . H28 H29 2.3502 no . . H29 H30 2.3152 no . . H30 H31 2.3197 no . . S1 H20 3.3400 no . 1_654 S2 H6 3.3187 no . 1_456 O1 H14 2.3518 no . 1_655 O1 H18 3.5079 no . 1_654 O1 H19 2.8073 no . 1_654 O1 H20 3.4568 no . 1_654 O1 H29 3.0611 no . 1_564 O2 H18 3.1724 no . 1_554 O2 H20 2.4678 no . 1_654 O2 H24 3.0717 no . 1_654 O2 H31 2.5513 no . 1_554 O3 H13 3.3456 no . 1_655 O3 H14 2.7188 no . 1_655 O3 H16 3.36(5) no . 1_565 O3 H22 3.2798 no . 1_655 O3 H23 3.4174 no . 1_655 O3 H25 3.5992 no . . O4 H1 2.9863 no . 1_565 O4 H6 3.1179 no . 1_565 O4 H7 3.5067 no . 1_565 O4 H13 2.7889 no . 1_655 O4 H14 3.1226 no . 1_655 O4 H29 3.5781 no . 1_564 O4 H30 3.0074 no . 1_564 O5 H8 2.9601 no . 1_455 O5 H12 2.5180 no . 1_545 O5 H32 1.78(4) no . 1_545 O6 H23 3.2497 no . 1_645 O6 H28 2.9869 no . . O6 H32 2.95(5) no . 1_545 O7 H1 3.5290 no . 1_556 O7 H2 3.1185 no . 1_556 O7 H5 2.8523 no . 1_456 O7 H6 3.1986 no . 1_456 O7 H8 2.9273 no . 1_456 O7 H15 2.5472 no . 1_556 O8 H1 3.4441 no . 1_456 O8 H6 2.5859 no . 1_456 O8 H8 3.5076 no . 1_456 O8 H13 3.2041 no . 1_546 O8 H30 2.3594 no . 1_455 O8 H31 3.5894 no . 1_455 O9 H3 3.4166 no . . O9 H11 3.2088 no . 1_455 O9 H16 3.40(4) no . . O9 H29 3.5090 no . 1_455 O9 H30 2.8245 no . 1_455 O9 H32 2.97(5) no . 1_545 O10 H13 3.5762 no . 1_546 O10 H14 3.0690 no . 1_546 O10 H18 3.4156 no . 1_545 O10 H19 2.8140 no . 1_545 O10 H29 2.7282 no . 1_455 O10 H30 2.9382 no . 1_455 O10 H32 3.47(4) no . 1_545 O11 H16 1.66(4) no . 1_565 O11 H22 3.2969 no . 1_655 O11 H23 3.4908 no . 1_655 O11 H24 3.2093 no . 1_655 O11 H28 2.7466 no . 1_565 O12 H7 3.2082 no . 1_465 O12 H12 3.3230 no . . O12 H16 2.98(4) no . 1_565 O12 H29 3.3714 no . 1_465 N2 H13 3.4011 no . 1_655 N2 H14 3.0027 no . 1_655 N3 H16 3.29(4) no . . N3 H29 3.4563 no . 1_455 N3 H30 2.9881 no . 1_455 N3 H32 3.39(5) no . 1_545 C1 H31 3.3770 no . 1_554 C2 H27 3.2601 no . . C4 H14 3.5581 no . 1_655 C5 H12 3.4314 no . 1_545 C5 H32 2.62(4) no . 1_545 C6 H12 3.3191 no . 1_645 C6 H13 2.7643 no . 1_645 C7 H21 3.2826 no . 1_655 C7 H22 3.4607 no . 1_655 C7 H26 3.5884 no . 1_655 C8 H25 3.1851 no . . C8 H28 3.5735 no . 1_564 C9 H25 3.0468 no . . C10 H7 3.5322 no . 1_465 C10 H8 3.4752 no . 1_465 C10 H25 3.1085 no . . C10 H32 3.30(5) no . . C11 H6 3.3137 no . 1_465 C11 H7 3.1693 no . 1_465 C11 H8 3.5717 no . 1_465 C11 H25 3.1950 no . . C12 H5 3.5173 no . 1_455 C12 H25 3.2721 no . . C13 H18 3.1303 no . 1_554 C13 H25 3.2848 no . . C14 H15 3.4464 no . 1_556 C15 H29 3.5097 no . 1_465 C17 H11 3.4197 no . 1_455 C17 H30 3.5374 no . 1_455 C18 H16 2.58(4) no . 1_565 C18 H28 3.5345 no . 1_565 C19 H16 3.49(4) no . 1_465 C19 H28 3.5473 no . 1_465 C20 H2 3.5421 no . . C20 H3 2.9894 no . . C20 H11 3.5843 no . 1_455 C21 H12 3.5855 no . 1_546 C22 H9 3.5064 no . . C22 H16 3.50(4) no . . C23 H9 3.1662 no . . C23 H16 3.04(5) no . . C23 H24 3.4372 no . 1_645 C24 H9 2.9268 no . . C24 H19 3.5777 no . 1_645 C25 H9 3.0750 no . . C25 H10 3.5420 no . . C26 H1 3.2428 no . 1_556 C26 H9 3.4945 no . . C26 H10 3.4062 no . . H1 O4 2.9863 no . 1_545 H1 O7 3.5290 no . 1_554 H1 O8 3.4441 no . 1_654 H1 C26 3.2428 no . 1_554 H1 H12 3.4705 no . 1_545 H1 H30 3.5140 no . 1_554 H1 H31 2.6584 no . 1_554 H2 O7 3.1185 no . 1_554 H2 C20 3.5421 no . . H2 H8 3.4285 no . 1_455 H2 H26 3.0123 no . . H2 H27 3.3924 no . . H2 H31 3.3947 no . 1_554 H3 O9 3.4166 no . . H3 C20 2.9894 no . . H3 H25 3.5316 no . . H3 H26 2.8390 no . . H3 H27 2.3054 no . . H4 H14 3.3846 no . 1_655 H4 H22 2.9778 no . 1_655 H4 H26 3.5602 no . 1_655 H4 H27 3.2419 no . . H5 O7 2.8523 no . 1_654 H5 C12 3.5173 no . 1_655 H5 H14 2.9948 no . 1_655 H5 H15 3.1853 no . 1_655 H5 H26 3.4236 no . 1_655 H6 S2 3.3187 no . 1_654 H6 O4 3.1179 no . 1_545 H6 O7 3.1986 no . 1_654 H6 O8 2.5859 no . 1_654 H6 C11 3.3137 no . 1_645 H6 H12 3.4620 no . 1_645 H6 H13 2.4471 no . 1_645 H7 O4 3.5067 no . 1_545 H7 O12 3.2082 no . 1_645 H7 C10 3.5322 no . 1_645 H7 C11 3.1693 no . 1_645 H7 H12 3.1887 no . 1_645 H7 H13 2.4368 no . 1_645 H7 H23 3.3113 no . 1_645 H7 H32 3.1342 no . 1_645 H8 O5 2.9601 no . 1_655 H8 O7 2.9273 no . 1_654 H8 O8 3.5076 no . 1_654 H8 C10 3.4752 no . 1_645 H8 C11 3.5717 no . 1_645 H8 H2 3.4285 no . 1_655 H8 H12 2.7930 no . 1_645 H8 H13 2.9774 no . 1_645 H8 H32 3.2535 no . 1_645 H9 C22 3.5064 no . . H9 C23 3.1662 no . . H9 C24 2.9268 no . . H9 C25 3.0750 no . . H9 C26 3.4945 no . . H9 H21 3.5770 no . 1_655 H9 H29 3.2387 no . . H9 H30 3.4245 no . . H10 C25 3.5420 no . . H10 C26 3.4062 no . . H10 H17 3.0868 no . . H10 H21 3.2584 no . 1_655 H10 H22 2.8996 no . 1_655 H10 H27 3.2613 no . . H11 O9 3.2088 no . 1_655 H11 C17 3.4197 no . 1_655 H11 C20 3.5843 no . 1_655 H11 H21 2.5742 no . 1_655 H11 H22 3.1565 no . 1_655 H11 H26 2.7258 no . 1_655 H12 O5 2.5180 no . 1_565 H12 O12 3.3230 no . . H12 C5 3.4314 no . 1_565 H12 C6 3.3191 no . 1_465 H12 C21 3.5855 no . 1_564 H12 H1 3.4705 no . 1_565 H12 H6 3.4620 no . 1_465 H12 H7 3.1887 no . 1_465 H12 H8 2.7930 no . 1_465 H12 H32 2.8235 no . . H13 O3 3.3456 no . 1_455 H13 O4 2.7889 no . 1_455 H13 O8 3.2041 no . 1_564 H13 O10 3.5762 no . 1_564 H13 N2 3.4011 no . 1_455 H13 C6 2.7643 no . 1_465 H13 H6 2.4471 no . 1_465 H13 H7 2.4368 no . 1_465 H13 H8 2.9774 no . 1_465 H14 O1 2.3518 no . 1_455 H14 O3 2.7188 no . 1_455 H14 O4 3.1226 no . 1_455 H14 O10 3.0690 no . 1_564 H14 N2 3.0027 no . 1_455 H14 C4 3.5581 no . 1_455 H14 H4 3.3846 no . 1_455 H14 H5 2.9948 no . 1_455 H14 H18 3.5491 no . 1_554 H15 O7 2.5472 no . 1_554 H15 C14 3.4464 no . 1_554 H15 H5 3.1853 no . 1_455 H15 H18 2.4716 no . 1_554 H16 O3 3.36(5) no . 1_545 H16 O9 3.40(4) no . . H16 O11 1.66(4) no . 1_545 H16 O12 2.98(4) no . 1_545 H16 N3 3.29(4) no . . H16 C18 2.58(4) no . 1_545 H16 C19 3.49(4) no . 1_645 H16 C22 3.50(4) no . . H16 C23 3.04(5) no . . H16 H23 3.0340 no . 1_645 H16 H24 3.2884 no . 1_645 H16 H28 2.5808 no . . H16 H32 2.49(6) no . 1_545 H17 H10 3.0868 no . . H17 H22 3.1536 no . 1_655 H17 H24 3.4097 no . 1_655 H18 O1 3.5079 no . 1_456 H18 O2 3.1724 no . 1_556 H18 O10 3.4156 no . 1_565 H18 C13 3.1303 no . 1_556 H18 H14 3.5491 no . 1_556 H18 H15 2.4716 no . 1_556 H18 H28 3.5570 no . 1_565 H19 O1 2.8073 no . 1_456 H19 O10 2.8140 no . 1_565 H19 C24 3.5777 no . 1_465 H19 H29 2.6493 no . 1_465 H20 S1 3.3400 no . 1_456 H20 O1 3.4568 no . 1_456 H20 O2 2.4678 no . 1_456 H20 H30 3.2177 no . 1_455 H20 H31 3.0615 no . 1_455 H21 C7 3.2826 no . 1_455 H21 H9 3.5770 no . 1_455 H21 H10 3.2584 no . 1_455 H21 H11 2.5742 no . 1_455 H21 H30 3.0834 no . 1_455 H22 O3 3.2798 no . 1_455 H22 O11 3.2969 no . 1_455 H22 C7 3.4607 no . 1_455 H22 H4 2.9778 no . 1_455 H22 H10 2.8996 no . 1_455 H22 H11 3.1565 no . 1_455 H22 H17 3.1536 no . 1_455 H23 O3 3.4174 no . 1_455 H23 O6 3.2497 no . 1_465 H23 O11 3.4908 no . 1_455 H23 H7 3.3113 no . 1_465 H23 H16 3.0340 no . 1_465 H23 H28 3.5704 no . 1_465 H24 O2 3.0717 no . 1_456 H24 O11 3.2093 no . 1_455 H24 C23 3.4372 no . 1_465 H24 H16 3.2884 no . 1_465 H24 H17 3.4097 no . 1_455 H24 H28 2.7232 no . 1_465 H24 H29 3.0933 no . 1_465 H25 O3 3.5992 no . . H25 C8 3.1851 no . . H25 C9 3.0468 no . . H25 C10 3.1085 no . . H25 C11 3.1950 no . . H25 C12 3.2721 no . . H25 C13 3.2848 no . . H25 H3 3.5316 no . . H26 C7 3.5884 no . 1_455 H26 H2 3.0123 no . . H26 H3 2.8390 no . . H26 H4 3.5602 no . 1_455 H26 H5 3.4236 no . 1_455 H26 H11 2.7258 no . 1_455 H27 C2 3.2601 no . . H27 H2 3.3924 no . . H27 H3 2.3054 no . . H27 H4 3.2419 no . . H27 H10 3.2613 no . . H28 O6 2.9869 no . . H28 O11 2.7466 no . 1_545 H28 C8 3.5735 no . 1_546 H28 C18 3.5345 no . 1_545 H28 C19 3.5473 no . 1_645 H28 H16 2.5808 no . . H28 H18 3.5570 no . 1_545 H28 H23 3.5704 no . 1_645 H28 H24 2.7232 no . 1_645 H29 O1 3.0611 no . 1_546 H29 O4 3.5781 no . 1_546 H29 O9 3.5090 no . 1_655 H29 O10 2.7282 no . 1_655 H29 O12 3.3714 no . 1_645 H29 N3 3.4563 no . 1_655 H29 C15 3.5097 no . 1_645 H29 H9 3.2387 no . . H29 H19 2.6493 no . 1_645 H29 H24 3.0933 no . 1_645 H30 O4 3.0074 no . 1_546 H30 O8 2.3594 no . 1_655 H30 O9 2.8245 no . 1_655 H30 O10 2.9382 no . 1_655 H30 N3 2.9881 no . 1_655 H30 C17 3.5374 no . 1_655 H30 H1 3.5140 no . 1_556 H30 H9 3.4245 no . . H30 H20 3.2177 no . 1_655 H30 H21 3.0834 no . 1_655 H31 O2 2.5513 no . 1_556 H31 O8 3.5894 no . 1_655 H31 C1 3.3770 no . 1_556 H31 H1 2.6584 no . 1_556 H31 H2 3.3947 no . 1_556 H31 H20 3.0615 no . 1_655 H32 O5 1.78(4) no . 1_565 H32 O6 2.95(5) no . 1_565 H32 O9 2.97(5) no . 1_565 H32 O10 3.47(4) no . 1_565 H32 N3 3.39(5) no . 1_565 H32 C5 2.62(4) no . 1_565 H32 C10 3.30(5) no . . H32 H7 3.1342 no . 1_465 H32 H8 3.2535 no . 1_465 H32 H12 2.8235 no . . H32 H16 2.49(6) no . 1_565 #============================================================================== loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_angle_DHA _geom_hbond_publ_flag O6 H16 O11 . . 1_545 2.599(4) 0.946 1.66(4) 174(4) no O12 H32 O5 . . 1_565 2.679(4) 0.895 1.78(4) 178(4) no #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================