Supplementary Material (ESI) for Chemical Communications This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Hossain, Md. Alamgir' _publ_contact_author_email alamgir@chem.jsums.edu _publ_section_title ; Encapsulation and selective recognition of sulfate anion in an azamacrocycle in water ; loop_ _publ_author_name J.Mendy M.Pilate T.Horne V.Day Md.A.Hossain # Attachment '- k41h_CCDC 777812.cif' #============================================================ data_k41h _database_code_depnum_ccdc_archive 'CCDC 777812' #TrackingRef '- k41h_CCDC 777812.cif' _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H56 N6 O16 S3' _chemical_formula_weight 804.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.283(2) _cell_length_b 12.289(2) _cell_length_c 13.315(3) _cell_angle_alpha 105.301(3) _cell_angle_beta 99.994(3) _cell_angle_gamma 103.542(3) _cell_volume 1824.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5203 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 29.03 _exptl_crystal_description Irregular _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 0.281 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.857 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _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 SMART APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 16902 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 29.02 _reflns_number_total 8778 _reflns_number_gt 7991 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0667P)^2^+0.7275P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8778 _refine_ls_number_parameters 684 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1130 _refine_ls_wR_factor_gt 0.1100 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 N1 N 0.01452(11) 0.24945(11) 0.41678(9) 0.0132(2) Uani 1 1 d . . . H11 H 0.0838(19) 0.307(2) 0.4356(17) 0.027(5) Uiso 1 1 d . . . C2 C 0.00218(13) 0.16916(13) 0.30674(11) 0.0148(3) Uani 1 1 d . . . H2A H -0.0715(19) 0.110(2) 0.2898(17) 0.030(5) Uiso 1 1 d . . . H2B H 0.0650(16) 0.1348(16) 0.3137(14) 0.014(4) Uiso 1 1 d . . . C3 C 0.01043(13) 0.23636(13) 0.22622(11) 0.0156(3) Uani 1 1 d . . . H3A H -0.0561(17) 0.2612(18) 0.2107(16) 0.021(5) Uiso 1 1 d . . . H3B H 0.0775(17) 0.3014(18) 0.2478(16) 0.020(5) Uiso 1 1 d . . . N4 N 0.01477(12) 0.15373(11) 0.12371(10) 0.0149(2) Uani 1 1 d . . . H41 H 0.079(2) 0.130(2) 0.1370(18) 0.030(6) Uiso 1 1 d . . . H42 H -0.0471(19) 0.094(2) 0.1056(17) 0.025(5) Uiso 1 1 d . . . C5 C 0.01939(13) 0.20677(14) 0.03400(12) 0.0168(3) Uani 1 1 d . . . H5A H 0.0351(16) 0.1484(18) -0.0224(16) 0.019(5) Uiso 1 1 d . . . H5B H -0.0527(18) 0.2137(18) 0.0085(16) 0.020(5) Uiso 1 1 d . . . C6 C 0.11220(13) 0.32412(13) 0.07199(11) 0.0156(3) Uani 1 1 d . . . C7 C 0.22793(14) 0.33095(14) 0.10625(13) 0.0189(3) Uani 1 1 d . . . H7A H 0.2521(18) 0.262(2) 0.0985(17) 0.030(5) Uiso 1 1 d . . . C8 C 0.31099(14) 0.44007(14) 0.15419(13) 0.0186(3) Uani 1 1 d . . . H8A H 0.3894(19) 0.4459(18) 0.1811(17) 0.025(5) Uiso 1 1 d . . . C9 C 0.28029(13) 0.54445(13) 0.16621(11) 0.0159(3) Uani 1 1 d . . . C10 C 0.16620(14) 0.53744(14) 0.12577(13) 0.0200(3) Uani 1 1 d . . . H10A H 0.1464(18) 0.6080(19) 0.1325(17) 0.027(5) Uiso 1 1 d . . . C11 C 0.08241(14) 0.42792(14) 0.07964(12) 0.0192(3) Uani 1 1 d . . . H11A H 0.0039(18) 0.4216(18) 0.0524(16) 0.025(5) Uiso 1 1 d . . . C12 C 0.37016(13) 0.66164(13) 0.22751(12) 0.0166(3) Uani 1 1 d . . . H12A H 0.4494(16) 0.6585(16) 0.2312(14) 0.014(4) Uiso 1 1 d . . . H12B H 0.3601(16) 0.7213(18) 0.2005(15) 0.018(5) Uiso 1 1 d . . . N13 N 0.36223(11) 0.69930(11) 0.34262(10) 0.0148(2) Uani 1 1 d . . . H131 H 0.3564(18) 0.632(2) 0.3694(17) 0.029(5) Uiso 1 1 d . . . H132 H 0.2980(18) 0.7231(18) 0.3452(16) 0.023(5) Uiso 1 1 d . . . C14 C 0.46378(13) 0.79996(13) 0.41388(12) 0.0163(3) Uani 1 1 d . . . H14A H 0.4671(15) 0.8661(17) 0.3872(15) 0.015(4) Uiso 1 1 d . . . H14B H 0.5327(16) 0.7744(17) 0.4070(14) 0.015(4) Uiso 1 1 d . . . C15 C 0.45615(13) 0.84322(13) 0.52975(12) 0.0161(3) Uani 1 1 d . . . H15A H 0.3808(16) 0.8493(16) 0.5336(14) 0.015(4) Uiso 1 1 d . . . H15B H 0.5118(18) 0.9176(19) 0.5646(16) 0.023(5) Uiso 1 1 d . . . N16 N 0.47757(11) 0.76682(11) 0.59844(10) 0.0141(2) Uani 1 1 d . . . H161 H 0.4167(19) 0.7053(19) 0.5758(17) 0.025(5) Uiso 1 1 d . . . C17 C 0.47186(13) 0.82773(13) 0.71052(12) 0.0159(3) Uani 1 1 d . . . H17A H 0.4020(18) 0.8485(18) 0.7053(16) 0.023(5) Uiso 1 1 d . . . H17B H 0.5339(17) 0.8989(18) 0.7383(16) 0.021(5) Uiso 1 1 d . . . C18 C 0.47457(14) 0.74608(13) 0.77861(12) 0.0173(3) Uani 1 1 d . . . H18A H 0.4220(16) 0.6725(17) 0.7433(15) 0.016(4) Uiso 1 1 d . . . H18B H 0.5459(17) 0.7344(17) 0.7977(15) 0.018(5) Uiso 1 1 d . . . N19 N 0.44921(11) 0.79893(11) 0.88282(10) 0.0161(2) Uani 1 1 d . . . H191 H 0.5076(19) 0.863(2) 0.9166(17) 0.027(5) Uiso 1 1 d . . . H192 H 0.3813(17) 0.8214(18) 0.8696(16) 0.020(5) Uiso 1 1 d . . . C20 C 0.44621(14) 0.72092(14) 0.95278(12) 0.0191(3) Uani 1 1 d . . . H20A H 0.4332(18) 0.7651(19) 1.0204(17) 0.026(5) Uiso 1 1 d . . . H20B H 0.5194(17) 0.7109(17) 0.9681(15) 0.016(4) Uiso 1 1 d . . . C21 C 0.35497(13) 0.60302(14) 0.90342(12) 0.0179(3) Uani 1 1 d . . . C22 C 0.38607(14) 0.49992(15) 0.89568(13) 0.0209(3) Uani 1 1 d . . . H22A H 0.4658(19) 0.5085(19) 0.9139(17) 0.027(5) Uiso 1 1 d . . . C23 C 0.30310(15) 0.39031(15) 0.86222(13) 0.0218(3) Uani 1 1 d . . . H23A H 0.326(2) 0.319(2) 0.8555(18) 0.035(6) Uiso 1 1 d . . . C24 C 0.18671(13) 0.38235(14) 0.83288(12) 0.0183(3) Uani 1 1 d . . . C25 C 0.15531(14) 0.48477(15) 0.83472(13) 0.0225(3) Uani 1 1 d . . . H25A H 0.075(2) 0.479(2) 0.8083(18) 0.035(6) Uiso 1 1 d . . . C26 C 0.23851(14) 0.59431(15) 0.87106(13) 0.0221(3) Uani 1 1 d . . . H26A H 0.2164(18) 0.661(2) 0.8747(17) 0.028(5) Uiso 1 1 d . . . C27 C 0.09525(14) 0.26502(14) 0.80017(12) 0.0200(3) Uani 1 1 d . . . H27A H 0.1171(16) 0.2146(17) 0.8417(16) 0.018(5) Uiso 1 1 d . . . H27B H 0.0224(17) 0.2746(17) 0.8095(16) 0.019(5) Uiso 1 1 d . . . N28 N 0.07296(12) 0.19565(12) 0.68343(10) 0.0162(2) Uani 1 1 d . . . H282 H 0.1321(17) 0.1652(17) 0.6750(15) 0.016(4) Uiso 1 1 d . . . H281 H 0.007(2) 0.137(2) 0.6673(18) 0.031(6) Uiso 1 1 d . . . C29 C 0.05530(13) 0.26531(13) 0.60956(12) 0.0168(3) Uani 1 1 d . . . H29A H 0.1271(16) 0.3239(17) 0.6217(15) 0.015(4) Uiso 1 1 d . . . H29B H 0.0007(16) 0.3012(16) 0.6310(14) 0.012(4) Uiso 1 1 d . . . C30 C 0.01741(13) 0.18145(13) 0.49466(12) 0.0162(3) Uani 1 1 d . . . H30A H 0.0716(15) 0.1378(16) 0.4828(14) 0.012(4) Uiso 1 1 d . . . H30B H -0.0583(18) 0.1294(18) 0.4806(16) 0.022(5) Uiso 1 1 d . . . C31 C -0.07791(15) 0.30978(16) 0.41924(14) 0.0214(3) Uani 1 1 d . . . H31A H -0.0682(18) 0.3612(19) 0.3747(17) 0.026(5) Uiso 1 1 d . . . H31B H -0.0706(18) 0.3534(19) 0.4899(18) 0.027(5) Uiso 1 1 d . . . H31C H -0.148(2) 0.249(2) 0.3925(18) 0.032(6) Uiso 1 1 d . . . C32 C 0.58871(13) 0.73731(14) 0.59734(13) 0.0178(3) Uani 1 1 d . . . H32A H 0.5946(16) 0.6871(17) 0.6405(15) 0.017(4) Uiso 1 1 d . . . H32B H 0.6505(19) 0.805(2) 0.6224(17) 0.030(5) Uiso 1 1 d . . . H32C H 0.5868(17) 0.6980(18) 0.5256(16) 0.020(5) Uiso 1 1 d . . . S1 S 0.25113(3) 0.50152(3) 0.46713(3) 0.01441(9) Uani 1 1 d . . . O11 O 0.23358(9) 0.39075(10) 0.49556(9) 0.0197(2) Uani 1 1 d . . . O12 O 0.27775(9) 0.60322(10) 0.56605(9) 0.0204(2) Uani 1 1 d . . . O13 O 0.35464(10) 0.51760(10) 0.42216(10) 0.0209(2) Uani 1 1 d . . . O14 O 0.14869(10) 0.49543(10) 0.38921(9) 0.0216(2) Uani 1 1 d . . . S2 S 0.71553(3) 0.99443(3) 1.09070(3) 0.01654(9) Uani 1 1 d . . . O21 O 0.65037(11) 0.97301(12) 0.97835(10) 0.0302(3) Uani 1 1 d . . . O22 O 0.82557(10) 0.96592(10) 1.08631(10) 0.0260(3) Uani 1 1 d . . . O23 O 0.74154(10) 1.12095(10) 1.15159(11) 0.0275(3) Uani 1 1 d . . . O24 O 0.64642(10) 0.92017(12) 1.13957(9) 0.0273(3) Uani 1 1 d . . . S3 S -0.22794(3) 0.06372(3) 0.62670(3) 0.01375(9) Uani 1 1 d . . . O31 O -0.12444(9) 0.02125(10) 0.64159(10) 0.0205(2) Uani 1 1 d . . . O32 O -0.30204(10) 0.00139(10) 0.51739(9) 0.0213(2) Uani 1 1 d . . . O33 O -0.29430(10) 0.03868(10) 0.70511(9) 0.0214(2) Uani 1 1 d . . . O34 O -0.18976(10) 0.19215(10) 0.64554(10) 0.0223(2) Uani 1 1 d . . . O1W O 0.20237(12) 0.07552(13) 0.16228(11) 0.0296(3) Uani 1 1 d . . . H1W1 H 0.236(2) 0.065(3) 0.117(2) 0.053(8) Uiso 1 1 d . . . H1W2 H 0.219(2) 0.039(2) 0.203(2) 0.040(7) Uiso 1 1 d . . . O2W O 0.44798(11) 0.45302(12) 0.65945(10) 0.0248(3) Uani 1 1 d . . . H2W1 H 0.375(2) 0.435(2) 0.619(2) 0.045(7) Uiso 1 1 d . . . H2W2 H 0.499(2) 0.473(2) 0.622(2) 0.054(8) Uiso 1 1 d . . . O3W O 0.23772(15) 0.08497(18) 0.66487(12) 0.0476(5) Uani 1 1 d . . . H3W1 H 0.280(2) 0.083(2) 0.721(2) 0.045(7) Uiso 1 1 d . . . H3W2 H 0.261(2) 0.061(2) 0.609(2) 0.047(7) Uiso 1 1 d . . . O4W O 0.73910(12) 1.18136(12) 0.91545(11) 0.0295(3) Uani 1 1 d . . . H4W1 H 0.698(3) 1.113(4) 0.939(3) 0.104(13) Uiso 1 1 d . . . H4W2 H 0.730(2) 1.141(3) 0.845(2) 0.055(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0130(6) 0.0119(6) 0.0122(6) 0.0021(4) 0.0027(4) 0.0014(5) C2 0.0178(7) 0.0130(6) 0.0109(6) 0.0014(5) 0.0024(5) 0.0028(5) C3 0.0183(7) 0.0127(7) 0.0126(6) 0.0014(5) 0.0035(5) 0.0021(6) N4 0.0162(6) 0.0135(6) 0.0121(6) 0.0024(5) 0.0027(4) 0.0015(5) C5 0.0181(7) 0.0172(7) 0.0120(6) 0.0039(5) 0.0014(5) 0.0018(6) C6 0.0192(7) 0.0160(7) 0.0104(6) 0.0038(5) 0.0041(5) 0.0031(5) C7 0.0204(7) 0.0149(7) 0.0212(7) 0.0056(6) 0.0058(6) 0.0045(6) C8 0.0171(7) 0.0176(7) 0.0206(7) 0.0054(6) 0.0055(6) 0.0044(6) C9 0.0191(7) 0.0145(7) 0.0124(6) 0.0041(5) 0.0039(5) 0.0018(5) C10 0.0234(8) 0.0149(7) 0.0196(7) 0.0039(6) 0.0013(6) 0.0065(6) C11 0.0181(7) 0.0195(8) 0.0171(7) 0.0040(6) 0.0001(5) 0.0052(6) C12 0.0194(7) 0.0147(7) 0.0152(7) 0.0056(6) 0.0043(5) 0.0030(6) N13 0.0156(6) 0.0122(6) 0.0149(6) 0.0036(5) 0.0029(5) 0.0026(5) C14 0.0157(7) 0.0128(7) 0.0173(7) 0.0043(5) 0.0030(5) 0.0002(5) C15 0.0180(7) 0.0109(6) 0.0178(7) 0.0040(5) 0.0025(5) 0.0033(5) N16 0.0134(6) 0.0114(6) 0.0145(6) 0.0026(5) 0.0017(4) 0.0014(5) C17 0.0164(7) 0.0139(7) 0.0158(7) 0.0024(5) 0.0045(5) 0.0039(6) C18 0.0198(7) 0.0151(7) 0.0156(7) 0.0032(6) 0.0036(6) 0.0049(6) N19 0.0149(6) 0.0139(6) 0.0146(6) 0.0012(5) 0.0017(5) 0.0004(5) C20 0.0183(7) 0.0188(7) 0.0148(7) 0.0038(6) 0.0007(5) -0.0005(6) C21 0.0188(7) 0.0182(7) 0.0121(6) 0.0026(5) 0.0029(5) 0.0000(6) C22 0.0173(7) 0.0229(8) 0.0196(7) 0.0071(6) 0.0014(6) 0.0024(6) C23 0.0245(8) 0.0189(8) 0.0199(8) 0.0069(6) 0.0023(6) 0.0037(6) C24 0.0207(7) 0.0181(7) 0.0105(6) 0.0016(5) 0.0044(5) -0.0019(6) C25 0.0163(7) 0.0225(8) 0.0223(8) -0.0003(6) 0.0047(6) 0.0024(6) C26 0.0200(7) 0.0182(8) 0.0232(8) 0.0008(6) 0.0037(6) 0.0046(6) C27 0.0224(8) 0.0188(7) 0.0127(7) 0.0021(6) 0.0055(6) -0.0028(6) N28 0.0172(6) 0.0159(6) 0.0119(6) 0.0023(5) 0.0038(5) 0.0006(5) C29 0.0188(7) 0.0146(7) 0.0138(7) 0.0033(5) 0.0046(5) 0.0004(6) C30 0.0198(7) 0.0138(7) 0.0127(7) 0.0036(5) 0.0040(5) 0.0012(6) C31 0.0205(8) 0.0239(8) 0.0212(8) 0.0050(7) 0.0066(6) 0.0108(7) C32 0.0167(7) 0.0166(7) 0.0197(7) 0.0043(6) 0.0036(6) 0.0067(6) S1 0.01266(17) 0.01163(17) 0.01642(18) 0.00262(13) 0.00311(13) 0.00139(12) O11 0.0167(5) 0.0152(5) 0.0264(6) 0.0087(4) 0.0056(4) 0.0008(4) O12 0.0169(5) 0.0177(5) 0.0190(5) -0.0019(4) 0.0018(4) 0.0019(4) O13 0.0206(5) 0.0178(5) 0.0296(6) 0.0111(5) 0.0134(5) 0.0060(4) O14 0.0200(5) 0.0198(6) 0.0202(6) 0.0027(4) -0.0014(4) 0.0054(4) S2 0.01463(17) 0.01561(18) 0.01386(17) 0.00251(13) 0.00021(13) -0.00084(13) O21 0.0261(6) 0.0338(7) 0.0178(6) 0.0108(5) -0.0059(5) -0.0097(5) O22 0.0201(6) 0.0174(6) 0.0323(7) -0.0021(5) 0.0067(5) 0.0014(4) O23 0.0193(6) 0.0172(6) 0.0354(7) -0.0020(5) -0.0024(5) 0.0044(4) O24 0.0214(6) 0.0349(7) 0.0196(6) 0.0117(5) 0.0018(4) -0.0036(5) S3 0.01384(17) 0.01203(17) 0.01495(17) 0.00451(13) 0.00396(13) 0.00253(13) O31 0.0164(5) 0.0149(5) 0.0297(6) 0.0081(5) 0.0026(4) 0.0051(4) O32 0.0206(5) 0.0258(6) 0.0148(5) 0.0037(4) 0.0028(4) 0.0060(5) O33 0.0213(6) 0.0232(6) 0.0164(5) 0.0051(4) 0.0072(4) 0.0002(4) O34 0.0183(5) 0.0134(5) 0.0365(7) 0.0087(5) 0.0095(5) 0.0045(4) O1W 0.0399(8) 0.0393(8) 0.0252(7) 0.0183(6) 0.0163(6) 0.0256(6) O2W 0.0220(6) 0.0313(7) 0.0223(6) 0.0087(5) 0.0059(5) 0.0093(5) O3W 0.0554(10) 0.0871(13) 0.0199(7) 0.0180(8) 0.0148(7) 0.0525(10) O4W 0.0423(8) 0.0226(6) 0.0225(6) 0.0048(5) 0.0072(5) 0.0109(5) _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 N1 C2 1.4944(18) . ? N1 C30 1.4945(19) . ? N1 C31 1.4947(19) . ? N1 H11 0.91(2) . ? C2 C3 1.519(2) . ? C2 H2A 0.97(2) . ? C2 H2B 0.965(19) . ? C3 N4 1.4886(18) . ? C3 H3A 0.95(2) . ? C3 H3B 0.94(2) . ? N4 C5 1.5074(19) . ? N4 H41 0.91(2) . ? N4 H42 0.87(2) . ? C5 C6 1.510(2) . ? C5 H5A 0.97(2) . ? C5 H5B 0.92(2) . ? C6 C11 1.391(2) . ? C6 C7 1.391(2) . ? C7 C8 1.389(2) . ? C7 H7A 0.95(2) . ? C8 C9 1.397(2) . ? C8 H8A 0.95(2) . ? C9 C10 1.385(2) . ? C9 C12 1.510(2) . ? C10 C11 1.394(2) . ? C10 H10A 0.94(2) . ? C11 H11A 0.95(2) . ? C12 N13 1.5071(19) . ? C12 H12A 0.977(18) . ? C12 H12B 0.92(2) . ? N13 C14 1.4944(19) . ? N13 H131 0.97(2) . ? N13 H132 0.91(2) . ? C14 C15 1.521(2) . ? C14 H14A 0.964(19) . ? C14 H14B 0.980(19) . ? C15 N16 1.5075(19) . ? C15 H15A 0.955(19) . ? C15 H15B 0.94(2) . ? N16 C32 1.4937(19) . ? N16 C17 1.5046(19) . ? N16 H161 0.87(2) . ? C17 C18 1.521(2) . ? C17 H17A 0.95(2) . ? C17 H17B 0.95(2) . ? C18 N19 1.4877(19) . ? C18 H18A 0.92(2) . ? C18 H18B 0.92(2) . ? N19 C20 1.502(2) . ? N19 H191 0.88(2) . ? N19 H192 0.94(2) . ? C20 C21 1.506(2) . ? C20 H20A 0.98(2) . ? C20 H20B 0.931(19) . ? C21 C26 1.390(2) . ? C21 C22 1.390(2) . ? C22 C23 1.391(2) . ? C22 H22A 0.94(2) . ? C23 C24 1.388(2) . ? C23 H23A 0.97(2) . ? C24 C25 1.396(2) . ? C24 C27 1.507(2) . ? C25 C26 1.390(2) . ? C25 H25A 0.97(2) . ? C26 H26A 0.91(2) . ? C27 N28 1.5038(19) . ? C27 H27A 0.99(2) . ? C27 H27B 0.95(2) . ? N28 C29 1.485(2) . ? N28 H282 0.90(2) . ? N28 H281 0.90(2) . ? C29 C30 1.522(2) . ? C29 H29A 0.956(19) . ? C29 H29B 0.930(18) . ? C30 H30A 0.957(18) . ? C30 H30B 0.95(2) . ? C31 H31A 0.98(2) . ? C31 H31B 0.93(2) . ? C31 H31C 0.93(2) . ? C32 H32A 0.95(2) . ? C32 H32B 0.92(2) . ? C32 H32C 0.94(2) . ? S1 O14 1.4584(12) . ? S1 O12 1.4813(11) . ? S1 O11 1.4851(11) . ? S1 O13 1.4909(11) . ? S2 O24 1.4557(12) . ? S2 O23 1.4795(12) . ? S2 O22 1.4803(13) . ? S2 O21 1.4919(12) . ? S3 O32 1.4693(12) . ? S3 O34 1.4757(12) . ? S3 O33 1.4820(11) . ? S3 O31 1.4851(11) . ? O1W H1W1 0.79(3) . ? O1W H1W2 0.82(3) . ? O2W H2W1 0.91(3) . ? O2W H2W2 0.90(3) . ? O3W H3W1 0.84(3) . ? O3W H3W2 0.85(3) . ? O4W H4W1 1.02(4) . ? O4W H4W2 0.91(3) . ? 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 C2 N1 C30 109.31(11) . . ? C2 N1 C31 111.99(12) . . ? C30 N1 C31 112.24(12) . . ? C2 N1 H11 107.4(13) . . ? C30 N1 H11 108.2(13) . . ? C31 N1 H11 107.5(13) . . ? N1 C2 C3 111.47(12) . . ? N1 C2 H2A 105.1(13) . . ? C3 C2 H2A 113.4(13) . . ? N1 C2 H2B 105.6(11) . . ? C3 C2 H2B 110.2(11) . . ? H2A C2 H2B 110.6(17) . . ? N4 C3 C2 107.71(12) . . ? N4 C3 H3A 106.8(12) . . ? C2 C3 H3A 111.4(12) . . ? N4 C3 H3B 107.3(12) . . ? C2 C3 H3B 113.4(12) . . ? H3A C3 H3B 109.9(17) . . ? C3 N4 C5 114.09(12) . . ? C3 N4 H41 108.0(14) . . ? C5 N4 H41 108.5(14) . . ? C3 N4 H42 106.0(14) . . ? C5 N4 H42 110.3(14) . . ? H41 N4 H42 109.9(19) . . ? N4 C5 C6 110.75(12) . . ? N4 C5 H5A 104.7(12) . . ? C6 C5 H5A 112.2(11) . . ? N4 C5 H5B 108.8(12) . . ? C6 C5 H5B 111.8(12) . . ? H5A C5 H5B 108.2(17) . . ? C11 C6 C7 118.94(14) . . ? C11 C6 C5 120.31(14) . . ? C7 C6 C5 120.63(14) . . ? C8 C7 C6 120.27(15) . . ? C8 C7 H7A 118.4(13) . . ? C6 C7 H7A 121.3(13) . . ? C7 C8 C9 120.70(14) . . ? C7 C8 H8A 121.1(13) . . ? C9 C8 H8A 118.2(13) . . ? C10 C9 C8 118.88(14) . . ? C10 C9 C12 121.43(14) . . ? C8 C9 C12 119.62(14) . . ? C9 C10 C11 120.36(15) . . ? C9 C10 H10A 118.5(13) . . ? C11 C10 H10A 121.1(13) . . ? C6 C11 C10 120.65(14) . . ? C6 C11 H11A 117.9(13) . . ? C10 C11 H11A 121.4(13) . . ? N13 C12 C9 109.54(12) . . ? N13 C12 H12A 105.4(11) . . ? C9 C12 H12A 113.3(11) . . ? N13 C12 H12B 106.6(12) . . ? C9 C12 H12B 113.0(12) . . ? H12A C12 H12B 108.6(16) . . ? C14 N13 C12 112.62(12) . . ? C14 N13 H131 109.4(13) . . ? C12 N13 H131 109.0(13) . . ? C14 N13 H132 107.6(13) . . ? C12 N13 H132 109.0(13) . . ? H131 N13 H132 109.1(18) . . ? N13 C14 C15 113.91(12) . . ? N13 C14 H14A 108.3(11) . . ? C15 C14 H14A 106.0(11) . . ? N13 C14 H14B 106.5(11) . . ? C15 C14 H14B 113.2(11) . . ? H14A C14 H14B 108.7(15) . . ? N16 C15 C14 116.76(12) . . ? N16 C15 H15A 103.5(11) . . ? C14 C15 H15A 111.5(11) . . ? N16 C15 H15B 106.1(12) . . ? C14 C15 H15B 108.6(13) . . ? H15A C15 H15B 110.0(16) . . ? C32 N16 C17 112.01(12) . . ? C32 N16 C15 112.91(12) . . ? C17 N16 C15 108.36(11) . . ? C32 N16 H161 113.9(14) . . ? C17 N16 H161 103.1(14) . . ? C15 N16 H161 105.9(14) . . ? N16 C17 C18 110.34(12) . . ? N16 C17 H17A 107.8(12) . . ? C18 C17 H17A 110.1(12) . . ? N16 C17 H17B 107.3(12) . . ? C18 C17 H17B 113.6(12) . . ? H17A C17 H17B 107.5(17) . . ? N19 C18 C17 109.91(12) . . ? N19 C18 H18A 109.8(12) . . ? C17 C18 H18A 111.4(12) . . ? N19 C18 H18B 104.5(12) . . ? C17 C18 H18B 114.1(12) . . ? H18A C18 H18B 106.9(17) . . ? C18 N19 C20 112.85(12) . . ? C18 N19 H191 105.3(14) . . ? C20 N19 H191 106.9(14) . . ? C18 N19 H192 109.3(12) . . ? C20 N19 H192 113.4(12) . . ? H191 N19 H192 108.7(18) . . ? N19 C20 C21 114.03(12) . . ? N19 C20 H20A 106.5(12) . . ? C21 C20 H20A 110.4(13) . . ? N19 C20 H20B 107.2(12) . . ? C21 C20 H20B 110.5(12) . . ? H20A C20 H20B 107.9(17) . . ? C26 C21 C22 118.60(15) . . ? C26 C21 C20 121.61(15) . . ? C22 C21 C20 119.67(14) . . ? C21 C22 C23 121.38(15) . . ? C21 C22 H22A 116.4(13) . . ? C23 C22 H22A 122.2(13) . . ? C24 C23 C22 119.77(16) . . ? C24 C23 H23A 119.8(14) . . ? C22 C23 H23A 120.3(14) . . ? C23 C24 C25 119.08(14) . . ? C23 C24 C27 120.60(15) . . ? C25 C24 C27 120.32(15) . . ? C26 C25 C24 120.73(15) . . ? C26 C25 H25A 119.9(14) . . ? C24 C25 H25A 119.4(14) . . ? C25 C26 C21 120.30(16) . . ? C25 C26 H26A 119.7(14) . . ? C21 C26 H26A 120.0(14) . . ? N28 C27 C24 112.96(12) . . ? N28 C27 H27A 106.6(11) . . ? C24 C27 H27A 111.6(11) . . ? N28 C27 H27B 105.3(12) . . ? C24 C27 H27B 111.5(12) . . ? H27A C27 H27B 108.5(16) . . ? C29 N28 C27 113.62(12) . . ? C29 N28 H282 111.2(12) . . ? C27 N28 H282 108.4(12) . . ? C29 N28 H281 106.8(14) . . ? C27 N28 H281 106.7(14) . . ? H282 N28 H281 110.1(18) . . ? N28 C29 C30 108.19(12) . . ? N28 C29 H29A 107.8(11) . . ? C30 C29 H29A 111.2(11) . . ? N28 C29 H29B 104.5(11) . . ? C30 C29 H29B 114.7(11) . . ? H29A C29 H29B 109.9(15) . . ? N1 C30 C29 110.24(12) . . ? N1 C30 H30A 107.8(11) . . ? C29 C30 H30A 109.7(11) . . ? N1 C30 H30B 107.7(12) . . ? C29 C30 H30B 110.8(12) . . ? H30A C30 H30B 110.6(16) . . ? N1 C31 H31A 108.1(12) . . ? N1 C31 H31B 108.9(13) . . ? H31A C31 H31B 110.6(18) . . ? N1 C31 H31C 105.3(14) . . ? H31A C31 H31C 112.8(18) . . ? H31B C31 H31C 110.8(19) . . ? N16 C32 H32A 107.7(11) . . ? N16 C32 H32B 111.0(14) . . ? H32A C32 H32B 111.3(18) . . ? N16 C32 H32C 108.3(12) . . ? H32A C32 H32C 110.5(17) . . ? H32B C32 H32C 108.0(18) . . ? O14 S1 O12 111.24(7) . . ? O14 S1 O11 110.14(7) . . ? O12 S1 O11 109.38(7) . . ? O14 S1 O13 110.81(7) . . ? O12 S1 O13 106.87(7) . . ? O11 S1 O13 108.30(6) . . ? O24 S2 O23 111.05(8) . . ? O24 S2 O22 110.70(8) . . ? O23 S2 O22 109.03(7) . . ? O24 S2 O21 109.42(7) . . ? O23 S2 O21 108.52(8) . . ? O22 S2 O21 108.05(8) . . ? O32 S3 O34 110.67(7) . . ? O32 S3 O33 108.80(7) . . ? O34 S3 O33 109.64(7) . . ? O32 S3 O31 109.74(7) . . ? O34 S3 O31 108.90(6) . . ? O33 S3 O31 109.07(7) . . ? H1W1 O1W H1W2 109(3) . . ? H2W1 O2W H2W2 110(2) . . ? H3W1 O3W H3W2 112(2) . . ? H4W1 O4W H4W2 99(3) . . ? 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 C30 N1 C2 C3 -174.51(12) . . . . ? C31 N1 C2 C3 60.46(16) . . . . ? N1 C2 C3 N4 171.80(12) . . . . ? C2 C3 N4 C5 178.20(12) . . . . ? C3 N4 C5 C6 49.52(17) . . . . ? N4 C5 C6 C11 -112.98(15) . . . . ? N4 C5 C6 C7 62.93(18) . . . . ? C11 C6 C7 C8 4.5(2) . . . . ? C5 C6 C7 C8 -171.50(14) . . . . ? C6 C7 C8 C9 -1.7(2) . . . . ? C7 C8 C9 C10 -2.4(2) . . . . ? C7 C8 C9 C12 174.48(14) . . . . ? C8 C9 C10 C11 3.8(2) . . . . ? C12 C9 C10 C11 -173.10(14) . . . . ? C7 C6 C11 C10 -3.1(2) . . . . ? C5 C6 C11 C10 172.83(14) . . . . ? C9 C10 C11 C6 -1.0(2) . . . . ? C10 C9 C12 N13 81.45(17) . . . . ? C8 C9 C12 N13 -95.40(16) . . . . ? C9 C12 N13 C14 167.44(12) . . . . ? C12 N13 C14 C15 177.74(12) . . . . ? N13 C14 C15 N16 74.76(17) . . . . ? C14 C15 N16 C32 52.56(17) . . . . ? C14 C15 N16 C17 177.24(12) . . . . ? C32 N16 C17 C18 -63.43(16) . . . . ? C15 N16 C17 C18 171.36(12) . . . . ? N16 C17 C18 N19 -170.58(12) . . . . ? C17 C18 N19 C20 177.94(12) . . . . ? C18 N19 C20 C21 -60.94(17) . . . . ? N19 C20 C21 C26 -57.7(2) . . . . ? N19 C20 C21 C22 126.33(15) . . . . ? C26 C21 C22 C23 -3.6(2) . . . . ? C20 C21 C22 C23 172.49(15) . . . . ? C21 C22 C23 C24 1.8(2) . . . . ? C22 C23 C24 C25 1.8(2) . . . . ? C22 C23 C24 C27 -177.82(14) . . . . ? C23 C24 C25 C26 -3.6(2) . . . . ? C27 C24 C25 C26 176.02(15) . . . . ? C24 C25 C26 C21 1.8(2) . . . . ? C22 C21 C26 C25 1.8(2) . . . . ? C20 C21 C26 C25 -174.23(15) . . . . ? C23 C24 C27 N28 -84.58(18) . . . . ? C25 C24 C27 N28 95.84(17) . . . . ? C24 C27 N28 C29 -48.78(19) . . . . ? C27 N28 C29 C30 -172.27(13) . . . . ? C2 N1 C30 C29 167.98(12) . . . . ? C31 N1 C30 C29 -67.14(16) . . . . ? N28 C29 C30 N1 -172.07(12) . . . . ? 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 H11 O11 0.91(2) 1.80(2) 2.6882(17) 162(2) . N1 H11 O14 0.91(2) 2.54(2) 3.2328(18) 132.7(17) . N4 H41 O1W 0.91(2) 1.80(2) 2.7174(19) 177(2) . N4 H42 O22 0.87(2) 1.86(2) 2.7304(18) 172(2) 1_444 N13 H131 O13 0.97(2) 1.73(2) 2.7022(17) 176(2) . N13 H132 O34 0.91(2) 1.87(2) 2.7605(18) 166.1(19) 2_566 N16 H161 O12 0.87(2) 1.83(2) 2.6676(17) 162(2) . N16 H161 O13 0.87(2) 2.50(2) 3.1591(18) 133.4(17) . N19 H192 O23 0.94(2) 1.82(2) 2.7594(18) 174.6(18) 2_677 N19 H191 O21 0.88(2) 1.84(2) 2.7013(18) 167(2) . N28 H282 O3W 0.90(2) 1.81(2) 2.700(2) 170.6(18) . N28 H281 O31 0.90(2) 1.79(2) 2.6926(18) 177(2) . N28 H281 O34 0.90(2) 2.64(2) 3.1668(19) 118.0(17) . O1W H1W1 O21 0.79(3) 2.09(3) 2.868(2) 167(3) 2_666 O1W H1W1 O22 0.79(3) 2.58(3) 3.157(2) 131(3) 2_666 O1W H1W2 O33 0.82(3) 1.98(3) 2.7786(18) 167(2) 2_556 O2W H2W1 O11 0.91(3) 2.02(3) 2.9091(17) 164(2) . O2W H2W2 O13 0.90(3) 1.97(3) 2.8108(17) 155(2) 2_666 O3W H3W1 O24 0.84(3) 1.93(3) 2.766(2) 170(3) 2_667 O3W H3W2 O32 0.85(3) 1.86(3) 2.7090(19) 175(3) 2_556 O4W H4W1 O21 1.02(4) 1.93(4) 2.9303(19) 167(3) . O4W H4W2 O33 0.91(3) 1.88(3) 2.7855(18) 171(3) 1_665 _diffrn_measured_fraction_theta_max 0.903 _diffrn_reflns_theta_full 29.02 _diffrn_measured_fraction_theta_full 0.903 _refine_diff_density_max 0.671 _refine_diff_density_min -0.464 _refine_diff_density_rms 0.078