# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Jonathan Steed' _publ_contact_author_email JON.STEED@DUR.AC.UK _publ_section_title ; A Water Soluble, Anion-Binding Zwitterionic Capsule Based on Electrostatic Interactions Between Self-Complementary Hemispheres ; loop_ _publ_author_name 'Jonathan Steed' 'Ammie L. Cresswell' 'Marc-Oliver M Piepenbrock' # Attachment '2-9H2O.CIF' data_08SRV46M.CIF _database_code_depnum_ccdc_archive 'CCDC 758080' #TrackingRef '2-9H2O.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Ammies Zwitterion' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H51 N3 O15' _chemical_formula_weight 729.77 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' _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 10.5704(15) _cell_length_b 17.283(2) _cell_length_c 19.733(3) _cell_angle_alpha 82.800(3) _cell_angle_beta 89.161(3) _cell_angle_gamma 80.989(3) _cell_volume 3532.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 996 _cell_measurement_theta_min 5.749 _cell_measurement_theta_max 56.342 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9682 _exptl_absorpt_correction_T_max 0.9839 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 SMART6000 _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31569 _diffrn_reflns_av_R_equivalents 0.0398 _diffrn_reflns_av_sigmaI/netI 0.0412 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.04 _diffrn_reflns_theta_max 23.33 _reflns_number_total 10199 _reflns_number_gt 7995 _reflns_threshold_expression >2sigma(I) _computing_data_collection SAINT _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-Seed _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0662P)^2^+7.3408P] 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 noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0010(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 10199 _refine_ls_number_parameters 947 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0809 _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.1620 _refine_ls_wR_factor_gt 0.1500 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 O6 O 0.7716(2) 0.20518(14) 0.01215(12) 0.0222(5) Uani 1 1 d . . . N24 N 1.1471(2) 0.23888(15) 0.00706(13) 0.0172(6) Uani 1 1 d . . . O4 O 2.0398(2) 0.27706(15) -0.16659(13) 0.0305(6) Uani 1 1 d . . . O3 O 2.0716(2) 0.15128(14) -0.18778(12) 0.0272(6) Uani 1 1 d . . . N16 N 1.6597(2) 0.27513(15) -0.12987(13) 0.0171(6) Uani 1 1 d . . . O2 O 1.4929(2) 0.29835(15) 0.38201(12) 0.0346(7) Uani 1 1 d . . . N8 N 1.5960(2) 0.29478(15) 0.18047(13) 0.0161(6) Uani 1 1 d . . . O5 O 0.8270(2) 0.07480(15) 0.02851(15) 0.0389(7) Uani 1 1 d . . . O1 O 1.5859(2) 0.17277(14) 0.40840(12) 0.0276(6) Uani 1 1 d . . . C3 C 1.5031(3) 0.34735(18) -0.05501(16) 0.0162(7) Uani 1 1 d . . . C2 C 1.5663(3) 0.35716(18) 0.00504(16) 0.0149(7) Uani 1 1 d . . . C31 C 1.6996(3) 0.37916(19) 0.00074(16) 0.0170(7) Uani 1 1 d . . . H31A H 1.7470 0.3549 -0.0369 0.020 Uiso 1 1 calc R . . H31B H 1.7465 0.3583 0.0439 0.020 Uiso 1 1 calc R . . C18 C 1.8654(3) 0.20706(19) -0.15375(16) 0.0183(7) Uani 1 1 d . . . C29 C 1.2426(3) 0.1784(2) 0.00289(18) 0.0232(8) Uani 1 1 d . . . H29 H 1.3290 0.1875 -0.0001 0.028 Uiso 1 1 calc R . . C6 C 1.3729(3) 0.33698(18) 0.07045(17) 0.0177(7) Uani 1 1 d . . . C25 C 1.0242(3) 0.22753(19) 0.01075(16) 0.0169(7) Uani 1 1 d . . . H25 H 0.9586 0.2715 0.0128 0.020 Uiso 1 1 calc R . . C1 C 1.4998(3) 0.35251(18) 0.06702(16) 0.0154(7) Uani 1 1 d . . . C4 C 1.3744(3) 0.33651(18) -0.05358(17) 0.0173(7) Uani 1 1 d . . . C13 C 1.6568(3) 0.22842(19) 0.15833(17) 0.0204(8) Uani 1 1 d . . . H13 H 1.6796 0.2285 0.1116 0.024 Uiso 1 1 calc R . . C17 C 1.7844(3) 0.2755(2) -0.14386(16) 0.0180(7) Uani 1 1 d . . . H17 H 1.8175 0.3238 -0.1470 0.022 Uiso 1 1 calc R . . C9 C 1.5630(3) 0.2965(2) 0.24689(16) 0.0180(7) Uani 1 1 d . . . H9 H 1.5204 0.3442 0.2613 0.022 Uiso 1 1 calc R . . C12 C 1.6861(3) 0.1607(2) 0.20295(18) 0.0255(8) Uani 1 1 d . . . H12 H 1.7294 0.1138 0.1874 0.031 Uiso 1 1 calc R . . C26 C 0.9916(3) 0.15369(19) 0.01161(17) 0.0207(8) Uani 1 1 d . . . C33 C 1.3019(3) 0.3383(2) -0.11948(17) 0.0222(8) Uani 1 1 d . . . H33A H 1.2279 0.3098 -0.1106 0.027 Uiso 1 1 calc R . . H33B H 1.3586 0.3115 -0.1526 0.027 Uiso 1 1 calc R . . C21 C 1.6100(3) 0.20715(19) -0.12386(17) 0.0204(8) Uani 1 1 d . . . H21 H 1.5222 0.2075 -0.1125 0.024 Uiso 1 1 calc R . . C5 C 1.3107(3) 0.33084(18) 0.00944(17) 0.0178(7) Uani 1 1 d . . . C30 C 0.8508(3) 0.1438(2) 0.01791(17) 0.0210(8) Uani 1 1 d . . . C7 C 1.5636(3) 0.36827(18) 0.13105(16) 0.0172(7) Uani 1 1 d . . . H7A H 1.6429 0.3903 0.1184 0.021 Uiso 1 1 calc R . . H7B H 1.5056 0.4081 0.1534 0.021 Uiso 1 1 calc R . . C11 C 1.6518(3) 0.1614(2) 0.27090(17) 0.0226(8) Uani 1 1 d . . . H11 H 1.6703 0.1144 0.3020 0.027 Uiso 1 1 calc R . . C14 C 1.5522(3) 0.2341(2) 0.36838(17) 0.0217(8) Uani 1 1 d . . . C15 C 1.5744(3) 0.35165(19) -0.12205(16) 0.0187(7) Uani 1 1 d . . . H15A H 1.5119 0.3645 -0.1602 0.022 Uiso 1 1 calc R . . H15B H 1.6269 0.3946 -0.1244 0.022 Uiso 1 1 calc R . . C19 C 1.8146(3) 0.1375(2) -0.14949(16) 0.0206(8) Uani 1 1 d . . . H19 H 1.8677 0.0897 -0.1571 0.025 Uiso 1 1 calc R . . C22 C 2.0047(3) 0.2122(2) -0.17050(16) 0.0209(8) Uani 1 1 d . . . C23 C 1.1713(3) 0.32158(19) 0.01008(18) 0.0203(8) Uani 1 1 d . . . H23A H 1.1319 0.3401 0.0522 0.024 Uiso 1 1 calc R . . H23B H 1.1280 0.3561 -0.0293 0.024 Uiso 1 1 calc R . . C10 C 1.5904(3) 0.2302(2) 0.29388(17) 0.0189(7) Uani 1 1 d . . . C20 C 1.6857(3) 0.1377(2) -0.13410(17) 0.0220(8) Uani 1 1 d . . . H20 H 1.6505 0.0900 -0.1307 0.026 Uiso 1 1 calc R . . C28 C 1.2148(3) 0.1036(2) 0.0030(2) 0.0312(9) Uani 1 1 d . . . H28 H 1.2816 0.0606 -0.0006 0.037 Uiso 1 1 calc R . . C35 C 1.3056(3) 0.3273(2) 0.13848(17) 0.0229(8) Uani 1 1 d . . . H35A H 1.2159 0.3542 0.1330 0.027 Uiso 1 1 calc R . . H35B H 1.3481 0.3533 0.1718 0.027 Uiso 1 1 calc R . . C27 C 1.0891(3) 0.0909(2) 0.0084(2) 0.0305(9) Uani 1 1 d . . . H27 H 1.0695 0.0389 0.0099 0.037 Uiso 1 1 calc R . . C36 C 1.3064(4) 0.2403(2) 0.16684(19) 0.0290(9) Uani 1 1 d . . . H36A H 1.2617 0.2372 0.2108 0.043 Uiso 1 1 calc R . . H36B H 1.3950 0.2137 0.1733 0.043 Uiso 1 1 calc R . . H36C H 1.2628 0.2146 0.1345 0.043 Uiso 1 1 calc R . . C34 C 1.2549(4) 0.4233(2) -0.14925(19) 0.0301(9) Uani 1 1 d . . . H34A H 1.2076 0.4240 -0.1917 0.045 Uiso 1 1 calc R . . H34B H 1.3285 0.4511 -0.1589 0.045 Uiso 1 1 calc R . . H34C H 1.1985 0.4496 -0.1164 0.045 Uiso 1 1 calc R . . C32 C 1.6934(3) 0.4680(2) -0.01170(19) 0.0245(8) Uani 1 1 d . . . H32A H 1.7804 0.4810 -0.0136 0.037 Uiso 1 1 calc R . . H32B H 1.6464 0.4920 0.0256 0.037 Uiso 1 1 calc R . . H32C H 1.6492 0.4885 -0.0551 0.037 Uiso 1 1 calc R . . O12 O 0.2709(2) 0.68576(14) 0.47118(12) 0.0235(6) Uani 1 1 d . . . N52 N 1.1429(2) 0.79628(15) 0.32968(13) 0.0156(6) Uani 1 1 d . . . O9 O 1.5617(2) 0.68387(15) 0.27331(12) 0.0276(6) Uani 1 1 d . . . O11 O 0.3402(2) 0.56104(14) 0.45346(14) 0.0312(6) Uani 1 1 d . . . O8 O 1.0035(2) 0.74034(16) 0.84675(12) 0.0328(6) Uani 1 1 d . . . N44 N 1.1000(2) 0.76874(16) 0.64273(13) 0.0188(6) Uani 1 1 d . . . O10 O 1.5203(2) 0.81069(15) 0.28972(13) 0.0299(6) Uani 1 1 d . . . N60 N 0.6420(2) 0.73514(16) 0.46341(13) 0.0172(6) Uani 1 1 d . . . C54 C 1.3509(3) 0.73556(19) 0.30161(16) 0.0177(7) Uani 1 1 d . . . C38 C 1.0559(3) 0.85591(18) 0.47291(17) 0.0171(7) Uani 1 1 d . . . C40 C 0.8594(3) 0.84588(18) 0.41302(17) 0.0179(7) Uani 1 1 d . . . O7 O 1.1256(2) 0.62164(15) 0.86139(12) 0.0301(6) Uani 1 1 d . . . C39 C 0.9882(3) 0.85662(18) 0.41202(16) 0.0163(7) Uani 1 1 d . . . C65 C 0.7398(3) 0.6796(2) 0.44958(17) 0.0208(8) Uani 1 1 d . . . H65 H 0.8247 0.6915 0.4473 0.025 Uiso 1 1 calc R . . C62 C 0.4934(3) 0.64646(19) 0.45557(16) 0.0179(7) Uani 1 1 d . . . C57 C 1.0973(3) 0.72755(19) 0.33079(16) 0.0183(7) Uani 1 1 d . . . H57 H 1.0102 0.7251 0.3419 0.022 Uiso 1 1 calc R . . C53 C 1.2661(3) 0.8008(2) 0.31509(16) 0.0187(7) Uani 1 1 d . . . H53 H 1.2955 0.8501 0.3140 0.022 Uiso 1 1 calc R . . C51 C 1.0551(3) 0.86933(19) 0.34408(16) 0.0181(7) Uani 1 1 d . . . H51A H 0.9902 0.8846 0.3072 0.022 Uiso 1 1 calc R . . H51B H 1.1052 0.9131 0.3445 0.022 Uiso 1 1 calc R . . C61 C 0.5205(3) 0.7194(2) 0.46663(15) 0.0174(7) Uani 1 1 d . . . H61 H 0.4527 0.7593 0.4767 0.021 Uiso 1 1 calc R . . C43 C 1.0631(3) 0.8467(2) 0.60056(17) 0.0213(8) Uani 1 1 d . . . H43A H 1.1413 0.8703 0.5890 0.026 Uiso 1 1 calc R . . H43B H 1.0074 0.8823 0.6280 0.026 Uiso 1 1 calc R . . C42 C 0.8667(3) 0.82569(19) 0.53761(17) 0.0199(8) Uani 1 1 d . . . C55 C 1.3040(3) 0.6648(2) 0.30184(16) 0.0200(8) Uani 1 1 d . . . H55 H 1.3598 0.6188 0.2923 0.024 Uiso 1 1 calc R . . C58 C 1.4904(3) 0.7438(2) 0.28726(16) 0.0198(8) Uani 1 1 d . . . C41 C 0.7998(3) 0.82882(18) 0.47631(17) 0.0180(7) Uani 1 1 d . . . C56 C 1.1767(3) 0.66124(19) 0.31591(16) 0.0191(7) Uani 1 1 d . . . H56 H 1.1442 0.6131 0.3153 0.023 Uiso 1 1 calc R . . C48 C 1.2016(3) 0.6368(2) 0.65189(18) 0.0262(8) Uani 1 1 d . . . H48 H 1.2473 0.5939 0.6314 0.031 Uiso 1 1 calc R . . C59 C 0.6617(3) 0.81619(19) 0.47746(18) 0.0208(8) Uani 1 1 d . . . H59A H 0.6254 0.8254 0.5228 0.025 Uiso 1 1 calc R . . H59B H 0.6132 0.8559 0.4430 0.025 Uiso 1 1 calc R . . C64 C 0.7178(3) 0.6060(2) 0.43868(17) 0.0237(8) Uani 1 1 d . . . H64 H 0.7871 0.5668 0.4292 0.028 Uiso 1 1 calc R . . C67 C 1.1893(3) 0.87713(19) 0.47051(17) 0.0187(7) Uani 1 1 d . . . H67A H 1.2316 0.8626 0.4278 0.022 Uiso 1 1 calc R . . H67B H 1.2400 0.8465 0.5095 0.022 Uiso 1 1 calc R . . C49 C 1.1647(3) 0.7079(2) 0.61349(17) 0.0213(8) Uani 1 1 d . . . H49 H 1.1845 0.7146 0.5662 0.026 Uiso 1 1 calc R . . C37 C 0.9935(3) 0.84145(19) 0.53521(16) 0.0176(7) Uani 1 1 d . . . C46 C 1.1072(3) 0.6904(2) 0.75087(17) 0.0206(8) Uani 1 1 d . . . C66 C 0.3567(3) 0.6293(2) 0.46069(16) 0.0193(8) Uani 1 1 d . . . C50 C 1.0751(3) 0.6837(2) 0.82690(17) 0.0204(8) Uani 1 1 d . . . C47 C 1.1723(3) 0.6271(2) 0.72114(18) 0.0249(8) Uani 1 1 d . . . H47 H 1.1967 0.5774 0.7479 0.030 Uiso 1 1 calc R . . C70 C 0.7428(3) 0.9450(2) 0.32253(18) 0.0259(8) Uani 1 1 d . . . H70A H 0.6949 0.9510 0.2795 0.039 Uiso 1 1 calc R . . H70B H 0.8190 0.9707 0.3153 0.039 Uiso 1 1 calc R . . H70C H 0.6883 0.9694 0.3571 0.039 Uiso 1 1 calc R . . C45 C 1.0713(3) 0.7609(2) 0.71006(16) 0.0204(8) Uani 1 1 d . . . H45 H 1.0258 0.8046 0.7294 0.024 Uiso 1 1 calc R . . C63 C 0.5943(3) 0.5893(2) 0.44159(16) 0.0210(8) Uani 1 1 d . . . H63 H 0.5784 0.5385 0.4340 0.025 Uiso 1 1 calc R . . C69 C 0.7835(3) 0.8572(2) 0.34693(17) 0.0207(8) Uani 1 1 d . . . H69A H 0.7065 0.8312 0.3542 0.025 Uiso 1 1 calc R . . H69B H 0.8365 0.8322 0.3115 0.025 Uiso 1 1 calc R . . C71 C 0.8037(3) 0.8070(2) 0.60598(18) 0.0287(9) Uani 1 1 d . . . H71A H 0.8471 0.8293 0.6414 0.034 Uiso 1 1 calc R . . H71B H 0.7132 0.8329 0.6035 0.034 Uiso 1 1 calc R . . C68 C 1.1867(3) 0.9653(2) 0.47363(19) 0.0258(8) Uani 1 1 d . . . H68A H 1.2746 0.9770 0.4724 0.039 Uiso 1 1 calc R . . H68B H 1.1456 0.9797 0.5161 0.039 Uiso 1 1 calc R . . H68C H 1.1384 0.9957 0.4345 0.039 Uiso 1 1 calc R . . C72 C 0.8079(4) 0.7214(3) 0.6266(2) 0.0486(12) Uani 1 1 d . . . H72A H 0.7652 0.7130 0.6707 0.073 Uiso 1 1 calc R . . H72B H 0.8973 0.6955 0.6306 0.073 Uiso 1 1 calc R . . H72C H 0.7640 0.6990 0.5921 0.073 Uiso 1 1 calc R . . O17W O 0.0411(2) 0.61736(15) 0.47464(13) 0.0302(6) Uani 1 1 d . . . O9W O 0.9789(2) 0.52086(15) 0.93000(13) 0.0338(6) Uani 1 1 d . . . O13W O 1.6571(2) 0.85772(15) 0.17051(13) 0.0308(6) Uani 1 1 d . . . O3W O 2.1711(2) 0.32187(14) -0.28524(12) 0.0256(6) Uani 1 1 d . . . O16W O 0.3264(3) 0.44082(15) 0.37915(14) 0.0371(7) Uani 1 1 d . . . O11W O 0.9330(2) 0.52979(15) 0.58251(13) 0.0330(6) Uani 1 1 d . . . O4W O 0.9067(3) 0.01059(15) 0.15695(15) 0.0430(7) Uani 1 1 d . . . O7W O 1.3571(3) 0.47927(18) 0.23844(16) 0.0541(9) Uani 1 1 d . . . O10W O 1.0324(3) 0.47248(17) 0.71134(15) 0.0534(9) Uani 1 1 d . . . O1W O 1.5013(3) 0.02915(19) 0.4331(2) 0.0660(10) Uani 1 1 d . . . O12W O 0.9235(3) 0.89779(19) 0.8054(3) 0.0912(15) Uani 1 1 d . . . O6W O 1.5917(4) 0.5140(2) 0.2954(2) 0.0798(12) Uani 1 1 d . . . O8W O 1.1223(5) 0.5477(2) 0.17548(19) 0.1025(17) Uani 1 1 d . . . O2W O 1.4090(3) -0.0447(3) 0.3335(3) 0.112(2) Uani 1 1 d . . . O15W O 1.1390(6) 1.0391(4) 0.3074(3) 0.144(2) Uani 1 1 d . . . O18A O 1.3516(6) 1.0400(4) 0.1798(4) 0.0558(17) Uani 0.50 1 d P A 2 O18W O 1.3029(8) 1.0148(5) 0.2320(5) 0.090(3) Uani 0.50 1 d P B 1 O14W O 1.5259(5) 0.9855(3) 0.0858(3) 0.0386(14) Uani 0.50 1 d P C 2 O14A O 1.5066(6) 1.0092(4) 0.1474(3) 0.0543(17) Uani 0.50 1 d P D 1 O5W O 0.5350(5) 0.1458(4) 0.0258(3) 0.0326(13) Uani 0.50 1 d P E 1 O5WA O 0.5454(5) 0.0922(4) 0.0213(3) 0.0387(14) Uani 0.50 1 d P F 2 H131 H 1.6221 0.8394 0.2102 0.080 Uiso 1 1 d R . . H3W1 H 2.1440 0.3026 -0.2419 0.080 Uiso 1 1 d R . . H172 H 0.0627 0.5694 0.4582 0.080 Uiso 1 1 d R . . H171 H 0.1166 0.6379 0.4744 0.080 Uiso 1 1 d R . . H3W2 H 2.2553 0.3167 -0.2761 0.080 Uiso 1 1 d R . . H132 H 1.7446 0.8533 0.1766 0.080 Uiso 1 1 d R . . H122 H 0.9474 0.8444 0.8291 0.080 Uiso 1 1 d R . . H7W1 H 1.3408 0.4666 0.2858 0.080 Uiso 1 1 d R . . H4W1 H 0.9100 -0.0413 0.1686 0.080 Uiso 1 1 d R . . H121 H 0.9765 0.9239 0.8331 0.080 Uiso 1 1 d R . . H2W2 H 1.4191 -0.0212 0.3052 0.080 Uiso 1 1 d R . . H8W2 H 1.0590 0.5668 0.1839 0.080 Uiso 1 1 d R . . H161 H 0.4002 0.3933 0.3839 0.080 Uiso 1 1 d R . . H8W1 H 1.1397 0.5230 0.1578 0.080 Uiso 1 1 d R . . H1W1 H 1.5293 0.0762 0.4202 0.080 Uiso 1 1 d R . . H111 H 0.9629 0.5728 0.5521 0.080 Uiso 1 1 d R . . H112 H 0.8416 0.5515 0.5847 0.080 Uiso 1 1 d R . . H9W1 H 1.0301 0.5573 0.9072 0.080 Uiso 1 1 d R . . H162 H 0.3573 0.4793 0.4072 0.080 Uiso 1 1 d R . . H101 H 1.0053 0.4889 0.6654 0.080 Uiso 1 1 d R . . H102 H 1.0942 0.4237 0.7033 0.080 Uiso 1 1 d R . . H2W1 H 1.4641 -0.0965 0.3258 0.080 Uiso 1 1 d R . . H4W2 H 0.8692 0.0253 0.1099 0.080 Uiso 1 1 d R . . H7W2 H 1.2623 0.5075 0.2095 0.080 Uiso 1 1 d R . . H1W2 H 1.4781 0.0032 0.4057 0.080 Uiso 1 1 d R . . H6W2 H 1.4937 0.5049 0.2600 0.080 Uiso 1 1 d R . . H6W1 H 1.5937 0.5851 0.2892 0.080 Uiso 1 1 d 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 O6 0.0159(12) 0.0258(14) 0.0251(13) -0.0048(10) 0.0023(10) -0.0021(11) N24 0.0156(15) 0.0172(15) 0.0196(15) -0.0047(12) 0.0024(11) -0.0031(12) O4 0.0248(14) 0.0342(16) 0.0365(15) -0.0091(12) 0.0048(11) -0.0138(12) O3 0.0199(13) 0.0309(15) 0.0293(14) -0.0015(11) 0.0051(11) -0.0015(11) N16 0.0164(15) 0.0203(15) 0.0150(14) -0.0033(11) -0.0003(11) -0.0032(12) O2 0.0381(16) 0.0379(16) 0.0220(14) -0.0031(12) 0.0040(12) 0.0114(13) N8 0.0130(14) 0.0203(15) 0.0149(15) -0.0012(12) 0.0004(11) -0.0033(11) O5 0.0261(15) 0.0229(15) 0.069(2) -0.0018(13) 0.0004(13) -0.0098(12) O1 0.0357(15) 0.0269(14) 0.0197(13) 0.0043(11) -0.0029(11) -0.0085(11) C3 0.0170(17) 0.0121(16) 0.0193(18) -0.0037(13) 0.0012(14) -0.0006(13) C2 0.0161(17) 0.0103(16) 0.0180(17) -0.0014(13) -0.0007(14) -0.0017(13) C31 0.0142(17) 0.0194(18) 0.0166(17) -0.0019(14) 0.0009(13) -0.0009(14) C18 0.0192(18) 0.0222(19) 0.0130(17) -0.0007(14) -0.0005(14) -0.0029(15) C29 0.0146(18) 0.025(2) 0.031(2) -0.0094(16) 0.0014(15) -0.0027(15) C6 0.0168(18) 0.0122(16) 0.0227(18) 0.0001(14) 0.0004(14) 0.0001(13) C25 0.0135(17) 0.0226(19) 0.0147(17) -0.0039(14) -0.0002(13) -0.0019(14) C1 0.0174(17) 0.0113(16) 0.0165(17) -0.0005(13) -0.0008(14) -0.0005(13) C4 0.0189(18) 0.0116(16) 0.0212(18) -0.0040(14) -0.0015(14) 0.0001(13) C13 0.0183(18) 0.0229(19) 0.0200(18) -0.0055(15) 0.0012(14) -0.0013(15) C17 0.0216(19) 0.0217(18) 0.0117(17) -0.0022(14) -0.0016(14) -0.0059(15) C9 0.0120(17) 0.0233(19) 0.0195(18) -0.0042(15) -0.0015(14) -0.0033(14) C12 0.0228(19) 0.026(2) 0.027(2) -0.0055(16) -0.0004(16) 0.0017(15) C26 0.0197(18) 0.0211(19) 0.0218(19) -0.0036(15) 0.0003(14) -0.0038(15) C33 0.0188(18) 0.0252(19) 0.0239(19) -0.0078(15) -0.0036(15) -0.0029(15) C21 0.0174(18) 0.0235(19) 0.0212(18) -0.0037(15) 0.0002(14) -0.0053(15) C5 0.0163(17) 0.0131(17) 0.0243(19) -0.0030(14) -0.0032(14) -0.0022(14) C30 0.0180(18) 0.022(2) 0.0242(19) -0.0040(15) 0.0014(15) -0.0049(16) C7 0.0195(18) 0.0155(17) 0.0168(17) -0.0006(14) 0.0016(14) -0.0040(14) C11 0.0222(19) 0.0213(19) 0.0221(19) 0.0022(15) -0.0028(15) -0.0007(15) C14 0.0162(18) 0.032(2) 0.0177(18) -0.0019(17) -0.0008(14) -0.0065(16) C15 0.0201(18) 0.0176(18) 0.0173(18) -0.0025(14) -0.0023(14) 0.0008(14) C19 0.0217(19) 0.0218(19) 0.0169(18) -0.0024(14) -0.0001(14) 0.0010(15) C22 0.0204(19) 0.030(2) 0.0130(17) -0.0022(15) -0.0013(14) -0.0072(17) C23 0.0170(18) 0.0166(18) 0.0282(19) -0.0040(15) 0.0001(15) -0.0046(14) C10 0.0132(17) 0.0249(19) 0.0193(18) -0.0020(15) -0.0014(14) -0.0051(14) C20 0.0239(19) 0.0212(19) 0.0225(19) -0.0051(15) 0.0024(15) -0.0065(15) C28 0.0177(19) 0.023(2) 0.054(3) -0.0144(18) 0.0024(17) 0.0003(16) C35 0.0173(18) 0.031(2) 0.0202(19) -0.0023(15) 0.0031(14) -0.0046(15) C27 0.023(2) 0.022(2) 0.048(2) -0.0098(18) 0.0003(17) -0.0044(16) C36 0.027(2) 0.034(2) 0.026(2) 0.0041(17) 0.0028(16) -0.0131(17) C34 0.031(2) 0.029(2) 0.029(2) -0.0068(17) -0.0102(17) 0.0040(17) C32 0.0201(18) 0.0212(19) 0.034(2) -0.0043(16) 0.0035(16) -0.0070(15) O12 0.0181(13) 0.0296(14) 0.0245(13) -0.0086(11) 0.0017(10) -0.0048(11) N52 0.0145(15) 0.0180(15) 0.0142(14) -0.0019(11) 0.0015(11) -0.0023(12) O9 0.0167(13) 0.0348(15) 0.0303(14) -0.0053(12) 0.0055(11) -0.0005(11) O11 0.0251(14) 0.0230(14) 0.0466(17) -0.0041(12) -0.0019(12) -0.0072(11) O8 0.0350(15) 0.0419(16) 0.0199(13) -0.0021(12) 0.0061(11) -0.0027(13) N44 0.0149(14) 0.0248(16) 0.0168(15) -0.0023(12) -0.0002(12) -0.0039(12) O10 0.0207(13) 0.0390(16) 0.0348(15) -0.0132(12) 0.0064(11) -0.0130(12) N60 0.0157(15) 0.0208(15) 0.0158(14) -0.0029(12) -0.0002(11) -0.0049(12) C54 0.0178(18) 0.0238(19) 0.0113(17) -0.0021(14) -0.0008(13) -0.0021(15) C38 0.0131(17) 0.0141(17) 0.0238(19) -0.0045(14) -0.0014(14) 0.0011(13) C40 0.0157(18) 0.0143(17) 0.0238(19) -0.0059(14) -0.0023(14) 0.0007(13) O7 0.0310(15) 0.0339(15) 0.0244(14) 0.0052(12) -0.0049(11) -0.0088(12) C39 0.0161(17) 0.0129(17) 0.0196(18) -0.0043(14) 0.0020(14) -0.0002(13) C65 0.0156(18) 0.025(2) 0.0213(18) -0.0028(15) 0.0038(14) -0.0015(15) C62 0.0227(18) 0.0210(18) 0.0101(16) -0.0013(14) -0.0018(14) -0.0046(15) C57 0.0163(17) 0.0251(19) 0.0146(17) -0.0027(14) -0.0004(13) -0.0066(15) C53 0.0177(18) 0.0257(19) 0.0139(17) -0.0038(14) 0.0005(14) -0.0065(15) C51 0.0169(17) 0.0186(18) 0.0185(18) -0.0026(14) -0.0002(14) -0.0014(14) C61 0.0163(18) 0.0255(19) 0.0097(16) -0.0009(14) -0.0017(13) -0.0021(14) C43 0.0198(18) 0.0262(19) 0.0184(18) -0.0029(15) 0.0017(14) -0.0050(15) C42 0.0184(18) 0.0208(18) 0.0201(18) -0.0043(14) 0.0014(14) -0.0009(14) C55 0.0211(19) 0.0240(19) 0.0146(17) -0.0059(14) 0.0007(14) 0.0003(15) C58 0.0156(18) 0.031(2) 0.0125(17) -0.0041(15) -0.0003(14) -0.0026(16) C41 0.0151(17) 0.0155(17) 0.0233(19) -0.0047(14) 0.0020(14) -0.0009(14) C56 0.0195(18) 0.0180(18) 0.0209(18) -0.0041(14) 0.0011(14) -0.0050(14) C48 0.024(2) 0.027(2) 0.027(2) -0.0074(16) 0.0002(16) -0.0010(16) C59 0.0169(18) 0.0185(18) 0.0279(19) -0.0078(15) 0.0021(15) -0.0014(14) C64 0.0196(19) 0.025(2) 0.025(2) -0.0032(15) 0.0001(15) 0.0017(15) C67 0.0160(17) 0.0220(18) 0.0184(18) -0.0049(14) 0.0017(14) -0.0025(14) C49 0.0185(18) 0.028(2) 0.0184(18) -0.0068(15) -0.0005(14) -0.0048(15) C37 0.0176(18) 0.0189(18) 0.0163(18) -0.0040(14) -0.0010(14) -0.0016(14) C46 0.0153(17) 0.028(2) 0.0196(18) -0.0009(15) -0.0023(14) -0.0079(15) C66 0.0230(19) 0.022(2) 0.0134(17) -0.0010(14) 0.0008(14) -0.0051(16) C50 0.0130(17) 0.029(2) 0.0204(19) -0.0011(17) -0.0022(14) -0.0091(16) C47 0.0211(19) 0.028(2) 0.026(2) -0.0010(16) -0.0063(15) -0.0057(16) C70 0.0211(19) 0.031(2) 0.024(2) -0.0034(16) -0.0035(15) 0.0010(16) C45 0.0171(18) 0.029(2) 0.0168(18) -0.0057(15) 0.0003(14) -0.0054(15) C63 0.026(2) 0.0198(18) 0.0161(18) -0.0009(14) -0.0023(15) -0.0028(15) C69 0.0183(18) 0.0247(19) 0.0188(18) -0.0053(15) -0.0016(14) -0.0004(15) C71 0.0166(18) 0.047(2) 0.022(2) 0.0016(17) 0.0007(15) -0.0075(17) C68 0.0211(19) 0.026(2) 0.032(2) -0.0062(16) 0.0020(16) -0.0078(16) C72 0.050(3) 0.057(3) 0.042(3) -0.008(2) 0.005(2) -0.014(2) O17W 0.0216(13) 0.0344(15) 0.0355(15) -0.0051(12) 0.0053(11) -0.0069(11) O9W 0.0305(15) 0.0386(16) 0.0333(15) -0.0037(12) 0.0078(12) -0.0103(12) O13W 0.0223(14) 0.0358(15) 0.0332(15) -0.0008(12) -0.0016(11) -0.0044(11) O3W 0.0204(13) 0.0305(14) 0.0260(13) -0.0037(11) -0.0017(10) -0.0044(11) O16W 0.0347(16) 0.0352(16) 0.0408(16) -0.0096(13) -0.0008(13) 0.0002(12) O11W 0.0291(15) 0.0347(15) 0.0325(15) 0.0013(12) -0.0001(12) -0.0006(12) O4W 0.0470(18) 0.0286(15) 0.0537(19) -0.0052(13) 0.0059(14) -0.0068(13) O7W 0.074(2) 0.0491(19) 0.0463(19) -0.0222(15) 0.0220(16) -0.0213(17) O10W 0.070(2) 0.0403(17) 0.0472(19) -0.0140(14) -0.0304(16) 0.0089(15) O1W 0.066(2) 0.0448(19) 0.100(3) -0.0279(19) 0.024(2) -0.0330(17) O12W 0.053(2) 0.0354(19) 0.181(5) 0.010(2) -0.048(3) -0.0065(16) O6W 0.070(3) 0.065(2) 0.095(3) 0.001(2) 0.017(2) 0.005(2) O8W 0.211(5) 0.059(2) 0.053(2) 0.0018(19) -0.037(3) -0.075(3) O2W 0.045(2) 0.109(3) 0.215(5) -0.126(4) 0.052(3) -0.035(2) O15W 0.157(6) 0.133(5) 0.148(5) -0.029(4) 0.020(4) -0.035(4) O18A 0.050(4) 0.041(4) 0.070(5) -0.008(3) 0.016(4) 0.013(3) O18W 0.067(5) 0.102(7) 0.087(6) -0.015(5) 0.001(5) 0.030(5) O14W 0.027(3) 0.041(3) 0.047(4) 0.006(3) 0.001(3) -0.011(2) O14A 0.052(4) 0.044(4) 0.060(4) 0.003(3) 0.013(3) 0.002(3) O5W 0.020(3) 0.032(3) 0.043(3) 0.009(3) -0.002(2) -0.003(3) O5WA 0.017(3) 0.043(4) 0.055(4) 0.000(3) 0.003(3) -0.008(3) _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 O6 C30 1.238(4) . ? N24 C25 1.343(4) . ? N24 C29 1.344(4) . ? N24 C23 1.499(4) . ? O4 C22 1.247(4) . ? O3 C22 1.254(4) . ? N16 C17 1.343(4) . ? N16 C21 1.352(4) . ? N16 C15 1.503(4) . ? O2 C14 1.245(4) . ? N8 C13 1.344(4) . ? N8 C9 1.354(4) . ? N8 C7 1.498(4) . ? O5 C30 1.249(4) . ? O1 C14 1.246(4) . ? C3 C4 1.401(5) . ? C3 C2 1.410(4) . ? C3 C15 1.513(4) . ? C2 C1 1.401(4) . ? C2 C31 1.514(4) . ? C31 C32 1.516(5) . ? C18 C17 1.380(5) . ? C18 C19 1.384(5) . ? C18 C22 1.519(5) . ? C29 C28 1.371(5) . ? C6 C5 1.404(5) . ? C6 C1 1.408(5) . ? C6 C35 1.513(5) . ? C25 C26 1.371(5) . ? C1 C7 1.515(4) . ? C4 C5 1.406(5) . ? C4 C33 1.513(5) . ? C13 C12 1.370(5) . ? C9 C10 1.377(5) . ? C12 C11 1.385(5) . ? C26 C27 1.381(5) . ? C26 C30 1.526(5) . ? C33 C34 1.522(5) . ? C21 C20 1.371(5) . ? C5 C23 1.506(5) . ? C11 C10 1.388(5) . ? C14 C10 1.526(5) . ? C19 C20 1.391(5) . ? C28 C27 1.380(5) . ? C35 C36 1.536(5) . ? O12 C66 1.259(4) . ? N52 C53 1.341(4) . ? N52 C57 1.348(4) . ? N52 C51 1.501(4) . ? O9 C58 1.240(4) . ? O11 C66 1.245(4) . ? O8 C50 1.241(4) . ? N44 C49 1.349(4) . ? N44 C45 1.353(4) . ? N44 C43 1.491(4) . ? O10 C58 1.252(4) . ? N60 C65 1.346(4) . ? N60 C61 1.353(4) . ? N60 C59 1.507(4) . ? C54 C53 1.377(5) . ? C54 C55 1.389(5) . ? C54 C58 1.522(5) . ? C38 C37 1.400(5) . ? C38 C39 1.406(5) . ? C38 C67 1.509(4) . ? C40 C39 1.402(5) . ? C40 C41 1.409(5) . ? C40 C69 1.516(5) . ? O7 C50 1.244(4) . ? C39 C51 1.514(4) . ? C65 C64 1.372(5) . ? C62 C61 1.379(5) . ? C62 C63 1.385(5) . ? C62 C66 1.519(5) . ? C57 C56 1.371(5) . ? C43 C37 1.513(5) . ? C42 C41 1.401(5) . ? C42 C37 1.408(5) . ? C42 C71 1.517(5) . ? C55 C56 1.380(5) . ? C41 C59 1.509(5) . ? C48 C49 1.366(5) . ? C48 C47 1.392(5) . ? C64 C63 1.380(5) . ? C67 C68 1.529(5) . ? C46 C45 1.376(5) . ? C46 C47 1.389(5) . ? C46 C50 1.528(5) . ? C70 C69 1.529(5) . ? C71 C72 1.477(6) . ? 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 C25 N24 C29 121.2(3) . . ? C25 N24 C23 116.4(3) . . ? C29 N24 C23 122.3(3) . . ? C17 N16 C21 120.8(3) . . ? C17 N16 C15 119.4(3) . . ? C21 N16 C15 119.8(3) . . ? C13 N8 C9 121.1(3) . . ? C13 N8 C7 119.7(3) . . ? C9 N8 C7 119.1(3) . . ? C4 C3 C2 120.9(3) . . ? C4 C3 C15 119.9(3) . . ? C2 C3 C15 119.2(3) . . ? C1 C2 C3 118.8(3) . . ? C1 C2 C31 121.2(3) . . ? C3 C2 C31 119.8(3) . . ? C2 C31 C32 110.8(3) . . ? C17 C18 C19 118.2(3) . . ? C17 C18 C22 118.5(3) . . ? C19 C18 C22 123.3(3) . . ? N24 C29 C28 119.6(3) . . ? C5 C6 C1 118.5(3) . . ? C5 C6 C35 121.0(3) . . ? C1 C6 C35 120.5(3) . . ? N24 C25 C26 121.3(3) . . ? C2 C1 C6 121.4(3) . . ? C2 C1 C7 119.3(3) . . ? C6 C1 C7 119.3(3) . . ? C3 C4 C5 119.0(3) . . ? C3 C4 C33 120.4(3) . . ? C5 C4 C33 120.4(3) . . ? N8 C13 C12 120.2(3) . . ? N16 C17 C18 121.4(3) . . ? N8 C9 C10 121.0(3) . . ? C13 C12 C11 119.3(3) . . ? C25 C26 C27 118.0(3) . . ? C25 C26 C30 119.1(3) . . ? C27 C26 C30 122.9(3) . . ? C4 C33 C34 109.9(3) . . ? N16 C21 C20 120.2(3) . . ? C6 C5 C4 121.3(3) . . ? C6 C5 C23 120.1(3) . . ? C4 C5 C23 118.5(3) . . ? O6 C30 O5 126.6(3) . . ? O6 C30 C26 116.6(3) . . ? O5 C30 C26 116.8(3) . . ? N8 C7 C1 111.9(3) . . ? C12 C11 C10 120.4(3) . . ? O2 C14 O1 127.9(3) . . ? O2 C14 C10 116.2(3) . . ? O1 C14 C10 115.9(3) . . ? N16 C15 C3 111.6(3) . . ? C18 C19 C20 119.9(3) . . ? O4 C22 O3 127.0(3) . . ? O4 C22 C18 116.3(3) . . ? O3 C22 C18 116.7(3) . . ? N24 C23 C5 114.6(3) . . ? C9 C10 C11 117.9(3) . . ? C9 C10 C14 119.7(3) . . ? C11 C10 C14 122.3(3) . . ? C21 C20 C19 119.5(3) . . ? C29 C28 C27 119.6(3) . . ? C6 C35 C36 112.6(3) . . ? C28 C27 C26 120.2(3) . . ? C53 N52 C57 120.9(3) . . ? C53 N52 C51 119.1(3) . . ? C57 N52 C51 119.9(3) . . ? C49 N44 C45 121.2(3) . . ? C49 N44 C43 119.4(3) . . ? C45 N44 C43 119.4(3) . . ? C65 N60 C61 120.6(3) . . ? C65 N60 C59 122.4(3) . . ? C61 N60 C59 116.9(3) . . ? C53 C54 C55 117.7(3) . . ? C53 C54 C58 119.2(3) . . ? C55 C54 C58 123.1(3) . . ? C37 C38 C39 118.6(3) . . ? C37 C38 C67 121.0(3) . . ? C39 C38 C67 120.2(3) . . ? C39 C40 C41 119.2(3) . . ? C39 C40 C69 120.2(3) . . ? C41 C40 C69 120.6(3) . . ? C40 C39 C38 121.2(3) . . ? C40 C39 C51 119.3(3) . . ? C38 C39 C51 119.5(3) . . ? N60 C65 C64 120.4(3) . . ? C61 C62 C63 118.2(3) . . ? C61 C62 C66 120.4(3) . . ? C63 C62 C66 121.4(3) . . ? N52 C57 C56 120.0(3) . . ? N52 C53 C54 121.6(3) . . ? N52 C51 C39 111.6(3) . . ? N60 C61 C62 121.1(3) . . ? N44 C43 C37 113.4(3) . . ? C41 C42 C37 119.1(3) . . ? C41 C42 C71 120.9(3) . . ? C37 C42 C71 120.0(3) . . ? C56 C55 C54 120.1(3) . . ? O9 C58 O10 127.0(3) . . ? O9 C58 C54 116.5(3) . . ? O10 C58 C54 116.5(3) . . ? C42 C41 C40 120.5(3) . . ? C42 C41 C59 120.2(3) . . ? C40 C41 C59 119.2(3) . . ? C57 C56 C55 119.6(3) . . ? C49 C48 C47 119.9(3) . . ? N60 C59 C41 114.4(3) . . ? C65 C64 C63 119.5(3) . . ? C38 C67 C68 111.6(3) . . ? N44 C49 C48 120.0(3) . . ? C38 C37 C42 121.3(3) . . ? C38 C37 C43 118.6(3) . . ? C42 C37 C43 120.1(3) . . ? C45 C46 C47 118.4(3) . . ? C45 C46 C50 119.7(3) . . ? C47 C46 C50 121.9(3) . . ? O11 C66 O12 126.3(3) . . ? O11 C66 C62 116.9(3) . . ? O12 C66 C62 116.8(3) . . ? O8 C50 O7 128.1(3) . . ? O8 C50 C46 116.7(3) . . ? O7 C50 C46 115.2(3) . . ? C46 C47 C48 119.6(3) . . ? N44 C45 C46 120.9(3) . . ? C64 C63 C62 120.1(3) . . ? C40 C69 C70 110.7(3) . . ? C72 C71 C42 113.1(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13W H131 O10 0.90 1.95 2.842(3) 170.5 . O3W H3W1 O4 0.93 1.89 2.792(3) 162.3 . O17W H172 O11W 0.92 1.98 2.882(4) 166.8 2_666 O17W H171 O12 0.92 1.94 2.859(3) 177.2 . O17W H171 O11 0.92 2.58 3.197(3) 124.8 . O3W H3W2 O9 0.90 1.93 2.823(3) 169.4 2_965 O13W H132 O3 0.92 1.95 2.870(3) 177.6 2_965 O12W H122 O8 0.98 1.80 2.744(4) 162.6 . O7W H7W1 O16W 0.95 1.85 2.799(4) 174.4 1_655 O4W H4W1 O3 0.89 1.87 2.761(4) 175.2 2_855 O12W H121 O4W 0.98 1.83 2.739(4) 152.7 2_766 O2W H2W2 O18W 0.66 1.89 2.349(10) 126.7 1_545 O8W H8W2 O10W 0.72 2.34 2.768(6) 119.6 2_766 O16W H161 O2 1.04 1.78 2.788(4) 163.5 1_455 O8W H8W1 O9W 0.59 2.42 2.822(4) 128.4 2_766 O1W H1W1 O1 0.91 1.85 2.753(4) 171.1 . O11W H111 O17W 0.98 1.87 2.791(4) 155.5 1_655 O11W H112 O16W 0.98 1.90 2.819(4) 155.5 2_666 O9W H9W1 O7 0.96 1.77 2.733(3) 177.0 . O16W H162 O11 1.01 1.76 2.712(4) 155.3 . O10W H101 O11W 0.95 1.83 2.769(4) 171.4 . O10W H102 O3W 1.01 1.81 2.773(4) 158.9 1_456 O2W H2W1 O10 1.02 1.85 2.823(4) 160.2 1_545 O4W H4W2 O5 1.00 1.75 2.726(4) 163.1 . O7W H7W2 O8W 1.17 1.65 2.812(6) 174.7 . O1W H1W2 O2W 0.81 1.94 2.742(5) 171.6 . O6W H6W2 O7W 1.30 1.65 2.914(5) 161.9 . O6W H6W1 O9 1.22 1.68 2.881(5) 166.6 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.33 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.245 _refine_diff_density_min -0.767 _refine_diff_density_rms 0.062 # Attachment '2PF6.CIF' data_SRV051.CIF _database_code_depnum_ccdc_archive 'CCDC 758081' #TrackingRef '2PF6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Ammies PF6 acid' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H38 F6 N3 O8 P' _chemical_formula_weight 749.63 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' F F 0.0171 0.0103 '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' _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 11.9455(4) _cell_length_b 12.1050(5) _cell_length_c 12.7773(5) _cell_angle_alpha 77.5830(10) _cell_angle_beta 67.744(2) _cell_angle_gamma 88.694(2) _cell_volume 1666.44(11) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 896 _cell_measurement_theta_min 5.220 _cell_measurement_theta_max 61.903 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.494 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 780 _exptl_absorpt_coefficient_mu 0.173 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9340 _exptl_absorpt_correction_T_max 0.9863 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 SMART6000 _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21557 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7660 _reflns_number_gt 5886 _reflns_threshold_expression >2sigma(I) _computing_data_collection SAINT _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-Seed _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0759P)^2^+0.5252P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7660 _refine_ls_number_parameters 480 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1417 _refine_ls_wR_factor_gt 0.1289 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.95073(4) 0.70358(4) 0.14997(4) 0.02145(13) Uani 1 1 d . . . F1 F 0.87715(11) 0.71776(10) 0.27979(10) 0.0291(3) Uani 1 1 d . . . O1 O 1.43589(15) 1.69333(13) 0.01421(13) 0.0359(4) Uani 1 1 d . . . C1 C 1.01992(16) 1.20661(15) 0.32260(15) 0.0166(3) Uani 1 1 d . . . F2 F 1.02508(10) 0.69055(10) 0.01834(10) 0.0261(3) Uani 1 1 d . . . O2 O 1.38562(14) 1.62100(12) 0.20475(12) 0.0294(3) Uani 1 1 d . . . C2 C 0.93067(16) 1.26013(14) 0.39988(15) 0.0172(3) Uani 1 1 d . . . F3 F 0.97544(11) 0.83910(10) 0.10578(10) 0.0295(3) Uani 1 1 d . . . O3 O 0.59321(12) 1.76435(11) 0.47078(12) 0.0238(3) Uani 1 1 d . . . C3 C 0.80955(16) 1.21588(15) 0.44753(15) 0.0174(4) Uani 1 1 d . . . F4 F 0.92685(11) 0.56866(10) 0.19211(10) 0.0300(3) Uani 1 1 d . . . O4 O 0.66814(13) 1.66997(12) 0.59857(13) 0.0274(3) Uani 1 1 d . . . C4 C 0.77641(16) 1.11932(15) 0.41877(15) 0.0169(3) Uani 1 1 d . . . F5 F 1.07391(10) 0.69584(11) 0.17249(10) 0.0306(3) Uani 1 1 d . . . O5 O 0.43746(12) 0.91102(12) 0.13805(12) 0.0238(3) Uani 1 1 d . . . C5 C 0.86650(15) 1.06888(14) 0.33859(15) 0.0162(3) Uani 1 1 d . . . F6 F 0.82854(10) 0.71232(11) 0.12591(11) 0.0305(3) Uani 1 1 d . . . O6 O 0.52448(13) 0.76428(11) 0.20939(13) 0.0265(3) Uani 1 1 d . . . C6 C 0.98813(16) 1.11250(15) 0.28841(15) 0.0166(3) Uani 1 1 d . . . H6 H 0.452(3) 0.698(3) 0.211(3) 0.074(10) Uiso 1 1 d . . . C7 C 1.15229(16) 1.24759(15) 0.28036(16) 0.0182(4) Uani 1 1 d . . . H7A H 1.1690 1.2609 0.3470 0.022 Uiso 1 1 calc R . . H7B H 1.2037 1.1872 0.2505 0.022 Uiso 1 1 calc R . . N8 N 1.18726(13) 1.35455(13) 0.18671(13) 0.0186(3) Uani 1 1 d . . . C9 C 1.26231(16) 1.43493(15) 0.18982(16) 0.0201(4) Uani 1 1 d . . . H9 H 1.2891 1.4246 0.2523 0.024 Uiso 1 1 calc R . . C10 C 1.29995(17) 1.53179(16) 0.10234(16) 0.0221(4) Uani 1 1 d . . . C11 C 1.25936(18) 1.54526(17) 0.01201(17) 0.0257(4) Uani 1 1 d . . . H11 H 1.2852 1.6110 -0.0493 0.031 Uiso 1 1 calc R . . C12 C 1.18163(19) 1.46320(17) 0.01153(18) 0.0273(4) Uani 1 1 d . . . H12 H 1.1524 1.4724 -0.0492 0.033 Uiso 1 1 calc R . . C13 C 1.14698(18) 1.36779(16) 0.10014(17) 0.0230(4) Uani 1 1 d . . . H13 H 1.0939 1.3105 0.1001 0.028 Uiso 1 1 calc R . . C14 C 1.38168(18) 1.62345(17) 0.10538(17) 0.0246(4) Uani 1 1 d . . . C15 C 0.71420(16) 1.27315(15) 0.53200(16) 0.0190(4) Uani 1 1 d . . . H15A H 0.6404 1.2214 0.5741 0.023 Uiso 1 1 calc R . . H15B H 0.7448 1.2887 0.5897 0.023 Uiso 1 1 calc R . . N16 N 0.68231(13) 1.38178(13) 0.47149(13) 0.0175(3) Uani 1 1 d . . . C17 C 0.67499(16) 1.47531(15) 0.51515(16) 0.0187(4) Uani 1 1 d . . . H17 H 0.6897 1.4708 0.5840 0.022 Uiso 1 1 calc R . . C18 C 0.64662(15) 1.57685(15) 0.46136(16) 0.0185(4) Uani 1 1 d . . . C19 C 0.62462(16) 1.58164(15) 0.36107(16) 0.0192(4) Uani 1 1 d . . . H19 H 0.6059 1.6510 0.3219 0.023 Uiso 1 1 calc R . . C20 C 0.63026(17) 1.48412(16) 0.31859(16) 0.0219(4) Uani 1 1 d . . . H20 H 0.6142 1.4864 0.2508 0.026 Uiso 1 1 calc R . . C21 C 0.65902(16) 1.38496(16) 0.37490(16) 0.0204(4) Uani 1 1 d . . . H21 H 0.6627 1.3182 0.3463 0.024 Uiso 1 1 calc R . . C22 C 0.63607(16) 1.68054(15) 0.51403(16) 0.0192(4) Uani 1 1 d . . . C23 C 0.83088(16) 0.96503(15) 0.30764(15) 0.0170(3) Uani 1 1 d . . . H23A H 0.9042 0.9242 0.2744 0.020 Uiso 1 1 calc R . . H23B H 0.7750 0.9136 0.3791 0.020 Uiso 1 1 calc R . . N24 N 0.77048(13) 0.99370(12) 0.22200(13) 0.0164(3) Uani 1 1 d . . . C25 C 0.68177(16) 0.92118(15) 0.23023(15) 0.0169(3) Uani 1 1 d . . . H25 H 0.6594 0.8531 0.2887 0.020 Uiso 1 1 calc R . . C26 C 0.62354(16) 0.94595(15) 0.15364(16) 0.0176(3) Uani 1 1 d . . . C27 C 0.65899(17) 1.04459(16) 0.06681(16) 0.0203(4) Uani 1 1 d . . . H27 H 0.6186 1.0635 0.0146 0.024 Uiso 1 1 calc R . . C28 C 0.75351(17) 1.11479(16) 0.05727(16) 0.0227(4) Uani 1 1 d . . . H28 H 0.7809 1.1809 -0.0035 0.027 Uiso 1 1 calc R . . C29 C 0.80790(16) 1.08816(16) 0.13653(16) 0.0205(4) Uani 1 1 d . . . H29 H 0.8723 1.1368 0.1309 0.025 Uiso 1 1 calc R . . C30 C 0.51894(16) 0.86989(16) 0.16647(15) 0.0191(4) Uani 1 1 d . . . C31 C 0.96600(17) 1.36324(15) 0.43300(16) 0.0188(4) Uani 1 1 d . . . H31A H 0.8983 1.4141 0.4470 0.023 Uiso 1 1 calc R . . H31B H 1.0371 1.4052 0.3673 0.023 Uiso 1 1 calc R . . C32 C 0.9967(2) 1.33265(17) 0.54162(18) 0.0278(4) Uani 1 1 d . . . H32A H 1.0194 1.4021 0.5587 0.042 Uiso 1 1 calc R . . H32B H 1.0646 1.2832 0.5279 0.042 Uiso 1 1 calc R . . H32C H 0.9259 1.2932 0.6076 0.042 Uiso 1 1 calc R . . C33 C 0.64804(16) 1.06564(15) 0.47718(16) 0.0193(4) Uani 1 1 d . . . H33A H 0.6317 1.0231 0.4259 0.023 Uiso 1 1 calc R . . H33B H 0.5900 1.1258 0.4901 0.023 Uiso 1 1 calc R . . C34 C 0.62944(17) 0.98491(17) 0.59383(17) 0.0240(4) Uani 1 1 d . . . H34A H 0.5460 0.9514 0.6300 0.036 Uiso 1 1 calc R . . H34B H 0.6445 1.0272 0.6450 0.036 Uiso 1 1 calc R . . H34C H 0.6859 0.9246 0.5809 0.036 Uiso 1 1 calc R . . C35 C 1.08336(16) 1.05620(15) 0.20261(16) 0.0203(4) Uani 1 1 d . . . H35A H 1.1503 1.1129 0.1502 0.024 Uiso 1 1 calc R . . H35B H 1.0470 1.0277 0.1548 0.024 Uiso 1 1 calc R . . C36 C 1.13390(18) 0.95797(17) 0.26462(19) 0.0283(4) Uani 1 1 d . . . H36A H 1.1951 0.9235 0.2071 0.042 Uiso 1 1 calc R . . H36B H 1.0680 0.9011 0.3154 0.042 Uiso 1 1 calc R . . H36C H 1.1710 0.9863 0.3111 0.042 Uiso 1 1 calc R . . O1W O 1.63049(14) 1.85526(13) -0.10368(16) 0.0406(4) Uani 1 1 d D . . O2W O 0.44910(15) 1.72968(15) 0.76919(14) 0.0384(4) Uani 1 1 d D . . H3W H 0.5283(9) 1.722(3) 0.7145(16) 0.056(9) Uiso 1 1 d D . . H4W H 0.461(2) 1.735(3) 0.8379(13) 0.078(11) Uiso 1 1 d D . . H1W H 1.5647(15) 1.8031(16) -0.050(2) 0.068(10) Uiso 1 1 d D . . H2W H 1.594(2) 1.9247(12) -0.119(3) 0.075(11) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0223(3) 0.0216(3) 0.0204(3) -0.00684(19) -0.00681(19) -0.00205(19) F1 0.0302(6) 0.0315(7) 0.0210(6) -0.0095(5) -0.0026(5) -0.0040(5) O1 0.0449(9) 0.0323(8) 0.0271(8) 0.0015(7) -0.0129(7) -0.0200(7) C1 0.0180(8) 0.0158(8) 0.0178(8) -0.0030(7) -0.0091(7) -0.0002(6) F2 0.0277(6) 0.0292(6) 0.0222(6) -0.0104(5) -0.0078(5) 0.0008(5) O2 0.0381(8) 0.0241(7) 0.0286(8) -0.0004(6) -0.0175(6) -0.0123(6) C2 0.0223(9) 0.0125(8) 0.0189(9) -0.0016(7) -0.0109(7) -0.0003(7) F3 0.0342(7) 0.0219(6) 0.0271(6) -0.0066(5) -0.0050(5) -0.0036(5) O3 0.0280(7) 0.0181(7) 0.0247(7) -0.0050(5) -0.0097(6) 0.0047(5) C3 0.0207(9) 0.0151(8) 0.0182(9) -0.0032(7) -0.0095(7) 0.0008(7) F4 0.0354(7) 0.0207(6) 0.0305(6) -0.0045(5) -0.0094(5) -0.0029(5) O4 0.0380(8) 0.0232(7) 0.0297(8) -0.0109(6) -0.0200(6) 0.0060(6) C4 0.0178(8) 0.0154(8) 0.0180(8) -0.0016(7) -0.0086(7) 0.0014(6) F5 0.0256(6) 0.0419(7) 0.0262(6) -0.0082(5) -0.0114(5) -0.0019(5) O5 0.0216(7) 0.0260(7) 0.0264(7) -0.0051(6) -0.0126(6) -0.0003(5) C5 0.0176(8) 0.0147(8) 0.0183(8) -0.0034(7) -0.0095(7) 0.0014(6) F6 0.0245(6) 0.0361(7) 0.0337(7) -0.0110(5) -0.0125(5) 0.0023(5) O6 0.0316(8) 0.0189(7) 0.0346(8) -0.0005(6) -0.0214(6) -0.0048(6) C6 0.0181(8) 0.0155(8) 0.0176(8) -0.0037(7) -0.0082(7) 0.0011(6) C7 0.0190(9) 0.0150(8) 0.0213(9) -0.0016(7) -0.0094(7) -0.0018(7) N8 0.0191(7) 0.0163(7) 0.0197(8) -0.0027(6) -0.0074(6) -0.0029(6) C9 0.0194(9) 0.0193(9) 0.0241(9) -0.0057(7) -0.0103(7) -0.0022(7) C10 0.0219(9) 0.0210(9) 0.0221(9) -0.0046(7) -0.0069(7) -0.0042(7) C11 0.0301(10) 0.0223(10) 0.0223(10) -0.0011(8) -0.0091(8) -0.0039(8) C12 0.0375(11) 0.0255(10) 0.0223(10) -0.0020(8) -0.0165(8) -0.0050(8) C13 0.0267(10) 0.0216(9) 0.0229(9) -0.0044(8) -0.0118(8) -0.0050(7) C14 0.0259(10) 0.0213(9) 0.0258(10) -0.0025(8) -0.0098(8) -0.0069(8) C15 0.0226(9) 0.0149(8) 0.0195(9) -0.0049(7) -0.0074(7) 0.0026(7) N16 0.0179(7) 0.0161(7) 0.0188(7) -0.0048(6) -0.0070(6) 0.0018(6) C17 0.0175(8) 0.0193(9) 0.0193(9) -0.0062(7) -0.0061(7) 0.0014(7) C18 0.0162(8) 0.0178(9) 0.0202(9) -0.0044(7) -0.0053(7) 0.0002(7) C19 0.0174(8) 0.0184(9) 0.0201(9) -0.0025(7) -0.0063(7) 0.0006(7) C20 0.0226(9) 0.0239(9) 0.0199(9) -0.0059(7) -0.0083(7) 0.0002(7) C21 0.0202(9) 0.0210(9) 0.0212(9) -0.0082(7) -0.0074(7) 0.0009(7) C22 0.0192(9) 0.0170(9) 0.0193(9) -0.0045(7) -0.0048(7) -0.0005(7) C23 0.0173(8) 0.0163(8) 0.0201(9) -0.0041(7) -0.0101(7) -0.0005(6) N24 0.0167(7) 0.0161(7) 0.0178(7) -0.0039(6) -0.0079(6) -0.0009(6) C25 0.0188(8) 0.0143(8) 0.0193(9) -0.0043(7) -0.0088(7) 0.0000(6) C26 0.0186(8) 0.0178(9) 0.0194(9) -0.0068(7) -0.0093(7) 0.0014(7) C27 0.0226(9) 0.0217(9) 0.0183(9) -0.0043(7) -0.0098(7) 0.0006(7) C28 0.0254(10) 0.0216(9) 0.0193(9) 0.0013(7) -0.0093(7) -0.0038(7) C29 0.0199(9) 0.0205(9) 0.0208(9) -0.0029(7) -0.0082(7) -0.0050(7) C30 0.0212(9) 0.0219(9) 0.0157(8) -0.0049(7) -0.0081(7) -0.0012(7) C31 0.0216(9) 0.0147(8) 0.0221(9) -0.0068(7) -0.0092(7) 0.0001(7) C32 0.0398(12) 0.0221(10) 0.0281(10) -0.0076(8) -0.0191(9) -0.0029(8) C33 0.0162(8) 0.0197(9) 0.0226(9) -0.0071(7) -0.0068(7) 0.0008(7) C34 0.0221(9) 0.0241(10) 0.0239(10) -0.0049(8) -0.0068(7) -0.0026(7) C35 0.0185(9) 0.0191(9) 0.0238(9) -0.0078(7) -0.0071(7) -0.0002(7) C36 0.0216(10) 0.0221(10) 0.0408(12) -0.0083(9) -0.0111(8) 0.0053(8) O1W 0.0266(8) 0.0258(8) 0.0505(10) -0.0057(7) 0.0046(7) -0.0011(6) O2W 0.0368(9) 0.0504(10) 0.0272(8) -0.0153(8) -0.0072(7) -0.0068(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 P1 F6 1.5985(12) . ? P1 F5 1.5998(12) . ? P1 F1 1.6015(12) . ? P1 F4 1.6016(12) . ? P1 F3 1.6108(12) . ? P1 F2 1.6183(12) . ? O1 C14 1.234(2) . ? C1 C2 1.406(3) . ? C1 C6 1.411(2) . ? C1 C7 1.521(2) . ? O2 C14 1.282(2) . ? C2 C3 1.407(2) . ? C2 C31 1.517(2) . ? O3 C22 1.243(2) . ? C3 C4 1.405(2) . ? C3 C15 1.516(2) . ? O4 C22 1.258(2) . ? C4 C5 1.409(3) . ? C4 C33 1.517(2) . ? O5 C30 1.223(2) . ? C5 C6 1.409(2) . ? C5 C23 1.511(2) . ? O6 C30 1.289(2) . ? C6 C35 1.517(2) . ? C7 N8 1.504(2) . ? N8 C13 1.343(2) . ? N8 C9 1.355(2) . ? C9 C10 1.381(3) . ? C10 C11 1.390(3) . ? C10 C14 1.511(2) . ? C11 C12 1.378(3) . ? C12 C13 1.375(3) . ? C15 N16 1.495(2) . ? N16 C17 1.353(2) . ? N16 C21 1.357(2) . ? C17 C18 1.376(3) . ? C18 C19 1.392(2) . ? C18 C22 1.528(2) . ? C19 C20 1.392(3) . ? C20 C21 1.369(3) . ? C23 N24 1.504(2) . ? N24 C29 1.348(2) . ? N24 C25 1.350(2) . ? C25 C26 1.382(2) . ? C26 C27 1.391(3) . ? C26 C30 1.506(2) . ? C27 C28 1.381(3) . ? C28 C29 1.379(3) . ? C31 C32 1.535(3) . ? C33 C34 1.536(3) . ? C35 C36 1.527(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 F6 P1 F5 179.28(7) . . ? F6 P1 F1 90.11(7) . . ? F5 P1 F1 90.42(7) . . ? F6 P1 F4 90.28(7) . . ? F5 P1 F4 90.20(7) . . ? F1 P1 F4 90.58(7) . . ? F6 P1 F3 89.58(7) . . ? F5 P1 F3 89.93(7) . . ? F1 P1 F3 90.19(6) . . ? F4 P1 F3 179.22(7) . . ? F6 P1 F2 89.78(6) . . ? F5 P1 F2 89.69(6) . . ? F1 P1 F2 179.45(7) . . ? F4 P1 F2 89.96(6) . . ? F3 P1 F2 89.27(6) . . ? C2 C1 C6 120.62(16) . . ? C2 C1 C7 119.30(15) . . ? C6 C1 C7 120.01(16) . . ? C1 C2 C3 119.44(16) . . ? C1 C2 C31 119.90(16) . . ? C3 C2 C31 120.65(16) . . ? C4 C3 C2 121.00(17) . . ? C4 C3 C15 119.89(16) . . ? C2 C3 C15 119.10(15) . . ? C3 C4 C5 118.70(16) . . ? C3 C4 C33 121.21(16) . . ? C5 C4 C33 120.00(15) . . ? C4 C5 C6 121.39(16) . . ? C4 C5 C23 118.71(15) . . ? C6 C5 C23 119.90(16) . . ? C5 C6 C1 118.74(16) . . ? C5 C6 C35 120.25(15) . . ? C1 C6 C35 120.97(15) . . ? N8 C7 C1 113.72(14) . . ? C13 N8 C9 121.09(16) . . ? C13 N8 C7 120.04(14) . . ? C9 N8 C7 118.84(15) . . ? N8 C9 C10 120.06(17) . . ? C9 C10 C11 119.00(17) . . ? C9 C10 C14 120.87(17) . . ? C11 C10 C14 120.11(17) . . ? C12 C11 C10 119.95(18) . . ? C13 C12 C11 119.08(18) . . ? N8 C13 C12 120.82(17) . . ? O1 C14 O2 126.65(17) . . ? O1 C14 C10 117.78(17) . . ? O2 C14 C10 115.56(16) . . ? N16 C15 C3 111.72(14) . . ? C17 N16 C21 120.85(16) . . ? C17 N16 C15 119.40(15) . . ? C21 N16 C15 119.74(15) . . ? N16 C17 C18 120.98(16) . . ? C17 C18 C19 118.68(17) . . ? C17 C18 C22 119.91(16) . . ? C19 C18 C22 121.38(16) . . ? C20 C19 C18 119.59(17) . . ? C21 C20 C19 119.69(17) . . ? N16 C21 C20 120.19(17) . . ? O3 C22 O4 127.47(17) . . ? O3 C22 C18 116.30(16) . . ? O4 C22 C18 116.19(16) . . ? N24 C23 C5 112.55(14) . . ? C29 N24 C25 121.13(15) . . ? C29 N24 C23 120.11(14) . . ? C25 N24 C23 118.72(14) . . ? N24 C25 C26 120.04(16) . . ? C25 C26 C27 119.47(16) . . ? C25 C26 C30 120.70(16) . . ? C27 C26 C30 119.78(16) . . ? C28 C27 C26 119.27(17) . . ? C29 C28 C27 119.49(17) . . ? N24 C29 C28 120.51(16) . . ? O5 C30 O6 125.88(17) . . ? O5 C30 C26 119.45(16) . . ? O6 C30 C26 114.66(15) . . ? C2 C31 C32 112.90(15) . . ? C4 C33 C34 110.93(15) . . ? C6 C35 C36 111.35(16) . . ? 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 O6 H6 O2 1.19(3) 1.27(3) 2.4521(18) 172(3) 1_445 O6 H6 O1 1.19(3) 2.60(3) 3.322(2) 117(2) 1_445 O2W H3W O4 0.958(2) 1.962(8) 2.897(2) 165(2) . O2W H4W O1 0.958(2) 2.102(12) 3.009(2) 157(3) 1_456 O1W H1W O1 0.958(2) 1.865(10) 2.793(2) 163(3) . O1W H2W O5 0.958(2) 1.995(11) 2.913(2) 160(3) 2_785 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.471 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.069 # Attachment 'Na[(1)2Br].CIF' data_SRV126M.CIF _database_code_depnum_ccdc_archive 'CCDC 758114' #TrackingRef 'Na[(1)2Br].CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Ammie _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H92 Br N6 Na O25' _chemical_formula_weight 1472.36 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 17.636(3) _cell_length_b 17.636(3) _cell_length_c 20.817(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 5607.2(16) _cell_formula_units_Z 3 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 966 _cell_measurement_theta_min 4.619 _cell_measurement_theta_max 61.608 _exptl_crystal_description cube _exptl_crystal_colour colourless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2328 _exptl_absorpt_coefficient_mu 0.635 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'SMART 6000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 18976 _diffrn_reflns_av_R_equivalents 0.0484 _diffrn_reflns_av_sigmaI/netI 0.0582 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5532 _reflns_number_gt 4283 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5.625 (Bruker, 2001)' _computing_cell_refinement 'SMART V5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT+ NT V6.22 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed interface to POVRay' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0842P)^2^+0.0000P] 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 noref _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 0.517(16) _refine_ls_number_reflns 5532 _refine_ls_number_parameters 343 _refine_ls_number_restraints 91 _refine_ls_R_factor_all 0.0701 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1351 _refine_ls_wR_factor_gt 0.1246 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.040 _refine_ls_shift/su_mean 0.005 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 Br1 Br 0.6667 0.3333 0.01764(8) 0.02425(14) Uani 1 3 d S . . O1 O 0.3942(5) 0.0630(4) -0.0649(3) 0.0520(17) Uani 1 1 d U . . N1 N 0.4418(4) 0.1745(4) 0.1606(3) 0.0241(13) Uani 1 1 d . . . C1 C 0.5322(5) 0.4218(6) 0.2887(4) 0.049(2) Uani 1 1 d . . . H1A H 0.4964 0.3632 0.3070 0.073 Uiso 1 1 calc R . . H1B H 0.4987 0.4524 0.2885 0.073 Uiso 1 1 calc R . . H1C H 0.5852 0.4549 0.3146 0.073 Uiso 1 1 calc R . . O2 O 0.2757(4) -0.0402(4) -0.0137(3) 0.0435(15) Uani 1 1 d U . . N2 N 0.5997(4) 0.1071(4) -0.1203(3) 0.0206(12) Uani 1 1 d . . . C2 C 0.5561(5) 0.4145(5) 0.2243(3) 0.0290(16) Uani 1 1 d . . . H2A H 0.5888 0.4737 0.2052 0.035 Uiso 1 1 calc R . . H2B H 0.5021 0.3802 0.1987 0.035 Uiso 1 1 calc R . . O3 O 0.6676(5) 0.0602(5) 0.0982(3) 0.059(2) Uani 1 1 d U . . C3 C 0.6117(4) 0.3712(4) 0.2193(3) 0.0200(14) Uani 1 1 d . . . O4 O 0.6465(4) -0.0612(4) 0.0502(3) 0.0440(15) Uani 1 1 d U . . C4 C 0.5768(4) 0.2820(4) 0.2183(3) 0.0212(14) Uani 1 1 d . . . C5 C 0.4781(5) 0.2226(5) 0.2208(3) 0.0276(16) Uani 1 1 d . . . H5A H 0.4632 0.1801 0.2563 0.033 Uiso 1 1 calc R . . H5B H 0.4505 0.2583 0.2302 0.033 Uiso 1 1 calc R . . C6 C 0.3737(6) 0.0898(5) 0.1592(4) 0.039(2) Uani 1 1 d . . . H6 H 0.3488 0.0623 0.1990 0.046 Uiso 1 1 calc R . . C7 C 0.3397(5) 0.0432(5) 0.1053(4) 0.0349(18) Uani 1 1 d . . . H7 H 0.2919 -0.0151 0.1071 0.042 Uiso 1 1 calc R . . C8 C 0.3775(5) 0.0836(5) 0.0447(3) 0.0295(17) Uani 1 1 d . . . C9 C 0.4453(4) 0.1694(4) 0.0438(3) 0.0273(16) Uani 1 1 d . . . H9 H 0.4702 0.1977 0.0042 0.033 Uiso 1 1 calc R . . C10 C 0.4758(5) 0.2129(5) 0.1004(3) 0.0297(17) Uani 1 1 d . . . H10 H 0.5223 0.2719 0.0992 0.036 Uiso 1 1 calc R . . C11 C 0.3445(5) 0.0305(5) -0.0175(4) 0.040(2) Uani 1 1 d . . . C12 C 0.4440(5) 0.1939(5) -0.2573(3) 0.0303(16) Uani 1 1 d . . . H12A H 0.4648 0.2467 -0.2837 0.045 Uiso 1 1 calc R . . H12B H 0.3799 0.1604 -0.2582 0.045 Uiso 1 1 calc R . . H12C H 0.4673 0.1579 -0.2744 0.045 Uiso 1 1 calc R . . C13 C 0.4765(5) 0.2212(5) -0.1851(3) 0.0255(15) Uani 1 1 d . . . H13A H 0.4477 0.2519 -0.1662 0.031 Uiso 1 1 calc R . . H13B H 0.4597 0.1679 -0.1593 0.031 Uiso 1 1 calc R . . C14 C 0.5758(4) 0.2809(5) -0.1826(3) 0.0236(15) Uani 1 1 d . . . C15 C 0.6283(4) 0.2402(4) -0.1840(3) 0.0213(14) Uani 1 1 d . . . C16 C 0.5870(5) 0.1427(4) -0.1840(3) 0.0221(14) Uani 1 1 d . . . H16A H 0.6127 0.1249 -0.2192 0.027 Uiso 1 1 calc R . . H16B H 0.5235 0.1163 -0.1926 0.027 Uiso 1 1 calc R . . C17 C 0.6133(5) 0.0392(5) -0.1252(3) 0.0284(16) Uani 1 1 d . . . H17 H 0.6137 0.0143 -0.1656 0.034 Uiso 1 1 calc R . . C18 C 0.6269(6) 0.0066(5) -0.0679(4) 0.037(2) Uani 1 1 d . . . H18 H 0.6365 -0.0418 -0.0693 0.045 Uiso 1 1 calc R . . C19 C 0.6267(5) 0.0417(4) -0.0110(3) 0.0263(16) Uani 1 1 d . . . C20 C 0.6099(5) 0.1099(5) -0.0107(3) 0.0279(16) Uani 1 1 d . . . H20 H 0.6082 0.1354 0.0291 0.033 Uiso 1 1 calc R . . C21 C 0.5954(4) 0.1425(4) -0.0674(3) 0.0211(14) Uani 1 1 d . . . H21 H 0.5828 0.1889 -0.0670 0.025 Uiso 1 1 calc R . . C22 C 0.6496(5) 0.0132(4) 0.0513(3) 0.0344(18) Uani 1 1 d . . . O1S O 0.1264(8) -0.1138(7) 0.0640(6) 0.083(4) Uani 0.67 1 d PU A 1 Na1 Na 0.2633(5) -0.2611(4) -0.1228(3) 0.0549(16) Uani 0.33 1 d P . 2 O6S O 0.2006(9) -0.2193(7) -0.0302(6) 0.097(5) Uani 0.67 1 d PU B 1 O7S O 0.3985(8) -0.0946(11) -0.1229(7) 0.126(6) Uani 0.67 1 d PU C 1 O8S O 0.1473(7) -0.2409(5) -0.1751(7) 0.114(4) Uani 0.67 1 d PU D 1 O6SA O 0.3333 -0.3333 -0.287(3) 0.139(17) Uani 0.33 3 d SPU E 2 O1SA O 0.3119(6) -0.2500(7) -0.2378(5) 0.052(2) Uani 0.33 1 d PU F 2 O2SA O 0.3333 -0.3333 -0.0265(16) 0.107(13) Uani 0.33 3 d SPU . 2 O4SA O 0.1767(12) -0.2795(11) -0.1877(8) 0.057(4) Uani 0.33 1 d PU G 2 O3SA O 0.4255(8) -0.1621(9) -0.1433(7) 0.070(4) Uani 0.33 1 d PU . 2 O2S O 0.3333 -0.3333 -0.038(2) 0.189(17) Uani 0.67 3 d SPU H 1 O3S O 0.3333 -0.3333 -0.2129(6) 0.107(5) Uani 0.67 3 d SPU I 1 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 Br1 0.02471(17) 0.02471(17) 0.0233(2) 0.000 0.000 0.01236(9) O1 0.049(4) 0.048(4) 0.036(3) -0.010(3) -0.007(3) 0.006(3) N1 0.021(3) 0.027(3) 0.022(2) 0.012(2) 0.0072(19) 0.010(2) C1 0.031(4) 0.042(4) 0.073(5) -0.004(4) 0.001(3) 0.019(3) O2 0.040(3) 0.032(3) 0.051(3) -0.014(2) -0.024(3) 0.012(3) N2 0.022(3) 0.017(3) 0.023(2) 0.0104(18) 0.0058(19) 0.010(2) C2 0.034(4) 0.028(4) 0.032(3) 0.000(3) 0.003(3) 0.020(3) O3 0.102(6) 0.049(4) 0.037(3) 0.007(3) -0.011(3) 0.045(4) C3 0.013(3) 0.032(4) 0.015(3) -0.009(2) -0.002(2) 0.010(3) O4 0.058(4) 0.034(3) 0.050(3) 0.014(2) 0.013(3) 0.031(3) C4 0.005(2) 0.033(3) 0.018(3) 0.006(2) 0.0037(19) 0.004(2) C5 0.021(4) 0.035(4) 0.023(3) -0.005(3) -0.005(3) 0.011(3) C6 0.031(4) 0.026(4) 0.043(4) 0.014(3) -0.004(3) 0.003(3) C7 0.030(4) 0.028(4) 0.032(4) 0.004(3) -0.006(3) 0.004(3) C8 0.032(4) 0.033(4) 0.025(3) 0.000(3) -0.005(3) 0.017(4) C9 0.020(3) 0.020(3) 0.029(3) -0.003(2) -0.006(3) 0.001(3) C10 0.041(4) 0.022(4) 0.026(3) 0.010(3) 0.007(3) 0.016(3) C11 0.044(4) 0.034(4) 0.043(4) -0.024(3) -0.033(3) 0.021(3) C12 0.037(4) 0.037(4) 0.026(3) -0.025(2) -0.027(2) 0.025(3) C13 0.023(3) 0.020(3) 0.032(3) -0.008(2) -0.002(3) 0.010(3) C14 0.020(3) 0.039(4) 0.018(3) -0.006(2) 0.004(2) 0.019(3) C15 0.021(3) 0.039(4) 0.015(3) 0.002(2) 0.000(2) 0.023(3) C16 0.027(4) 0.019(3) 0.022(3) -0.007(2) -0.001(2) 0.013(3) C17 0.039(4) 0.025(4) 0.024(3) 0.000(3) 0.006(3) 0.018(3) C18 0.050(5) 0.033(4) 0.044(4) 0.013(3) 0.020(4) 0.033(4) C19 0.024(4) 0.019(3) 0.038(4) 0.013(3) 0.014(3) 0.013(3) C20 0.023(3) 0.032(4) 0.023(3) -0.004(3) 0.005(2) 0.010(3) C21 0.028(4) 0.007(3) 0.024(3) 0.004(2) 0.000(2) 0.006(3) C22 0.035(4) 0.021(3) 0.044(4) -0.002(3) 0.012(3) 0.012(3) O1S 0.063(7) 0.045(6) 0.087(7) -0.021(5) 0.022(5) -0.015(5) Na1 0.078(4) 0.045(3) 0.047(3) 0.005(3) 0.009(3) 0.035(3) O6S 0.085(9) 0.036(6) 0.126(11) -0.027(6) 0.001(7) -0.003(5) O7S 0.072(9) 0.199(15) 0.132(9) -0.089(10) -0.029(7) 0.086(10) O8S 0.070(5) 0.026(3) 0.220(10) 0.025(4) -0.071(6) 0.005(3) O6SA 0.150(19) 0.150(19) 0.12(3) 0.000 0.000 0.075(9) O1SA 0.048(5) 0.059(6) 0.045(5) -0.003(4) -0.004(4) 0.024(5) O2SA 0.155(19) 0.155(19) 0.012(9) 0.000 0.000 0.077(10) O4SA 0.072(9) 0.044(7) 0.065(8) -0.027(6) -0.026(6) 0.038(7) O3SA 0.045(7) 0.073(8) 0.100(11) 0.035(7) 0.007(7) 0.036(6) O2S 0.189(18) 0.189(18) 0.19(3) 0.000 0.000 0.094(9) O3S 0.142(8) 0.142(8) 0.037(6) 0.000 0.000 0.071(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.253(10) . ? N1 C6 1.371(9) . ? N1 C10 1.408(8) . ? N1 C5 1.468(9) . ? C1 C2 1.431(11) . ? O2 C11 1.233(10) . ? N2 C21 1.287(8) . ? N2 C17 1.339(9) . ? N2 C16 1.531(8) . ? C2 C3 1.518(9) . ? O3 C22 1.217(9) . ? C3 C4 1.372(9) . ? C3 C4 1.432(8) 3_665 ? O4 C22 1.286(9) . ? C4 C3 1.432(8) 2_655 ? C4 C5 1.519(9) . ? C6 C7 1.343(11) . ? C7 C8 1.438(10) . ? C8 C9 1.383(10) . ? C8 C11 1.531(9) . ? C9 C10 1.361(10) . ? C12 C13 1.595(9) . ? C13 C14 1.527(9) . ? C14 C15 1.395(9) 3_665 ? C14 C15 1.430(8) . ? C15 C14 1.395(9) 2_655 ? C15 C16 1.495(9) . ? C17 C18 1.396(10) . ? C18 C19 1.338(10) . ? C19 C20 1.376(10) . ? C19 C22 1.516(10) . ? C20 C21 1.390(9) . ? Na1 O4SA 1.940(18) . ? Na1 O3SA 2.393(14) 2_545 ? Na1 O1SA 2.516(12) . ? Na1 O3SA 2.534(15) . ? Na1 O2SA 2.96(2) . ? Na1 Na1 3.764(11) 3_655 ? Na1 Na1 3.764(11) 2_545 ? O2SA Na1 2.96(2) 2_545 ? O2SA Na1 2.96(2) 3_655 ? O3SA Na1 2.393(14) 3_655 ? 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 C6 N1 C10 115.8(6) . . ? C6 N1 C5 122.6(6) . . ? C10 N1 C5 121.6(6) . . ? C21 N2 C17 125.3(6) . . ? C21 N2 C16 119.2(5) . . ? C17 N2 C16 115.5(6) . . ? C1 C2 C3 113.7(7) . . ? C4 C3 C4 116.6(6) . 3_665 ? C4 C3 C2 123.0(6) . . ? C4 C3 C2 120.4(6) 3_665 . ? C3 C4 C3 123.4(6) . 2_655 ? C3 C4 C5 119.6(6) . . ? C3 C4 C5 116.9(6) 2_655 . ? N1 C5 C4 112.8(6) . . ? C7 C6 N1 124.3(7) . . ? C6 C7 C8 118.4(8) . . ? C9 C8 C7 119.1(6) . . ? C9 C8 C11 120.9(7) . . ? C7 C8 C11 119.9(7) . . ? C10 C9 C8 119.2(7) . . ? C9 C10 N1 123.1(7) . . ? O2 C11 O1 128.6(7) . . ? O2 C11 C8 116.3(7) . . ? O1 C11 C8 115.0(7) . . ? C14 C13 C12 110.9(6) . . ? C15 C14 C15 122.5(7) 3_665 . ? C15 C14 C13 120.0(6) 3_665 . ? C15 C14 C13 117.4(6) . . ? C14 C15 C14 117.4(7) 2_655 . ? C14 C15 C16 121.7(6) 2_655 . ? C14 C15 C16 120.8(6) . . ? C15 C16 N2 112.6(5) . . ? N2 C17 C18 116.7(6) . . ? C19 C18 C17 121.7(7) . . ? C18 C19 C20 117.4(7) . . ? C18 C19 C22 122.7(6) . . ? C20 C19 C22 119.7(6) . . ? C19 C20 C21 121.5(6) . . ? N2 C21 C20 117.3(6) . . ? O3 C22 O4 125.0(8) . . ? O3 C22 C19 118.8(7) . . ? O4 C22 C19 116.2(6) . . ? O4SA Na1 O3SA 66.6(6) . 2_545 ? O4SA Na1 O1SA 63.9(6) . . ? O3SA Na1 O1SA 87.3(5) 2_545 . ? O4SA Na1 O3SA 121.4(8) . . ? O3SA Na1 O3SA 133.9(7) 2_545 . ? O1SA Na1 O3SA 64.1(5) . . ? O4SA Na1 O2SA 149.7(6) . . ? O3SA Na1 O2SA 83.1(4) 2_545 . ? O1SA Na1 O2SA 118.6(6) . . ? O3SA Na1 O2SA 80.8(4) . . ? O4SA Na1 Na1 134.6(5) . 3_655 ? O3SA Na1 Na1 100.3(4) 2_545 3_655 ? O1SA Na1 Na1 72.5(3) . 3_655 ? O3SA Na1 Na1 38.8(4) . 3_655 ? O2SA Na1 Na1 50.5(4) . 3_655 ? O4SA Na1 Na1 102.7(5) . 2_545 ? O3SA Na1 Na1 41.6(4) 2_545 2_545 ? O1SA Na1 Na1 84.8(3) . 2_545 ? O3SA Na1 Na1 97.6(4) . 2_545 ? O2SA Na1 Na1 50.5(4) . 2_545 ? Na1 Na1 Na1 60.0 3_655 2_545 ? Na1 O2SA Na1 79.1(8) . 2_545 ? Na1 O2SA Na1 79.1(8) . 3_655 ? Na1 O2SA Na1 79.1(8) 2_545 3_655 ? Na1 O3SA Na1 99.6(6) 3_655 . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.713 _refine_diff_density_min -0.522 _refine_diff_density_rms 0.075