Supplementary Material (ESI) for PCCP This journal is © The Owner Societies 2001 data_s97 _database_code_CSD 164200 _journal_coden_Cambridge 1326 # 1. SUBMISSION DETAILS _publ_contact_autor ; Angela F. Danil de Namor Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; _publ_contact_author_phone '(01483) 259581' _publ_contact_author_fax '(01483) 259514' _publ_contact_author_email 'A.Danil-De-Namor@surrey.ac.uk' _publ_requested_journal 'Physical Chemistry Chemical Physics' _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; # 3. TITLE AND AUTHOR LIST _publ_section_title ; Lower rim calix(4)arene ketone derivatives and their interaction with alkali metal cations. Structural and thermodynamic (solution and complexation) characterisation of the tetraphenyl ketone derivative and its sodium complex ; loop_ _publ_author_name _publ_author_address 'Danil de Namor, Angela F.' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; 'Kowalska, Dorota' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; 'Castellano, Eduardo E.' ; Instituto de F\'isica de S\~ao Carlos Universidade de S\~ao Paulo C.P. 369 13560 S\~ao Carlos (SP) Brazil. ; 'Piro, Oscar E.' ; Dept de F\'isica, Facultad de Ciencias Exactas Universidad Nacional de La Plata and IFLP(CONICET-UNLP) C.C. 67 1900 La Plata Argentina ; 'Sueros Velarde, F\'eliz J.' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; 'Villanueva Salas, Jos\'e' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; #=================================================================== # 4. TEXT _publ_section_abstract ; ; _publ_section_comment ; ; _publ_section_experimental ; ; _publ_section_references ; ; _publ_section_figure_captions ; ; _publ_section_acknowledgements ; ; #================================================================== #data_s97 _audit_creation_method SHELXL-97 _chemical_name_systematic ; sodium 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra(benzoyl)methoxy calix(4)arene monoacetonitrile perchlorate ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C80 H91 Cl N Na O14' _chemical_formula_weight 1348.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 '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' 'Na' 'Na' 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 19.8693(9) _cell_length_b 13.4590(5) _cell_length_c 30.405(2) _cell_angle_alpha 90.00 _cell_angle_beta 108.422(2) _cell_angle_gamma 90.00 _cell_volume 7714.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 17881 _cell_measurement_theta_min 1.1 _cell_measurement_theta_max 27.18 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.161 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2872 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'KappaCCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17881 _diffrn_reflns_av_R_equivalents 0.0817 _diffrn_reflns_av_sigmaI/netI 0.0710 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.09 _diffrn_reflns_theta_max 27.18 _reflns_number_total 9054 _reflns_number_gt 6117 _reflns_threshold_expression >2\s(I) _computing_data_collection 'KappaCCD' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1965)' _computing_publication_material 'SHELXL-97 (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 w=3D1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=3D(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_number_reflns 9054 _refine_ls_number_parameters 888 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1504 _refine_ls_R_factor_gt 0.1066 _refine_ls_wR_factor_ref 0.3416 _refine_ls_wR_factor_gt 0.3058 _refine_ls_goodness_of_fit_ref 1.320 _refine_ls_restrained_S_all 1.320 _refine_ls_shift/su_max 1.040 _refine_ls_shift/su_mean 0.036 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Na Na 0.44269(9) 0.43687(12) 0.15747(9) 0.0593(7) Uani 1 d . . . C11 C 0.5081(3) 0.5671(3) 0.2634(3) 0.0500(15) Uani 1 d . . . C12 C 0.5800(3) 0.5487(3) 0.2895(3) 0.0570(17) Uani 1 d . . . C13 C 0.5991(3) 0.5603(4) 0.3360(3) 0.0647(19) Uani 1 d . . . H13 H 0.6463 0.5496 0.3533 0.078 Uiso 1 calc R . . C14 C 0.5512(3) 0.5877(4) 0.3597(3) 0.0674(18) Uani 1 d . . . C15 C 0.4805(3) 0.6000(4) 0.3319(3) 0.0659(19) Uani 1 d . . . H15 H 0.4470 0.6167 0.3462 0.079 Uiso 1 calc R . . C16 C 0.4585(3) 0.5889(3) 0.2852(3) 0.0553(17) Uani 1 d . . . C17 C 0.5759(4) 0.6039(5) 0.4105(4) 0.093(3) Uani 1 d . . . C18 C 0.6334(9) 0.5335(13) 0.4394(5) 0.206(7) Uani 1 d . . . H18A H 0.6787 0.5661 0.4475 0.308 Uiso 1 calc R . . H18B H 0.6346 0.4748 0.4218 0.308 Uiso 1 calc R . . H18C H 0.6231 0.5155 0.4672 0.308 Uiso 1 calc R . . C19 C 0.5223(8) 0.618(3) 0.4329(7) 0.38(2) Uani 1 d . . . H19A H 0.4779 0.5919 0.4136 0.568 Uiso 1 calc R . . H19B H 0.5171 0.6879 0.4378 0.568 Uiso 1 calc R . . H19C H 0.5363 0.5845 0.4622 0.568 Uiso 1 calc R . . C110 C 0.6240(9) 0.7017(9) 0.4216(7) 0.230(8) Uani 1 d . . . H11A H 0.6019 0.7507 0.4355 0.346 Uiso 1 calc R . . H11B H 0.6289 0.7276 0.3934 0.346 Uiso 1 calc R . . H11C H 0.6700 0.6855 0.4427 0.346 Uiso 1 calc R . . O11 O 0.48709(18) 0.56412(19) 0.21515(17) 0.0565(12) Uani 1 d . . . C111 C 0.4989(3) 0.6572(3) 0.1957(3) 0.0632(18) Uani 1 d . . . H11D H 0.5452 0.6567 0.1914 0.076 Uiso 1 calc R . . H11E H 0.4981 0.7107 0.2169 0.076 Uiso 1 calc R . . C112 C 0.4430(3) 0.6746(3) 0.1503(3) 0.0596(17) Uani 1 d . . . O12 O 0.3975(2) 0.6130(3) 0.13410(18) 0.0778(14) Uani 1 d . . . C113 C 0.4474(3) 0.7685(4) 0.1254(3) 0.0664(18) Uani 1 d . . . C114 C 0.3993(4) 0.7857(5) 0.0832(4) 0.094(3) Uani 1 d . . . H114 H 0.3646 0.7384 0.0701 0.113 Uiso 1 calc R . . C115 C 0.4011(5) 0.8720(6) 0.0595(4) 0.116(3) Uani 1 d . . . H115 H 0.3687 0.8816 0.0301 0.139 Uiso 1 calc R . . C116 C 0.4490(7) 0.9421(6) 0.0781(5) 0.119(4) Uani 1 d . . . H116 H 0.4494 1.0004 0.0617 0.143 Uiso 1 calc R . . C117 C 0.4980(6) 0.9289(5) 0.1215(5) 0.108(3) Uani 1 d . . . H117 H 0.5313 0.9780 0.1345 0.129 Uiso 1 calc R . . C118 C 0.4969(4) 0.8420(4) 0.1452(3) 0.085(2) Uani 1 d . . . H118 H 0.5294 0.8325 0.1745 0.102 Uiso 1 calc R . . C12' C 0.3791(2) 0.5970(3) 0.2570(2) 0.0490(14) Uani 1 d . . . H12A H 0.3581 0.6529 0.2680 0.059 Uiso 1 calc R . . H12B H 0.3739 0.6079 0.2246 0.059 Uiso 1 calc R . . C21 C 0.3282(2) 0.4258(3) 0.2290(2) 0.0483(15) Uani 1 d . . . C22 C 0.3411(2) 0.5012(3) 0.2623(2) 0.0510(16) Uani 1 d . . . C23 C 0.3233(3) 0.4859(3) 0.3016(2) 0.0573(17) Uani 1 d . . . H23 H 0.3289 0.5383 0.3224 0.069 Uiso 1 calc R . . C24 C 0.2969(3) 0.3950(4) 0.3125(3) 0.067(2) Uani 1 d . . . C25 C 0.2901(3) 0.3194(3) 0.2792(2) 0.0573(18) Uani 1 d . . . H25 H 0.2732 0.2578 0.2848 0.069 Uiso 1 calc R . . C26 C 0.3068(2) 0.3315(3) 0.2395(2) 0.0533(17) Uani 1 d . . . C27 C 0.2753(4) 0.3842(4) 0.3552(3) 0.074(2) Uani 1 d . . . C28 C 0.2146(6) 0.4566(7) 0.3538(4) 0.148(5) Uani 1 d . . . H28A H 0.1992 0.4455 0.3803 0.222 Uiso 1 calc R . . H28B H 0.1756 0.4455 0.3260 0.222 Uiso 1 calc R . . H28C H 0.2310 0.5237 0.3542 0.222 Uiso 1 calc R . . C29 C 0.2504(6) 0.2778(5) 0.3617(4) 0.143(4) Uani 1 d . . . H29A H 0.2872 0.2311 0.3621 0.215 Uiso 1 calc R . . H29B H 0.2084 0.2622 0.3366 0.215 Uiso 1 calc R . . H29C H 0.2403 0.2740 0.3905 0.215 Uiso 1 calc R . . C210 C 0.3365(6) 0.4010(10) 0.3976(4) 0.145(4) Uani 1 d . . . H21A H 0.3727 0.3526 0.3991 0.217 Uiso 1 calc R . . H21B H 0.3213 0.3949 0.4244 0.217 Uiso 1 calc R . . H21C H 0.3552 0.4665 0.3966 0.217 Uiso 1 calc R . . C211 C 0.2745(3) 0.4785(4) 0.1528(3) 0.0628(17) Uani 1 d . . . H21D H 0.2703 0.5493 0.1574 0.075 Uiso 1 calc R . . H21E H 0.2336 0.4460 0.1573 0.075 Uiso 1 calc R . . O21 O 0.33864(16) 0.4416(2) 0.18705(16) 0.0556(12) Uani 1 d . . . C212 C 0.2749(3) 0.4604(3) 0.1045(3) 0.0634(19) Uani 1 d . . . O22 O 0.3247(2) 0.4192(3) 0.09709(19) 0.0795(14) Uani 1 d . . . C213 C 0.2109(3) 0.4911(4) 0.0654(3) 0.0695(19) Uani 1 d . . . C214 C 0.2073(5) 0.4622(7) 0.0213(4) 0.115(3) Uani 1 d . . . H214 H 0.2432 0.4231 0.0169 0.138 Uiso 1 calc R . . C215 C 0.1000(6) 0.5745(8) 0.0341(6) 0.136(4) Uani 1 d . . . H215 H 0.0634 0.6111 0.0391 0.163 Uiso 1 calc R . . C216 C 0.0969(6) 0.5482(10) -0.0088(6) 0.149(5) Uani 1 d . . . H216 H 0.0581 0.5688 -0.0334 0.179 Uiso 1 calc R . . C217 C 0.1481(6) 0.4923(11) -0.0182(5) 0.154(4) Uani 1 d . . . H217 H 0.1451 0.4744 -0.0483 0.184 Uiso 1 calc R . . C218 C 0.1572(4) 0.5472(5) 0.0704(3) 0.089(2) Uani 1 d . . . H218 H 0.1595 0.5681 0.1000 0.107 Uiso 1 calc R . . C23' C 0.3004(2) 0.2438(3) 0.2057(2) 0.0599(17) Uani 1 d . . . H23A H 0.2597 0.2033 0.2050 0.072 Uiso 1 calc R . . H23B H 0.2935 0.2688 0.1747 0.072 Uiso 1 calc R . . C31 C 0.4218(2) 0.1940(3) 0.2019(2) 0.0490(14) Uani 1 d . . . C32 C 0.3684(2) 0.1802(3) 0.2215(2) 0.0517(15) Uani 1 d . . . C33 C 0.3777(3) 0.1062(4) 0.2543(2) 0.0641(18) Uani 1 d . . . H33 H 0.3423 0.0955 0.2678 0.077 Uiso 1 calc R . . C34 C 0.4376(3) 0.0474(3) 0.2679(2) 0.0564(16) Uani 1 d . . . C35 C 0.4918(3) 0.0680(3) 0.2497(2) 0.0573(16) Uani 1 d . . . H35 H 0.5333 0.0307 0.2595 0.069 Uiso 1 calc R . . C36 C 0.4861(2) 0.1431(3) 0.2173(2) 0.0525(16) Uani 1 d . . . C37 C 0.4471(3) -0.0399(4) 0.3033(3) 0.072(2) Uani 1 d . . . C38 C 0.3818(6) -0.0563(10) 0.3149(6) 0.203(8) Uani 1 d . . . H38A H 0.3922 -0.0951 0.3427 0.305 Uiso 1 calc R . . H38B H 0.3481 -0.0910 0.2899 0.305 Uiso 1 calc R . . H38C H 0.3623 0.0066 0.3196 0.305 Uiso 1 calc R . . C39 C 0.4593(8) -0.1339(6) 0.2767(5) 0.169(5) Uani 1 d . . . H39A H 0.4881 -0.1808 0.2983 0.253 Uiso 1 calc R . . H39B H 0.4828 -0.1151 0.2548 0.253 Uiso 1 calc R . . H39C H 0.4144 -0.1638 0.2605 0.253 Uiso 1 calc R . . C310 C 0.5162(6) -0.0281(8) 0.3432(5) 0.158(5) Uani 1 d . . . H31A H 0.5247 0.0411 0.3506 0.237 Uiso 1 calc R . . H31B H 0.5548 -0.0548 0.3343 0.237 Uiso 1 calc R . . H31C H 0.5127 -0.0631 0.3699 0.237 Uiso 1 calc R . . O31 O 0.41179(17) 0.2609(2) 0.16517(15) 0.0552(10) Uani 1 d . . . C311 C 0.3850(3) 0.2118(4) 0.1205(3) 0.070(2) Uani 1 d . . . H31D H 0.3339 0.2197 0.1085 0.084 Uiso 1 calc R . . H31E H 0.3953 0.1413 0.1243 0.084 Uiso 1 calc R . . C312 C 0.4176(3) 0.2538(4) 0.0863(3) 0.0603(17) Uani 1 d . . . O32 O 0.45731(19) 0.3265(3) 0.09697(16) 0.0705(12) Uani 1 d . . . C313 C 0.4045(3) 0.2050(4) 0.0417(3) 0.0679(19) Uani 1 d . . . C314 C 0.4503(4) 0.2218(5) 0.0169(3) 0.093(3) Uani 1 d . . . H314 H 0.4871 0.2672 0.0276 0.111 Uiso 1 calc R . . C315 C 0.3437(6) 0.0898(5) -0.0171(4) 0.117(3) Uani 1 d . . . H315 H 0.3078 0.0435 -0.0290 0.140 Uiso 1 calc R . . C316 C 0.3919(7) 0.1098(7) -0.0398(4) 0.116(3) Uani 1 d . . . H316 H 0.3881 0.0776 -0.0675 0.140 Uiso 1 calc R . . C317 C 0.4422(6) 0.1725(9) -0.0232(4) 0.132(4) Uani 1 d . . . H317 H 0.4742 0.1844 -0.0393 0.159 Uiso 1 calc R . . C318 C 0.3492(4) 0.1396(5) 0.0239(3) 0.090(2) Uani 1 d . . . H318 H 0.3159 0.1290 0.0391 0.108 Uiso 1 calc R . . C34' C 0.5490(3) 0.1691(3) 0.2010(2) 0.0572(16) Uani 1 d . . . H34A H 0.5733 0.1090 0.1970 0.069 Uiso 1 calc R . . H34B H 0.5327 0.2035 0.1715 0.069 Uiso 1 calc R . . C41 C 0.6003(2) 0.3384(3) 0.2326(2) 0.0477(14) Uani 1 d . . . C42 C 0.5990(2) 0.2350(3) 0.2372(2) 0.0550(16) Uani 1 d . . . C43 C 0.6431(3) 0.1933(4) 0.2788(3) 0.0637(18) Uani 1 d . . . H43 H 0.6440 0.1246 0.2820 0.076 Uiso 1 calc R . . C44 C 0.6845(3) 0.2491(4) 0.3146(3) 0.070(2) Uani 1 d . . . C45 C 0.6804(3) 0.3527(4) 0.3094(3) 0.0629(17) Uani 1 d . . . H45 H 0.7068 0.3924 0.3339 0.075 Uiso 1 calc R . . C46 C 0.6390(2) 0.3975(3) 0.2695(2) 0.0528(16) Uani 1 d . . . C47 C 0.7343(3) 0.2016(4) 0.3585(4) 0.094(3) Uani 1 d . . . C48 C 0.7215(5) 0.2459(7) 0.4027(4) 0.131(3) Uani 1 d . . . H48A H 0.7216 0.3171 0.4011 0.196 Uiso 1 calc R . . H48B H 0.7586 0.2243 0.4298 0.196 Uiso 1 calc R . . H48C H 0.6766 0.2234 0.4045 0.196 Uiso 1 calc R . . C49 C 0.8117(4) 0.2224(7) 0.3609(5) 0.148(5) Uani 1 d . . . H49A H 0.8203 0.1948 0.3340 0.222 Uiso 1 calc R . . H49B H 0.8433 0.1925 0.3883 0.222 Uiso 1 calc R . . H49C H 0.8196 0.2928 0.3618 0.222 Uiso 1 calc R . . C410 C 0.7259(5) 0.0905(6) 0.3612(6) 0.158(6) Uani 1 d . . . H41A H 0.6791 0.0755 0.3619 0.237 Uiso 1 calc R . . H41B H 0.7603 0.0656 0.3888 0.237 Uiso 1 calc R . . H41C H 0.7331 0.0597 0.3345 0.237 Uiso 1 calc R . . O41 O 0.56367(17) 0.3833(2) 0.19024(16) 0.0534(11) Uani 1 d . . . C411 C 0.6036(3) 0.3813(3) 0.1595(3) 0.0613(18) Uani 1 d . . . H41D H 0.6021 0.3150 0.1467 0.074 Uiso 1 calc R . . H41E H 0.6526 0.3970 0.1763 0.074 Uiso 1 calc R . . C412 C 0.5755(3) 0.4550(3) 0.1204(2) 0.0569(18) Uani 1 d . . . O42 O 0.5340(2) 0.5185(2) 0.12441(18) 0.0800(15) Uani 1 d . . . C413 C 0.6008(3) 0.4510(3) 0.0803(3) 0.0630(19) Uani 1 d . . . C414 C 0.5804(3) 0.5223(5) 0.0467(3) 0.081(2) Uani 1 d . . . H414 H 0.5523 0.5747 0.0507 0.097 Uiso 1 calc R . . C415 C 0.6003(5) 0.5189(6) 0.0068(3) 0.098(3) Uani 1 d . . . H415 H 0.5851 0.5675 -0.0159 0.117 Uiso 1 calc R . . C416 C 0.6430(6) 0.4426(7) 0.0016(4) 0.122(4) Uani 1 d . . . H416 H 0.6564 0.4381 -0.0250 0.147 Uiso 1 calc R . . C417 C 0.6657(6) 0.3731(6) 0.0361(4) 0.122(4) Uani 1 d . . . H417 H 0.6960 0.3229 0.0329 0.146 Uiso 1 calc R . . C418 C 0.6453(4) 0.3750(4) 0.0743(3) 0.093(3) Uani 1 d . . . H418 H 0.6608 0.3259 0.0967 0.111 Uiso 1 calc R . . C41' C 0.6335(3) 0.5122(3) 0.2660(2) 0.0597(18) Uani 1 d . . . H41F H 0.6796 0.5416 0.2810 0.072 Uiso 1 calc R . . H41G H 0.6181 0.5321 0.2336 0.072 Uiso 1 calc R . . Cl Cl 0.67875(9) 0.10438(13) 0.13149(10) 0.1025(9) Uani 1 d . . . O1 O 0.6090(2) 0.1302(3) 0.1086(2) 0.110(2) Uani 1 d . . . O2 O 0.6796(5) 0.0164(5) 0.1537(4) 0.208(5) Uani 1 d . . . O3 O 0.7149(4) 0.0775(9) 0.1035(4) 0.226(6) Uani 1 d . . . O4 O 0.7118(5) 0.1795(6) 0.1563(5) 0.234(6) Uani 1 d . . . C1 C 0.4979(4) 0.3116(5) 0.3251(4) 0.102(3) Uani 1 d . . . H1A H 0.5338 0.2819 0.3143 0.153 Uiso 1 calc R . . H1B H 0.5074 0.3813 0.3302 0.153 Uiso 1 calc R . . H1C H 0.4523 0.3026 0.3022 0.153 Uiso 1 calc R . . C2 C 0.4984(6) 0.2672(7) 0.3657(6) 0.132(4) Uani 1 d . . . N N 0.4941(10) 0.2323(10) 0.3989(6) 0.226(7) Uani 1 d . . . C3 C 0.6467(8) 0.9386(9) 0.2393(6) 0.183(6) Uani 1 d . . . H3A H 0.6881 0.9760 0.2398 0.275 Uiso 1 calc R . . H3B H 0.6147 0.9804 0.2489 0.275 Uiso 1 calc R . . H3C H 0.6235 0.9148 0.2084 0.275 Uiso 1 calc R . . C4 C 0.6715(13) 0.838(3) 0.2768(16) 0.58(5) Uani 1 d . . . H4A H 0.7081 0.8602 0.3046 0.692 Uiso 1 calc R . . H4B H 0.6309 0.8180 0.2858 0.692 Uiso 1 calc R . . O5 O 0.6962(9) 0.7576(13) 0.2591(7) 0.302(8) Uani 1 d . . . O1W O 0.1553(8) 0.2237(9) 0.0707(12) 0.50(2) Uani 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 Na 0.0576(11) 0.0457(9) 0.074(2) -0.0048(10) 0.0208(12) -0.0008(7) C11 0.061(3) 0.033(2) 0.053(5) -0.001(2) 0.013(4) -0.0012(18) C12 0.057(3) 0.037(2) 0.073(6) -0.007(3) 0.015(4) -0.0033(18) C13 0.068(3) 0.056(3) 0.068(7) -0.005(3) 0.019(4) 0.000(2) C14 0.073(4) 0.064(3) 0.053(6) -0.011(3) 0.002(4) -0.006(2) C15 0.071(4) 0.059(3) 0.072(7) -0.003(3) 0.029(5) 0.003(2) C16 0.058(3) 0.043(2) 0.065(6) 0.005(3) 0.019(4) 0.0064(19) C17 0.084(4) 0.103(5) 0.082(9) -0.011(5) 0.011(6) 0.006(3) C18 0.261(15) 0.278(16) 0.031(9) 0.006(9) -0.020(10) 0.094(13) C19 0.143(11) 0.86(6) 0.14(2) -0.20(3) 0.067(13) -0.01(2) C110 0.298(18) 0.116(8) 0.20(2) -0.050(10) -0.030(15) -0.043(9) O11 0.063(2) 0.0340(16) 0.072(4) 0.0027(18) 0.021(3) 0.0018(13) C111 0.064(3) 0.042(2) 0.083(6) -0.006(3) 0.023(4) -0.005(2) C112 0.064(3) 0.044(3) 0.076(6) 0.002(3) 0.029(4) 0.005(2) O12 0.073(2) 0.059(2) 0.093(5) 0.010(2) 0.015(3) -0.0058(18) C113 0.081(4) 0.048(3) 0.072(6) 0.012(3) 0.027(4) 0.014(3) C114 0.097(5) 0.070(4) 0.116(9) 0.021(4) 0.036(6) 0.012(3) C115 0.132(6) 0.082(5) 0.134(11) 0.037(5) 0.044(7) 0.010(5) C116 0.176(9) 0.065(5) 0.143(12) 0.031(6) 0.088(10) 0.025(6) C117 0.159(8) 0.048(4) 0.138(11) -0.003(5) 0.078(9) -0.014(4) C118 0.108(4) 0.056(3) 0.095(7) -0.002(4) 0.036(5) -0.011(3) C12' 0.051(3) 0.042(2) 0.049(4) -0.002(2) 0.010(3) 0.0019(17) C21 0.043(2) 0.054(3) 0.051(5) 0.007(3) 0.018(3) 0.0050(18) C22 0.049(2) 0.034(2) 0.066(5) -0.007(3) 0.013(3) 0.0031(17) C23 0.064(3) 0.054(3) 0.060(5) -0.006(3) 0.029(4) 0.002(2) C24 0.061(3) 0.055(3) 0.091(7) 0.001(3) 0.033(4) 0.000(2) C25 0.060(3) 0.046(3) 0.074(6) 0.004(3) 0.032(4) -0.004(2) C26 0.044(2) 0.039(2) 0.074(6) -0.005(3) 0.014(3) -0.0013(17) C27 0.094(4) 0.070(3) 0.069(7) 0.005(3) 0.040(5) 0.000(3) C28 0.192(9) 0.143(7) 0.163(12) 0.066(7) 0.135(10) 0.079(7) C29 0.238(11) 0.077(5) 0.157(12) 0.015(5) 0.123(10) -0.023(5) C210 0.146(8) 0.234(12) 0.058(10) 0.011(7) 0.036(8) -0.012(8) C211 0.059(3) 0.065(3) 0.061(6) 0.005(3) 0.013(4) 0.010(2) O21 0.0478(18) 0.0489(17) 0.069(4) 0.0040(18) 0.016(2) 0.0057(13) C212 0.060(3) 0.055(3) 0.071(6) 0.002(3) 0.016(4) -0.001(2) O22 0.079(2) 0.083(2) 0.077(5) -0.003(2) 0.024(3) 0.0126(19) C213 0.065(4) 0.071(3) 0.068(6) 0.004(3) 0.014(4) -0.001(3) C214 0.101(6) 0.148(7) 0.095(10) -0.011(6) 0.030(7) 0.013(5) C215 0.111(7) 0.152(8) 0.139(14) 0.036(8) 0.031(10) 0.055(6) C216 0.112(7) 0.220(12) 0.102(13) 0.041(9) 0.015(9) 0.055(7) C217 0.114(7) 0.248(13) 0.066(10) 0.009(9) -0.019(7) 0.034(8) C218 0.079(4) 0.104(5) 0.073(7) 0.003(4) 0.008(5) 0.024(3) C23' 0.053(3) 0.046(2) 0.081(6) 0.001(3) 0.020(3) -0.0053(19) C31 0.060(3) 0.030(2) 0.056(5) -0.005(2) 0.017(3) -0.0071(18) C32 0.056(3) 0.029(2) 0.070(5) -0.006(3) 0.018(3) -0.0056(17) C33 0.060(3) 0.051(3) 0.087(6) -0.008(3) 0.033(4) -0.010(2) C34 0.064(3) 0.041(2) 0.059(5) 0.002(3) 0.012(3) -0.006(2) C35 0.058(3) 0.039(2) 0.073(5) 0.003(3) 0.018(3) 0.0045(19) C36 0.053(3) 0.039(2) 0.068(5) -0.008(3) 0.022(3) -0.0007(18) C37 0.075(4) 0.056(3) 0.081(7) 0.024(3) 0.018(4) -0.004(2) C38 0.153(9) 0.211(12) 0.27(2) 0.168(13) 0.109(12) 0.030(8) C39 0.279(13) 0.059(5) 0.180(15) 0.021(6) 0.090(12) 0.014(6) C310 0.156(9) 0.151(8) 0.131(14) 0.066(8) -0.006(9) -0.008(6) O31 0.067(2) 0.0390(16) 0.058(3) -0.0046(19) 0.018(2) -0.0042(13) C311 0.077(3) 0.051(3) 0.083(7) -0.006(3) 0.027(4) -0.007(2) C312 0.061(3) 0.051(3) 0.064(6) -0.005(3) 0.014(3) 0.009(2) O32 0.073(2) 0.064(2) 0.075(4) -0.011(2) 0.024(3) -0.0091(17) C313 0.078(4) 0.050(3) 0.065(6) -0.003(3) 0.007(4) 0.010(2) C314 0.107(5) 0.097(5) 0.082(8) -0.035(5) 0.044(6) -0.006(4) C315 0.150(8) 0.071(4) 0.109(11) -0.012(5) 0.012(8) 0.002(4) C316 0.148(8) 0.110(6) 0.080(9) -0.026(6) 0.020(8) 0.007(6) C317 0.130(7) 0.165(9) 0.107(11) -0.045(8) 0.044(8) -0.002(7) C318 0.112(5) 0.072(4) 0.070(7) 0.004(4) 0.007(5) 0.005(4) C34' 0.064(3) 0.042(2) 0.070(5) -0.001(3) 0.027(3) 0.003(2) C41 0.040(2) 0.049(3) 0.051(5) 0.005(3) 0.009(3) 0.0031(19) C42 0.042(2) 0.047(3) 0.077(5) -0.010(3) 0.020(3) -0.002(2) C43 0.054(3) 0.045(3) 0.088(6) 0.006(3) 0.018(4) 0.006(2) C44 0.055(3) 0.056(3) 0.089(7) 0.003(4) 0.009(4) -0.002(2) C45 0.051(3) 0.062(3) 0.064(6) 0.001(3) 0.001(3) 0.000(2) C46 0.043(2) 0.047(3) 0.064(5) 0.003(3) 0.011(3) 0.003(2) C47 0.067(4) 0.067(4) 0.113(9) 0.018(4) -0.018(5) 0.004(3) C48 0.131(7) 0.138(7) 0.088(10) 0.041(7) -0.014(7) 0.019(5) C49 0.079(5) 0.145(7) 0.188(16) 0.057(8) -0.004(7) 0.008(4) C410 0.118(6) 0.100(6) 0.197(17) 0.058(7) -0.033(7) -0.006(4) O41 0.0527(18) 0.0519(17) 0.059(4) 0.0001(19) 0.023(2) 0.0029(14) C411 0.064(3) 0.050(3) 0.074(6) 0.005(3) 0.028(4) 0.004(2) C412 0.056(3) 0.046(3) 0.071(6) 0.000(3) 0.022(4) -0.004(2) O42 0.094(3) 0.0544(19) 0.101(5) 0.009(2) 0.044(3) 0.0108(18) C413 0.069(3) 0.047(3) 0.075(6) 0.003(3) 0.026(4) -0.011(2) C414 0.086(4) 0.075(4) 0.084(8) 0.007(4) 0.032(5) -0.009(3) C415 0.128(6) 0.090(5) 0.083(9) 0.010(4) 0.046(6) -0.026(4) C416 0.188(9) 0.109(6) 0.097(10) -0.006(6) 0.084(8) -0.025(6) C417 0.177(9) 0.097(5) 0.130(11) 0.003(6) 0.104(9) 0.012(5) C418 0.124(5) 0.073(4) 0.104(9) 0.004(4) 0.070(6) 0.011(3) C41' 0.053(3) 0.044(2) 0.083(6) 0.001(3) 0.024(3) -0.0018(19) Cl 0.0794(11) 0.0715(10) 0.151(3) -0.0280(12) 0.0282(14) 0.0137(7) O1 0.093(3) 0.099(3) 0.128(7) 0.022(3) 0.021(4) 0.027(2) O2 0.202(8) 0.115(5) 0.227(15) 0.051(6) -0.045(8) 0.038(5) O3 0.114(5) 0.351(12) 0.235(14) -0.149(11) 0.090(8) -0.064(6) O4 0.193(7) 0.131(6) 0.272(16) -0.090(7) -0.076(8) 0.053(5) C1 0.094(5) 0.084(4) 0.129(10) 0.001(5) 0.038(6) -0.004(3) C2 0.148(8) 0.096(6) 0.172(14) 0.012(7) 0.077(10) 0.003(5) N 0.299(16) 0.208(12) 0.190(18) 0.070(11) 0.107(15) 0.023(11) C3 0.223(12) 0.148(9) 0.177(17) 0.005(9) 0.061(12) 0.084(9) C4 0.23(2) 0.45(4) 0.85(9) -0.40(6) -0.12(3) 0.19(3) O5 0.324(16) 0.272(15) 0.27(3) 0.018(14) 0.031(15) 0.033(12) O1W 0.289(15) 0.176(10) 1.13(7) 0.092(19) 0.35(3) -0.028(9) _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 Na O41 2.403(4) . ? Na O11 2.410(5) . ? Na O32 2.452(4) . ? Na O31 2.476(3) . ? Na O22 2.490(5) . ? Na O21 2.502(3) . ? Na O12 2.555(4) . ? Na O42 2.582(4) . ? C11 C16 1.382(7) . ? C11 O11 1.392(7) . ? C11 C12 1.421(8) . ? C12 C13 1.353(9) . ? C12 C41' 1.536(7) . ? C13 C14 1.412(9) . ? C14 C15 1.402(10) . ? C14 C17 1.481(11) . ? C15 C16 1.356(9) . ? C16 C12' 1.542(8) . ? C17 C19 1.448(14) . ? C17 C18 1.530(16) . ? C17 C110 1.598(14) . ? O11 C111 1.436(6) . ? C111 C112 1.491(10) . ? C112 O12 1.211(6) . ? C112 C113 1.490(8) . ? C113 C114 1.356(11) . ? C113 C118 1.391(9) . ? C114 C115 1.375(11) . ? C115 C116 1.332(14) . ? C116 C117 1.382(15) . ? C117 C118 1.378(11) . ? C12' C22 1.528(6) . ? C21 O21 1.373(7) . ? C21 C22 1.398(8) . ? C21 C26 1.407(6) . ? C22 C23 1.365(9) . ? C23 C24 1.411(7) . ? C24 C25 1.410(9) . ? C24 C27 1.499(10) . ? C25 C26 1.361(9) . ? C26 C23' 1.542(8) . ? C27 C210 1.483(14) . ? C27 C28 1.541(9) . ? C27 C29 1.548(9) . ? C211 O21 1.454(8) . ? C211 C212 1.491(10) . ? C212 O22 1.216(6) . ? C212 C213 1.499(11) . ? C213 C218 1.355(8) . ? C213 C214 1.375(13) . ? C214 C217 1.448(16) . ? C215 C216 1.333(19) . ? C215 C218 1.362(15) . ? C216 C217 1.366(15) . ? C23' C32 1.541(7) . ? C31 C32 1.384(6) . ? C31 C36 1.394(7) . ? C31 O31 1.400(7) . ? C32 C33 1.380(8) . ? C33 C34 1.379(7) . ? C34 C35 1.385(7) . ? C34 C37 1.564(8) . ? C35 C36 1.392(8) . ? C36 C34' 1.523(6) . ? C37 C38 1.465(11) . ? C37 C310 1.527(14) . ? C37 C39 1.561(12) . ? O31 C311 1.453(8) . ? C311 C312 1.499(9) . ? C312 O32 1.235(6) . ? C312 C313 1.452(9) . ? C313 C314 1.373(9) . ? C313 C318 1.379(10) . ? C314 C317 1.350(13) . ? C315 C316 1.374(13) . ? C315 C318 1.387(14) . ? C316 C317 1.283(13) . ? C34' C42 1.514(8) . ? C41 C46 1.392(8) . ? C41 C42 1.399(7) . ? C41 O41 1.401(7) . ? C42 C43 1.408(9) . ? C43 C44 1.364(9) . ? C44 C45 1.403(7) . ? C44 C47 1.526(11) . ? C45 C46 1.373(9) . ? C46 C41' 1.548(6) . ? C47 C410 1.510(10) . ? C47 C49 1.542(10) . ? C47 C48 1.563(15) . ? O41 C411 1.404(7) . ? C411 C412 1.514(9) . ? C412 O42 1.219(5) . ? C412 C413 1.458(9) . ? C413 C414 1.366(10) . ? C413 C418 1.401(8) . ? C414 C415 1.391(11) . ? C415 C416 1.373(12) . ? C416 C417 1.370(14) . ? C417 C418 1.345(12) . ? Cl O4 1.308(8) . ? Cl O3 1.326(8) . ? Cl O2 1.361(8) . ? Cl O1 1.385(5) . ? C1 C2 1.370(17) . ? C2 N 1.143(17) . ? C3 C4 1.73(5) . ? C4 O5 1.37(2) . ? 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 O41 Na O11 79.81(13) . . ? O41 Na O32 77.85(14) . . ? O11 Na O32 150.86(13) . . ? O41 Na O31 85.38(12) . . ? O11 Na O31 130.95(17) . . ? O32 Na O31 65.38(13) . . ? O41 Na O22 149.55(15) . . ? O11 Na O22 130.33(13) . . ? O32 Na O22 72.30(14) . . ? O31 Na O22 76.98(14) . . ? O41 Na O21 133.64(16) . . ? O11 Na O21 82.80(12) . . ? O32 Na O21 126.30(14) . . ? O31 Na O21 74.46(10) . . ? O22 Na O21 64.87(15) . . ? O41 Na O12 127.66(13) . . ? O11 Na O12 63.81(15) . . ? O32 Na O12 117.89(18) . . ? O31 Na O12 146.92(13) . . ? O22 Na O12 73.59(14) . . ? O21 Na O12 79.58(12) . . ? O41 Na O42 63.59(14) . . ? O11 Na O42 80.79(14) . . ? O32 Na O42 72.63(13) . . ? O31 Na O42 132.07(12) . . ? O22 Na O42 111.55(18) . . ? O21 Na O42 153.06(12) . . ? O12 Na O42 74.03(12) . . ? C16 C11 O11 119.4(5) . . ? C16 C11 C12 120.8(7) . . ? O11 C11 C12 119.8(5) . . ? C13 C12 C11 117.6(5) . . ? C13 C12 C41' 121.1(5) . . ? C11 C12 C41' 121.2(7) . . ? C12 C13 C14 123.6(6) . . ? C15 C14 C13 115.5(7) . . ? C15 C14 C17 123.4(6) . . ? C13 C14 C17 121.1(6) . . ? C16 C15 C14 123.3(6) . . ? C15 C16 C11 118.9(5) . . ? C15 C16 C12' 120.6(5) . . ? C11 C16 C12' 120.4(6) . . ? C19 C17 C14 117.3(9) . . ? C19 C17 C18 109.8(15) . . ? C14 C17 C18 116.7(8) . . ? C19 C17 C110 105.7(15) . . ? C14 C17 C110 108.7(9) . . ? C18 C17 C110 95.8(10) . . ? C11 O11 C111 112.0(4) . . ? C11 O11 Na 134.9(3) . . ? C111 O11 Na 113.0(4) . . ? O11 C111 C112 110.4(4) . . ? O12 C112 C113 122.0(7) . . ? O12 C112 C111 120.7(5) . . ? C113 C112 C111 117.3(5) . . ? C112 O12 Na 111.7(4) . . ? C114 C113 C118 118.6(6) . . ? C114 C113 C112 119.2(6) . . ? C118 C113 C112 122.1(7) . . ? C113 C114 C115 120.9(8) . . ? C116 C115 C114 120.7(11) . . ? C115 C116 C117 120.5(8) . . ? C118 C117 C116 119.1(8) . . ? C117 C118 C113 120.3(9) . . ? C22 C12' C16 109.5(4) . . ? O21 C21 C22 120.9(4) . . ? O21 C21 C26 119.7(5) . . ? C22 C21 C26 119.4(5) . . ? C23 C22 C21 119.0(4) . . ? C23 C22 C12' 119.6(5) . . ? C21 C22 C12' 121.3(5) . . ? C22 C23 C24 123.7(5) . . ? C25 C24 C23 114.6(6) . . ? C25 C24 C27 124.2(4) . . ? C23 C24 C27 121.1(5) . . ? C26 C25 C24 123.7(4) . . ? C25 C26 C21 119.0(5) . . ? C25 C26 C23' 120.5(4) . . ? C21 C26 C23' 120.5(5) . . ? C210 C27 C24 110.9(6) . . ? C210 C27 C28 110.3(8) . . ? C24 C27 C28 110.5(6) . . ? C210 C27 C29 103.8(9) . . ? C24 C27 C29 113.0(6) . . ? C28 C27 C29 108.0(6) . . ? O21 C211 C212 111.9(4) . . ? C21 O21 C211 111.3(3) . . ? C21 O21 Na 135.6(3) . . ? C211 O21 Na 112.8(3) . . ? O22 C212 C211 121.0(6) . . ? O22 C212 C213 120.9(7) . . ? C211 C212 C213 118.0(5) . . ? C212 O22 Na 116.8(4) . . ? C218 C213 C214 117.8(8) . . ? C218 C213 C212 124.4(7) . . ? C214 C213 C212 117.8(6) . . ? C213 C214 C217 120.5(9) . . ? C216 C215 C218 119.4(10) . . ? C215 C216 C217 122.8(13) . . ? C216 C217 C214 116.4(12) . . ? C213 C218 C215 123.0(9) . . ? C32 C23' C26 109.7(5) . . ? C32 C31 C36 122.4(5) . . ? C32 C31 O31 119.7(4) . . ? C36 C31 O31 117.8(4) . . ? C33 C32 C31 117.5(4) . . ? C33 C32 C23' 122.0(4) . . ? C31 C32 C23' 120.4(5) . . ? C34 C33 C32 122.4(4) . . ? C33 C34 C35 118.2(5) . . ? C33 C34 C37 122.8(4) . . ? C35 C34 C37 119.0(4) . . ? C34 C35 C36 122.0(4) . . ? C31 C36 C35 117.0(4) . . ? C31 C36 C34' 122.6(5) . . ? C35 C36 C34' 120.4(4) . . ? C38 C37 C310 117.9(10) . . ? C38 C37 C34 110.8(6) . . ? C310 C37 C34 110.6(5) . . ? C38 C37 C39 107.2(8) . . ? C310 C37 C39 104.4(8) . . ? C34 C37 C39 104.9(7) . . ? C31 O31 C311 111.8(4) . . ? C31 O31 Na 135.6(3) . . ? C311 O31 Na 112.0(3) . . ? O31 C311 C312 111.5(4) . . ? O32 C312 C313 121.0(5) . . ? O32 C312 C311 119.8(6) . . ? C313 C312 C311 119.2(5) . . ? C312 O32 Na 117.4(3) . . ? C314 C313 C318 118.2(7) . . ? C314 C313 C312 119.0(6) . . ? C318 C313 C312 122.8(6) . . ? C317 C314 C313 120.3(7) . . ? C316 C315 C318 119.1(8) . . ? C317 C316 C315 120.8(10) . . ? C316 C317 C314 122.2(10) . . ? C313 C318 C315 119.3(8) . . ? C42 C34' C36 108.5(4) . . ? C46 C41 C42 120.7(6) . . ? C46 C41 O41 119.2(4) . . ? C42 C41 O41 120.1(5) . . ? C41 C42 C43 117.4(5) . . ? C41 C42 C34' 122.6(6) . . ? C43 C42 C34' 119.9(4) . . ? C44 C43 C42 123.0(5) . . ? C43 C44 C45 117.3(6) . . ? C43 C44 C47 121.8(5) . . ? C45 C44 C47 120.9(6) . . ? C46 C45 C44 122.3(6) . . ? C45 C46 C41 119.0(4) . . ? C45 C46 C41' 120.6(5) . . ? C41 C46 C41' 120.4(5) . . ? C410 C47 C44 114.2(8) . . ? C410 C47 C49 107.6(6) . . ? C44 C47 C49 109.1(7) . . ? C410 C47 C48 106.3(10) . . ? C44 C47 C48 110.8(6) . . ? C49 C47 C48 108.7(8) . . ? C41 O41 C411 111.4(4) . . ? C41 O41 Na 132.2(2) . . ? C411 O41 Na 115.5(4) . . ? O41 C411 C412 111.5(4) . . ? O42 C412 C413 122.2(6) . . ? O42 C412 C411 118.2(5) . . ? C413 C412 C411 119.6(4) . . ? C412 O42 Na 108.7(3) . . ? C414 C413 C418 117.7(6) . . ? C414 C413 C412 120.0(5) . . ? C418 C413 C412 122.4(6) . . ? C413 C414 C415 122.0(6) . . ? C416 C415 C414 118.8(8) . . ? C417 C416 C415 119.2(8) . . ? C418 C417 C416 122.1(7) . . ? C417 C418 C413 120.1(8) . . ? C12 C41' C46 109.2(4) . . ? O4 Cl O3 107.8(7) . . ? O4 Cl O2 117.5(8) . . ? O3 Cl O2 99.1(8) . . ? O4 Cl O1 109.7(4) . . ? O3 Cl O1 113.8(7) . . ? O2 Cl O1 108.8(4) . . ? N C2 C1 175.4(14) . . ? O5 C4 C3 115(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 C15 C16 C12' C22 -77.1(6) . . . . ? C25 C26 C23' C32 -84.4(5) . . . . ? C35 C36 C34' C42 -80.3(6) . . . . ? C45 C36 C41' C12 -104.2(4) . . . . ? C12 C11 O11 C111 -85.0(5) . . . . ? C11 O11 C111 C112 -146.8(4) . . . . ? O11 C111 C112 O12 -2.2(7) . . . . ? C111 C112 O12 C113 -177.9(8) . . . . ? C112 O12 C113 C114 179.6(7) . . . . ? C22 C21 O21 C211 -90.2(5) . . . . ? C21 O21 C211 C212 -158.5(4) . . . . ? O21 C211 C212 O22 0.0(7) . . . . ? C211 C212 O22 C213 177.7(8) . . . . ? C212 O22 C213 C214 -174.3(7) . . . . ? C32 C31 O31 C311 -93.7(5) . . . . ? C31 O31 C311 C312 -141.6(4) . . . . ? O31 C311 C312 O32 -5.4(7) . . . . ? C311 C312 O32 C313 177.0(9) . . . . ? C312 O32 C313 C314 -164.6(8) . . . . ? C42 C41 O41 C411 -82.8(5) . . . . ? C41 O41 C411 C412 -162.8(4) . . . . ? O41 C411 C412 O42 14.4(7) . . . . ? C411 C412 O42 C413 177.2(9) . . . . ? C412 O42 C413 C414 -177.6(8) . . . . ? _diffrn_measured_fraction_theta_max 0.506 _diffrn_reflns_theta_full 27.18 _diffrn_measured_fraction_theta_full 0.506 _refine_diff_density_max 0.633 _refine_diff_density_min -0.441 _refine_diff_density_rms 0.140 #========================================================== #_eof data_s93 _database_code_CSD 164201 _journal_coden_Cambridge 1326 # 1. SUBMISSION DETAILS _publ_contact_autor ; Angela F. Danil de Namor Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; _publ_contact_author_phone '(01483) 259581' _publ_contact_author_fax '(01483) 259514' _publ_contact_author_email 'A.Danil-De-Namor@surrey.ac.uk' _publ_requested_journal 'Physical Chemistry Chemical Physics' _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; #==================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Lower rim calix(4)arene ketone derivatives and their interaction with alkali metal cations. Structural and thermodynamic (solution and complexation) characterisation of the tetraphenyl ketone derivative and its sodium complex ; loop_ _publ_author_name _publ_author_address 'Danil de Namor, Angela F.' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; 'Kowalska, Dorota' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; 'Castellano, Eduardo E.' ; Instituto de F\'isica de S\~ao Carlos Universidade de S\~ao Paulo C.P. 369 13560 S\~ao Carlos (SP) Brazil. ; 'Piro, Oscar E.' ; Dept de F\'isica, Facultad de Ciencias Exactas Universidad Nacional de La Plata and IFLP(CONICET-UNLP) C.C. 67 1900 La Plata Argentina ; 'Sueros Velarde, F\'eliz J.' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; 'Villanueva Salas, Jos\'e' ; Laboratory of Thermochemistry Department of Chemistry University of Surrey Guildford, Surrey, GU2 5XH England ; #=============================================================== # 4. TEXT _publ_section_abstract ; ; _publ_section_comment ; ; _publ_section_experimental ; ; _publ_section_references ; ; _publ_section_figure_captions ; ; _publ_section_acknowledgements ; ; #========================================================== #data_s93 _audit_creation_method SHELXL _chemical_name_systematic ; 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra(benzoyl)methoxy calix(4)arene ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C76 H80 O8' _chemical_formula_weight 1121.40 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 29.487(4) _cell_length_b 24.884(2) _cell_length_c 20.322(4) _cell_angle_alpha 90.00 _cell_angle_beta 115.49(1) _cell_angle_gamma 90.00 _cell_volume 13460(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 17.92 _cell_measurement_theta_max 51.47 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.107 _exptl_crystal_density_method ? _exptl_crystal_F_000 4800 _exptl_absorpt_coefficient_mu 0.554 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method \w-2\q _diffrn_standards_number 1 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 30 _diffrn_standards_decay_% 0.8 _diffrn_reflns_number 10614 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0914 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 60.00 _reflns_number_total 9986 _reflns_number_observed 3723 _reflns_observed_criterion >2\s(I) _computing_data_collection 'Enraf-Nonius CAD4' _computing_cell_refinement 'Enraf-Nonius CAD4' _computing_data_reduction 'SDP (Frenz, 1983)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP (Johnson, 1965)' _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=3D1/[\s^2^(Fo^2^)+(0.0785P)^2^+52.0875P] where P=3D(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00006(1) _refine_ls_extinction_expression 'Fc^*^=3DkFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 9981 _refine_ls_number_parameters 667 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2183 _refine_ls_R_factor_obs 0.0763 _refine_ls_wR_factor_all 0.2902 _refine_ls_wR_factor_obs 0.1735 _refine_ls_goodness_of_fit_all 1.061 _refine_ls_goodness_of_fit_obs 1.082 _refine_ls_restrained_S_all 1.065 _refine_ls_restrained_S_obs 1.082 _refine_ls_shift/esd_max 0.316 _refine_ls_shift/esd_mean 0.013 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O11 O 0.2276(2) 0.4464(2) 0.0143(2) 0.0663(12) Uani 1 d . . O12 O 0.1447(2) 0.4380(2) -0.1147(3) 0.0819(15) Uani 1 d . . C11 C 0.26759(13) 0.4813(2) 0.0481(2) 0.063(2) Uani 1 d G . C12 C 0.3159(2) 0.46293(14) 0.0912(2) 0.066(2) Uani 1 d G . C13 C 0.35564(12) 0.4991(2) 0.1192(2) 0.078(2) Uani 1 d G . H13 H 0.38798(13) 0.4868(3) 0.1480(3) 0.150(5) Uiso 1 calc R . C14 C 0.34703(14) 0.5536(2) 0.1041(2) 0.072(2) Uani 1 d G . C15 C 0.2987(2) 0.57197(14) 0.0610(2) 0.068(2) Uani 1 d G . H15 H 0.2929(2) 0.60844(14) 0.0509(3) 0.150(5) Uiso 1 calc R . C16 C 0.25898(12) 0.5358(2) 0.0330(2) 0.062(2) Uani 1 d G . C17 C 0.3918(3) 0.5927(4) 0.1286(5) 0.099(3) Uani 1 d . . C18 C 0.4081(6) 0.6003(8) 0.0711(8) 0.301(13) Uani 1 d . . H18A H 0.3799(9) 0.5963(41) 0.0245(8) 0.247(12) Uiso 1 calc R . H18B H 0.4332(27) 0.5741(25) 0.0761(32) 0.247(12) Uiso 1 calc R . H18C H 0.4220(35) 0.6357(15) 0.0749(35) 0.247(12) Uiso 1 calc R . C19 C 0.3774(4) 0.6483(5) 0.1448(9) 0.212(7) Uani 1 d . . H19A H 0.4071(6) 0.6697(14) 0.1684(50) 0.247(12) Uiso 1 calc R . H19B H 0.3608(33) 0.6448(6) 0.1763(43) 0.247(12) Uiso 1 calc R . H19C H 0.3551(30) 0.6652(16) 0.1001(9) 0.247(12) Uiso 1 calc R . C110 C 0.4326(4) 0.5774(5) 0.1981(7) 0.224(8) Uani 1 d . . H11A H 0.4189(5) 0.5665(38) 0.2312(18) 0.247(12) Uiso 1 calc R . H11B H 0.4546(21) 0.6075(13) 0.2182(27) 0.247(12) Uiso 1 calc R . H11C H 0.4510(22) 0.5481(26) 0.1907(10) 0.247(12) Uiso 1 calc R . C111 C 0.2293(3) 0.4154(3) -0.0435(4) 0.086(2) Uani 1 d . . H11D H 0.2474(3) 0.3821(3) -0.0245(4) 0.150(5) Uiso 1 calc R . H11E H 0.2467(3) 0.4352(3) -0.0669(4) 0.150(5) Uiso 1 calc R . C112 C 0.1764(3) 0.4033(3) -0.0980(4) 0.073(2) Uani 1 d . . C113 C 0.1626(2) 0.3494(2) -0.1324(3) 0.082(2) Uani 1 d G . C114 C 0.1131(2) 0.3412(2) -0.1828(3) 0.101(3) Uani 1 d G . H114 H 0.0900(3) 0.3691(3) -0.1945(5) 0.150(5) Uiso 1 calc R . C115 C 0.0982(2) 0.2913(3) -0.2157(3) 0.142(4) Uani 1 d G . H115 H 0.0651(3) 0.2858(4) -0.2494(4) 0.150(5) Uiso 1 calc R . C116 C 0.1327(4) 0.2495(2) -0.1983(4) 0.168(5) Uani 1 d G . H116 H 0.1228(5) 0.2161(3) -0.2203(6) 0.150(5) Uiso 1 calc R . C117 C 0.1822(3) 0.2577(2) -0.1479(5) 0.166(5) Uani 1 d G . H117 H 0.2053(4) 0.2298(3) -0.1362(7) 0.150(5) Uiso 1 calc R . C118 C 0.1971(2) 0.3077(3) -0.1150(3) 0.121(3) Uani 1 d G . H118 H 0.2302(2) 0.3131(4) -0.0813(5) 0.150(5) Uiso 1 calc R . C12' C 0.2055(2) 0.5578(3) -0.0081(3) 0.067(2) Uani 1 d . . H12A H 0.1826(2) 0.5281(3) -0.0295(3) 0.150(5) Uiso 1 calc R . H12B H 0.2042(2) 0.5809(3) -0.0473(3) 0.150(5) Uiso 1 calc R . O21 O 0.17104(14) 0.5083(2) 0.0933(2) 0.0620(11) Uani 1 d . . O22 O 0.0896(2) 0.4684(3) 0.1072(3) 0.107(2) Uani 1 d . . C21 C 0.1770(2) 0.56362(12) 0.0933(2) 0.058(2) Uani 1 d G . C22 C 0.1883(2) 0.5899(2) 0.0418(2) 0.059(2) Uani 1 d G . C23 C 0.1923(2) 0.6456(2) 0.0432(2) 0.075(2) Uani 1 d G . H23 H 0.1999(2) 0.6632(3) 0.0088(3) 0.150(5) Uiso 1 calc R . C24 C 0.1850(2) 0.67500(12) 0.0961(3) 0.079(2) Uani 1 d G . C25 C 0.1737(2) 0.6487(2) 0.1475(2) 0.071(2) Uani 1 d G . H25 H 0.1688(2) 0.6683(2) 0.1828(3) 0.150(5) Uiso 1 calc R . C26 C 0.16970(15) 0.5930(2) 0.1461(2) 0.058(2) Uani 1 d G . C27 C 0.1879(5) 0.7374(3) 0.0968(6) 0.122(4) Uani 1 d . . C28 C 0.2216(8) 0.7559(5) 0.1691(8) 0.312(14) Uani 1 d . . H28A H 0.2556(8) 0.7468(35) 0.1788(21) 0.247(12) Uiso 1 calc R . H28B H 0.2129(24) 0.7390(31) 0.2045(10) 0.247(12) Uiso 1 calc R . H28C H 0.2187(29) 0.7942(7) 0.1718(19) 0.247(12) Uiso 1 calc R . C29 C 0.2036(7) 0.7600(4) 0.0415(9) 0.235(8) Uani 1 d . . H29A H 0.2033(38) 0.7986(4) 0.0434(39) 0.247(12) Uiso 1 calc R . H29B H 0.1807(21) 0.7481(33) -0.0063(10) 0.247(12) Uiso 1 calc R . H29C H 0.2369(15) 0.7479(32) 0.0519(32) 0.247(12) Uiso 1 calc R . C210 C 0.1371(6) 0.7592(5) 0.0778(11) 0.268(10) Uani 1 d . . H21A H 0.1253(16) 0.7464(32) 0.1122(32) 0.247(12) Uiso 1 calc R . H21B H 0.1146(10) 0.7476(33) 0.0297(22) 0.247(12) Uiso 1 calc R . H21C H 0.1385(9) 0.7977(5) 0.0792(55) 0.247(12) Uiso 1 calc R . C211 C 0.1302(2) 0.4857(3) 0.0316(3) 0.074(2) Uani 1 d . . H21D H 0.1430(2) 0.4572(3) 0.0117(3) 0.150(5) Uiso 1 calc R . H21E H 0.1162(2) 0.5132(3) -0.0055(3) 0.150(5) Uiso 1 calc R . C212 C 0.0890(3) 0.4635(3) 0.0483(4) 0.070(2) Uani 1 d . . C213 C 0.0461(2) 0.4368(2) -0.0114(2) 0.067(2) Uani 1 d G . C214 C 0.0051(2) 0.4227(2) 0.0017(3) 0.097(3) Uani 1 d G . H214 H 0.0049(3) 0.4309(4) 0.0462(3) 0.150(5) Uiso 1 calc R . C215 C -0.0357(2) 0.3964(2) -0.0518(3) 0.118(3) Uani 1 d G . H215 H -0.0631(2) 0.3869(4) -0.0431(5) 0.150(5) Uiso 1 calc R . C216 C -0.0354(2) 0.3841(2) -0.1184(3) 0.119(3) Uani 1 d G . H216 H -0.0627(2) 0.3665(3) -0.1542(4) 0.150(5) Uiso 1 calc R . C217 C 0.0055(2) 0.3982(3) -0.1315(2) 0.158(5) Uani 1 d G . H217 H 0.0057(3) 0.3901(4) -0.1761(3) 0.150(5) Uiso 1 calc R . C218 C 0.0463(2) 0.4246(3) -0.0780(3) 0.121(4) Uani 1 d G . H218 H 0.0737(2) 0.4340(4) -0.0868(4) 0.150(5) Uiso 1 calc R . C23' C 0.1642(2) 0.5652(3) 0.2087(3) 0.062(2) Uani 1 d . . H23A H 0.1424(2) 0.5342(3) 0.1904(3) 0.150(5) Uiso 1 calc R . H23B H 0.1488(2) 0.5896(3) 0.2303(3) 0.150(5) Uiso 1 calc R . O31 O 0.18871(14) 0.4541(2) 0.2562(2) 0.0613(12) Uani 1 d . . O32 O 0.1708(3) 0.3627(3) 0.3072(4) 0.122(2) Uani 1 d . . C31 C 0.22603(12) 0.49301(14) 0.2830(2) 0.055(2) Uani 1 d G . C32 C 0.21553(11) 0.5472(2) 0.2668(2) 0.055(2) Uani 1 d G . C33 C 0.2537(2) 0.58506(12) 0.2959(2) 0.063(2) Uani 1 d G . H33 H 0.2467(2) 0.62130(12) 0.2851(3) 0.150(5) Uiso 1 calc R . C34 C 0.30234(13) 0.5688(2) 0.3412(2) 0.063(2) Uani 1 d G . C35 C 0.31284(11) 0.5146(2) 0.3573(2) 0.065(2) Uani 1 d G . H35 H 0.34540(12) 0.5038(2) 0.3876(3) 0.150(5) Uiso 1 calc R . C36 C 0.27469(15) 0.47675(12) 0.3282(2) 0.059(2) Uani 1 d G . C37 C 0.3452(3) 0.6103(3) 0.3754(4) 0.082(2) Uani 1 d . . C38 C 0.3311(4) 0.6643(4) 0.3419(8) 0.213(8) Uani 1 d . . H38A H 0.3591(13) 0.6882(11) 0.3638(40) 0.247(12) Uiso 1 calc R . H38B H 0.3033(25) 0.6778(17) 0.3496(46) 0.247(12) Uiso 1 calc R . H38C H 0.3216(35) 0.6618(8) 0.2905(13) 0.247(12) Uiso 1 calc R . C39 C 0.3619(4) 0.6135(5) 0.4574(5) 0.166(5) Uani 1 d . . H39A H 0.3907(23) 0.6365(31) 0.4788(9) 0.247(12) Uiso 1 calc R . H39B H 0.3705(34) 0.5782(8) 0.4781(9) 0.247(12) Uiso 1 calc R . H39C H 0.3351(14) 0.6277(35) 0.4669(5) 0.247(12) Uiso 1 calc R . C310 C 0.3912(4) 0.5915(5) 0.3672(7) 0.177(6) Uani 1 d . . H31A H 0.4046(21) 0.5601(23) 0.3965(41) 0.247(12) Uiso 1 calc R . H31B H 0.4161(15) 0.6195(15) 0.3828(51) 0.247(12) Uiso 1 calc R . H31C H 0.3821(8) 0.5831(37) 0.3170(10) 0.247(12) Uiso 1 calc R . C311 C 0.1509(3) 0.4552(3) 0.2818(4) 0.072(2) Uani 1 d . . H31D H 0.1195(3) 0.4676(3) 0.2432(4) 0.150(5) Uiso 1 calc R . H31E H 0.1605(3) 0.4799(3) 0.3224(4) 0.150(5) Uiso 1 calc R . C312 C 0.1438(3) 0.4001(4) 0.3056(4) 0.085(2) Uani 1 d . . C313 C 0.10219(13) 0.3921(2) 0.3265(2) 0.110(3) Uani 1 d G . C314 C 0.0902(2) 0.3397(2) 0.3365(2) 0.173(5) Uani 1 d G . H314 H 0.1095(2) 0.3113(2) 0.3331(3) 0.150(5) Uiso 1 calc R . C315 C 0.0492(2) 0.3297(3) 0.3515(3) 0.237(10) Uani 1 d G . H315 H 0.0411(2) 0.2946(3) 0.3582(3) 0.150(5) Uiso 1 calc R . C316 C 0.0203(2) 0.3722(3) 0.3566(2) 0.222(9) Uani 1 d G . H316 H -0.0072(2) 0.3655(3) 0.3666(3) 0.150(5) Uiso 1 calc R . C317 C 0.03228(15) 0.4246(3) 0.3466(2) 0.182(6) Uani 1 d G . H317 H 0.0129(2) 0.4531(3) 0.3500(3) 0.150(5) Uiso 1 calc R . C318 C 0.07325(13) 0.4346(2) 0.3316(2) 0.126(4) Uani 1 d G . H318 H 0.0813(2) 0.4697(2) 0.3249(3) 0.150(5) Uiso 1 calc R . C34' C 0.28829(10) 0.4169(2) 0.3383(2) 0.067(2) Uani 1 d G . H34A H 0.25791(10) 0.3955(2) 0.31643(14) 0.150(5) Uiso 1 calc R . H34B H 0.30479(11) 0.4085(3) 0.3899(2) 0.150(5) Uiso 1 calc R . O41 O 0.25879(11) 0.40897(14) 0.1772(2) 0.0758(14) Uani 1 d G . O42 O 0.2229(2) 0.3321(2) 0.0720(2) 0.136(3) Uani 1 d G . C41 C 0.30835(11) 0.4033(2) 0.2271(2) 0.062(2) Uani 1 d G . C42 C 0.32376(13) 0.4027(2) 0.3021(2) 0.063(2) Uani 1 d G . C43 C 0.37451(15) 0.3984(2) 0.34898(15) 0.068(2) Uani 1 d G . H43 H 0.3848(2) 0.3980(3) 0.3991(2) 0.150(5) Uiso 1 calc R . C44 C 0.40985(11) 0.3945(2) 0.3209(2) 0.068(2) Uani 1 d G . C45 C 0.39444(14) 0.3951(2) 0.2459(2) 0.072(2) Uani 1 d G . H45 H 0.4181(2) 0.3925(3) 0.2272(3) 0.150(5) Uiso 1 calc R . C46 C 0.3437(2) 0.3994(2) 0.1990(2) 0.067(2) Uani 1 d G . C47 C 0.4660(3) 0.3893(4) 0.3723(5) 0.099(3) Uani 1 d . . C48 C 0.4765(4) 0.3687(8) 0.4425(6) 0.274(12) Uani 1 d . . H48A H 0.5080(20) 0.3498(36) 0.4613(24) 0.247(12) Uiso 1 calc R . H48B H 0.4503(20) 0.3445(31) 0.4391(10) 0.247(12) Uiso 1 calc R . H48C H 0.4785(36) 0.3978(9) 0.4746(15) 0.247(12) Uiso 1 calc R . C49 C 0.4918(5) 0.3529(11) 0.3470(8) 0.384(20) Uani 1 d . . H49A H 0.4876(31) 0.3170(11) 0.3607(47) 0.247(12) Uiso 1 calc R . H49B H 0.5269(9) 0.3619(26) 0.3681(45) 0.247(12) Uiso 1 calc R . H49C H 0.4784(27) 0.3552(32) 0.2948(10) 0.247(12) Uiso 1 calc R . C410 C 0.4895(5) 0.4370(7) 0.3772(14) 0.492(28) Uani 1 d . . H41A H 0.4768(29) 0.4536(21) 0.3300(16) 0.247(12) Uiso 1 calc R . H41B H 0.5250(7) 0.4310(8) 0.3947(58) 0.247(12) Uiso 1 calc R . H41C H 0.4835(32) 0.4602(16) 0.4104(43) 0.247(12) Uiso 1 calc R . C411 C 0.2214(3) 0.3724(3) 0.1761(4) 0.091(3) Uani 1 d . . H41D H 0.1947(3) 0.3925(3) 0.1806(4) 0.150(5) Uiso 1 calc R . H41E H 0.2361(3) 0.3487(3) 0.2178(4) 0.150(5) Uiso 1 calc R . C412 C 0.1994(3) 0.3392(3) 0.1077(4) 0.088(2) Uani 1 d . . C413 C 0.1500(2) 0.3153(2) 0.0875(4) 0.097(3) Uani 1 d G . C414 C 0.1246(3) 0.2948(3) 0.0174(3) 0.160(5) Uani 1 d G . H414 H 0.1393(5) 0.2962(4) -0.0149(5) 0.150(5) Uiso 1 calc R . C415 C 0.0773(3) 0.2722(3) -0.0044(4) 0.193(8) Uani 1 d G . H415 H 0.0603(4) 0.2584(4) -0.0513(4) 0.150(5) Uiso 1 calc R . C416 C 0.0553(2) 0.2700(3) 0.0439(6) 0.192(8) Uani 1 d G . H416 H 0.0236(2) 0.2549(4) 0.0293(8) 0.150(5) Uiso 1 calc R . C417 C 0.0807(3) 0.2905(3) 0.1140(5) 0.185(6) Uani 1 d G . H417 H 0.0660(4) 0.2891(5) 0.1463(7) 0.150(5) Uiso 1 calc R . C418 C 0.1280(3) 0.3132(3) 0.1358(3) 0.136(4) Uani 1 d G . H418 H 0.1450(4) 0.3269(4) 0.1827(4) 0.150(5) Uiso 1 calc R . C41' C 0.3265(3) 0.4043(3) 0.1169(3) 0.076(2) Uani 1 d . . H41F H 0.2963(3) 0.3831(3) 0.0918(3) 0.150(5) Uiso 1 calc R . H41G H 0.3523(3) 0.3899(3) 0.1043(3) 0.150(5) Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O11 0.065(3) 0.083(3) 0.048(2) -0.006(2) 0.021(2) 0.000(2) O12 0.074(3) 0.086(4) 0.071(3) -0.013(3) 0.017(3) 0.009(3) C11 0.058(4) 0.084(5) 0.043(4) 0.003(4) 0.020(3) -0.001(4) C12 0.057(4) 0.087(5) 0.047(4) 0.010(4) 0.014(3) 0.012(4) C13 0.061(5) 0.105(6) 0.057(4) 0.011(4) 0.015(4) 0.005(5) C14 0.054(4) 0.104(6) 0.050(4) 0.011(4) 0.015(3) -0.003(4) C15 0.063(4) 0.081(5) 0.053(4) 0.011(4) 0.019(3) -0.002(4) C16 0.063(4) 0.074(5) 0.047(4) 0.010(3) 0.019(3) 0.003(4) C17 0.068(5) 0.111(7) 0.093(6) 0.024(5) 0.010(5) -0.019(5) C18 0.311(21) 0.468(30) 0.213(16) -0.141(17) 0.198(17) -0.281(22) C19 0.120(10) 0.149(12) 0.288(19) -0.013(12) 0.012(11) -0.052(9) C110 0.112(9) 0.229(15) 0.200(13) 0.049(11) -0.056(9) -0.078(9) C111 0.071(5) 0.117(7) 0.058(4) -0.022(5) 0.017(4) 0.015(4) C112 0.079(5) 0.083(6) 0.049(4) -0.001(4) 0.018(4) 0.004(4) C113 0.101(6) 0.080(6) 0.059(4) 0.009(4) 0.029(4) 0.012(5) C114 0.115(7) 0.091(7) 0.075(5) -0.010(5) 0.021(5) -0.015(5) C115 0.171(11) 0.096(8) 0.113(8) -0.021(7) 0.016(7) -0.052(8) C116 0.230(16) 0.079(8) 0.176(13) -0.017(8) 0.069(12) -0.008(9) C117 0.175(12) 0.091(9) 0.211(14) -0.031(9) 0.062(11) 0.016(8) C118 0.122(8) 0.087(7) 0.136(8) -0.010(6) 0.037(7) 0.017(6) C12' 0.061(4) 0.082(5) 0.049(4) 0.018(4) 0.016(3) 0.013(4) O21 0.059(3) 0.062(3) 0.053(2) -0.002(2) 0.013(2) -0.005(2) O22 0.096(4) 0.152(5) 0.071(4) -0.023(4) 0.035(3) -0.047(4) C21 0.053(4) 0.052(4) 0.049(4) -0.002(3) 0.005(3) 0.001(3) C22 0.057(4) 0.068(5) 0.045(4) 0.006(3) 0.014(3) 0.010(3) C23 0.073(5) 0.071(5) 0.063(5) 0.014(4) 0.013(4) 0.005(4) C24 0.094(6) 0.066(5) 0.070(5) 0.004(4) 0.028(4) 0.011(4) C25 0.075(5) 0.069(5) 0.062(4) 0.001(4) 0.022(4) 0.006(4) C26 0.047(4) 0.062(4) 0.052(4) 0.001(3) 0.009(3) 0.001(3) C27 0.192(11) 0.058(6) 0.116(8) 0.011(6) 0.065(8) 0.009(7) C28 0.501(32) 0.088(9) 0.171(14) 0.000(9) -0.020(17) -0.110(14) C29 0.448(26) 0.065(7) 0.311(20) 0.029(10) 0.276(20) -0.003(11) C210 0.279(20) 0.080(9) 0.464(31) 0.043(13) 0.179(21) 0.069(11) C211 0.063(4) 0.091(5) 0.058(4) -0.023(4) 0.017(4) -0.023(4) C212 0.068(5) 0.083(5) 0.052(4) -0.002(4) 0.018(4) -0.007(4) C213 0.061(4) 0.071(5) 0.057(4) -0.009(4) 0.015(3) -0.009(4) C214 0.069(5) 0.124(7) 0.096(6) -0.028(5) 0.035(5) -0.031(5) C215 0.065(5) 0.143(9) 0.126(8) -0.033(7) 0.022(5) -0.029(5) C216 0.070(6) 0.140(9) 0.116(8) -0.043(7) 0.011(5) -0.012(6) C217 0.084(7) 0.273(15) 0.109(8) -0.090(9) 0.035(6) -0.057(8) C218 0.073(5) 0.191(10) 0.094(6) -0.065(7) 0.031(5) -0.037(6) C23' 0.057(4) 0.070(4) 0.049(4) 0.002(3) 0.014(3) 0.001(3) O31 0.050(2) 0.071(3) 0.062(3) -0.004(2) 0.022(2) -0.009(2) O32 0.141(6) 0.090(5) 0.143(6) 0.015(4) 0.068(5) -0.018(4) C31 0.047(4) 0.067(4) 0.046(3) -0.002(3) 0.016(3) -0.006(3) C32 0.053(4) 0.070(5) 0.040(3) -0.003(3) 0.017(3) -0.003(3) C33 0.057(4) 0.068(4) 0.052(4) -0.005(3) 0.013(3) -0.014(4) C34 0.061(4) 0.068(5) 0.051(4) -0.002(3) 0.015(3) -0.014(4) C35 0.056(4) 0.079(5) 0.052(4) 0.003(4) 0.015(3) -0.014(4) C36 0.058(4) 0.066(4) 0.050(4) 0.009(3) 0.021(3) 0.004(3) C37 0.070(5) 0.083(6) 0.081(5) -0.006(4) 0.022(4) -0.025(4) C38 0.125(9) 0.102(8) 0.292(17) 0.054(10) -0.024(10) -0.063(7) C39 0.147(9) 0.236(13) 0.099(7) -0.070(8) 0.038(7) -0.127(9) C310 0.120(9) 0.215(14) 0.235(14) -0.074(11) 0.114(10) -0.078(9) C311 0.071(5) 0.083(5) 0.066(4) -0.002(4) 0.033(4) -0.017(4) C312 0.086(6) 0.098(7) 0.067(5) -0.001(5) 0.030(4) -0.031(5) C313 0.109(7) 0.153(10) 0.071(5) -0.022(6) 0.041(5) -0.072(7) C314 0.198(12) 0.174(12) 0.180(12) -0.043(9) 0.113(10) -0.117(10) C315 0.304(20) 0.246(18) 0.263(18) -0.090(14) 0.218(17) -0.191(17) C316 0.244(17) 0.286(20) 0.221(15) -0.103(15) 0.180(14) -0.179(16) C317 0.160(11) 0.282(17) 0.158(10) -0.093(11) 0.120(9) -0.117(11) C318 0.106(7) 0.188(11) 0.104(7) -0.040(7) 0.065(6) -0.057(7) C34' 0.064(4) 0.074(5) 0.055(4) 0.015(3) 0.019(3) 0.001(4) O41 0.056(3) 0.088(3) 0.061(3) 0.004(3) 0.005(2) 0.004(3) O42 0.170(7) 0.133(6) 0.119(5) -0.042(4) 0.078(5) -0.045(5) C41 0.057(4) 0.054(4) 0.059(4) 0.009(3) 0.011(3) 0.001(3) C42 0.059(4) 0.061(4) 0.055(4) 0.018(3) 0.010(3) 0.000(3) C43 0.061(4) 0.075(5) 0.058(4) 0.021(4) 0.016(4) 0.005(4) C44 0.057(4) 0.075(5) 0.056(4) 0.018(4) 0.008(3) 0.008(4) C45 0.062(4) 0.082(5) 0.063(4) 0.012(4) 0.018(4) 0.013(4) C46 0.063(4) 0.069(5) 0.058(4) 0.007(3) 0.017(4) 0.012(4) C47 0.055(5) 0.135(8) 0.083(6) 0.014(6) 0.006(4) 0.007(5) C48 0.064(7) 0.605(36) 0.112(9) 0.142(15) 0.001(6) 0.041(12) C49 0.135(12) 0.820(59) 0.131(12) -0.025(21) -0.005(9) 0.232(25) C410 0.105(11) 0.217(18) 0.757(55) 0.194(26) -0.191(20) -0.070(13) C411 0.062(5) 0.112(7) 0.083(5) -0.025(5) 0.016(4) -0.024(5) C412 0.089(6) 0.077(6) 0.078(6) -0.008(5) 0.019(5) -0.005(5) C413 0.091(7) 0.071(5) 0.094(6) -0.010(5) 0.006(5) 0.000(5) C414 0.190(12) 0.106(8) 0.105(8) -0.005(6) -0.013(8) -0.058(8) C415 0.199(16) 0.123(10) 0.149(11) 0.003(8) -0.028(11) -0.060(11) C416 0.081(7) 0.119(10) 0.283(20) -0.031(12) -0.010(11) -0.001(7) C417 0.103(9) 0.144(11) 0.307(19) -0.104(12) 0.087(11) -0.025(8) C418 0.065(6) 0.117(8) 0.204(12) -0.075(8) 0.038(7) -0.019(5) C41' 0.080(5) 0.084(5) 0.055(4) 0.006(4) 0.022(4) 0.017(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 O11 C11 1.386(5) . ? O11 C111 1.425(7) . ? O12 C112 1.211(8) . ? C11 C12 1.39 . ? C11 C16 1.39 . ? C12 C13 1.39 . ? C12 C41' 1.536(7) . ? C13 C14 1.39 . ? C14 C15 1.39 . ? C14 C17 1.539(8) . ? C15 C16 1.39 . ? C16 C12' 1.533(6) . ? C17 C18 1.454(13) . ? C17 C110 1.458(12) . ? C17 C19 1.524(14) . ? C111 C112 1.505(9) . ? C112 C113 1.485(8) . ? C113 C114 1.39 . ? C113 C118 1.39 . ? C114 C115 1.39 . ? C115 C116 1.39 . ? C116 C117 1.39 . ? C117 C118 1.39 . ? C12' C22 1.538(7) . ? O21 C21 1.388(5) . ? O21 C211 1.428(7) . ? O22 C212 1.196(7) . ? C21 C22 1.39 . ? C21 C26 1.39 . ? C22 C23 1.39 . ? C23 C24 1.39 . ? C24 C25 1.39 . ? C24 C27 1.555(9) . ? C25 C26 1.39 . ? C26 C23' 1.517(7) . ? C27 C28 1.449(14) . ? C27 C210 1.48(2) . ? C27 C29 1.497(14) . ? C211 C212 1.499(9) . ? C212 C213 1.482(7) . ? C213 C214 1.39 . ? C213 C218 1.39 . ? C214 C215 1.39 . ? C215 C216 1.39 . ? C216 C217 1.39 . ? C217 C218 1.39 . ? C23' C32 1.532(6) . ? O31 C31 1.388(5) . ? O31 C311 1.419(7) . ? O32 C312 1.216(9) . ? C31 C32 1.39 . ? C31 C36 1.39 . ? C32 C33 1.39 . ? C33 C34 1.39 . ? C34 C35 1.39 . ? C34 C37 1.547(7) . ? C35 C36 1.39 . ? C36 C34' 1.533(6) . ? C37 C38 1.482(11) . ? C37 C310 1.511(12) . ? C37 C39 1.522(11) . ? C311 C312 1.496(10) . ? C312 C313 1.476(9) . ? C313 C314 1.39 . ? C313 C318 1.39 . ? C314 C315 1.39 . ? C315 C316 1.39 . ? C316 C317 1.39 . ? C317 C318 1.39 . ? C34' C42 1.556(5) . ? O41 C41 1.382(4) . ? O41 C411 1.421(8) . ? O42 C412 1.213(9) . ? C41 C42 1.39 . ? C41 C46 1.39 . ? C42 C43 1.39 . ? C43 C44 1.39 . ? C44 C45 1.39 . ? C44 C47 1.535(8) . ? C45 C46 1.39 . ? C46 C41' 1.526(7) . ? C47 C410 1.358(15) . ? C47 C48 1.420(13) . ? C47 C49 1.42(2) . ? C411 C412 1.503(10) . ? C412 C413 1.459(10) . ? C413 C414 1.39 . ? C413 C418 1.39 . ? C414 C415 1.39 . ? C415 C416 1.39 . ? C416 C417 1.39 . ? C417 C418 1.39 . ? 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 C11 O11 C111 115.0(5) . . ? O11 C11 C12 122.0(3) . . ? O11 C11 C16 117.8(3) . . ? C12 C11 C16 120.0 . . ? C11 C12 C13 120.0 . . ? C11 C12 C41' 122.0(4) . . ? C13 C12 C41' 117.6(4) . . ? C14 C13 C12 120.0 . . ? C13 C14 C15 120.0 . . ? C13 C14 C17 119.7(5) . . ? C15 C14 C17 120.0(5) . . ? C16 C15 C14 120.0 . . ? C15 C16 C11 120.0 . . ? C15 C16 C12' 118.6(4) . . ? C11 C16 C12' 121.1(4) . . ? C18 C17 C110 113.1(11) . . ? C18 C17 C19 105.9(11) . . ? C110 C17 C19 102.6(10) . . ? C18 C17 C14 110.9(8) . . ? C110 C17 C14 112.5(7) . . ? C19 C17 C14 111.3(8) . . ? O11 C111 C112 108.7(6) . . ? O12 C112 C113 119.4(6) . . ? O12 C112 C111 119.6(7) . . ? C113 C112 C111 121.0(7) . . ? C114 C113 C118 120.0 . . ? C114 C113 C112 117.9(5) . . ? C118 C113 C112 122.1(5) . . ? C115 C114 C113 120.0 . . ? C116 C115 C114 120.0 . . ? C117 C116 C115 120.0 . . ? C118 C117 C116 120.0 . . ? C117 C118 C113 120.0 . . ? C16 C12' C22 112.4(4) . . ? C21 O21 C211 116.7(4) . . ? O21 C21 C22 122.6(4) . . ? O21 C21 C26 117.4(4) . . ? C22 C21 C26 120.0 . . ? C21 C22 C23 120.0 . . ? C21 C22 C12' 120.3(4) . . ? C23 C22 C12' 118.8(4) . . ? C24 C23 C22 120.0 . . ? C23 C24 C25 120.0 . . ? C23 C24 C27 120.4(5) . . ? C25 C24 C27 119.6(5) . . ? C26 C25 C24 120.0 . . ? C25 C26 C21 120.0 . . ? C25 C26 C23' 118.5(4) . . ? C21 C26 C23' 121.0(4) . . ? C28 C27 C210 108.9(13) . . ? C28 C27 C29 110.0(13) . . ? C210 C27 C29 105.8(11) . . ? C28 C27 C24 109.7(8) . . ? C210 C27 C24 108.6(9) . . ? C29 C27 C24 113.7(8) . . ? O21 C211 C212 113.9(5) . . ? O22 C212 C213 120.2(7) . . ? O22 C212 C211 121.7(6) . . ? C213 C212 C211 118.0(6) . . ? C214 C213 C218 120.0 . . ? C214 C213 C212 117.6(4) . . ? C218 C213 C212 122.4(4) . . ? C213 C214 C215 120.0 . . ? C216 C215 C214 120.0 . . ? C215 C216 C217 120.0 . . ? C218 C217 C216 120.0 . . ? C217 C218 C213 120.0 . . ? C26 C23' C32 110.7(4) . . ? C31 O31 C311 117.3(4) . . ? O31 C31 C32 121.6(3) . . ? O31 C31 C36 118.4(3) . . ? C32 C31 C36 120.0 . . ? C33 C32 C31 120.0 . . ? C33 C32 C23' 118.7(4) . . ? C31 C32 C23' 120.8(4) . . ? C34 C33 C32 120.0 . . ? C33 C34 C35 120.0 . . ? C33 C34 C37 120.9(4) . . ? C35 C34 C37 119.1(4) . . ? C36 C35 C34 120.0 . . ? C35 C36 C31 120.0 . . ? C35 C36 C34' 119.0(3) . . ? C31 C36 C34' 120.5(3) . . ? C38 C37 C310 108.5(9) . . ? C38 C37 C39 110.6(9) . . ? C310 C37 C39 104.7(8) . . ? C38 C37 C34 112.6(6) . . ? C310 C37 C34 110.0(7) . . ? C39 C37 C34 110.1(6) . . ? O31 C311 C312 110.0(6) . . ? O32 C312 C313 120.3(8) . . ? O32 C312 C311 122.0(8) . . ? C313 C312 C311 117.7(8) . . ? C314 C313 C318 120.0 . . ? C314 C313 C312 117.7(4) . . ? C318 C313 C312 122.2(4) . . ? C315 C314 C313 120.0 . . ? C314 C315 C316 120.0 . . ? C315 C316 C317 120.0 . . ? C318 C317 C316 120.0 . . ? C317 C318 C313 120.0 . . ? C36 C34' C42 110.3(3) . . ? C41 O41 C411 121.0(4) . . ? O41 C41 C42 123.3(3) . . ? O41 C41 C46 116.7(3) . . ? C42 C41 C46 120.0 . . ? C41 C42 C43 120.0 . . ? C41 C42 C34' 123.2(3) . . ? C43 C42 C34' 116.0(3) . . ? C44 C43 C42 120.0 . . ? C43 C44 C45 120.0 . . ? C43 C44 C47 120.3(5) . . ? C45 C44 C47 119.7(5) . . ? C46 C45 C44 120.0 . . ? C45 C46 C41 120.0 . . ? C45 C46 C41' 120.6(4) . . ? C41 C46 C41' 119.3(4) . . ? C410 C47 C48 111.0(14) . . ? C410 C47 C49 104.3(14) . . ? C48 C47 C49 102.4(12) . . ? C410 C47 C44 110.1(9) . . ? C48 C47 C44 114.9(8) . . ? C49 C47 C44 113.4(9) . . ? O41 C411 C412 113.0(7) . . ? O42 C412 C413 122.0(7) . . ? O42 C412 C411 120.2(7) . . ? C413 C412 C411 117.7(7) . . ? C414 C413 C418 120.0 . . ? C414 C413 C412 118.0(6) . . ? C418 C413 C412 122.0(6) . . ? C413 C414 C415 120.0 . . ? C416 C415 C414 120.0 . . ? C417 C416 C415 120.0 . . ? C418 C417 C416 120.0 . . ? C417 C418 C413 120.0 . . ? C46 C41' C12 111.8(5) . . ? _refine_diff_density_max 0.309 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.048 #====================================================== #_eof