Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Yue Wang' _publ_contact_author_address ; College of Chemistry Jilin University Changchun 130012 CHINA ; _publ_contact_author_email YUEWANG@JLU.EDU.CN _publ_section_title ; Construction of 2-D Lanthanide Coordination Frameworks: Syntheses, Structures and Luminescent Property ; loop_ _publ_author_name 'Yue Wang.' 'Jia Wang.' 'Jun-Wei Ye.' 'Jingying Zhang.' 'Ping Zhang.' data_1 _database_code_depnum_ccdc_archive 'CCDC 636054' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H34 La4 N8 O40' _chemical_formula_weight 2038.57 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' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.336(3) _cell_length_b 13.411(3) _cell_length_c 22.475(5) _cell_angle_alpha 76.27(3) _cell_angle_beta 75.26(3) _cell_angle_gamma 67.95(3) _cell_volume 3291.1(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 14319 _cell_measurement_theta_min 1.66 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.057 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1972 _exptl_absorpt_coefficient_mu 2.658 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4253 _exptl_absorpt_correction_T_max 0.8589 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 12686 _diffrn_reflns_av_R_equivalents 0.02775 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 0.95 _diffrn_reflns_theta_max 27.48 _reflns_number_total 12686 _reflns_number_gt 9839 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0534P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 12686 _refine_ls_number_parameters 991 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0889 _refine_ls_wR_factor_gt 0.0735 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 La1 La -0.05039(2) 1.01366(2) 0.351318(13) 0.02220(7) Uani 1 1 d . . . La2 La 0.13006(2) 0.69904(2) 0.256780(12) 0.02068(7) Uani 1 1 d . . . La3 La 0.49074(2) 0.55728(2) 0.147274(12) 0.02123(7) Uani 1 1 d . . . La4 La 0.83248(3) 0.37730(2) 0.231901(12) 0.02507(7) Uani 1 1 d . . . O1 O -0.0041(4) 0.8550(3) 0.2008(2) 0.0499(11) Uani 1 1 d . . . O2 O -0.1110(4) 0.9631(3) 0.27055(19) 0.0488(11) Uani 1 1 d . . . O3 O -0.3242(3) 1.3593(3) 0.18244(16) 0.0302(8) Uani 1 1 d . . . O4 O -0.4235(3) 1.3712(3) 0.1106(2) 0.0390(9) Uani 1 1 d . . . O5 O -0.1907(5) 1.1200(4) -0.0425(2) 0.0720(16) Uani 1 1 d . . . O6 O -0.0991(5) 0.9537(4) -0.0091(2) 0.0634(14) Uani 1 1 d . . . O7 O 0.0026(4) 1.2461(3) 0.17633(19) 0.0451(10) Uani 1 1 d . . . O8 O 0.0209(4) 1.1050(3) 0.25126(18) 0.0409(10) Uani 1 1 d . . . O9 O 0.3015(3) 0.7452(3) 0.17973(16) 0.0307(8) Uani 1 1 d . . . O10 O 0.4670(4) 0.7537(3) 0.1176(2) 0.0640(16) Uani 1 1 d . . . O11 O 0.5391(4) 1.0947(4) 0.0351(2) 0.0675(15) Uani 1 1 d . . . O12 O 0.4039(4) 1.2460(3) 0.05536(19) 0.0447(10) Uani 1 1 d . . . O13 O 0.0381(4) 0.6867(3) 0.36597(17) 0.0486(12) Uani 1 1 d . . . O14 O -0.0476(4) 0.8360(3) 0.40903(16) 0.0379(9) Uani 1 1 d . . . O15 O 0.0344(4) 0.8327(3) 0.61380(16) 0.0345(9) Uani 1 1 d . . . O16 O 0.0776(3) 0.6744(3) 0.67729(15) 0.0309(8) Uani 1 1 d . . . O17 O 0.2331(5) 0.3413(3) 0.5884(2) 0.0683(15) Uani 1 1 d . . . O18 O 0.2015(4) 0.3411(3) 0.4997(2) 0.0536(12) Uani 1 1 d . . . O19 O 0.1567(3) 0.9287(3) 0.3767(2) 0.0454(11) Uani 1 1 d . . . O20 O 0.1618(3) 0.8400(3) 0.30409(17) 0.0315(8) Uani 1 1 d . . . O21 O 0.5757(4) 0.5756(4) 0.2317(2) 0.0538(12) Uani 1 1 d . . . O22 O 0.7053(5) 0.5204(4) 0.2937(2) 0.0843(19) Uani 1 1 d . . . O23 O 0.5631(5) 0.5805(5) 0.5098(2) 0.0774(16) Uani 1 1 d . . . O24 O 0.3858(6) 0.6844(6) 0.5381(2) 0.106(2) Uani 1 1 d . . . O25 O 0.1910(4) 0.5037(3) 0.3085(2) 0.0549(13) Uani 1 1 d . . . O26 O 0.3564(4) 0.5204(3) 0.25004(18) 0.0422(10) Uani 1 1 d . . . O27 O 0.7440(4) 0.2479(4) 0.30542(19) 0.0585(13) Uani 1 1 d . . . O28 O 0.7369(4) 0.1036(4) 0.3745(2) 0.0605(13) Uani 1 1 d . . . O29 O 0.3618(5) 0.0616(5) 0.4818(3) 0.117(3) Uani 1 1 d . . . O30 O 0.2107(4) 0.1468(3) 0.4396(2) 0.0486(11) Uani 1 1 d . . . O31 O 0.8502(3) 0.4782(3) 0.12737(15) 0.0297(8) Uani 1 1 d . . . O32 O 0.6846(3) 0.5538(3) 0.08757(15) 0.0287(8) Uani 1 1 d . . . O33 O 0.6745(3) 0.4669(3) -0.11376(16) 0.0328(8) Uani 1 1 d . . . O34 O 0.8480(3) 0.3851(3) -0.17120(17) 0.0384(9) Uani 1 1 d . . . O35 O 1.1990(4) 0.2133(4) -0.0816(2) 0.0651(14) Uani 1 1 d . . . O36 O 1.2108(4) 0.2596(4) 0.0005(2) 0.0589(13) Uani 1 1 d . . . O37 O -0.1126(4) 1.0130(3) 0.47444(18) 0.0464(11) Uani 1 1 d . . . O38 O -0.0591(4) 0.6501(3) 0.27324(19) 0.0431(10) Uani 1 1 d . . . O39 O 0.4798(4) 0.6160(4) 0.02777(19) 0.0566(13) Uani 1 1 d . . . O40 O 1.0053(4) 0.4518(3) 0.21382(19) 0.0454(10) Uani 1 1 d . . . N1 N -0.1539(5) 1.0468(4) -0.0012(2) 0.0441(12) Uani 1 1 d . . . N2 N 0.4400(4) 1.1463(4) 0.0588(2) 0.0358(11) Uani 1 1 d . . . N3 N 0.1976(5) 0.3878(3) 0.5404(2) 0.0381(11) Uani 1 1 d . . . N4 N 0.4680(6) 0.6436(5) 0.4985(3) 0.0619(16) Uani 1 1 d . . . N5 N 0.3101(4) 0.1320(4) 0.4452(3) 0.0455(13) Uani 1 1 d . . . N6 N 1.1551(4) 0.2624(4) -0.0377(2) 0.0365(11) Uani 1 1 d . . . N7 N 0.2276(5) 0.2889(4) 0.2334(3) 0.0446(13) Uani 1 1 d . . . N8 N 0.7210(5) -0.1949(4) 0.2730(3) 0.0552(15) Uani 1 1 d . . . C1 C -0.1388(4) 1.0250(4) 0.1657(2) 0.0263(10) Uani 1 1 d . . . C2 C -0.2104(4) 1.1299(4) 0.1763(2) 0.0258(11) Uani 1 1 d . . . H2A H -0.2224 1.1491 0.2153 0.031 Uiso 1 1 calc R . . C3 C -0.2635(4) 1.2056(4) 0.1300(2) 0.0236(10) Uani 1 1 d . . . C4 C -0.2477(4) 1.1780(4) 0.0720(2) 0.0282(11) Uani 1 1 d . . . H4A H -0.2852 1.2281 0.0408 0.034 Uiso 1 1 calc R . . C5 C -0.1750(5) 1.0746(4) 0.0618(2) 0.0303(12) Uani 1 1 d . . . C6 C -0.1205(5) 0.9974(4) 0.1072(2) 0.0314(12) Uani 1 1 d . . . H6A H -0.0723 0.9279 0.0990 0.038 Uiso 1 1 calc R . . C7 C -0.0807(5) 0.9420(4) 0.2167(3) 0.0355(13) Uani 1 1 d . . . C8 C -0.3421(4) 1.3184(4) 0.1415(2) 0.0252(10) Uani 1 1 d . . . C9 C 0.1745(4) 1.0912(4) 0.1631(2) 0.0234(10) Uani 1 1 d . . . C10 C 0.2140(4) 0.9778(4) 0.1705(2) 0.0253(10) Uani 1 1 d . . . H10A H 0.1659 0.9401 0.1970 0.030 Uiso 1 1 calc R . . C11 C 0.3234(5) 0.9211(4) 0.1392(2) 0.0271(11) Uani 1 1 d . . . C12 C 0.3992(5) 0.9760(4) 0.1019(2) 0.0294(11) Uani 1 1 d . . . H12A H 0.4747 0.9384 0.0819 0.035 Uiso 1 1 calc R . . C13 C 0.3579(5) 1.0880(4) 0.0957(2) 0.0270(11) Uani 1 1 d . . . C14 C 0.2483(5) 1.1463(4) 0.1240(2) 0.0265(11) Uani 1 1 d . . . H14A H 0.2230 1.2220 0.1174 0.032 Uiso 1 1 calc R . . C15 C 0.0580(5) 1.1509(4) 0.1993(2) 0.0277(11) Uani 1 1 d . . . C16 C 0.3666(5) 0.7986(4) 0.1461(2) 0.0296(11) Uani 1 1 d . . . C17 C 0.0582(4) 0.6748(4) 0.4687(2) 0.0240(10) Uani 1 1 d . . . C18 C 0.0470(4) 0.7282(4) 0.5170(2) 0.0235(10) Uani 1 1 d . . . H18A H 0.0143 0.8038 0.5119 0.028 Uiso 1 1 calc R . . C19 C 0.0832(4) 0.6715(4) 0.5722(2) 0.0225(10) Uani 1 1 d . . . C20 C 0.1326(4) 0.5581(4) 0.5807(2) 0.0271(11) Uani 1 1 d . . . H20A H 0.1563 0.5184 0.6179 0.033 Uiso 1 1 calc R . . C21 C 0.1448(5) 0.5073(4) 0.5316(2) 0.0259(11) Uani 1 1 d . . . C22 C 0.1100(5) 0.5618(4) 0.4760(2) 0.0297(11) Uani 1 1 d . . . H22A H 0.1208 0.5242 0.4439 0.036 Uiso 1 1 calc R . . C23 C 0.0137(5) 0.7370(4) 0.4105(2) 0.0313(12) Uani 1 1 d . . . C24 C 0.0646(4) 0.7307(4) 0.6250(2) 0.0250(10) Uani 1 1 d . . . C25 C 0.3217(5) 0.7695(4) 0.3607(2) 0.0302(11) Uani 1 1 d . . . C26 C 0.4048(5) 0.7110(4) 0.3159(2) 0.0306(12) Uani 1 1 d . . . H26A H 0.3888 0.7231 0.2760 0.037 Uiso 1 1 calc R . . C27 C 0.5117(5) 0.6347(4) 0.3299(2) 0.0335(12) Uani 1 1 d . . . C28 C 0.5330(5) 0.6136(5) 0.3900(3) 0.0405(14) Uani 1 1 d . . . H28A H 0.6038 0.5625 0.4003 0.049 Uiso 1 1 calc R . . C29 C 0.4473(5) 0.6700(5) 0.4342(3) 0.0409(14) Uani 1 1 d . . . C30 C 0.3438(5) 0.7491(5) 0.4210(3) 0.0387(14) Uani 1 1 d . . . H30A H 0.2896 0.7882 0.4515 0.046 Uiso 1 1 calc R . . C31 C 0.2076(5) 0.8516(4) 0.3458(3) 0.0323(12) Uani 1 1 d . . . C32 C 0.6041(6) 0.5722(5) 0.2812(3) 0.0416(14) Uani 1 1 d . . . C33 C 0.3700(4) 0.3623(4) 0.3279(2) 0.0249(11) Uani 1 1 d . . . C34 C 0.4919(5) 0.3287(4) 0.3204(2) 0.0298(12) Uani 1 1 d . . . H34A H 0.5327 0.3714 0.2921 0.036 Uiso 1 1 calc R . . C35 C 0.5555(4) 0.2329(4) 0.3538(2) 0.0276(11) Uani 1 1 d . . . C36 C 0.4936(5) 0.1694(4) 0.3969(2) 0.0307(12) Uani 1 1 d . . . H36A H 0.5338 0.1058 0.4209 0.037 Uiso 1 1 calc R . . C37 C 0.3736(5) 0.2033(4) 0.4025(2) 0.0291(11) Uani 1 1 d . . . C38 C 0.3087(5) 0.2985(4) 0.3696(2) 0.0268(11) Uani 1 1 d . . . H38B H 0.2264 0.3193 0.3752 0.032 Uiso 1 1 calc R . . C39 C 0.3012(5) 0.4686(4) 0.2929(2) 0.0304(12) Uani 1 1 d . . . C40 C 0.6873(5) 0.1940(5) 0.3443(3) 0.0406(14) Uani 1 1 d . . . C41 C 0.8561(4) 0.4441(4) 0.0274(2) 0.0218(10) Uani 1 1 d . . . C42 C 0.7947(4) 0.4592(4) -0.0194(2) 0.0229(10) Uani 1 1 d . . . H42A H 0.7152 0.5036 -0.0158 0.027 Uiso 1 1 calc R . . C43 C 0.8505(4) 0.4088(4) -0.0721(2) 0.0243(10) Uani 1 1 d . . . C44 C 0.9695(5) 0.3438(4) -0.0774(2) 0.0284(11) Uani 1 1 d . . . H44A H 1.0083 0.3103 -0.1124 0.034 Uiso 1 1 calc R . . C45 C 1.0295(4) 0.3296(4) -0.0305(2) 0.0269(11) Uani 1 1 d . . . C46 C 0.9744(4) 0.3782(4) 0.0229(2) 0.0268(11) Uani 1 1 d . . . H46A H 1.0160 0.3667 0.0545 0.032 Uiso 1 1 calc R . . C47 C 0.7919(5) 0.4966(4) 0.0849(2) 0.0237(10) Uani 1 1 d . . . C48 C 0.7842(5) 0.4216(4) -0.1224(2) 0.0260(11) Uani 1 1 d . . . C49 C 0.2184(6) 0.2030(5) 0.2761(3) 0.0462(15) Uani 1 1 d . . . H49A H 0.1442 0.2083 0.3010 0.055 Uiso 1 1 calc R . . C50 C 0.3114(6) 0.1063(5) 0.2861(3) 0.0426(14) Uani 1 1 d . . . H50A H 0.2995 0.0494 0.3169 0.051 Uiso 1 1 calc R . . C51 C 0.4224(5) 0.0964(5) 0.2491(3) 0.0357(12) Uani 1 1 d . . . C52 C 0.4335(5) 0.1852(5) 0.2050(3) 0.0397(13) Uani 1 1 d . . . H52A H 0.5064 0.1821 0.1793 0.048 Uiso 1 1 calc R . . C53 C 0.3354(6) 0.2786(5) 0.1996(3) 0.0444(15) Uani 1 1 d . . . H53A H 0.3456 0.3379 0.1704 0.053 Uiso 1 1 calc R . . C54 C 0.5253(5) -0.0050(5) 0.2574(3) 0.0370(13) Uani 1 1 d . . . C55 C 0.5974(6) -0.0559(6) 0.2083(3) 0.0612(19) Uani 1 1 d . . . H55A H 0.5832 -0.0269 0.1680 0.073 Uiso 1 1 calc R . . C56 C 0.6897(7) -0.1489(6) 0.2188(4) 0.065(2) Uani 1 1 d . . . H56A H 0.7346 -0.1830 0.1847 0.078 Uiso 1 1 calc R . . C57 C 0.6512(8) -0.1450(6) 0.3207(4) 0.080(3) Uani 1 1 d . . . H57A H 0.6695 -0.1744 0.3603 0.096 Uiso 1 1 calc R . . C58 C 0.5533(8) -0.0521(5) 0.3146(3) 0.069(2) Uani 1 1 d . . . H58A H 0.5065 -0.0217 0.3497 0.083 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.02128(16) 0.01965(14) 0.02346(14) -0.00293(10) -0.00746(11) -0.00252(11) La2 0.02559(17) 0.01823(14) 0.01587(13) -0.00452(9) -0.00679(10) -0.00170(11) La3 0.01999(16) 0.01897(14) 0.02251(14) -0.00510(10) -0.00469(10) -0.00246(11) La4 0.02269(17) 0.03572(16) 0.01547(13) -0.00557(11) -0.00501(10) -0.00640(12) O1 0.040(3) 0.031(2) 0.063(3) 0.0131(19) -0.022(2) 0.0010(19) O2 0.083(3) 0.046(2) 0.034(2) 0.0101(18) -0.036(2) -0.034(2) O3 0.037(2) 0.0258(18) 0.0306(19) -0.0077(14) -0.0078(16) -0.0104(16) O4 0.036(2) 0.0215(18) 0.062(3) -0.0129(17) -0.027(2) 0.0024(16) O5 0.105(5) 0.069(3) 0.032(3) -0.012(2) -0.031(3) -0.003(3) O6 0.086(4) 0.047(3) 0.055(3) -0.029(2) -0.005(3) -0.012(3) O7 0.043(3) 0.025(2) 0.051(3) -0.0089(17) -0.002(2) 0.0043(18) O8 0.045(3) 0.040(2) 0.032(2) -0.0104(17) 0.0076(18) -0.0153(19) O9 0.037(2) 0.0238(18) 0.0289(19) -0.0027(14) -0.0018(16) -0.0114(16) O10 0.047(3) 0.021(2) 0.094(4) -0.012(2) 0.028(3) -0.0030(19) O11 0.048(3) 0.053(3) 0.085(4) -0.013(3) 0.024(3) -0.022(2) O12 0.057(3) 0.034(2) 0.045(2) 0.0014(17) -0.003(2) -0.026(2) O13 0.093(4) 0.034(2) 0.0197(19) -0.0062(16) -0.007(2) -0.024(2) O14 0.060(3) 0.026(2) 0.0233(19) 0.0040(14) -0.0119(17) -0.0117(18) O15 0.051(3) 0.0247(19) 0.030(2) -0.0082(14) -0.0115(17) -0.0101(17) O16 0.037(2) 0.0336(19) 0.0216(18) -0.0061(14) -0.0127(15) -0.0058(16) O17 0.116(5) 0.027(2) 0.053(3) 0.003(2) -0.044(3) -0.002(2) O18 0.084(4) 0.028(2) 0.046(3) -0.0158(18) -0.012(2) -0.010(2) O19 0.022(2) 0.046(2) 0.071(3) -0.035(2) -0.019(2) 0.0090(17) O20 0.029(2) 0.0326(19) 0.035(2) -0.0081(15) -0.0124(16) -0.0063(16) O21 0.048(3) 0.090(3) 0.041(2) -0.045(2) 0.010(2) -0.035(3) O22 0.057(4) 0.083(4) 0.064(3) -0.031(3) -0.012(3) 0.043(3) O23 0.062(4) 0.117(5) 0.042(3) -0.006(3) -0.029(3) -0.009(3) O24 0.081(5) 0.170(6) 0.039(3) -0.055(4) -0.013(3) 0.012(4) O25 0.051(3) 0.028(2) 0.050(3) 0.0093(18) 0.003(2) 0.0088(19) O26 0.052(3) 0.051(2) 0.031(2) 0.0146(17) -0.0177(18) -0.031(2) O27 0.041(3) 0.115(4) 0.032(2) -0.004(2) -0.0008(19) -0.049(3) O28 0.024(3) 0.069(3) 0.068(3) -0.002(3) -0.007(2) 0.002(2) O29 0.053(4) 0.100(4) 0.151(6) 0.099(4) -0.036(4) -0.034(3) O30 0.033(3) 0.053(3) 0.057(3) 0.001(2) 0.002(2) -0.024(2) O31 0.031(2) 0.041(2) 0.0180(17) -0.0057(14) -0.0048(14) -0.0122(17) O32 0.027(2) 0.0342(19) 0.0208(17) -0.0038(14) -0.0021(14) -0.0074(16) O33 0.024(2) 0.049(2) 0.0278(19) -0.0135(16) -0.0066(15) -0.0087(17) O34 0.032(2) 0.056(2) 0.029(2) -0.0259(18) -0.0055(16) -0.0050(18) O35 0.043(3) 0.085(3) 0.054(3) -0.039(3) -0.009(2) 0.010(2) O36 0.030(3) 0.092(4) 0.042(3) -0.014(2) -0.015(2) 0.001(2) O37 0.063(3) 0.050(2) 0.028(2) -0.0047(17) 0.0013(19) -0.027(2) O38 0.034(2) 0.048(2) 0.049(3) -0.0121(19) -0.0048(19) -0.0149(19) O39 0.063(3) 0.079(3) 0.036(2) 0.022(2) -0.021(2) -0.044(3) O40 0.052(3) 0.050(2) 0.044(2) 0.0040(19) -0.014(2) -0.031(2) N1 0.051(3) 0.052(3) 0.030(3) -0.012(2) -0.010(2) -0.013(3) N2 0.038(3) 0.039(3) 0.031(2) -0.0034(19) 0.001(2) -0.020(2) N3 0.053(3) 0.021(2) 0.035(3) -0.0041(19) -0.008(2) -0.006(2) N4 0.055(4) 0.094(5) 0.033(3) -0.022(3) -0.014(3) -0.009(4) N5 0.026(3) 0.035(3) 0.059(3) 0.013(2) 0.000(2) -0.009(2) N6 0.027(3) 0.044(3) 0.028(2) -0.005(2) -0.0072(19) -0.001(2) N7 0.041(3) 0.045(3) 0.056(3) -0.023(3) -0.017(3) -0.009(2) N8 0.048(4) 0.039(3) 0.070(4) -0.003(3) -0.019(3) -0.003(3) C1 0.025(3) 0.025(3) 0.028(3) -0.0005(19) -0.010(2) -0.006(2) C2 0.029(3) 0.024(2) 0.026(3) -0.0055(19) -0.012(2) -0.005(2) C3 0.022(3) 0.021(2) 0.027(3) -0.0035(18) -0.0074(19) -0.005(2) C4 0.026(3) 0.028(3) 0.029(3) -0.001(2) -0.013(2) -0.004(2) C5 0.038(3) 0.028(3) 0.024(3) -0.007(2) -0.011(2) -0.006(2) C6 0.032(3) 0.022(3) 0.035(3) -0.007(2) -0.008(2) 0.000(2) C7 0.037(4) 0.030(3) 0.043(3) 0.010(2) -0.022(3) -0.015(3) C8 0.025(3) 0.023(2) 0.029(3) -0.0035(19) -0.004(2) -0.011(2) C9 0.023(3) 0.021(2) 0.022(2) -0.0032(18) -0.0031(19) -0.003(2) C10 0.028(3) 0.022(2) 0.024(2) -0.0032(18) -0.003(2) -0.008(2) C11 0.030(3) 0.019(2) 0.028(3) -0.0043(18) -0.005(2) -0.003(2) C12 0.027(3) 0.026(3) 0.030(3) -0.006(2) 0.000(2) -0.006(2) C13 0.031(3) 0.027(3) 0.025(2) -0.0044(19) 0.000(2) -0.015(2) C14 0.034(3) 0.021(2) 0.026(3) -0.0023(19) -0.009(2) -0.010(2) C15 0.025(3) 0.025(3) 0.032(3) -0.011(2) -0.002(2) -0.006(2) C16 0.031(3) 0.020(3) 0.032(3) -0.007(2) -0.002(2) -0.002(2) C17 0.027(3) 0.024(2) 0.019(2) -0.0048(18) -0.0026(19) -0.007(2) C18 0.027(3) 0.023(2) 0.018(2) -0.0036(17) -0.0023(19) -0.007(2) C19 0.025(3) 0.022(2) 0.019(2) -0.0052(17) -0.0028(18) -0.006(2) C20 0.029(3) 0.026(3) 0.025(3) -0.0036(19) -0.008(2) -0.006(2) C21 0.029(3) 0.017(2) 0.029(3) -0.0063(18) -0.004(2) -0.004(2) C22 0.041(3) 0.030(3) 0.019(2) -0.0074(19) 0.000(2) -0.014(2) C23 0.054(4) 0.028(3) 0.014(2) 0.0003(18) -0.004(2) -0.021(3) C24 0.021(3) 0.030(3) 0.024(2) -0.0076(19) -0.0056(19) -0.006(2) C25 0.028(3) 0.029(3) 0.034(3) -0.014(2) -0.009(2) -0.003(2) C26 0.031(3) 0.033(3) 0.028(3) -0.012(2) -0.012(2) -0.002(2) C27 0.034(3) 0.030(3) 0.031(3) -0.013(2) -0.010(2) 0.002(2) C28 0.031(3) 0.045(3) 0.037(3) -0.013(2) -0.014(2) 0.005(3) C29 0.037(4) 0.051(4) 0.030(3) -0.016(3) -0.013(2) 0.000(3) C30 0.030(3) 0.051(4) 0.034(3) -0.026(3) -0.004(2) -0.002(3) C31 0.024(3) 0.034(3) 0.040(3) -0.013(2) -0.010(2) -0.004(2) C32 0.036(4) 0.037(3) 0.044(4) -0.020(3) 0.003(3) -0.002(3) C33 0.028(3) 0.021(2) 0.022(2) -0.0027(18) -0.004(2) -0.005(2) C34 0.037(3) 0.033(3) 0.022(3) 0.000(2) -0.003(2) -0.020(2) C35 0.022(3) 0.036(3) 0.025(3) -0.006(2) -0.002(2) -0.011(2) C36 0.028(3) 0.026(3) 0.031(3) 0.003(2) -0.006(2) -0.006(2) C37 0.026(3) 0.023(3) 0.033(3) 0.002(2) -0.002(2) -0.009(2) C38 0.027(3) 0.021(2) 0.025(3) -0.0025(18) 0.000(2) -0.004(2) C39 0.043(4) 0.021(3) 0.026(3) -0.0025(19) -0.006(2) -0.010(2) C40 0.033(4) 0.068(4) 0.026(3) -0.012(3) -0.003(2) -0.022(3) C41 0.021(3) 0.025(2) 0.018(2) -0.0005(17) -0.0041(18) -0.008(2) C42 0.021(3) 0.026(2) 0.019(2) -0.0047(18) -0.0024(18) -0.005(2) C43 0.024(3) 0.030(3) 0.021(2) -0.0067(19) -0.0053(19) -0.009(2) C44 0.031(3) 0.032(3) 0.021(2) -0.0072(19) -0.003(2) -0.009(2) C45 0.018(3) 0.032(3) 0.025(3) -0.004(2) -0.0038(19) -0.003(2) C46 0.029(3) 0.038(3) 0.016(2) -0.0040(19) -0.0044(19) -0.014(2) C47 0.028(3) 0.030(3) 0.014(2) -0.0017(18) 0.0009(18) -0.014(2) C48 0.031(3) 0.028(3) 0.023(2) -0.0067(19) -0.007(2) -0.011(2) C49 0.038(4) 0.059(4) 0.051(4) -0.025(3) -0.006(3) -0.019(3) C50 0.043(4) 0.047(4) 0.040(3) -0.010(3) 0.001(3) -0.021(3) C51 0.028(3) 0.043(3) 0.038(3) -0.007(2) -0.008(2) -0.012(3) C52 0.035(4) 0.046(3) 0.040(3) -0.005(3) -0.007(3) -0.016(3) C53 0.049(4) 0.039(3) 0.050(4) -0.006(3) -0.018(3) -0.015(3) C54 0.035(4) 0.039(3) 0.038(3) -0.006(2) -0.005(2) -0.014(3) C55 0.048(5) 0.077(5) 0.043(4) -0.014(3) -0.010(3) -0.001(4) C56 0.048(5) 0.074(5) 0.057(5) -0.028(4) -0.009(4) 0.007(4) C57 0.104(7) 0.050(4) 0.055(5) -0.010(3) -0.033(5) 0.023(4) C58 0.092(6) 0.047(4) 0.041(4) -0.011(3) -0.016(4) 0.011(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 La1 O8 2.413(4) . ? La1 O28 2.417(4) 1_465 ? La1 O14 2.419(3) . ? La1 O2 2.443(4) . ? La1 O15 2.459(3) 2_576 ? La1 O19 2.530(4) . ? La1 O37 2.676(4) . ? La1 O20 2.930(4) . ? La1 C31 3.098(5) . ? La2 O34 2.363(3) 2_665 ? La2 O13 2.423(4) . ? La2 O1 2.431(4) . ? La2 O25 2.510(4) . ? La2 O9 2.543(4) . ? La2 O20 2.564(3) . ? La2 O38 2.571(4) . ? La2 O26 2.915(5) . ? La2 C39 3.074(5) . ? La3 O32 2.416(4) . ? La3 O10 2.481(4) . ? La3 O21 2.487(4) . ? La3 O33 2.494(4) 2_665 ? La3 O26 2.540(4) . ? La3 O4 2.564(3) 1_645 ? La3 O39 2.637(4) . ? La3 O9 2.814(4) . ? La3 O3 2.874(4) 1_645 ? La3 C16 3.013(5) . ? La3 C8 3.104(5) 1_645 ? La4 O16 2.404(3) 2_666 ? La4 O31 2.419(3) . ? La4 O22 2.444(5) . ? La4 O7 2.449(4) 1_645 ? La4 O27 2.465(4) . ? La4 O3 2.569(4) 1_645 ? La4 O40 2.583(4) . ? O1 C7 1.258(7) . ? O2 C7 1.239(7) . ? O3 C8 1.277(6) . ? O3 La4 2.569(4) 1_465 ? O3 La3 2.874(4) 1_465 ? O4 C8 1.257(6) . ? O4 La3 2.564(3) 1_465 ? O5 N1 1.217(7) . ? O6 N1 1.207(6) . ? O7 C15 1.256(6) . ? O7 La4 2.449(4) 1_465 ? O8 C15 1.245(6) . ? O9 C16 1.263(6) . ? O10 C16 1.236(6) . ? O11 N2 1.212(6) . ? O12 N2 1.230(6) . ? O13 C23 1.249(6) . ? O14 C23 1.255(6) . ? O15 C24 1.255(6) . ? O15 La1 2.459(3) 2_576 ? O16 C24 1.249(6) . ? O16 La4 2.404(3) 2_666 ? O17 N3 1.208(6) . ? O18 N3 1.208(6) . ? O19 C31 1.257(6) . ? O20 C31 1.276(6) . ? O21 C32 1.235(7) . ? O22 C32 1.248(8) . ? O23 N4 1.209(7) . ? O24 N4 1.213(7) . ? O25 C39 1.244(7) . ? O26 C39 1.257(6) . ? O27 C40 1.243(7) . ? O28 C40 1.252(8) . ? O28 La1 2.417(4) 1_645 ? O29 N5 1.193(7) . ? O30 N5 1.201(6) . ? O31 C47 1.262(6) . ? O32 C47 1.251(6) . ? O33 C48 1.243(6) . ? O33 La3 2.494(4) 2_665 ? O34 C48 1.261(6) . ? O34 La2 2.363(3) 2_665 ? O35 N6 1.212(6) . ? O36 N6 1.215(6) . ? N1 C5 1.484(6) . ? N2 C13 1.477(6) . ? N3 C21 1.471(6) . ? N4 C29 1.470(7) . ? N5 C37 1.481(6) . ? N6 C45 1.461(7) . ? N7 C53 1.328(8) . ? N7 C49 1.334(8) . ? N8 C56 1.310(9) . ? N8 C57 1.333(9) . ? C1 C2 1.392(7) . ? C1 C6 1.390(7) . ? C1 C7 1.511(7) . ? C2 C3 1.374(7) . ? C2 H2A 0.9300 . ? C3 C4 1.385(7) . ? C3 C8 1.501(6) . ? C4 C5 1.375(7) . ? C4 H4A 0.9300 . ? C5 C6 1.376(7) . ? C6 H6A 0.9300 . ? C8 La3 3.104(5) 1_465 ? C9 C14 1.392(6) . ? C9 C10 1.393(6) . ? C9 C15 1.490(7) . ? C10 C11 1.378(7) . ? C10 H10A 0.9300 . ? C11 C12 1.394(7) . ? C11 C16 1.507(7) . ? C12 C13 1.379(7) . ? C12 H12A 0.9300 . ? C13 C14 1.360(7) . ? C14 H14A 0.9300 . ? C17 C18 1.387(6) . ? C17 C22 1.394(7) . ? C17 C23 1.488(7) . ? C18 C19 1.378(6) . ? C18 H18A 0.9300 . ? C19 C20 1.395(6) . ? C19 C24 1.505(6) . ? C20 C21 1.378(7) . ? C20 H20A 0.9300 . ? C21 C22 1.373(7) . ? C22 H22A 0.9300 . ? C25 C26 1.388(7) . ? C25 C30 1.394(7) . ? C25 C31 1.486(7) . ? C26 C27 1.389(7) . ? C26 H26A 0.9300 . ? C27 C28 1.384(7) . ? C27 C32 1.511(7) . ? C28 C29 1.377(8) . ? C28 H28A 0.9300 . ? C29 C30 1.367(8) . ? C30 H30A 0.9300 . ? C33 C34 1.375(7) . ? C33 C38 1.388(6) . ? C33 C39 1.507(7) . ? C34 C35 1.383(7) . ? C34 H34A 0.9300 . ? C35 C36 1.402(7) . ? C35 C40 1.484(8) . ? C36 C37 1.357(7) . ? C36 H36A 0.9300 . ? C37 C38 1.379(7) . ? C38 H38B 0.9300 . ? C41 C42 1.383(7) . ? C41 C46 1.386(7) . ? C41 C47 1.511(6) . ? C42 C43 1.396(6) . ? C42 H42A 0.9300 . ? C43 C44 1.389(7) . ? C43 C48 1.499(7) . ? C44 C45 1.376(7) . ? C44 H44A 0.9300 . ? C45 C46 1.396(7) . ? C46 H46A 0.9300 . ? C49 C50 1.387(9) . ? C49 H49A 0.9300 . ? C50 C51 1.386(8) . ? C50 H50A 0.9300 . ? C51 C52 1.382(8) . ? C51 C54 1.484(8) . ? C52 C53 1.383(8) . ? C52 H52A 0.9300 . ? C53 H53A 0.9300 . ? C54 C58 1.361(9) . ? C54 C55 1.371(8) . ? C55 C56 1.356(10) . ? C55 H55A 0.9300 . ? C56 H56A 0.9300 . ? C57 C58 1.379(10) . ? C57 H57A 0.9300 . ? C58 H58A 0.9300 . ? 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 O8 La1 O28 106.78(16) . 1_465 ? O8 La1 O14 142.86(12) . . ? O28 La1 O14 97.01(16) 1_465 . ? O8 La1 O2 71.37(14) . . ? O28 La1 O2 79.88(18) 1_465 . ? O14 La1 O2 85.65(13) . . ? O8 La1 O15 81.34(13) . 2_576 ? O28 La1 O15 85.96(16) 1_465 2_576 ? O14 La1 O15 129.32(12) . 2_576 ? O2 La1 O15 143.81(13) . 2_576 ? O8 La1 O19 91.82(15) . . ? O28 La1 O19 154.62(16) 1_465 . ? O14 La1 O19 76.59(15) . . ? O2 La1 O19 123.31(15) . . ? O15 La1 O19 79.81(13) 2_576 . ? O8 La1 O37 146.70(12) . . ? O28 La1 O37 72.47(16) 1_465 . ? O14 La1 O37 67.53(12) . . ? O2 La1 O37 138.01(14) . . ? O15 La1 O37 65.36(12) 2_576 . ? O19 La1 O37 82.48(15) . . ? O8 La1 O20 78.00(12) . . ? O28 La1 O20 152.62(15) 1_465 . ? O14 La1 O20 68.22(12) . . ? O2 La1 O20 76.22(14) . . ? O15 La1 O20 121.34(12) 2_576 . ? O19 La1 O20 47.14(11) . . ? O37 La1 O20 118.50(13) . . ? O8 La1 C31 86.64(15) . . ? O28 La1 C31 165.71(16) 1_465 . ? O14 La1 C31 68.86(14) . . ? O2 La1 C31 100.42(15) . . ? O15 La1 C31 101.24(13) 2_576 . ? O19 La1 C31 23.09(12) . . ? O37 La1 C31 99.13(15) . . ? O20 La1 C31 24.23(12) . . ? O34 La2 O13 137.71(14) 2_665 . ? O34 La2 O1 83.69(15) 2_665 . ? O13 La2 O1 107.25(15) . . ? O34 La2 O25 80.89(15) 2_665 . ? O13 La2 O25 70.18(14) . . ? O1 La2 O25 151.05(16) . . ? O34 La2 O9 76.55(13) 2_665 . ? O13 La2 O9 142.66(14) . . ? O1 La2 O9 87.62(13) . . ? O25 La2 O9 112.15(13) . . ? O34 La2 O20 151.25(13) 2_665 . ? O13 La2 O20 71.02(13) . . ? O1 La2 O20 85.47(14) . . ? O25 La2 O20 118.75(15) . . ? O9 La2 O20 76.46(11) . . ? O34 La2 O38 73.86(13) 2_665 . ? O13 La2 O38 70.02(15) . . ? O1 La2 O38 75.46(14) . . ? O25 La2 O38 76.78(15) . . ? O9 La2 O38 147.20(13) . . ? O20 La2 O38 128.53(12) . . ? O34 La2 O26 72.42(13) 2_665 . ? O13 La2 O26 105.61(13) . . ? O1 La2 O26 147.13(13) . . ? O25 La2 O26 46.81(12) . . ? O9 La2 O26 65.40(11) . . ? O20 La2 O26 104.72(11) . . ? O38 La2 O26 117.19(12) . . ? O34 La2 C39 78.06(14) 2_665 . ? O13 La2 C39 85.80(14) . . ? O1 La2 C39 161.70(15) . . ? O25 La2 C39 23.03(14) . . ? O9 La2 C39 89.41(13) . . ? O20 La2 C39 111.35(13) . . ? O38 La2 C39 97.94(14) . . ? O26 La2 C39 24.04(12) . . ? O32 La3 O10 77.41(13) . . ? O32 La3 O21 81.87(12) . . ? O10 La3 O21 81.49(18) . . ? O32 La3 O33 128.56(11) . 2_665 ? O10 La3 O33 106.46(16) . 2_665 ? O21 La3 O33 149.34(12) . 2_665 ? O32 La3 O26 150.70(13) . . ? O10 La3 O26 111.52(14) . . ? O21 La3 O26 72.45(13) . . ? O33 La3 O26 77.16(12) 2_665 . ? O32 La3 O4 76.62(13) . 1_645 ? O10 La3 O4 145.61(15) . 1_645 ? O21 La3 O4 116.39(14) . 1_645 ? O33 La3 O4 73.75(12) 2_665 1_645 ? O26 La3 O4 102.14(14) . 1_645 ? O32 La3 O39 70.33(13) . . ? O10 La3 O39 71.24(17) . . ? O21 La3 O39 144.36(14) . . ? O33 La3 O39 63.43(13) 2_665 . ? O26 La3 O39 138.74(13) . . ? O4 La3 O39 79.01(15) 1_645 . ? O32 La3 O9 125.46(11) . . ? O10 La3 O9 48.27(11) . . ? O21 La3 O9 85.25(14) . . ? O33 La3 O9 79.26(11) 2_665 . ? O26 La3 O9 67.03(12) . . ? O4 La3 O9 152.65(11) 1_645 . ? O39 La3 O9 92.92(14) . . ? O32 La3 O3 67.67(11) . 1_645 ? O10 La3 O3 136.50(14) . 1_645 ? O21 La3 O3 68.94(13) . 1_645 ? O33 La3 O3 115.33(11) 2_665 1_645 ? O26 La3 O3 89.66(12) . 1_645 ? O4 La3 O3 47.47(11) 1_645 1_645 ? O39 La3 O3 117.16(14) . 1_645 ? O9 La3 O3 149.80(10) . 1_645 ? O32 La3 C16 100.83(13) . . ? O10 La3 C16 23.54(13) . . ? O21 La3 C16 82.44(16) . . ? O33 La3 C16 93.60(14) 2_665 . ? O26 La3 C16 89.72(14) . . ? O4 La3 C16 159.96(14) 1_645 . ? O39 La3 C16 81.42(15) . . ? O9 La3 C16 24.73(12) . . ? O3 La3 C16 150.13(13) 1_645 . ? O32 La3 C8 69.87(12) . 1_645 ? O10 La3 C8 147.27(13) . 1_645 ? O21 La3 C8 93.22(15) . 1_645 ? O33 La3 C8 94.52(13) 2_665 1_645 ? O26 La3 C8 97.27(13) . 1_645 ? O4 La3 C8 23.21(12) 1_645 1_645 ? O39 La3 C8 97.48(15) . 1_645 ? O9 La3 C8 163.98(11) . 1_645 ? O3 La3 C8 24.28(11) 1_645 1_645 ? C16 La3 C8 170.29(13) . 1_645 ? O16 La4 O31 140.59(12) 2_666 . ? O16 La4 O22 77.70(16) 2_666 . ? O31 La4 O22 102.31(16) . . ? O16 La4 O7 91.85(14) 2_666 1_645 ? O31 La4 O7 78.40(13) . 1_645 ? O22 La4 O7 164.46(19) . 1_645 ? O16 La4 O27 73.17(13) 2_666 . ? O31 La4 O27 145.67(13) . . ? O22 La4 O27 89.53(19) . . ? O7 La4 O27 98.51(16) 1_645 . ? O16 La4 O3 145.55(12) 2_666 1_645 ? O31 La4 O3 73.82(12) . 1_645 ? O22 La4 O3 99.64(17) . 1_645 ? O7 La4 O3 95.47(13) 1_645 1_645 ? O27 La4 O3 72.46(13) . 1_645 ? O16 La4 O40 68.81(13) 2_666 . ? O31 La4 O40 71.78(13) . . ? O22 La4 O40 89.85(19) . . ? O7 La4 O40 75.53(14) 1_645 . ? O27 La4 O40 141.19(14) . . ? O3 La4 O40 145.52(12) 1_645 . ? C7 O1 La2 132.6(4) . . ? C7 O2 La1 144.6(4) . . ? C8 O3 La4 145.8(3) . 1_465 ? C8 O3 La3 88.0(3) . 1_465 ? La4 O3 La3 116.63(12) 1_465 1_465 ? C8 O4 La3 103.3(3) . 1_465 ? C15 O7 La4 125.8(3) . 1_465 ? C15 O8 La1 179.2(3) . . ? C16 O9 La2 161.2(3) . . ? C16 O9 La3 86.5(3) . . ? La2 O9 La3 112.08(12) . . ? C16 O10 La3 103.2(3) . . ? C23 O13 La2 139.2(3) . . ? C23 O14 La1 141.1(3) . . ? C24 O15 La1 141.2(3) . 2_576 ? C24 O16 La4 150.0(3) . 2_666 ? C31 O19 La1 104.8(3) . . ? C31 O20 La2 143.9(3) . . ? C31 O20 La1 85.3(3) . . ? La2 O20 La1 117.37(13) . . ? C32 O21 La3 166.9(4) . . ? C32 O22 La4 116.6(4) . . ? C39 O25 La2 104.9(3) . . ? C39 O26 La3 157.9(4) . . ? C39 O26 La2 85.1(3) . . ? La3 O26 La2 109.01(13) . . ? C40 O27 La4 172.0(5) . . ? C40 O28 La1 121.3(4) . 1_645 ? C47 O31 La4 131.1(3) . . ? C47 O32 La3 140.4(3) . . ? C48 O33 La3 134.0(3) . 2_665 ? C48 O34 La2 148.9(4) . 2_665 ? O6 N1 O5 123.6(5) . . ? O6 N1 C5 118.6(5) . . ? O5 N1 C5 117.8(5) . . ? O11 N2 O12 123.4(4) . . ? O11 N2 C13 119.3(4) . . ? O12 N2 C13 117.3(4) . . ? O18 N3 O17 123.4(5) . . ? O18 N3 C21 118.3(5) . . ? O17 N3 C21 118.3(5) . . ? O23 N4 O24 123.6(6) . . ? O23 N4 C29 119.1(6) . . ? O24 N4 C29 117.3(6) . . ? O29 N5 O30 124.0(5) . . ? O29 N5 C37 118.1(5) . . ? O30 N5 C37 117.9(5) . . ? O35 N6 O36 123.3(5) . . ? O35 N6 C45 118.8(5) . . ? O36 N6 C45 117.9(5) . . ? C53 N7 C49 115.7(5) . . ? C56 N8 C57 114.8(6) . . ? C2 C1 C6 119.3(5) . . ? C2 C1 C7 120.6(5) . . ? C6 C1 C7 120.2(5) . . ? C3 C2 C1 120.7(5) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C2 C3 C4 120.4(4) . . ? C2 C3 C8 121.0(4) . . ? C4 C3 C8 118.6(4) . . ? C5 C4 C3 118.3(5) . . ? C5 C4 H4A 120.9 . . ? C3 C4 H4A 120.9 . . ? C4 C5 C6 122.6(5) . . ? C4 C5 N1 118.2(5) . . ? C6 C5 N1 119.2(5) . . ? C5 C6 C1 118.7(5) . . ? C5 C6 H6A 120.6 . . ? C1 C6 H6A 120.6 . . ? O2 C7 O1 124.7(5) . . ? O2 C7 C1 119.0(5) . . ? O1 C7 C1 116.3(5) . . ? O4 C8 O3 121.1(4) . . ? O4 C8 C3 119.8(4) . . ? O3 C8 C3 119.0(5) . . ? O4 C8 La3 53.5(2) . 1_465 ? O3 C8 La3 67.7(3) . 1_465 ? C3 C8 La3 172.5(3) . 1_465 ? C14 C9 C10 118.8(4) . . ? C14 C9 C15 121.1(4) . . ? C10 C9 C15 120.0(4) . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10A 119.6 . . ? C9 C10 H10A 119.6 . . ? C10 C11 C12 120.4(4) . . ? C10 C11 C16 121.4(4) . . ? C12 C11 C16 118.2(4) . . ? C13 C12 C11 117.4(5) . . ? C13 C12 H12A 121.3 . . ? C11 C12 H12A 121.3 . . ? C14 C13 C12 123.3(4) . . ? C14 C13 N2 118.9(4) . . ? C12 C13 N2 117.7(5) . . ? C13 C14 C9 119.2(4) . . ? C13 C14 H14A 120.4 . . ? C9 C14 H14A 120.4 . . ? O8 C15 O7 123.0(5) . . ? O8 C15 C9 118.7(5) . . ? O7 C15 C9 118.3(4) . . ? O10 C16 O9 122.1(4) . . ? O10 C16 C11 117.4(5) . . ? O9 C16 C11 120.6(4) . . ? O10 C16 La3 53.3(3) . . ? O9 C16 La3 68.8(3) . . ? C11 C16 La3 170.6(4) . . ? C18 C17 C22 119.1(4) . . ? C18 C17 C23 120.6(4) . . ? C22 C17 C23 120.3(4) . . ? C19 C18 C17 121.3(4) . . ? C19 C18 H18A 119.3 . . ? C17 C18 H18A 119.3 . . ? C18 C19 C20 120.2(4) . . ? C18 C19 C24 120.4(4) . . ? C20 C19 C24 119.4(4) . . ? C21 C20 C19 117.3(5) . . ? C21 C20 H20A 121.3 . . ? C19 C20 H20A 121.3 . . ? C22 C21 C20 123.7(4) . . ? C22 C21 N3 119.0(4) . . ? C20 C21 N3 117.3(4) . . ? C21 C22 C17 118.4(4) . . ? C21 C22 H22A 120.8 . . ? C17 C22 H22A 120.8 . . ? O13 C23 O14 123.7(5) . . ? O13 C23 C17 117.8(5) . . ? O14 C23 C17 118.5(4) . . ? O16 C24 O15 124.8(4) . . ? O16 C24 C19 117.2(4) . . ? O15 C24 C19 117.9(4) . . ? C26 C25 C30 119.8(5) . . ? C26 C25 C31 120.9(5) . . ? C30 C25 C31 119.3(5) . . ? C27 C26 C25 120.7(5) . . ? C27 C26 H26A 119.6 . . ? C25 C26 H26A 119.6 . . ? C28 C27 C26 119.4(5) . . ? C28 C27 C32 119.3(5) . . ? C26 C27 C32 121.3(5) . . ? C29 C28 C27 118.7(5) . . ? C29 C28 H28A 120.7 . . ? C27 C28 H28A 120.7 . . ? C30 C29 C28 123.1(5) . . ? C30 C29 N4 118.4(5) . . ? C28 C29 N4 118.4(5) . . ? C29 C30 C25 118.1(5) . . ? C29 C30 H30A 120.9 . . ? C25 C30 H30A 120.9 . . ? O19 C31 O20 121.9(5) . . ? O19 C31 C25 118.4(5) . . ? O20 C31 C25 119.6(5) . . ? O19 C31 La1 52.1(3) . . ? O20 C31 La1 70.5(3) . . ? C25 C31 La1 165.4(4) . . ? O21 C32 O22 124.0(6) . . ? O21 C32 C27 118.7(6) . . ? O22 C32 C27 117.3(6) . . ? C34 C33 C38 119.5(5) . . ? C34 C33 C39 121.2(4) . . ? C38 C33 C39 119.2(5) . . ? C33 C34 C35 121.6(4) . . ? C33 C34 H34A 119.2 . . ? C35 C34 H34A 119.2 . . ? C34 C35 C36 119.0(5) . . ? C34 C35 C40 122.0(5) . . ? C36 C35 C40 119.0(5) . . ? C37 C36 C35 118.1(5) . . ? C37 C36 H36A 120.9 . . ? C35 C36 H36A 120.9 . . ? C36 C37 C38 123.6(5) . . ? C36 C37 N5 117.6(4) . . ? C38 C37 N5 118.7(5) . . ? C37 C38 C33 118.0(5) . . ? C37 C38 H38B 121.0 . . ? C33 C38 H38B 121.0 . . ? O25 C39 O26 121.9(5) . . ? O25 C39 C33 118.7(4) . . ? O26 C39 C33 119.4(5) . . ? O25 C39 La2 52.1(3) . . ? O26 C39 La2 70.9(3) . . ? C33 C39 La2 164.8(3) . . ? O27 C40 O28 122.7(6) . . ? O27 C40 C35 120.1(6) . . ? O28 C40 C35 117.2(5) . . ? C42 C41 C46 120.4(4) . . ? C42 C41 C47 119.4(4) . . ? C46 C41 C47 120.1(4) . . ? C41 C42 C43 120.8(5) . . ? C41 C42 H42A 119.6 . . ? C43 C42 H42A 119.6 . . ? C44 C43 C42 119.2(5) . . ? C44 C43 C48 119.3(4) . . ? C42 C43 C48 121.5(5) . . ? C45 C44 C43 119.4(4) . . ? C45 C44 H44A 120.3 . . ? C43 C44 H44A 120.3 . . ? C44 C45 C46 122.1(5) . . ? C44 C45 N6 118.3(4) . . ? C46 C45 N6 119.6(5) . . ? C41 C46 C45 118.1(5) . . ? C41 C46 H46A 120.9 . . ? C45 C46 H46A 120.9 . . ? O32 C47 O31 124.5(4) . . ? O32 C47 C41 118.0(4) . . ? O31 C47 C41 117.5(5) . . ? O33 C48 O34 125.5(5) . . ? O33 C48 C43 119.3(4) . . ? O34 C48 C43 115.1(5) . . ? N7 C49 C50 124.8(6) . . ? N7 C49 H49A 117.6 . . ? C50 C49 H49A 117.6 . . ? C51 C50 C49 118.5(6) . . ? C51 C50 H50A 120.8 . . ? C49 C50 H50A 120.8 . . ? C52 C51 C50 117.4(6) . . ? C52 C51 C54 121.6(5) . . ? C50 C51 C54 121.1(5) . . ? C53 C52 C51 119.5(6) . . ? C53 C52 H52A 120.2 . . ? C51 C52 H52A 120.2 . . ? N7 C53 C52 124.1(6) . . ? N7 C53 H53A 117.9 . . ? C52 C53 H53A 117.9 . . ? C58 C54 C55 116.4(6) . . ? C58 C54 C51 121.4(5) . . ? C55 C54 C51 122.2(6) . . ? C56 C55 C54 119.5(7) . . ? C56 C55 H55A 120.2 . . ? C54 C55 H55A 120.2 . . ? N8 C56 C55 125.6(7) . . ? N8 C56 H56A 117.2 . . ? C55 C56 H56A 117.2 . . ? N8 C57 C58 123.6(7) . . ? N8 C57 H57A 118.2 . . ? C58 C57 H57A 118.2 . . ? C54 C58 C57 120.0(7) . . ? C54 C58 H58A 120.0 . . ? C57 C58 H58A 120.0 . . ? 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 C57 H57A O17 0.93 2.29 3.042(8) 137.5 2_656 C56 H56A O35 0.93 2.33 3.218(8) 159.6 2_755 C53 H53A O33 0.93 2.57 3.474(7) 163.0 2_665 C49 H49A O15 0.93 2.66 3.566(8) 163.8 2_566 C49 H49A O16 0.93 2.58 3.391(8) 146.1 2_566 C2 H2A O27 0.93 2.54 3.452(7) 165.5 1_465 C14 H14A O36 0.93 2.59 2.891(7) 99.5 1_465 _diffrn_measured_fraction_theta_max 0.840 _diffrn_reflns_theta_full 20.00 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.708 _refine_diff_density_min -0.949 _refine_diff_density_rms 0.199 # = = = END data_2 _database_code_depnum_ccdc_archive 'CCDC 636055' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H34 N8 O40 Pr4' _chemical_formula_weight 2046.57 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.275(3) _cell_length_b 13.386(3) _cell_length_c 22.313(5) _cell_angle_alpha 76.23(3) _cell_angle_beta 75.33(3) _cell_angle_gamma 68.03(3) _cell_volume 3247.1(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 23063 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 27.52 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.093 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1988 _exptl_absorpt_coefficient_mu 3.064 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3843 _exptl_absorpt_correction_T_max 0.7961 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 26471 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0471 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 14262 _reflns_number_gt 11854 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0565P)^2^+3.7656P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 14262 _refine_ls_number_parameters 991 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.1064 _refine_ls_wR_factor_gt 0.0985 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.101 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pr1 Pr 0.54994(2) -0.01299(2) 0.648113(11) 0.01902(7) Uani 1 1 d . . . Pr2 Pr 0.37205(2) 0.29987(2) 0.743532(11) 0.01909(7) Uani 1 1 d . . . Pr3 Pr 0.00813(2) 0.44179(2) 0.855043(11) 0.01935(7) Uani 1 1 d . . . Pr4 Pr -0.33460(2) 0.62648(2) 0.767533(11) 0.02149(7) Uani 1 1 d . . . O1 O 0.3453(3) 0.0710(3) 0.6234(2) 0.0396(10) Uani 1 1 d . . . O2 O 0.3404(3) 0.1600(3) 0.69618(16) 0.0290(8) Uani 1 1 d . . . O3 O -0.0699(4) 0.4122(4) 0.77423(18) 0.0454(11) Uani 1 1 d . . . O4 O -0.2000(4) 0.4844(4) 0.7109(2) 0.0633(17) Uani 1 1 d . . . O5 O -0.0659(5) 0.4222(6) 0.4914(2) 0.0721(19) Uani 1 1 d . . . O6 O 0.1120(5) 0.3196(6) 0.4619(2) 0.088(2) Uani 1 1 d . . . O7 O 0.4636(5) 0.3106(3) 0.63543(16) 0.0427(11) Uani 1 1 d . . . O8 O 0.5501(4) 0.1615(3) 0.59199(16) 0.0325(9) Uani 1 1 d . . . O9 O 0.4647(3) 0.1653(3) 0.38578(16) 0.0276(8) Uani 1 1 d . . . O10 O 0.4226(3) 0.3246(3) 0.32202(15) 0.0275(8) Uani 1 1 d . . . O11 O 0.2680(6) 0.6563(4) 0.4115(2) 0.0670(17) Uani 1 1 d . . . O12 O 0.3009(5) 0.6571(3) 0.5009(2) 0.0470(12) Uani 1 1 d . . . O13 O 0.2990(5) 0.4883(4) 0.6923(2) 0.069(2) Uani 1 1 d . . . O14 O 0.1335(5) 0.4844(4) 0.7540(2) 0.0537(14) Uani 1 1 d . . . O15 O -0.2486(4) 0.7533(5) 0.69449(19) 0.0549(14) Uani 1 1 d . . . O16 O -0.2399(4) 0.8979(4) 0.6249(2) 0.0557(14) Uani 1 1 d . . . O17 O 0.1398(5) 0.9348(6) 0.5169(4) 0.107(3) Uani 1 1 d U . . O18 O 0.2898(4) 0.8506(4) 0.5609(2) 0.0475(11) Uani 1 1 d . . . O19 O 0.5043(4) 0.1442(3) 0.7972(2) 0.0436(11) Uani 1 1 d . . . O20 O 0.6125(4) 0.0344(3) 0.72777(18) 0.0401(10) Uani 1 1 d . . . O21 O 0.8219(3) -0.3599(3) 0.81685(15) 0.0268(8) Uani 1 1 d . . . O22 O 0.9226(4) -0.3726(3) 0.8887(2) 0.0365(10) Uani 1 1 d . . . O23 O 0.6890(5) -0.1236(5) 1.0434(2) 0.0636(16) Uani 1 1 d . . . O24 O 0.6006(5) 0.0452(4) 1.0097(2) 0.0610(15) Uani 1 1 d . . . O25 O 0.0385(4) 0.2482(3) 0.8867(2) 0.0549(14) Uani 1 1 d . . . O26 O 0.2024(4) 0.2553(3) 0.82057(16) 0.0307(8) Uani 1 1 d . . . O27 O 0.4776(4) -0.1024(3) 0.74692(17) 0.0366(10) Uani 1 1 d . . . O28 O 0.4965(4) -0.2450(3) 0.82187(19) 0.0378(10) Uani 1 1 d . . . O29 O 0.0928(4) -0.2433(4) 0.9436(2) 0.0433(10) Uani 1 1 d . . . O30 O -0.0412(4) -0.0926(4) 0.9631(3) 0.0639(16) Uani 1 1 d . . . O31 O 0.3488(3) 0.3847(4) 0.82801(16) 0.0325(9) Uani 1 1 d . . . O32 O 0.1741(3) 0.4632(3) 0.88693(16) 0.0304(9) Uani 1 1 d . . . O33 O 0.1858(3) 0.5532(3) 1.08793(14) 0.0268(8) Uani 1 1 d . . . O34 O 0.3509(3) 0.4762(3) 1.12921(14) 0.0252(8) Uani 1 1 d . . . O35 O 0.7130(4) 0.2597(5) 1.0011(2) 0.0535(14) Uani 1 1 d . . . O36 O 0.7017(4) 0.2120(5) 0.9190(2) 0.0618(16) Uani 1 1 d . . . O37 O 0.6113(4) -0.0117(4) 0.52629(18) 0.0423(11) Uani 1 1 d . . . O38 O 0.5563(4) 0.3514(4) 0.72846(19) 0.0379(9) Uani 1 1 d . . . O39 O 0.0120(4) 0.3903(4) 0.97447(19) 0.0458(11) Uani 1 1 d . . . O40 O -0.5026(4) 0.5480(3) 0.78603(18) 0.0353(9) Uani 1 1 d . . . N1 N 0.0304(5) 0.3588(6) 0.5020(2) 0.0536(17) Uani 1 1 d . . . N2 N 0.3036(5) 0.6100(4) 0.4602(2) 0.0344(11) Uani 1 1 d . . . N3 N 0.1898(4) 0.8644(4) 0.5549(3) 0.0447(14) Uani 1 1 d . . . N4 N 0.6553(5) -0.0497(4) 1.0016(2) 0.0406(13) Uani 1 1 d . . . N5 N 0.0585(4) -0.1454(4) 0.9399(2) 0.0316(10) Uani 1 1 d . . . N6 N 0.6584(4) 0.2628(4) 0.9629(2) 0.0332(11) Uani 1 1 d . . . N7 N 0.7264(5) 0.2899(5) 0.2348(2) 0.0412(12) Uani 1 1 d . . . N8 N 1.2212(5) -0.1940(5) 0.2739(3) 0.0531(15) Uani 1 1 d . . . C1 C 0.1788(5) 0.2308(4) 0.6405(2) 0.0269(11) Uani 1 1 d . . . C2 C 0.0961(5) 0.2865(4) 0.6863(2) 0.0251(11) Uani 1 1 d . . . H2A H 0.1122 0.2722 0.7266 0.030 Uiso 1 1 calc R . . C3 C -0.0109(5) 0.3636(4) 0.6728(2) 0.0278(11) Uani 1 1 d . . . C4 C -0.0344(5) 0.3874(5) 0.6126(2) 0.0325(13) Uani 1 1 d . . . H4A H -0.1053 0.4399 0.6028 0.039 Uiso 1 1 calc R . . C5 C 0.0505(5) 0.3309(5) 0.5676(2) 0.0349(14) Uani 1 1 d . . . C6 C 0.1552(5) 0.2516(5) 0.5801(2) 0.0341(13) Uani 1 1 d . . . H6A H 0.2089 0.2127 0.5492 0.041 Uiso 1 1 calc R . . C7 C 0.2954(4) 0.1483(5) 0.6549(2) 0.0286(11) Uani 1 1 d . . . C8 C -0.0995(5) 0.4251(5) 0.7232(3) 0.0345(13) Uani 1 1 d . . . C9 C 0.4433(4) 0.3227(4) 0.5317(2) 0.0229(10) Uani 1 1 d . . . C10 C 0.4538(4) 0.2691(4) 0.4837(2) 0.0201(9) Uani 1 1 d . . . H10A H 0.4861 0.1933 0.4890 0.024 Uiso 1 1 calc R . . C11 C 0.4172(4) 0.3261(4) 0.4279(2) 0.0213(10) Uani 1 1 d . . . C12 C 0.3687(4) 0.4387(4) 0.4199(2) 0.0231(10) Uani 1 1 d . . . H12A H 0.3455 0.4784 0.3822 0.028 Uiso 1 1 calc R . . C13 C 0.3555(5) 0.4910(4) 0.4691(2) 0.0238(10) Uani 1 1 d . . . C14 C 0.3913(5) 0.4368(4) 0.5254(2) 0.0246(10) Uani 1 1 d . . . H14A H 0.3813 0.4741 0.5578 0.030 Uiso 1 1 calc R . . C15 C 0.4898(5) 0.2600(4) 0.5909(2) 0.0290(12) Uani 1 1 d . . . C16 C 0.4351(4) 0.2678(4) 0.3749(2) 0.0204(10) Uani 1 1 d . . . C17 C 0.1259(4) 0.6375(4) 0.6729(2) 0.0221(10) Uani 1 1 d . . . C18 C 0.0024(4) 0.6725(4) 0.6807(2) 0.0258(11) Uani 1 1 d . . . H18A H -0.0398 0.6314 0.7097 0.031 Uiso 1 1 calc R . . C19 C -0.0584(4) 0.7675(4) 0.6457(2) 0.0250(10) Uani 1 1 d . . . C20 C 0.0043(4) 0.8290(4) 0.6026(2) 0.0269(11) Uani 1 1 d . . . H20A H -0.0353 0.8929 0.5782 0.032 Uiso 1 1 calc R . . C21 C 0.1253(5) 0.7935(4) 0.5968(2) 0.0272(11) Uani 1 1 d . . . C22 C 0.1896(4) 0.6978(4) 0.6310(2) 0.0231(10) Uani 1 1 d . . . H22A H 0.2724 0.6756 0.6257 0.028 Uiso 1 1 calc R . . C23 C 0.1909(6) 0.5298(4) 0.7094(2) 0.0305(12) Uani 1 1 d . . . C24 C -0.1917(5) 0.8074(5) 0.6553(2) 0.0324(13) Uani 1 1 d . . . C25 C 0.6395(5) -0.0251(4) 0.8338(2) 0.0254(11) Uani 1 1 d . . . C26 C 0.7102(4) -0.1304(4) 0.8225(2) 0.0213(10) Uani 1 1 d . . . H26A H 0.7207 -0.1489 0.7833 0.026 Uiso 1 1 calc R . . C27 C 0.7654(4) -0.2084(4) 0.8693(2) 0.0223(10) Uani 1 1 d . . . C28 C 0.7484(5) -0.1796(4) 0.9278(2) 0.0276(11) Uani 1 1 d . . . H28A H 0.7853 -0.2299 0.9595 0.033 Uiso 1 1 calc R . . C29 C 0.6765(5) -0.0760(4) 0.9382(2) 0.0284(12) Uani 1 1 d . . . C30 C 0.6215(5) 0.0021(4) 0.8926(2) 0.0281(11) Uani 1 1 d . . . H30A H 0.5733 0.0716 0.9011 0.034 Uiso 1 1 calc R . . C31 C 0.5813(5) 0.0585(4) 0.7821(2) 0.0272(11) Uani 1 1 d . . . C32 C 0.8413(4) -0.3197(4) 0.8576(2) 0.0231(10) Uani 1 1 d . . . C33 C 0.1778(5) 0.0806(4) 0.8618(2) 0.0253(11) Uani 1 1 d . . . C34 C 0.2878(4) 0.0228(4) 0.8297(2) 0.0238(10) Uani 1 1 d . . . H34A H 0.3368 0.0603 0.8034 0.029 Uiso 1 1 calc R . . C35 C 0.3253(4) -0.0895(4) 0.8363(2) 0.0220(10) Uani 1 1 d . . . C36 C 0.2516(4) -0.1457(4) 0.8745(2) 0.0218(10) Uani 1 1 d . . . H36A H 0.2764 -0.2215 0.8802 0.026 Uiso 1 1 calc R . . C37 C 0.1402(5) -0.0861(4) 0.9039(2) 0.0258(11) Uani 1 1 d . . . C38 C 0.1017(5) 0.0249(4) 0.8986(2) 0.0245(10) Uani 1 1 d . . . H38B H 0.0264 0.0625 0.9192 0.029 Uiso 1 1 calc R . . C39 C 0.1365(5) 0.2016(4) 0.8561(2) 0.0270(11) Uani 1 1 d . . . C40 C 0.4411(4) -0.1501(4) 0.7992(2) 0.0237(10) Uani 1 1 d . . . C41 C 0.3522(4) 0.4074(4) 0.9283(2) 0.0205(9) Uani 1 1 d . . . C42 C 0.2957(4) 0.4577(4) 0.9809(2) 0.0228(10) Uani 1 1 d . . . H42A H 0.2159 0.5016 0.9843 0.027 Uiso 1 1 calc R . . C43 C 0.3569(4) 0.4434(4) 1.0283(2) 0.0217(10) Uani 1 1 d . . . C44 C 0.4767(4) 0.3767(4) 1.0233(2) 0.0237(10) Uani 1 1 d . . . H44A H 0.5189 0.3648 1.0550 0.028 Uiso 1 1 calc R . . C45 C 0.5307(4) 0.3292(4) 0.9700(2) 0.0252(11) Uani 1 1 d . . . C46 C 0.4713(5) 0.3434(4) 0.9227(2) 0.0251(10) Uani 1 1 d . . . H46A H 0.5106 0.3105 0.8873 0.030 Uiso 1 1 calc R . . C47 C 0.2847(5) 0.4196(4) 0.8773(2) 0.0239(10) Uani 1 1 d . . . C48 C 0.2928(4) 0.4955(4) 1.0857(2) 0.0203(9) Uani 1 1 d . . . C49 C 0.8362(6) 0.2806(5) 0.2000(3) 0.0421(15) Uani 1 1 d . . . H49A H 0.8466 0.3405 0.1711 0.051 Uiso 1 1 calc R . . C50 C 0.9335(5) 0.1866(5) 0.2055(3) 0.0364(13) Uani 1 1 d . . . H50A H 1.0065 0.1828 0.1791 0.044 Uiso 1 1 calc R . . C51 C 0.9223(5) 0.0983(5) 0.2502(2) 0.0304(11) Uani 1 1 d . . . C52 C 0.8099(6) 0.1073(5) 0.2867(3) 0.0385(13) Uani 1 1 d . . . H52A H 0.7979 0.0496 0.3172 0.046 Uiso 1 1 calc R . . C53 C 0.7168(6) 0.2028(6) 0.2770(3) 0.0423(15) Uani 1 1 d . . . H53A H 0.6421 0.2071 0.3015 0.051 Uiso 1 1 calc R . . C54 C 1.1538(9) -0.1424(7) 0.3217(4) 0.074(3) Uani 1 1 d . . . H54A H 1.1752 -0.1691 0.3610 0.089 Uiso 1 1 calc R . . C55 C 1.0548(8) -0.0522(6) 0.3155(3) 0.063(2) Uani 1 1 d . . . H55A H 1.0073 -0.0221 0.3508 0.076 Uiso 1 1 calc R . . C56 C 1.0248(5) -0.0054(5) 0.2573(3) 0.0354(13) Uani 1 1 d . . . C57 C 1.0968(6) -0.0557(6) 0.2085(3) 0.0512(19) Uani 1 1 d . . . H57A H 1.0821 -0.0267 0.1679 0.061 Uiso 1 1 calc R . . C58 C 1.1917(7) -0.1498(7) 0.2188(4) 0.063(2) Uani 1 1 d . . . H58A H 1.2376 -0.1839 0.1846 0.075 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr1 0.01770(13) 0.01602(13) 0.02197(13) -0.00219(9) -0.00650(9) -0.00274(10) Pr2 0.02649(14) 0.01440(12) 0.01547(12) -0.00341(9) -0.00788(9) -0.00256(10) Pr3 0.01804(13) 0.01650(13) 0.02241(13) -0.00385(9) -0.00503(9) -0.00321(10) Pr4 0.01759(13) 0.02990(15) 0.01478(12) -0.00514(10) -0.00434(9) -0.00362(11) O1 0.0223(19) 0.036(2) 0.066(3) -0.033(2) -0.0172(18) 0.0046(17) O2 0.0255(19) 0.032(2) 0.0326(19) -0.0068(15) -0.0109(14) -0.0089(16) O3 0.043(3) 0.072(3) 0.035(2) -0.035(2) 0.0070(17) -0.028(2) O4 0.047(3) 0.060(3) 0.046(3) -0.023(2) 0.001(2) 0.026(3) O5 0.048(3) 0.112(5) 0.040(3) -0.003(3) -0.024(2) -0.003(3) O6 0.067(4) 0.140(6) 0.036(3) -0.042(3) -0.010(2) 0.007(4) O7 0.086(3) 0.030(2) 0.0169(17) -0.0072(15) -0.0080(18) -0.023(2) O8 0.050(2) 0.0229(19) 0.0229(17) 0.0025(14) -0.0125(16) -0.0104(18) O9 0.040(2) 0.0191(17) 0.0280(17) -0.0091(14) -0.0101(15) -0.0085(16) O10 0.033(2) 0.031(2) 0.0189(16) -0.0026(14) -0.0117(14) -0.0075(16) O11 0.116(5) 0.022(2) 0.059(3) 0.006(2) -0.048(3) -0.005(3) O12 0.075(3) 0.022(2) 0.047(2) -0.0182(18) -0.013(2) -0.010(2) O13 0.067(3) 0.039(3) 0.039(2) 0.009(2) 0.008(2) 0.031(3) O14 0.073(3) 0.067(3) 0.039(2) 0.032(2) -0.033(2) -0.052(3) O15 0.037(2) 0.111(4) 0.028(2) -0.001(2) -0.0009(17) -0.047(3) O16 0.022(2) 0.067(3) 0.062(3) -0.005(2) -0.0073(19) 0.001(2) O17 0.056(3) 0.090(4) 0.132(5) 0.082(4) -0.025(3) -0.029(3) O18 0.038(3) 0.052(3) 0.054(3) 0.000(2) 0.002(2) -0.029(2) O19 0.041(2) 0.024(2) 0.057(3) 0.0058(18) -0.022(2) 0.0007(18) O20 0.061(3) 0.038(2) 0.031(2) 0.0066(17) -0.0264(19) -0.022(2) O21 0.035(2) 0.0219(18) 0.0263(17) -0.0075(14) -0.0047(14) -0.0112(15) O22 0.035(2) 0.0171(18) 0.060(3) -0.0108(17) -0.0273(19) 0.0036(16) O23 0.091(4) 0.062(3) 0.031(2) -0.009(2) -0.028(2) -0.006(3) O24 0.083(4) 0.051(3) 0.046(3) -0.026(2) -0.007(2) -0.012(3) O25 0.050(3) 0.022(2) 0.067(3) -0.008(2) 0.019(2) -0.001(2) O26 0.037(2) 0.0224(18) 0.0302(19) 0.0026(15) -0.0074(15) -0.0104(16) O27 0.039(2) 0.036(2) 0.0296(19) -0.0081(16) 0.0099(16) -0.0153(18) O28 0.035(2) 0.0226(19) 0.045(2) -0.0066(16) -0.0026(17) 0.0011(17) O29 0.052(3) 0.034(2) 0.045(2) 0.0001(18) -0.0014(19) -0.025(2) O30 0.040(3) 0.055(3) 0.076(3) -0.011(3) 0.026(2) -0.017(2) O31 0.0260(19) 0.049(2) 0.0276(18) -0.0248(17) -0.0026(14) -0.0084(17) O32 0.0185(18) 0.047(2) 0.0282(18) -0.0132(16) -0.0065(13) -0.0076(16) O33 0.0278(19) 0.031(2) 0.0173(15) -0.0012(14) -0.0041(13) -0.0074(15) O34 0.0244(18) 0.038(2) 0.0176(15) -0.0045(14) -0.0037(13) -0.0152(16) O35 0.026(2) 0.084(4) 0.042(2) -0.018(2) -0.0147(18) 0.001(2) O36 0.033(2) 0.085(4) 0.053(3) -0.037(3) -0.010(2) 0.014(3) O37 0.054(3) 0.047(3) 0.0269(19) -0.0056(18) 0.0029(17) -0.024(2) O38 0.026(2) 0.039(2) 0.047(2) -0.0084(18) -0.0051(16) -0.0088(18) O39 0.064(3) 0.053(3) 0.032(2) 0.0100(19) -0.0192(19) -0.037(2) O40 0.033(2) 0.038(2) 0.040(2) -0.0005(17) -0.0112(16) -0.0172(18) N1 0.045(3) 0.080(4) 0.027(2) -0.015(3) -0.014(2) -0.002(3) N2 0.044(3) 0.022(2) 0.033(2) 0.0010(19) -0.007(2) -0.009(2) N3 0.022(2) 0.033(3) 0.061(3) 0.017(2) 0.001(2) -0.008(2) N4 0.051(3) 0.041(3) 0.031(2) -0.010(2) -0.013(2) -0.011(3) N5 0.035(3) 0.030(3) 0.031(2) -0.0041(19) 0.0012(19) -0.018(2) N6 0.022(2) 0.042(3) 0.031(2) -0.008(2) -0.0053(17) -0.003(2) N7 0.033(3) 0.044(3) 0.049(3) -0.017(2) -0.015(2) -0.006(2) N8 0.046(3) 0.042(3) 0.065(4) -0.004(3) -0.018(3) -0.005(3) C1 0.025(3) 0.025(3) 0.032(3) -0.013(2) -0.008(2) -0.002(2) C2 0.028(3) 0.024(3) 0.025(2) -0.0110(19) -0.0082(19) -0.004(2) C3 0.023(2) 0.030(3) 0.024(2) -0.010(2) -0.0037(18) 0.001(2) C4 0.025(3) 0.034(3) 0.032(3) -0.011(2) -0.010(2) 0.004(2) C5 0.026(3) 0.048(4) 0.026(3) -0.014(2) -0.010(2) 0.000(3) C6 0.023(3) 0.046(3) 0.032(3) -0.022(2) -0.005(2) -0.001(2) C7 0.018(2) 0.031(3) 0.036(3) -0.004(2) -0.009(2) -0.006(2) C8 0.030(3) 0.028(3) 0.034(3) -0.010(2) 0.005(2) -0.001(2) C9 0.026(2) 0.021(2) 0.016(2) -0.0003(18) -0.0010(17) -0.005(2) C10 0.019(2) 0.020(2) 0.018(2) -0.0023(17) -0.0005(16) -0.0049(18) C11 0.017(2) 0.025(2) 0.023(2) -0.0062(19) -0.0046(17) -0.0055(19) C12 0.026(3) 0.020(2) 0.023(2) -0.0026(18) -0.0080(18) -0.005(2) C13 0.029(3) 0.013(2) 0.029(2) -0.0064(18) -0.0033(19) -0.0055(19) C14 0.037(3) 0.019(2) 0.019(2) -0.0092(18) -0.0010(18) -0.009(2) C15 0.047(3) 0.027(3) 0.013(2) 0.0040(19) -0.005(2) -0.017(2) C16 0.023(2) 0.020(2) 0.020(2) -0.0059(18) -0.0057(17) -0.0055(19) C17 0.025(2) 0.014(2) 0.023(2) -0.0032(17) -0.0028(18) -0.0019(19) C18 0.022(2) 0.035(3) 0.023(2) -0.002(2) -0.0016(18) -0.016(2) C19 0.016(2) 0.031(3) 0.026(2) -0.007(2) -0.0018(17) -0.007(2) C20 0.019(2) 0.024(3) 0.032(3) 0.001(2) -0.0053(19) -0.004(2) C21 0.024(3) 0.020(2) 0.034(3) 0.001(2) -0.001(2) -0.011(2) C22 0.018(2) 0.020(2) 0.023(2) -0.0015(18) -0.0005(17) -0.0010(19) C23 0.052(4) 0.020(2) 0.019(2) 0.0017(19) -0.011(2) -0.010(2) C24 0.025(3) 0.059(4) 0.019(2) -0.013(2) -0.0028(19) -0.017(3) C25 0.026(3) 0.022(2) 0.027(2) 0.0020(19) -0.0116(19) -0.005(2) C26 0.018(2) 0.024(2) 0.023(2) -0.0046(18) -0.0070(17) -0.0058(19) C27 0.022(2) 0.020(2) 0.025(2) -0.0038(19) -0.0086(18) -0.0042(19) C28 0.033(3) 0.024(3) 0.027(2) 0.002(2) -0.014(2) -0.008(2) C29 0.033(3) 0.025(3) 0.025(2) -0.006(2) -0.008(2) -0.004(2) C30 0.030(3) 0.020(2) 0.033(3) -0.006(2) -0.011(2) -0.003(2) C31 0.034(3) 0.019(2) 0.036(3) 0.007(2) -0.020(2) -0.015(2) C32 0.020(2) 0.016(2) 0.031(2) -0.0024(19) -0.0041(18) -0.0035(19) C33 0.031(3) 0.017(2) 0.022(2) -0.0019(18) -0.0047(19) -0.002(2) C34 0.026(3) 0.017(2) 0.028(2) -0.0021(18) -0.0024(19) -0.0081(19) C35 0.022(2) 0.018(2) 0.024(2) -0.0027(18) -0.0039(18) -0.0046(19) C36 0.025(2) 0.017(2) 0.024(2) -0.0029(18) -0.0050(18) -0.0064(19) C37 0.030(3) 0.029(3) 0.021(2) -0.0034(19) -0.0010(18) -0.015(2) C38 0.024(2) 0.024(2) 0.025(2) -0.0097(19) 0.0027(18) -0.008(2) C39 0.035(3) 0.020(2) 0.026(2) -0.0057(19) -0.005(2) -0.007(2) C40 0.023(2) 0.019(2) 0.028(2) -0.0093(19) -0.0015(18) -0.005(2) C41 0.019(2) 0.024(2) 0.021(2) -0.0037(18) -0.0078(17) -0.0075(19) C42 0.020(2) 0.026(3) 0.020(2) -0.0042(18) -0.0011(17) -0.0063(19) C43 0.019(2) 0.027(3) 0.020(2) -0.0016(18) -0.0037(17) -0.0103(19) C44 0.021(2) 0.032(3) 0.020(2) -0.0033(19) -0.0060(17) -0.009(2) C45 0.022(2) 0.027(3) 0.023(2) -0.0032(19) -0.0062(18) -0.004(2) C46 0.024(2) 0.028(3) 0.025(2) -0.010(2) -0.0030(18) -0.008(2) C47 0.029(3) 0.026(3) 0.022(2) -0.0031(19) -0.0079(19) -0.014(2) C48 0.021(2) 0.026(2) 0.019(2) 0.0011(18) -0.0042(17) -0.0157(19) C49 0.041(4) 0.037(3) 0.049(3) -0.002(3) -0.019(3) -0.010(3) C50 0.029(3) 0.043(3) 0.036(3) -0.007(2) -0.003(2) -0.012(3) C51 0.033(3) 0.028(3) 0.035(3) -0.011(2) -0.007(2) -0.011(2) C52 0.039(3) 0.043(4) 0.038(3) -0.010(3) -0.004(2) -0.019(3) C53 0.033(3) 0.049(4) 0.053(4) -0.022(3) -0.006(3) -0.015(3) C54 0.102(7) 0.044(4) 0.049(4) -0.010(3) -0.029(4) 0.018(5) C55 0.089(6) 0.041(4) 0.042(4) -0.008(3) -0.020(4) 0.005(4) C56 0.033(3) 0.032(3) 0.038(3) -0.001(2) -0.007(2) -0.009(2) C57 0.041(4) 0.062(5) 0.042(3) -0.015(3) -0.010(3) -0.001(3) C58 0.046(4) 0.070(5) 0.058(4) -0.026(4) -0.008(3) 0.007(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 Pr1 O8 2.374(4) . ? Pr1 O27 2.373(4) . ? Pr1 O16 2.379(4) 1_645 ? Pr1 O20 2.396(4) . ? Pr1 O9 2.416(4) 2_656 ? Pr1 O1 2.484(4) . ? Pr1 O37 2.628(4) . ? Pr1 O2 2.908(4) . ? Pr1 C7 3.052(5) . ? Pr2 O31 2.330(3) . ? Pr2 O19 2.383(4) . ? Pr2 O7 2.384(4) . ? Pr2 O13 2.435(4) . ? Pr2 O26 2.505(4) . ? Pr2 O38 2.525(4) . ? Pr2 O2 2.542(4) . ? Pr3 O33 2.383(4) 2_567 ? Pr3 O3 2.413(4) . ? Pr3 O25 2.427(4) . ? Pr3 O32 2.451(4) . ? Pr3 O14 2.462(5) . ? Pr3 O22 2.525(4) 1_465 ? Pr3 O39 2.597(4) . ? Pr3 O26 2.836(4) . ? Pr3 O21 2.893(4) 1_465 ? Pr3 C39 3.003(5) . ? Pr3 C32 3.086(5) 1_465 ? Pr4 O10 2.352(3) 2_566 ? Pr4 O4 2.383(4) . ? Pr4 O34 2.388(3) 2_567 ? Pr4 O28 2.404(4) 1_465 ? Pr4 O15 2.409(5) . ? Pr4 O21 2.523(4) 1_465 ? Pr4 O40 2.552(4) . ? O1 C7 1.261(7) . ? O2 C7 1.253(6) . ? O3 C8 1.236(7) . ? O4 C8 1.250(7) . ? O5 N1 1.212(7) . ? O6 N1 1.207(7) . ? O7 C15 1.243(6) . ? O8 C15 1.244(7) . ? O9 O9 0.000(14) 1 ? O9 C16 1.259(6) . ? O9 Pr1 2.416(4) 2_656 ? O10 C16 1.253(6) . ? O10 Pr4 2.352(3) 2_566 ? O11 N2 1.215(6) . ? O12 N2 1.209(6) . ? O13 C23 1.227(8) . ? O14 C23 1.239(7) . ? O15 C24 1.243(8) . ? O16 C24 1.247(8) . ? O16 Pr1 2.379(4) 1_465 ? O17 N3 1.197(7) . ? O18 N3 1.209(7) . ? O19 C31 1.239(7) . ? O20 C31 1.256(7) . ? O21 C32 1.268(6) . ? O21 Pr4 2.523(4) 1_645 ? O21 Pr3 2.893(4) 1_645 ? O22 C32 1.252(6) . ? O22 Pr3 2.525(4) 1_645 ? O23 N4 1.212(7) . ? O24 N4 1.228(7) . ? O25 C39 1.237(7) . ? O26 C39 1.280(7) . ? O27 C40 1.251(6) . ? O28 C40 1.247(6) . ? O28 Pr4 2.404(4) 1_645 ? O29 N5 1.206(6) . ? O30 N5 1.213(6) . ? O31 C47 1.257(6) . ? O32 C47 1.244(6) . ? O33 C48 1.245(6) . ? O33 Pr3 2.383(4) 2_567 ? O34 C48 1.269(6) . ? O34 Pr4 2.388(3) 2_567 ? O35 N6 1.195(6) . ? O36 N6 1.221(6) . ? N1 C5 1.482(7) . ? N2 C13 1.462(6) . ? N3 C21 1.473(7) . ? N4 C29 1.474(7) . ? N5 C37 1.471(7) . ? N6 C45 1.474(6) . ? N7 C53 1.335(9) . ? N7 C49 1.351(9) . ? N8 C58 1.308(9) . ? N8 C54 1.333(10) . ? C1 C2 1.379(7) . ? C1 C6 1.392(7) . ? C1 C7 1.501(7) . ? C2 C3 1.385(7) . ? C2 H2A 0.9300 . ? C3 C4 1.382(7) . ? C3 C8 1.510(7) . ? C4 C5 1.382(7) . ? C4 H4A 0.9300 . ? C5 C6 1.369(7) . ? C6 H6A 0.9300 . ? C9 C10 1.380(7) . ? C9 C14 1.405(7) . ? C9 C15 1.507(6) . ? C10 C11 1.384(6) . ? C10 H10A 0.9300 . ? C11 C12 1.382(7) . ? C11 C16 1.495(6) . ? C12 C13 1.385(7) . ? C12 H12A 0.9300 . ? C13 C14 1.380(7) . ? C14 H14A 0.9300 . ? C16 O9 1.259(6) 1 ? C17 C22 1.371(7) . ? C17 C18 1.387(7) . ? C17 C23 1.513(6) . ? C18 C19 1.376(7) . ? C18 H18A 0.9300 . ? C19 C20 1.385(7) . ? C19 C24 1.494(7) . ? C20 C21 1.361(7) . ? C20 H20A 0.9300 . ? C21 C22 1.389(7) . ? C22 H22A 0.9300 . ? C25 C26 1.394(7) . ? C25 C30 1.388(7) . ? C25 C31 1.515(6) . ? C26 C27 1.396(6) . ? C26 H26A 0.9300 . ? C27 C28 1.392(7) . ? C27 C32 1.477(7) . ? C28 C29 1.375(7) . ? C28 H28A 0.9300 . ? C29 C30 1.378(7) . ? C30 H30A 0.9300 . ? C32 Pr3 3.086(5) 1_645 ? C33 C38 1.395(8) . ? C33 C34 1.388(7) . ? C33 C39 1.489(7) . ? C34 C35 1.380(7) . ? C34 H34A 0.9300 . ? C35 C36 1.388(7) . ? C35 C40 1.492(6) . ? C36 C37 1.384(7) . ? C36 H36A 0.9300 . ? C37 C38 1.365(7) . ? C38 H38B 0.9300 . ? C41 C42 1.387(6) . ? C41 C46 1.382(7) . ? C41 C47 1.516(6) . ? C42 C43 1.385(7) . ? C42 H42A 0.9300 . ? C43 C44 1.398(6) . ? C43 C48 1.501(7) . ? C44 C45 1.379(7) . ? C44 H44A 0.9300 . ? C45 C46 1.368(7) . ? C46 H46A 0.9300 . ? C49 C50 1.379(8) . ? C49 H49A 0.9300 . ? C50 C51 1.380(8) . ? C50 H50A 0.9300 . ? C51 C52 1.391(8) . ? C51 C56 1.491(8) . ? C52 C53 1.374(9) . ? C52 H52A 0.9300 . ? C53 H53A 0.9300 . ? C54 C55 1.364(10) . ? C54 H54A 0.9300 . ? C55 C56 1.377(9) . ? C55 H55A 0.9300 . ? C56 C57 1.357(9) . ? C57 C58 1.376(10) . ? C57 H57A 0.9300 . ? C58 H58A 0.9300 . ? 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 O8 Pr1 O27 142.53(14) . . ? O8 Pr1 O16 96.41(17) . 1_645 ? O27 Pr1 O16 107.38(16) . 1_645 ? O8 Pr1 O20 85.11(14) . . ? O27 Pr1 O20 71.76(15) . . ? O16 Pr1 O20 79.40(18) 1_645 . ? O8 Pr1 O9 130.58(12) . 2_656 ? O27 Pr1 O9 80.91(14) . 2_656 ? O16 Pr1 O9 85.30(18) 1_645 2_656 ? O20 Pr1 O9 142.72(13) . 2_656 ? O8 Pr1 O1 77.54(16) . . ? O27 Pr1 O1 91.07(16) . . ? O16 Pr1 O1 154.67(16) 1_645 . ? O20 Pr1 O1 123.82(14) . . ? O9 Pr1 O1 80.54(13) 2_656 . ? O8 Pr1 O37 67.89(14) . . ? O27 Pr1 O37 146.69(15) . . ? O16 Pr1 O37 72.24(16) 1_645 . ? O20 Pr1 O37 137.60(16) . . ? O9 Pr1 O37 65.79(14) 2_656 . ? O1 Pr1 O37 82.79(15) . . ? O8 Pr1 O2 68.42(13) . . ? O27 Pr1 O2 77.52(13) . . ? O16 Pr1 O2 152.24(17) 1_645 . ? O20 Pr1 O2 76.32(13) . . ? O9 Pr1 O2 122.35(12) 2_656 . ? O1 Pr1 O2 47.55(11) . . ? O37 Pr1 O2 118.91(13) . . ? O8 Pr1 C7 69.38(15) . . ? O27 Pr1 C7 85.91(15) . . ? O16 Pr1 C7 165.69(17) 1_645 . ? O20 Pr1 C7 100.43(15) . . ? O9 Pr1 C7 102.43(15) 2_656 . ? O1 Pr1 C7 23.61(14) . . ? O37 Pr1 C7 99.72(15) . . ? O2 Pr1 C7 24.12(13) . . ? O31 Pr2 O19 85.69(15) . . ? O31 Pr2 O7 137.85(16) . . ? O19 Pr2 O7 106.01(16) . . ? O31 Pr2 O13 81.99(17) . . ? O19 Pr2 O13 156.2(2) . . ? O7 Pr2 O13 71.31(15) . . ? O31 Pr2 O26 75.98(14) . . ? O19 Pr2 O26 87.72(14) . . ? O7 Pr2 O26 143.04(15) . . ? O13 Pr2 O26 108.76(15) . . ? O31 Pr2 O38 73.06(14) . . ? O19 Pr2 O38 76.57(15) . . ? O7 Pr2 O38 70.81(16) . . ? O13 Pr2 O38 80.37(19) . . ? O26 Pr2 O38 146.09(13) . . ? O31 Pr2 O2 151.52(14) . . ? O19 Pr2 O2 84.21(15) . . ? O7 Pr2 O2 70.63(14) . . ? O13 Pr2 O2 115.60(18) . . ? O26 Pr2 O2 77.06(13) . . ? O38 Pr2 O2 129.61(13) . . ? O33 Pr3 O3 80.83(13) 2_567 . ? O33 Pr3 O25 79.27(15) 2_567 . ? O3 Pr3 O25 80.47(19) . . ? O33 Pr3 O32 130.65(12) 2_567 . ? O3 Pr3 O32 148.52(13) . . ? O25 Pr3 O32 103.33(17) . . ? O33 Pr3 O14 147.94(13) 2_567 . ? O3 Pr3 O14 72.94(15) . . ? O25 Pr3 O14 113.27(17) . . ? O32 Pr3 O14 77.04(14) . . ? O33 Pr3 O22 76.98(14) 2_567 1_465 ? O3 Pr3 O22 118.49(15) . 1_465 ? O25 Pr3 O22 146.23(15) . 1_465 ? O32 Pr3 O22 75.43(13) . 1_465 ? O14 Pr3 O22 99.49(17) . 1_465 ? O33 Pr3 O39 70.27(14) 2_567 . ? O3 Pr3 O39 142.35(16) . . ? O25 Pr3 O39 71.05(17) . . ? O32 Pr3 O39 64.66(14) . . ? O14 Pr3 O39 141.00(15) . . ? O22 Pr3 O39 78.50(15) 1_465 . ? O33 Pr3 O26 127.09(12) 2_567 . ? O3 Pr3 O26 82.66(14) . . ? O25 Pr3 O26 48.48(13) . . ? O32 Pr3 O26 77.47(13) . . ? O14 Pr3 O26 67.91(15) . . ? O22 Pr3 O26 152.13(13) 1_465 . ? O39 Pr3 O26 95.71(14) . . ? O33 Pr3 O21 67.13(11) 2_567 1_465 ? O3 Pr3 O21 71.17(14) . 1_465 ? O25 Pr3 O21 138.59(16) . 1_465 ? O32 Pr3 O21 116.69(13) . 1_465 ? O14 Pr3 O21 86.86(14) . 1_465 ? O22 Pr3 O21 47.33(11) 1_465 1_465 ? O39 Pr3 O21 116.07(13) . 1_465 ? O26 Pr3 O21 148.16(10) . 1_465 ? O33 Pr3 C39 102.21(15) 2_567 . ? O3 Pr3 C39 79.71(16) . . ? O25 Pr3 C39 23.41(15) . . ? O32 Pr3 C39 91.73(15) . . ? O14 Pr3 C39 91.06(17) . . ? O22 Pr3 C39 160.94(13) 1_465 . ? O39 Pr3 C39 83.31(15) . . ? O26 Pr3 C39 25.11(13) . . ? O21 Pr3 C39 150.11(13) 1_465 . ? O33 Pr3 C32 69.80(14) 2_567 1_465 ? O3 Pr3 C32 95.38(16) . 1_465 ? O25 Pr3 C32 149.05(15) . 1_465 ? O32 Pr3 C32 96.08(14) . 1_465 ? O14 Pr3 C32 94.31(16) . 1_465 ? O22 Pr3 C32 23.14(13) 1_465 1_465 ? O39 Pr3 C32 96.66(15) . 1_465 ? O26 Pr3 C32 161.95(12) . 1_465 ? O21 Pr3 C32 24.21(12) 1_465 1_465 ? C39 Pr3 C32 171.35(15) . 1_465 ? O10 Pr4 O4 80.91(15) 2_566 . ? O10 Pr4 O34 139.94(13) 2_566 2_567 ? O4 Pr4 O34 99.48(15) . 2_567 ? O10 Pr4 O28 91.74(14) 2_566 1_465 ? O4 Pr4 O28 167.2(2) . 1_465 ? O34 Pr4 O28 79.38(13) 2_567 1_465 ? O10 Pr4 O15 73.07(15) 2_566 . ? O4 Pr4 O15 89.2(2) . . ? O34 Pr4 O15 146.65(14) 2_567 . ? O28 Pr4 O15 98.75(17) 1_465 . ? O10 Pr4 O21 146.50(13) 2_566 1_465 ? O4 Pr4 O21 95.00(17) . 1_465 ? O34 Pr4 O21 73.56(12) 2_567 1_465 ? O28 Pr4 O21 96.86(14) 1_465 1_465 ? O15 Pr4 O21 73.64(13) . 1_465 ? O10 Pr4 O40 69.21(13) 2_566 . ? O4 Pr4 O40 91.4(2) . . ? O34 Pr4 O40 70.73(12) 2_567 . ? O28 Pr4 O40 76.11(15) 1_465 . ? O15 Pr4 O40 141.67(13) . . ? O21 Pr4 O40 144.29(12) 1_465 . ? C7 O1 Pr1 104.3(3) . . ? C7 O2 Pr2 144.1(4) . . ? C7 O2 Pr1 84.4(3) . . ? Pr2 O2 Pr1 118.12(14) . . ? C8 O3 Pr3 159.9(5) . . ? C8 O4 Pr4 124.0(4) . . ? C15 O7 Pr2 140.0(4) . . ? C15 O8 Pr1 140.8(4) . . ? O9 O9 C16 0(10) 1 . ? O9 O9 Pr1 0(10) 1 2_656 ? C16 O9 Pr1 142.4(3) . 2_656 ? C16 O10 Pr4 149.1(4) . 2_566 ? C23 O13 Pr2 111.4(4) . . ? C23 O14 Pr3 163.5(5) . . ? C24 O15 Pr4 172.0(5) . . ? C24 O16 Pr1 120.6(4) . 1_465 ? C31 O19 Pr2 134.7(4) . . ? C31 O20 Pr1 144.5(4) . . ? C32 O21 Pr4 145.8(3) . 1_645 ? C32 O21 Pr3 86.5(3) . 1_645 ? Pr4 O21 Pr3 118.53(14) 1_645 1_645 ? C32 O22 Pr3 104.5(3) . 1_645 ? C39 O25 Pr3 105.4(4) . . ? C39 O26 Pr2 161.4(3) . . ? C39 O26 Pr3 84.7(3) . . ? Pr2 O26 Pr3 113.69(14) . . ? C40 O27 Pr1 179.1(4) . . ? C40 O28 Pr4 126.3(3) . 1_645 ? C47 O31 Pr2 148.5(4) . . ? C47 O32 Pr3 135.3(3) . . ? C48 O33 Pr3 140.8(3) . 2_567 ? C48 O34 Pr4 131.5(3) . 2_567 ? O6 N1 O5 123.7(5) . . ? O6 N1 C5 118.1(5) . . ? O5 N1 C5 118.2(5) . . ? O12 N2 O11 123.6(5) . . ? O12 N2 C13 118.5(4) . . ? O11 N2 C13 117.9(5) . . ? O18 N3 O17 122.8(6) . . ? O18 N3 C21 118.9(5) . . ? O17 N3 C21 118.3(6) . . ? O23 N4 O24 123.6(5) . . ? O23 N4 C29 118.2(5) . . ? O24 N4 C29 118.2(5) . . ? O29 N5 O30 123.4(5) . . ? O29 N5 C37 118.6(5) . . ? O30 N5 C37 118.0(5) . . ? O35 N6 O36 123.8(5) . . ? O35 N6 C45 118.4(4) . . ? O36 N6 C45 117.9(5) . . ? C53 N7 C49 116.2(5) . . ? C58 N8 C54 116.3(6) . . ? C2 C1 C6 120.1(5) . . ? C2 C1 C7 120.6(4) . . ? C6 C1 C7 119.3(5) . . ? C3 C2 C1 120.5(4) . . ? C3 C2 H2A 119.7 . . ? C1 C2 H2A 119.7 . . ? C2 C3 C4 120.1(4) . . ? C2 C3 C8 119.8(4) . . ? C4 C3 C8 120.0(5) . . ? C3 C4 C5 118.1(5) . . ? C3 C4 H4A 121.0 . . ? C5 C4 H4A 121.0 . . ? C6 C5 C4 123.1(5) . . ? C6 C5 N1 117.8(5) . . ? C4 C5 N1 119.1(5) . . ? C5 C6 C1 118.0(5) . . ? C5 C6 H6A 121.0 . . ? C1 C6 H6A 121.0 . . ? O2 C7 O1 122.8(5) . . ? O2 C7 C1 119.2(5) . . ? O1 C7 C1 118.0(5) . . ? O2 C7 Pr1 71.5(3) . . ? O1 C7 Pr1 52.1(2) . . ? C1 C7 Pr1 165.5(4) . . ? O3 C8 O4 124.1(5) . . ? O3 C8 C3 118.6(5) . . ? O4 C8 C3 117.3(5) . . ? C10 C9 C14 120.4(4) . . ? C10 C9 C15 120.4(4) . . ? C14 C9 C15 119.2(4) . . ? C9 C10 C11 121.1(4) . . ? C9 C10 H10A 119.5 . . ? C11 C10 H10A 119.5 . . ? C10 C11 C12 119.7(4) . . ? C10 C11 C16 120.6(4) . . ? C12 C11 C16 119.6(4) . . ? C11 C12 C13 118.5(4) . . ? C11 C12 H12A 120.7 . . ? C13 C12 H12A 120.7 . . ? C14 C13 C12 123.4(4) . . ? C14 C13 N2 118.6(4) . . ? C12 C13 N2 118.0(4) . . ? C13 C14 C9 117.0(4) . . ? C13 C14 H14A 121.5 . . ? C9 C14 H14A 121.5 . . ? O7 C15 O8 124.8(5) . . ? O7 C15 C9 117.2(5) . . ? O8 C15 C9 118.0(4) . . ? O9 C16 O9 0.0(6) 1 . ? O9 C16 O10 124.5(4) 1 . ? O9 C16 O10 124.5(4) . . ? O9 C16 C11 118.2(4) 1 . ? O9 C16 C11 118.2(4) . . ? O10 C16 C11 117.3(4) . . ? C22 C17 C18 120.6(4) . . ? C22 C17 C23 119.9(5) . . ? C18 C17 C23 119.5(5) . . ? C19 C18 C17 120.6(5) . . ? C19 C18 H18A 119.7 . . ? C17 C18 H18A 119.7 . . ? C18 C19 C20 119.8(5) . . ? C18 C19 C24 120.8(5) . . ? C20 C19 C24 119.4(5) . . ? C21 C20 C19 118.2(4) . . ? C21 C20 H20A 120.9 . . ? C19 C20 H20A 120.9 . . ? C20 C21 C22 123.6(5) . . ? C20 C21 N3 117.7(4) . . ? C22 C21 N3 118.6(5) . . ? C17 C22 C21 117.2(5) . . ? C17 C22 H22A 121.4 . . ? C21 C22 H22A 121.4 . . ? O13 C23 O14 122.0(5) . . ? O13 C23 C17 118.5(5) . . ? O14 C23 C17 119.4(5) . . ? O16 C24 O15 123.5(6) . . ? O16 C24 C19 116.7(5) . . ? O15 C24 C19 119.7(5) . . ? C26 C25 C30 119.7(4) . . ? C26 C25 C31 120.0(5) . . ? C30 C25 C31 120.3(5) . . ? C25 C26 C27 120.9(4) . . ? C25 C26 H26A 119.5 . . ? C27 C26 H26A 119.5 . . ? C26 C27 C28 118.9(4) . . ? C26 C27 C32 121.2(4) . . ? C28 C27 C32 119.9(4) . . ? C29 C28 C27 119.2(4) . . ? C29 C28 H28A 120.4 . . ? C27 C28 H28A 120.4 . . ? C28 C29 C30 122.7(5) . . ? C28 C29 N4 117.9(4) . . ? C30 C29 N4 119.3(5) . . ? C29 C30 C25 118.5(5) . . ? C29 C30 H30A 120.7 . . ? C25 C30 H30A 120.7 . . ? O19 C31 O20 125.1(5) . . ? O19 C31 C25 117.2(5) . . ? O20 C31 C25 117.6(5) . . ? O22 C32 O21 121.6(5) . . ? O22 C32 C27 118.9(5) . . ? O21 C32 C27 119.4(4) . . ? O22 C32 Pr3 52.4(3) . 1_645 ? O21 C32 Pr3 69.3(3) . 1_645 ? C27 C32 Pr3 170.5(3) . 1_645 ? C38 C33 C34 119.5(5) . . ? C38 C33 C39 118.8(4) . . ? C34 C33 C39 121.7(5) . . ? C35 C34 C33 120.9(5) . . ? C35 C34 H34A 119.6 . . ? C33 C34 H34A 119.6 . . ? C34 C35 C36 119.9(4) . . ? C34 C35 C40 120.3(5) . . ? C36 C35 C40 119.7(4) . . ? C35 C36 C37 118.3(4) . . ? C35 C36 H36A 120.9 . . ? C37 C36 H36A 120.9 . . ? C38 C37 C36 122.9(5) . . ? C38 C37 N5 119.1(5) . . ? C36 C37 N5 118.0(5) . . ? C37 C38 C33 118.5(5) . . ? C37 C38 H38B 120.7 . . ? C33 C38 H38B 120.7 . . ? O25 C39 O26 121.2(5) . . ? O25 C39 C33 118.6(5) . . ? O26 C39 C33 120.2(5) . . ? O25 C39 Pr3 51.2(3) . . ? O26 C39 Pr3 70.1(3) . . ? C33 C39 Pr3 169.3(4) . . ? O27 C40 O28 123.5(5) . . ? O27 C40 C35 117.9(4) . . ? O28 C40 C35 118.6(4) . . ? C42 C41 C46 119.7(4) . . ? C42 C41 C47 121.1(4) . . ? C46 C41 C47 119.2(4) . . ? C43 C42 C41 120.8(4) . . ? C43 C42 H42A 119.6 . . ? C41 C42 H42A 119.6 . . ? C42 C43 C44 119.5(4) . . ? C42 C43 C48 119.8(4) . . ? C44 C43 C48 120.6(4) . . ? C45 C44 C43 118.2(4) . . ? C45 C44 H44A 120.9 . . ? C43 C44 H44A 120.9 . . ? C46 C45 C44 122.7(5) . . ? C46 C45 N6 118.5(4) . . ? C44 C45 N6 118.7(4) . . ? C45 C46 C41 119.0(4) . . ? C45 C46 H46A 120.5 . . ? C41 C46 H46A 120.5 . . ? O32 C47 O31 126.2(5) . . ? O32 C47 C41 118.8(4) . . ? O31 C47 C41 115.0(4) . . ? O34 C48 O33 124.5(4) . . ? O34 C48 C43 117.7(4) . . ? O33 C48 C43 117.9(4) . . ? N7 C49 C50 123.1(6) . . ? N7 C49 H49A 118.5 . . ? C50 C49 H49A 118.5 . . ? C49 C50 C51 119.8(6) . . ? C49 C50 H50A 120.1 . . ? C51 C50 H50A 120.1 . . ? C50 C51 C52 117.5(5) . . ? C50 C51 C56 121.7(5) . . ? C52 C51 C56 120.8(6) . . ? C53 C52 C51 118.9(6) . . ? C53 C52 H52A 120.5 . . ? C51 C52 H52A 120.5 . . ? N7 C53 C52 124.5(6) . . ? N7 C53 H53A 117.8 . . ? C52 C53 H53A 117.8 . . ? N8 C54 C55 123.0(7) . . ? N8 C54 H54A 118.5 . . ? C55 C54 H54A 118.5 . . ? C56 C55 C54 120.4(7) . . ? C56 C55 H55A 119.8 . . ? C54 C55 H55A 119.8 . . ? C57 C56 C55 116.2(6) . . ? C57 C56 C51 123.6(5) . . ? C55 C56 C51 120.1(5) . . ? C56 C57 C58 120.1(6) . . ? C56 C57 H57A 120.0 . . ? C58 C57 H57A 120.0 . . ? N8 C58 C57 123.9(7) . . ? N8 C58 H58A 118.0 . . ? C57 C58 H58A 118.0 . . ? 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 C10 H10A O18 0.93 2.59 2.977(7) 105.6 2_666 C26 H26A O15 0.93 2.51 3.412(7) 165.0 1_645 C36 H36A O35 0.93 2.60 2.884(6) 98.1 2_657 C42 H42A O39 0.93 2.66 3.565(7) 165.2 2_567 C52 H52A O1 0.93 2.72 3.540(8) 148.2 2_656 C53 H53A O9 0.93 2.63 3.536(8) 163.9 1 C54 H54A O11 0.93 2.33 3.044(8) 133.2 1_645 C49 H49A O32 0.93 2.59 3.489(8) 163.6 2_666 C58 H58A O36 0.93 2.32 3.197(9) 157.8 2_756 _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 1.048 _refine_diff_density_min -0.842 _refine_diff_density_rms 0.201 # = = = END data_3 _database_code_depnum_ccdc_archive 'CCDC 636056' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H15 La N3 O14' _chemical_formula_weight 672.27 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' La La -0.2871 2.4523 '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 9.798(2) _cell_length_b 10.729(2) _cell_length_c 13.238(3) _cell_angle_alpha 94.33(3) _cell_angle_beta 102.05(3) _cell_angle_gamma 115.42(3) _cell_volume 1207.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8293 _cell_measurement_theta_min 1.21 _cell_measurement_theta_max 27.47 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.849 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 662 _exptl_absorpt_coefficient_mu 1.849 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6673 _exptl_absorpt_correction_T_max 0.8310 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 4937 _diffrn_reflns_av_R_equivalents 0.0498 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4937 _reflns_number_gt 4148 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.1010P)^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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4937 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1353 _refine_ls_wR_factor_gt 0.1305 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.123 _refine_ls_shift/su_mean 0.006 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 La1 La 0.72737(3) 0.96632(2) 0.515893(19) 0.03089(7) Uani 1 1 d . . . O1 O 0.5273(4) 0.8522(3) 0.3360(3) 0.0430(8) Uani 1 1 d . . . O2 O 0.7690(4) 0.9884(4) 0.3304(3) 0.0478(9) Uani 1 1 d . . . O3 O 0.8694(11) 1.0747(10) -0.0083(7) 0.181(4) Uani 1 1 d . . . O4 O 0.6978(10) 0.9574(7) -0.1574(4) 0.156(2) Uani 1 1 d . . . O5 O 0.1693(10) 0.6102(11) -0.1316(5) 0.187(4) Uani 1 1 d . . . O6 O 0.1141(9) 0.6300(10) 0.0110(6) 0.161(4) Uani 1 1 d . . . O7 O 0.9902(4) 1.1523(3) 0.5479(3) 0.0470(9) Uani 1 1 d . . . O8 O 1.2377(4) 1.2398(3) 0.5450(3) 0.0543(10) Uani 1 1 d . . . O9 O 1.5290(4) 1.7638(4) 0.5692(3) 0.0547(10) Uani 1 1 d . . . O10 O 1.3796(5) 1.8681(3) 0.5363(3) 0.0521(10) Uani 1 1 d . . . O11 O 0.9455(5) 1.6877(4) 0.7130(4) 0.0861(13) Uani 1 1 d . . . O12 O 0.8186(5) 1.4668(5) 0.7014(4) 0.0792(14) Uani 1 1 d . . . O13 O 0.7304(4) 1.0995(4) 0.6839(3) 0.0459(8) Uani 1 1 d . . . O14 O 0.9038(5) 0.9358(4) 0.6765(4) 0.0647(11) Uani 1 1 d . . . N1 N 0.2059(9) 0.6581(8) -0.0409(5) 0.099(2) Uani 1 1 d . . . N2 N 0.9280(5) 1.5704(5) 0.6905(3) 0.0480(10) Uani 1 1 d . . . N3 N 0.1059(11) 0.2437(10) 0.9529(8) 0.157(3) Uani 1 1 d . . . H3A H 0.0109 0.1790 0.9404 0.189 Uiso 1 1 calc R . . C1 C 0.5712(6) 0.8786(5) 0.1675(4) 0.0459(11) Uani 1 1 d . . . C2 C 0.6751(7) 0.9425(6) 0.1095(4) 0.0564(13) Uani 1 1 d . . . H2 H 0.7786 1.0060 0.1432 0.080 Uiso 1 1 calc . . . C3 C 0.6241(9) 0.9113(7) 0.0005(5) 0.0727(16) Uani 1 1 d . . . C4 C 0.4737(9) 0.8185(7) -0.0492(4) 0.0764(18) Uani 1 1 d . . . H4 H 0.4398 0.7972 -0.1222 0.080 Uiso 1 1 calc . . . C5 C 0.3714(8) 0.7559(7) 0.0102(5) 0.0658(16) Uani 1 1 d . . . C6 C 0.4189(7) 0.7847(6) 0.1183(4) 0.0526(13) Uani 1 1 d . . . H6 H 0.3487 0.7412 0.1572 0.080 Uiso 1 1 calc . . . C7 C 0.6268(5) 0.9078(5) 0.2858(4) 0.0419(11) Uani 1 1 d . . . C8 C 0.7414(11) 0.9866(9) -0.0599(7) 0.104(2) Uani 1 1 d . . . C9 C 1.1396(4) 1.3970(4) 0.5876(3) 0.0298(9) Uani 1 1 d . . . C10 C 1.2660(4) 1.5128(4) 0.5718(3) 0.0306(9) Uani 1 1 d . . . H10 H 1.3441 1.5006 0.5495 0.080 Uiso 1 1 calc . . . C11 C 1.2764(5) 1.6472(4) 0.5892(3) 0.0311(9) Uani 1 1 d . . . C12 C 1.1640(5) 1.6657(4) 0.6283(3) 0.0343(9) Uani 1 1 d . . . H12 H 1.1700 1.7545 0.6415 0.080 Uiso 1 1 calc . . . C13 C 1.0445(5) 1.5516(4) 0.6470(3) 0.0345(9) Uani 1 1 d . . . C14 C 1.0297(4) 1.4163(4) 0.6261(3) 0.0302(9) Uani 1 1 d . . . H14 H 0.9460 1.3402 0.6382 0.080 Uiso 1 1 calc . . . C15 C 1.1214(5) 1.2516(4) 0.5576(4) 0.0350(10) Uani 1 1 d . . . C16 C 1.4052(5) 1.7682(4) 0.5641(4) 0.0385(11) Uani 1 1 d . . . C17 C 0.1705(13) 0.2850(12) 0.8754(10) 0.151(3) Uani 1 1 d . . . H17 H 0.1086 0.2449 0.8068 0.080 Uiso 1 1 calc . . . C18 C 0.3198(12) 0.3812(12) 0.8895(9) 0.160(3) Uani 1 1 d . . . H18 H 0.3604 0.4031 0.8321 0.080 Uiso 1 1 calc . . . C19 C 0.4074(10) 0.4435(8) 0.9847(9) 0.138(3) Uani 1 1 d . . . C20 C 0.3404(13) 0.4034(12) 1.0667(11) 0.148(4) Uani 1 1 d . . . H20 H 0.3996 0.4456 1.1356 0.080 Uiso 1 1 calc . . . C21 C 0.1898(13) 0.3036(12) 1.0477(11) 0.150(4) Uani 1 1 d . . . H21 H 0.1466 0.2782 1.1037 0.080 Uiso 1 1 calc . . . 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 La1 0.03174(10) 0.01871(10) 0.03930(12) 0.00535(8) 0.01566(9) 0.00614(8) O1 0.0445(15) 0.0412(16) 0.0383(16) 0.0026(13) 0.0182(13) 0.0126(13) O2 0.0413(15) 0.0386(16) 0.0527(19) 0.0048(14) 0.0205(14) 0.0054(14) O3 0.202(7) 0.189(7) 0.170(6) 0.099(5) 0.139(5) 0.055(6) O4 0.315(6) 0.170(4) 0.087(3) 0.084(3) 0.131(4) 0.160(4) O5 0.168(7) 0.273(10) 0.059(4) -0.044(5) -0.041(4) 0.091(7) O6 0.101(5) 0.159(7) 0.117(6) -0.014(5) -0.011(5) -0.011(5) O7 0.0407(15) 0.0225(13) 0.066(2) 0.0046(14) 0.0195(15) 0.0021(13) O8 0.0503(15) 0.0292(14) 0.093(3) 0.0111(15) 0.0411(17) 0.0170(13) O9 0.0476(17) 0.0356(16) 0.076(2) 0.0144(16) 0.0353(17) 0.0059(15) O10 0.083(2) 0.0224(13) 0.0511(18) 0.0155(12) 0.0249(17) 0.0199(14) O11 0.114(2) 0.064(2) 0.141(4) 0.042(2) 0.090(2) 0.0659(18) O12 0.0562(18) 0.061(2) 0.126(4) 0.008(2) 0.059(2) 0.0180(19) O13 0.0485(15) 0.0492(17) 0.0412(17) 0.0038(13) 0.0162(14) 0.0222(14) O14 0.063(2) 0.059(2) 0.073(3) 0.0173(18) 0.0069(19) 0.0324(18) N1 0.114(5) 0.111(5) 0.059(4) -0.017(3) -0.017(3) 0.064(4) N2 0.0466(18) 0.053(2) 0.053(2) 0.0092(17) 0.0240(17) 0.0264(17) N3 0.196(6) 0.137(6) 0.238(8) 0.107(5) 0.172(6) 0.102(5) C1 0.067(3) 0.038(2) 0.040(2) 0.0079(17) 0.021(2) 0.028(2) C2 0.080(3) 0.052(2) 0.056(3) 0.022(2) 0.036(2) 0.038(2) C3 0.135(4) 0.071(3) 0.051(3) 0.028(2) 0.049(3) 0.069(3) C4 0.142(5) 0.086(3) 0.037(3) 0.020(2) 0.025(3) 0.083(3) C5 0.093(4) 0.070(3) 0.043(3) -0.001(2) 0.008(3) 0.051(3) C6 0.070(3) 0.054(3) 0.045(3) 0.007(2) 0.017(2) 0.039(2) C7 0.052(2) 0.040(2) 0.042(2) 0.0057(17) 0.0215(19) 0.0247(19) C8 0.181(6) 0.106(4) 0.099(4) 0.069(3) 0.101(4) 0.096(4) C9 0.0271(16) 0.0208(16) 0.036(2) 0.0043(14) 0.0093(15) 0.0061(14) C10 0.0305(16) 0.0250(16) 0.037(2) 0.0070(14) 0.0155(15) 0.0101(14) C11 0.0329(17) 0.0243(17) 0.0334(19) 0.0087(14) 0.0118(15) 0.0088(15) C12 0.0413(19) 0.0272(17) 0.034(2) 0.0081(15) 0.0160(16) 0.0121(16) C13 0.0385(17) 0.0341(18) 0.040(2) 0.0090(15) 0.0147(16) 0.0226(15) C14 0.0278(16) 0.0227(16) 0.0346(19) 0.0036(14) 0.0111(15) 0.0057(14) C15 0.0414(19) 0.0206(16) 0.044(2) 0.0084(15) 0.0210(17) 0.0102(16) C16 0.044(2) 0.0246(18) 0.039(2) 0.0060(16) 0.0228(18) 0.0029(17) C17 0.196(7) 0.161(7) 0.211(9) 0.129(6) 0.156(6) 0.124(6) C18 0.222(6) 0.180(6) 0.238(8) 0.156(5) 0.200(5) 0.155(5) C19 0.190(5) 0.113(4) 0.255(8) 0.136(4) 0.187(5) 0.124(3) C20 0.192(6) 0.133(7) 0.216(10) 0.087(6) 0.156(7) 0.108(6) C21 0.170(6) 0.122(7) 0.235(10) 0.098(7) 0.172(6) 0.072(6) _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 La1 O7 2.408(3) . ? La1 O8 2.480(3) 2_776 ? La1 O9 2.485(4) 1_445 ? La1 O10 2.493(4) 2_786 ? La1 O13 2.539(3) . ? La1 O1 2.562(3) . ? La1 O14 2.583(4) . ? La1 O2 2.584(4) . ? La1 C7 2.927(5) . ? O1 C7 1.255(6) . ? O2 C7 1.258(5) . ? O3 C8 1.208(12) . ? O4 C8 1.242(10) . ? O5 N1 1.185(9) . ? O6 N1 1.195(11) . ? O7 C15 1.240(5) . ? O8 C15 1.243(6) . ? O8 La1 2.480(3) 2_776 ? O9 C16 1.222(6) . ? O9 La1 2.485(4) 1_665 ? O10 C16 1.264(6) . ? O10 La1 2.493(4) 2_786 ? O11 N2 1.200(6) . ? O12 N2 1.212(6) . ? N1 C5 1.470(9) . ? N2 C13 1.459(6) . ? N3 C21 1.288(16) . ? N3 C17 1.323(14) . ? N3 H3A 0.8600 . ? C1 C6 1.368(7) . ? C1 C2 1.379(8) . ? C1 C7 1.508(7) . ? C2 C3 1.388(8) . ? C2 H2 0.9300 . ? C3 C4 1.354(10) . ? C3 C8 1.515(11) . ? C4 C5 1.380(10) . ? C4 H4 0.9300 . ? C5 C6 1.375(8) . ? C6 H6 0.9300 . ? C9 C14 1.367(6) . ? C9 C10 1.396(6) . ? C9 C15 1.503(6) . ? C10 C11 1.398(6) . ? C10 H10 0.9300 . ? C11 C12 1.389(6) . ? C11 C16 1.491(6) . ? C12 C13 1.367(6) . ? C12 H12 0.9300 . ? C13 C14 1.395(6) . ? C14 H14 0.9300 . ? C17 C18 1.342(15) . ? C17 H17 0.9300 . ? C18 C19 1.304(15) . ? C18 H18 0.9297 . ? C19 C20 1.385(16) . ? C19 C19 1.630(17) 2_667 ? C20 C21 1.355(15) . ? C20 H20 0.9298 . ? C21 H21 0.9299 . ? 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 O7 La1 O8 100.87(12) . 2_776 ? O7 La1 O9 150.73(14) . 1_445 ? O8 La1 O9 74.44(13) 2_776 1_445 ? O7 La1 O10 90.02(12) . 2_786 ? O8 La1 O10 145.90(13) 2_776 2_786 ? O9 La1 O10 110.21(13) 1_445 2_786 ? O7 La1 O13 83.56(12) . . ? O8 La1 O13 139.93(13) 2_776 . ? O9 La1 O13 82.59(12) 1_445 . ? O10 La1 O13 72.94(12) 2_786 . ? O7 La1 O1 125.87(12) . . ? O8 La1 O1 75.00(13) 2_776 . ? O9 La1 O1 81.54(13) 1_445 . ? O10 La1 O1 72.50(11) 2_786 . ? O13 La1 O1 133.79(11) . . ? O7 La1 O14 71.49(13) . . ? O8 La1 O14 74.04(14) 2_776 . ? O9 La1 O14 79.55(14) 1_445 . ? O10 La1 O14 139.75(13) 2_786 . ? O13 La1 O14 69.75(14) . . ? O1 La1 O14 147.03(12) . . ? O7 La1 O2 75.88(12) . . ? O8 La1 O2 73.71(13) 2_776 . ? O9 La1 O2 127.78(12) 1_445 . ? O10 La1 O2 77.92(13) 2_786 . ? O13 La1 O2 144.12(11) . . ? O1 La1 O2 50.77(10) . . ? O14 La1 O2 127.97(14) . . ? O7 La1 C7 100.95(14) . . ? O8 La1 C7 72.64(14) 2_776 . ? O9 La1 C7 104.88(13) 1_445 . ? O10 La1 C7 73.60(13) 2_786 . ? O13 La1 C7 146.23(13) . . ? O1 La1 C7 25.34(12) . . ? O14 La1 C7 143.61(15) . . ? O2 La1 C7 25.43(12) . . ? C7 O1 La1 93.8(3) . . ? C7 O2 La1 92.7(3) . . ? C15 O7 La1 175.1(3) . . ? C15 O8 La1 132.3(3) . 2_776 ? C16 O9 La1 114.4(3) . 1_665 ? C16 O10 La1 168.0(3) . 2_786 ? O5 N1 O6 122.7(8) . . ? O5 N1 C5 118.7(8) . . ? O6 N1 C5 118.6(6) . . ? O11 N2 O12 123.7(5) . . ? O11 N2 C13 118.0(4) . . ? O12 N2 C13 118.3(4) . . ? C21 N3 C17 117.8(10) . . ? C21 N3 H3A 121.1 . . ? C17 N3 H3A 121.1 . . ? C6 C1 C2 120.4(5) . . ? C6 C1 C7 119.5(5) . . ? C2 C1 C7 120.0(5) . . ? C1 C2 C3 119.6(5) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 120.6(6) . . ? C4 C3 C8 121.7(6) . . ? C2 C3 C8 117.7(6) . . ? C3 C4 C5 119.0(5) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? C6 C5 C4 121.6(6) . . ? C6 C5 N1 117.8(6) . . ? C4 C5 N1 120.6(6) . . ? C5 C6 C1 118.8(6) . . ? C5 C6 H6 120.6 . . ? C1 C6 H6 120.6 . . ? O2 C7 O1 122.7(4) . . ? O2 C7 C1 119.2(4) . . ? O1 C7 C1 118.1(4) . . ? O2 C7 La1 61.9(3) . . ? O1 C7 La1 60.9(2) . . ? C1 C7 La1 178.4(4) . . ? O3 C8 O4 125.2(9) . . ? O3 C8 C3 116.6(8) . . ? O4 C8 C3 118.2(8) . . ? C14 C9 C10 119.6(4) . . ? C14 C9 C15 120.5(4) . . ? C10 C9 C15 119.9(4) . . ? C9 C10 C11 120.7(4) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 119.2(4) . . ? C12 C11 C16 120.6(4) . . ? C10 C11 C16 120.1(4) . . ? C13 C12 C11 119.1(4) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 122.1(4) . . ? C12 C13 N2 119.5(4) . . ? C14 C13 N2 118.4(4) . . ? C9 C14 C13 119.2(4) . . ? C9 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? O7 C15 O8 125.1(4) . . ? O7 C15 C9 116.9(4) . . ? O8 C15 C9 118.0(4) . . ? O9 C16 O10 123.5(4) . . ? O9 C16 C11 118.0(4) . . ? O10 C16 C11 118.5(4) . . ? N3 C17 C18 124.1(12) . . ? N3 C17 H17 118.0 . . ? C18 C17 H17 117.9 . . ? C19 C18 C17 119.3(10) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 117.3(10) . . ? C18 C19 C19 125.2(11) . 2_667 ? C20 C19 C19 117.4(13) . 2_667 ? C19 C20 C21 120.9(12) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? N3 C21 C20 120.6(11) . . ? N3 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? 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 N3 H3A O3 0.86 1.68 2.439(11) 146.4 1_446 C21 H21 O3 0.93 2.66 2.928(13) 97.3 1_446 C12 H12 O2 0.93 2.54 3.458(6) 170.2 2_786 _diffrn_measured_fraction_theta_max 0.890 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.934 _refine_diff_density_max 1.736 _refine_diff_density_min -1.287 _refine_diff_density_rms 0.186 # = = = END data_4 _database_code_depnum_ccdc_archive 'CCDC 636057' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H19 N3 O16 Pr' _chemical_formula_weight 710.30 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' Pr Pr -0.2180 2.8214 '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 9.978(2) _cell_length_b 10.900(2) _cell_length_c 13.237(3) _cell_angle_alpha 74.72(3) _cell_angle_beta 78.43(3) _cell_angle_gamma 62.90(3) _cell_volume 1230.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11631 _cell_measurement_theta_min 3.21 _cell_measurement_theta_max 27.69 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.917 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 706 _exptl_absorpt_coefficient_mu 2.069 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5564 _exptl_absorpt_correction_T_max 0.7046 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11904 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5556 _reflns_number_gt 5179 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0487P)^2^+6.8976P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5556 _refine_ls_number_parameters 370 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0458 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1171 _refine_ls_wR_factor_gt 0.1145 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.166 _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 Pr1 Pr 0.772965(14) 0.468224(12) 0.486046(11) 0.02039(3) Uani 1 1 d . . . O1 O 0.6774(2) 0.35791(19) 0.66124(15) 0.0306(5) Uani 1 1 d . . . O2 O 0.7898(2) 0.4877(2) 0.67052(16) 0.0352(5) Uani 1 1 d . . . O3 O 0.7987(5) 0.5576(4) 1.0245(3) 0.1075(11) Uani 1 1 d U . . O4 O 0.7067(4) 0.4520(4) 1.1673(2) 0.0859(12) Uani 1 1 d . . . O5 O 0.5586(5) 0.0977(5) 1.1223(3) 0.1377(17) Uani 1 1 d U . . O6 O 0.4635(4) 0.1401(4) 0.9801(4) 0.1056(14) Uani 1 1 d U . . O7 O 0.5193(2) 0.6339(2) 0.53106(17) 0.0369(6) Uani 1 1 d . . . O8 O 0.2692(2) 0.71673(19) 0.55265(18) 0.0364(5) Uani 1 1 d . . . O9 O -0.0033(2) 1.24852(19) 0.54431(19) 0.0353(6) Uani 1 1 d . . . O10 O 0.1448(2) 1.34968(19) 0.54319(18) 0.0367(6) Uani 1 1 d . . . O11 O 0.6152(3) 1.0625(3) 0.7063(2) 0.0596(7) Uani 1 1 d . . . O12 O 0.7247(3) 0.8425(3) 0.7124(3) 0.0808(9) Uani 1 1 d . . . O13 O 0.6379(2) 0.5909(2) 0.32239(16) 0.0360(6) Uani 1 1 d . . . O14 O 0.9686(2) 0.4394(2) 0.32821(19) 0.0437(6) Uani 1 1 d . . . O15 O 0.9614(4) 0.2405(4) 0.2585(3) 0.0910(13) Uani 1 1 d . . . O16 O 0.0873(4) 0.9541(4) 0.3169(4) 0.1007(17) Uani 1 1 d U . . N1 N 0.5374(5) 0.1569(4) 1.0326(3) 0.0724(12) Uani 1 1 d . . . N2 N 0.6209(3) 0.9553(3) 0.6916(2) 0.0387(7) Uani 1 1 d . . . N3 N 0.8655(4) 0.7405(4) 0.0579(3) 0.0714(11) Uani 1 1 d . . . H3A H 0.8318 0.6774 0.0714 0.086 Uiso 1 1 calc R . . C1 C 0.6923(3) 0.3786(3) 0.8316(2) 0.0331(7) Uani 1 1 d . . . C2 C 0.7303(4) 0.4409(3) 0.8941(2) 0.0391(8) Uani 1 1 d . . . H2A H 0.7718 0.5046 0.8633 0.047 Uiso 1 1 calc R . . C3 C 0.7053(4) 0.4067(4) 1.0036(3) 0.0463(10) Uani 1 1 d . . . C4 C 0.6455(4) 0.3121(4) 1.0490(3) 0.0481(11) Uani 1 1 d . . . H4A H 0.6315 0.2871 1.1218 0.058 Uiso 1 1 calc R . . C5 C 0.6064(4) 0.2543(4) 0.9853(3) 0.0468(10) Uani 1 1 d . . . C6 C 0.6311(3) 0.2851(3) 0.8768(2) 0.0373(8) Uani 1 1 d . . . H6A H 0.6065 0.2429 0.8353 0.045 Uiso 1 1 calc R . . C7 C 0.7201(3) 0.4106(3) 0.7140(2) 0.0285(7) Uani 1 1 d . . . C8 C 0.7404(5) 0.4769(4) 1.0722(3) 0.0575(11) Uani 1 1 d . . . C9 C 0.3793(3) 0.8522(2) 0.58414(19) 0.0209(6) Uani 1 1 d . . . C10 C 0.2518(3) 0.9809(2) 0.5657(2) 0.0218(6) Uani 1 1 d . . . H10A H 0.1684 0.9859 0.5407 0.026 Uiso 1 1 calc R . . C11 C 0.2500(3) 1.1018(2) 0.5850(2) 0.0222(6) Uani 1 1 d . . . C12 C 0.3705(3) 1.0921(2) 0.6275(2) 0.0240(6) Uani 1 1 d . . . H12A H 0.3699 1.1715 0.6417 0.029 Uiso 1 1 calc R . . C13 C 0.4917(3) 0.9632(3) 0.6488(2) 0.0268(6) Uani 1 1 d . . . C14 C 0.4996(3) 0.8428(2) 0.6267(2) 0.0247(6) Uani 1 1 d . . . H14B H 0.5841 0.7576 0.6402 0.030 Uiso 1 1 calc R . . C15 C 0.3910(3) 0.7243(2) 0.5532(2) 0.0247(6) Uani 1 1 d . . . C16 C 0.1203(3) 1.2437(2) 0.5551(2) 0.0252(6) Uani 1 1 d . . . C17 C 0.8975(5) 0.7753(5) 0.1360(4) 0.0731(14) Uani 1 1 d . . . H17A H 0.8858 0.7298 0.2050 0.088 Uiso 1 1 calc R . . C18 C 0.9477(5) 0.8787(5) 0.1151(4) 0.0743(13) Uani 1 1 d . . . H18A H 0.9674 0.9038 0.1706 0.089 Uiso 1 1 calc R . . C19 C 0.9693(4) 0.9453(4) 0.0141(3) 0.0584(11) Uani 1 1 d . . . C20 C 0.9339(5) 0.9060(5) -0.0646(4) 0.0767(13) Uani 1 1 d . . . H20A H 0.9431 0.9501 -0.1344 0.092 Uiso 1 1 calc R . . C21 C 0.8850(5) 0.8017(5) -0.0390(4) 0.0825(13) Uani 1 1 d . . . H21A H 0.8652 0.7737 -0.0928 0.099 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr1 0.02247(5) 0.01411(4) 0.02610(6) -0.00560(4) -0.00341(4) -0.00775(4) O1 0.0369(8) 0.0338(8) 0.0276(9) -0.0061(6) -0.0036(7) -0.0202(6) O2 0.0448(8) 0.0390(8) 0.0345(9) -0.0095(7) -0.0056(7) -0.0266(6) O3 0.175(2) 0.1133(15) 0.0896(19) -0.0454(13) -0.0201(17) -0.0916(15) O4 0.097(2) 0.1009(19) 0.0484(13) -0.0393(12) -0.0203(14) -0.0136(17) O5 0.211(3) 0.189(3) 0.051(2) 0.027(2) 0.000(2) -0.150(2) O6 0.134(2) 0.1128(19) 0.101(3) 0.0082(19) -0.012(2) -0.0940(14) O7 0.0333(10) 0.0226(8) 0.0453(10) -0.0174(7) -0.0015(8) 0.0010(7) O8 0.0370(8) 0.0280(7) 0.0536(11) -0.0139(7) -0.0075(8) -0.0175(6) O9 0.0232(7) 0.0229(7) 0.0595(12) -0.0055(8) -0.0111(8) -0.0080(6) O10 0.0416(9) 0.0186(7) 0.0532(12) -0.0056(7) -0.0067(9) -0.0156(6) O11 0.0568(9) 0.0603(10) 0.0872(16) -0.0235(10) -0.0231(10) -0.0353(8) O12 0.0460(10) 0.0698(14) 0.138(2) -0.0355(14) -0.0494(12) -0.0096(11) O13 0.0383(9) 0.0384(9) 0.0283(9) -0.0056(7) -0.0109(7) -0.0113(7) O14 0.0338(9) 0.0587(11) 0.0429(11) -0.0181(9) 0.0078(9) -0.0235(8) O15 0.0682(19) 0.0820(19) 0.121(3) -0.0447(17) -0.0116(19) -0.0162(16) O16 0.0643(17) 0.0604(17) 0.156(4) 0.009(2) -0.002(2) -0.0275(14) N1 0.096(2) 0.0818(19) 0.0479(19) -0.0016(15) 0.0065(17) -0.0564(15) N2 0.0301(9) 0.0388(11) 0.0523(13) -0.0100(10) -0.0144(9) -0.0143(8) N3 0.0703(17) 0.0759(16) 0.089(2) -0.0380(15) 0.0025(17) -0.0417(13) C1 0.0351(12) 0.0333(12) 0.0294(12) -0.0067(9) -0.0083(10) -0.0110(10) C2 0.0421(14) 0.0393(13) 0.0362(14) -0.0132(10) -0.0059(12) -0.0136(11) C3 0.0471(16) 0.0468(15) 0.0400(14) -0.0203(11) -0.0124(12) -0.0062(13) C4 0.0558(18) 0.0507(17) 0.0255(14) -0.0072(12) -0.0004(13) -0.0136(15) C5 0.0497(16) 0.0470(15) 0.0382(16) -0.0034(13) 0.0000(14) -0.0204(13) C6 0.0416(13) 0.0392(13) 0.0312(13) -0.0041(10) -0.0069(11) -0.0174(10) C7 0.0289(11) 0.0269(10) 0.0287(12) -0.0079(9) -0.0031(9) -0.0098(8) C8 0.066(2) 0.0587(17) 0.0492(17) -0.0290(13) -0.0116(15) -0.0150(16) C9 0.0217(9) 0.0153(8) 0.0257(11) -0.0074(7) -0.0009(8) -0.0065(7) C10 0.0230(9) 0.0169(8) 0.0298(11) -0.0063(7) -0.0035(8) -0.0107(7) C11 0.0244(9) 0.0147(8) 0.0261(11) -0.0052(8) -0.0019(9) -0.0069(7) C12 0.0283(9) 0.0191(8) 0.0300(11) -0.0066(8) -0.0019(9) -0.0141(7) C13 0.0291(9) 0.0298(10) 0.0271(11) -0.0047(8) -0.0055(9) -0.0168(8) C14 0.0221(10) 0.0211(9) 0.0291(11) -0.0078(8) -0.0018(9) -0.0064(8) C15 0.0323(10) 0.0178(8) 0.0288(11) -0.0059(8) -0.0069(9) -0.0124(7) C16 0.0287(10) 0.0178(9) 0.0280(11) -0.0043(8) -0.0024(9) -0.0092(8) C17 0.079(2) 0.075(2) 0.082(3) -0.0348(18) -0.004(2) -0.0366(18) C18 0.071(2) 0.0717(19) 0.093(3) -0.0433(17) -0.019(2) -0.0226(17) C19 0.0423(16) 0.0536(15) 0.083(2) -0.0377(14) -0.0121(16) -0.0080(14) C20 0.089(2) 0.098(2) 0.074(2) -0.0383(18) -0.001(2) -0.0571(17) C21 0.094(2) 0.095(2) 0.097(3) -0.0424(18) -0.012(2) -0.0591(16) _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 Pr1 O10 2.391(2) 2_676 ? Pr1 O7 2.412(2) . ? Pr1 O8 2.430(2) 2_666 ? Pr1 O9 2.482(2) 1_645 ? Pr1 O13 2.510(2) . ? Pr1 O14 2.535(2) . ? Pr1 O1 2.534(2) . ? Pr1 O2 2.551(2) . ? Pr1 C7 2.905(3) . ? O1 C7 1.246(4) . ? O2 C7 1.280(4) . ? O3 C8 1.240(6) . ? O4 C8 1.227(5) . ? O5 N1 1.202(5) . ? O6 N1 1.206(7) . ? O7 C15 1.245(3) . ? O8 C15 1.256(4) . ? O8 Pr1 2.430(2) 2_666 ? O9 C16 1.246(4) . ? O9 Pr1 2.482(2) 1_465 ? O10 C16 1.250(4) . ? O10 Pr1 2.391(2) 2_676 ? O11 N2 1.209(4) . ? O12 N2 1.199(3) . ? N1 C5 1.461(6) . ? N2 C13 1.468(4) . ? N3 C21 1.302(7) . ? N3 C17 1.328(7) . ? N3 H3A 0.8600 . ? C1 C6 1.367(5) . ? C1 C2 1.395(5) . ? C1 C7 1.501(4) . ? C2 C3 1.398(5) . ? C2 H2A 0.9300 . ? C3 C4 1.368(6) . ? C3 C8 1.507(6) . ? C4 C5 1.377(6) . ? C4 H4A 0.9300 . ? C5 C6 1.384(5) . ? C6 H6A 0.9300 . ? C9 C14 1.377(4) . ? C9 C10 1.401(3) . ? C9 C15 1.503(4) . ? C10 C11 1.398(4) . ? C10 H10A 0.9300 . ? C11 C12 1.377(4) . ? C11 C16 1.511(3) . ? C12 C13 1.377(3) . ? C12 H12A 0.9300 . ? C13 C14 1.383(4) . ? C14 H14B 0.9300 . ? C17 C18 1.376(8) . ? C17 H17A 0.9300 . ? C18 C19 1.370(6) . ? C18 H18A 0.9300 . ? C19 C20 1.383(7) . ? C19 C19 1.508(9) 2_775 ? C20 C21 1.372(8) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? 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 O10 Pr1 O7 89.15(8) 2_676 . ? O10 Pr1 O8 158.25(8) 2_676 2_666 ? O7 Pr1 O8 102.35(8) . 2_666 ? O10 Pr1 O9 104.60(7) 2_676 1_645 ? O7 Pr1 O9 147.53(7) . 1_645 ? O8 Pr1 O9 75.39(8) 2_666 1_645 ? O10 Pr1 O13 88.61(8) 2_676 . ? O7 Pr1 O13 70.70(8) . . ? O8 Pr1 O13 78.13(8) 2_666 . ? O9 Pr1 O13 137.47(8) 1_645 . ? O10 Pr1 O14 71.94(9) 2_676 . ? O7 Pr1 O14 137.86(7) . . ? O8 Pr1 O14 87.42(9) 2_666 . ? O9 Pr1 O14 74.60(8) 1_645 . ? O13 Pr1 O14 71.52(7) . . ? O10 Pr1 O1 126.31(8) 2_676 . ? O7 Pr1 O1 72.39(7) . . ? O8 Pr1 O1 75.17(8) 2_666 . ? O9 Pr1 O1 75.83(7) 1_645 . ? O13 Pr1 O1 127.79(7) . . ? O14 Pr1 O1 148.63(7) . . ? O10 Pr1 O2 75.86(8) 2_676 . ? O7 Pr1 O2 77.98(8) . . ? O8 Pr1 O2 124.30(8) 2_666 . ? O9 Pr1 O2 77.18(8) 1_645 . ? O13 Pr1 O2 145.17(6) . . ? O14 Pr1 O2 129.45(8) . . ? O1 Pr1 O2 51.43(7) . . ? O10 Pr1 C7 101.46(9) 2_676 . ? O7 Pr1 C7 73.15(8) . . ? O8 Pr1 C7 99.54(9) 2_666 . ? O9 Pr1 C7 75.32(8) 1_645 . ? O13 Pr1 C7 142.24(7) . . ? O14 Pr1 C7 146.22(8) . . ? O1 Pr1 C7 25.32(9) . . ? O2 Pr1 C7 26.12(8) . . ? C7 O1 Pr1 94.23(17) . . ? C7 O2 Pr1 92.58(19) . . ? C15 O7 Pr1 177.0(2) . . ? C15 O8 Pr1 129.77(16) . 2_666 ? C16 O9 Pr1 124.33(17) . 1_465 ? C16 O10 Pr1 172.12(17) . 2_676 ? O5 N1 O6 123.9(5) . . ? O5 N1 C5 117.3(5) . . ? O6 N1 C5 118.8(4) . . ? O12 N2 O11 123.5(3) . . ? O12 N2 C13 118.3(3) . . ? O11 N2 C13 118.2(2) . . ? C21 N3 C17 120.2(5) . . ? C21 N3 H3A 119.9 . . ? C17 N3 H3A 119.9 . . ? C6 C1 C2 120.4(3) . . ? C6 C1 C7 118.7(3) . . ? C2 C1 C7 121.0(3) . . ? C3 C2 C1 119.4(3) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? C4 C3 C2 120.4(4) . . ? C4 C3 C8 119.5(3) . . ? C2 C3 C8 120.1(4) . . ? C3 C4 C5 119.0(3) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C4 C5 C6 121.9(4) . . ? C4 C5 N1 119.6(3) . . ? C6 C5 N1 118.5(4) . . ? C1 C6 C5 119.0(4) . . ? C1 C6 H6A 120.5 . . ? C5 C6 H6A 120.5 . . ? O1 C7 O2 121.7(3) . . ? O1 C7 C1 118.6(3) . . ? O2 C7 C1 119.6(3) . . ? O1 C7 Pr1 60.45(14) . . ? O2 C7 Pr1 61.30(15) . . ? C1 C7 Pr1 179.0(2) . . ? O4 C8 O3 126.6(5) . . ? O4 C8 C3 118.3(4) . . ? O3 C8 C3 115.1(4) . . ? C14 C9 C10 120.1(2) . . ? C14 C9 C15 118.8(2) . . ? C10 C9 C15 121.0(2) . . ? C11 C10 C9 120.0(3) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C12 C11 C10 119.6(2) . . ? C12 C11 C16 119.8(2) . . ? C10 C11 C16 120.5(3) . . ? C13 C12 C11 119.1(3) . . ? C13 C12 H12A 120.5 . . ? C11 C12 H12A 120.5 . . ? C12 C13 C14 122.6(3) . . ? C12 C13 N2 118.4(3) . . ? C14 C13 N2 118.9(2) . . ? C9 C14 C13 118.4(2) . . ? C9 C14 H14B 120.8 . . ? C13 C14 H14B 120.8 . . ? O7 C15 O8 125.0(3) . . ? O7 C15 C9 118.0(3) . . ? O8 C15 C9 116.9(2) . . ? O9 C16 O10 124.2(2) . . ? O9 C16 C11 118.7(3) . . ? O10 C16 C11 117.1(3) . . ? N3 C17 C18 120.1(5) . . ? N3 C17 H17A 119.9 . . ? C18 C17 H17A 119.9 . . ? C19 C18 C17 121.2(5) . . ? C19 C18 H18A 119.4 . . ? C17 C18 H18A 119.4 . . ? C18 C19 C20 116.6(5) . . ? C18 C19 C19 123.6(5) . 2_775 ? C20 C19 C19 119.8(5) . 2_775 ? C21 C20 C19 119.6(5) . . ? C21 C20 H20A 120.2 . . ? C19 C20 H20A 120.2 . . ? N3 C21 C20 122.2(5) . . ? N3 C21 H21A 118.9 . . ? C20 C21 H21A 118.9 . . ? 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 N3 H3A O3 0.86 1.76 2.531(6) 147.9 1_554 C12 H12A O13 0.93 2.72 3.649(4) 178.0 2_676 C20 H20A O16 0.93 2.39 3.291(7) 164.1 2_675 C21 H21A O15 0.93 2.50 3.046(7) 117.8 2_765 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.978 _refine_diff_density_min -1.428 _refine_diff_density_rms 0.145 # = = = END data_5 _database_code_depnum_ccdc_archive 'CCDC 636058' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H19 N3 Nd O16' _chemical_formula_weight 713.63 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' Nd Nd -0.1943 3.0179 '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 9.885(2) _cell_length_b 10.786(2) _cell_length_c 13.178(3) _cell_angle_alpha 94.95(3) _cell_angle_beta 101.36(3) _cell_angle_gamma 116.45(3) _cell_volume 1208.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8483 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 27.47 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.961 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 2.239 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6339 _exptl_absorpt_correction_T_max 0.7409 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 5402 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5402 _reflns_number_gt 5037 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0872P)^2^+2.3693P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 5402 _refine_ls_number_parameters 370 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1128 _refine_ls_wR_factor_gt 0.1067 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.962 _refine_ls_shift/su_max 0.004 _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 O16 O 0.695(3) 0.727(3) 0.742(2) 0.364(13) Uani 1 1 d U . . O15 O 0.5345(19) 0.4563(19) 0.6968(13) 0.242(7) Uani 1 1 d U . . Nd1 Nd 0.73564(2) -0.03320(2) 0.514063(17) 0.02994(10) Uani 1 1 d . . . O1 O 0.9977(4) 0.1490(3) 0.5473(3) 0.0484(9) Uani 1 1 d . . . O2 O 1.2467(4) 0.2453(4) 0.5461(3) 0.0491(9) Uani 1 1 d . . . O3 O 1.5197(4) 0.7779(4) 0.5580(3) 0.0459(8) Uani 1 1 d . . . O4 O 1.3553(5) 0.8674(3) 0.5317(3) 0.0447(8) Uani 1 1 d . . . O5 O 0.9324(7) 0.6744(6) 0.7124(6) 0.0910(19) Uani 1 1 d . . . O6 O 0.8153(5) 0.4537(5) 0.7055(5) 0.0735(14) Uani 1 1 d . . . O7 O 0.5337(4) -0.1445(4) 0.3398(3) 0.0405(7) Uani 1 1 d . . . O8 O 0.7753(4) -0.0133(4) 0.3301(3) 0.0461(8) Uani 1 1 d . . . O9 O 0.8610(13) 0.0628(12) -0.0187(8) 0.154(4) Uani 1 1 d U . . O10 O 0.6743(11) -0.0523(9) -0.1654(5) 0.126(3) Uani 1 1 d U . . O11 O 0.1552(12) -0.3991(12) -0.1275(6) 0.152(3) Uani 1 1 d U . . O12 O 0.1052(11) -0.3632(12) 0.0202(8) 0.143(3) Uani 1 1 d U . . O13 O 0.8979(5) -0.0675(5) 0.6726(3) 0.0581(10) Uani 1 1 d . . . O14 O 0.7272(4) 0.0940(4) 0.6779(3) 0.0444(8) Uani 1 1 d . . . N1 N 0.9206(5) 0.5577(5) 0.6920(4) 0.0480(10) Uani 1 1 d . . . N2 N 0.1961(11) -0.3444(11) -0.0341(6) 0.104(3) Uani 1 1 d . . . N3 N 0.1046(15) 0.2399(13) 0.9441(11) 0.129(4) Uani 1 1 d . . . H3A H 0.0090 0.1747 0.9308 0.155 Uiso 1 1 calc R . . C1 C 1.1435(5) 0.3981(4) 0.5876(3) 0.0302(8) Uani 1 1 d . . . C2 C 1.2656(5) 0.5174(4) 0.5697(3) 0.0302(8) Uani 1 1 d . . . H2A H 1.3444 0.5091 0.5460 0.036 Uiso 1 1 calc R . . C3 C 1.2706(5) 0.6493(4) 0.5871(3) 0.0306(8) Uani 1 1 d . . . C4 C 1.1567(5) 0.6630(4) 0.6279(3) 0.0331(8) Uani 1 1 d . . . H4A H 1.1590 0.7502 0.6407 0.040 Uiso 1 1 calc R . . C5 C 1.0406(5) 0.5441(5) 0.6488(4) 0.0336(8) Uani 1 1 d . . . C6 C 1.0309(5) 0.4126(4) 0.6290(3) 0.0328(8) Uani 1 1 d . . . H6A H 0.9503 0.3346 0.6430 0.039 Uiso 1 1 calc R . . C7 C 1.1289(5) 0.2538(4) 0.5582(3) 0.0330(8) Uani 1 1 d . . . C8 C 1.3908(5) 0.7737(4) 0.5571(3) 0.0339(9) Uani 1 1 d . . . C9 C 0.5725(7) -0.1226(6) 0.1690(4) 0.0470(11) Uani 1 1 d . . . C10 C 0.6710(9) -0.0607(7) 0.1069(5) 0.0584(15) Uani 1 1 d . . . H10A H 0.7756 0.0034 0.1386 0.070 Uiso 1 1 calc R . . C11 C 0.6160(12) -0.0930(9) -0.0035(6) 0.074(2) Uani 1 1 d . . . C12 C 0.4590(12) -0.1887(9) -0.0498(5) 0.076(2) Uani 1 1 d . . . H12A H 0.4198 -0.2128 -0.1228 0.091 Uiso 1 1 calc R . . C13 C 0.3653(10) -0.2452(9) 0.0127(5) 0.0698(19) Uani 1 1 d . . . C14 C 0.4155(8) -0.2164(7) 0.1217(5) 0.0533(13) Uani 1 1 d . . . H14B H 0.3464 -0.2585 0.1622 0.064 Uiso 1 1 calc R . . C15 C 0.6319(6) -0.0914(5) 0.2867(4) 0.0390(9) Uani 1 1 d . . . C16 C 0.7233(16) -0.0229(12) -0.0708(8) 0.103(4) Uani 1 1 d . . . C17 C 0.1684(16) 0.2797(14) 0.8683(12) 0.122(4) Uani 1 1 d . . . H17A H 0.1087 0.2388 0.7989 0.146 Uiso 1 1 calc R . . C18 C 0.3218(18) 0.3809(15) 0.8872(14) 0.138(6) Uani 1 1 d . . . H18A H 0.3635 0.4063 0.8302 0.165 Uiso 1 1 calc R . . C19 C 0.4167(17) 0.4465(13) 0.9889(13) 0.118(5) Uani 1 1 d . . . C20 C 0.3420(16) 0.4063(14) 1.0675(13) 0.124(5) Uani 1 1 d . . . H20A H 0.3945 0.4500 1.1377 0.149 Uiso 1 1 calc R . . C21 C 0.1872(17) 0.2997(16) 1.0410(15) 0.134(6) Uani 1 1 d . . . H21A H 0.1405 0.2698 1.0953 0.161 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O16 0.368(15) 0.368(15) 0.368(16) 0.076(10) 0.105(10) 0.180(11) O15 0.231(10) 0.241(10) 0.247(11) 0.046(8) 0.047(8) 0.111(8) Nd1 0.02748(13) 0.01944(13) 0.03673(14) 0.00596(8) 0.01061(9) 0.00494(9) O1 0.0368(17) 0.0222(15) 0.067(2) 0.0059(15) 0.0137(16) -0.0015(13) O2 0.0438(19) 0.0281(16) 0.077(3) 0.0098(16) 0.0249(18) 0.0149(15) O3 0.0384(17) 0.0309(16) 0.062(2) 0.0142(15) 0.0222(16) 0.0064(14) O4 0.060(2) 0.0284(16) 0.0510(19) 0.0197(14) 0.0215(17) 0.0202(15) O5 0.110(4) 0.067(3) 0.145(5) 0.039(3) 0.090(4) 0.058(3) O6 0.052(2) 0.060(3) 0.107(4) 0.014(3) 0.050(3) 0.015(2) O7 0.0376(16) 0.0405(18) 0.0365(16) 0.0061(13) 0.0107(13) 0.0126(14) O8 0.0428(19) 0.0408(19) 0.0453(19) 0.0075(15) 0.0161(15) 0.0101(15) O9 0.152(7) 0.165(7) 0.127(6) 0.064(5) 0.086(5) 0.032(5) O10 0.193(7) 0.130(5) 0.071(4) 0.049(4) 0.068(4) 0.073(5) O11 0.136(6) 0.189(8) 0.078(4) -0.013(5) -0.014(4) 0.055(5) O12 0.099(5) 0.159(7) 0.123(6) 0.000(5) 0.013(5) 0.032(5) O13 0.057(2) 0.055(2) 0.062(2) 0.0209(19) 0.0077(19) 0.028(2) O14 0.0475(19) 0.047(2) 0.0408(18) 0.0081(15) 0.0170(15) 0.0223(16) N1 0.049(2) 0.048(2) 0.054(2) 0.012(2) 0.026(2) 0.023(2) N2 0.100(6) 0.126(7) 0.057(4) -0.018(4) -0.020(4) 0.052(6) N3 0.143(10) 0.125(9) 0.168(11) 0.085(9) 0.102(9) 0.071(8) C1 0.0278(18) 0.0206(18) 0.0336(19) 0.0055(15) 0.0069(15) 0.0045(15) C2 0.0275(18) 0.0204(18) 0.038(2) 0.0050(15) 0.0123(16) 0.0064(15) C3 0.0310(19) 0.0228(18) 0.0332(19) 0.0093(15) 0.0092(15) 0.0077(15) C4 0.036(2) 0.0237(19) 0.038(2) 0.0073(16) 0.0130(17) 0.0117(16) C5 0.032(2) 0.030(2) 0.037(2) 0.0079(17) 0.0131(17) 0.0118(17) C6 0.0271(19) 0.0238(19) 0.037(2) 0.0062(16) 0.0094(16) 0.0030(15) C7 0.035(2) 0.0201(18) 0.038(2) 0.0058(15) 0.0114(17) 0.0066(16) C8 0.038(2) 0.0193(18) 0.037(2) 0.0070(15) 0.0151(17) 0.0040(16) C9 0.061(3) 0.046(3) 0.037(2) 0.009(2) 0.015(2) 0.026(2) C10 0.077(4) 0.058(4) 0.049(3) 0.019(3) 0.027(3) 0.033(3) C11 0.117(7) 0.073(5) 0.055(4) 0.030(3) 0.042(4) 0.054(5) C12 0.119(7) 0.080(5) 0.040(3) 0.014(3) 0.018(4) 0.057(5) C13 0.086(5) 0.073(5) 0.045(3) -0.002(3) 0.002(3) 0.042(4) C14 0.062(3) 0.054(3) 0.043(3) 0.006(2) 0.012(2) 0.028(3) C15 0.045(2) 0.033(2) 0.039(2) 0.0059(18) 0.0144(19) 0.018(2) C16 0.171(11) 0.107(7) 0.077(6) 0.060(6) 0.077(7) 0.081(8) C17 0.133(9) 0.131(10) 0.162(11) 0.092(9) 0.098(9) 0.080(8) C18 0.167(13) 0.134(11) 0.209(16) 0.123(12) 0.141(13) 0.101(11) C19 0.150(11) 0.107(8) 0.192(13) 0.102(10) 0.126(11) 0.096(9) C20 0.126(9) 0.121(9) 0.175(13) 0.079(9) 0.102(10) 0.066(8) C21 0.134(11) 0.142(12) 0.197(15) 0.104(12) 0.122(12) 0.082(10) _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 O15 O15 0.00(7) 1 ? Nd1 O1 2.373(3) . ? Nd1 O4 2.403(3) 2_766 ? Nd1 O3 2.421(3) 1_445 ? Nd1 O2 2.448(4) 2_756 ? Nd1 O14 2.493(4) . ? Nd1 O7 2.506(4) . ? Nd1 O8 2.544(4) . ? Nd1 O13 2.533(4) . ? Nd1 C15 2.884(5) . ? O1 C7 1.254(5) . ? O2 C7 1.247(6) . ? O2 Nd1 2.448(3) 2_756 ? O3 C8 1.252(6) . ? O3 Nd1 2.421(3) 1_665 ? O4 C8 1.258(6) . ? O4 Nd1 2.403(3) 2_766 ? O5 N1 1.212(7) . ? O6 N1 1.200(6) . ? O7 C15 1.266(6) . ? O8 C15 1.257(6) . ? O9 C16 1.257(15) . ? O10 C16 1.203(12) . ? O11 N2 1.222(10) . ? O12 N2 1.215(12) . ? N1 C5 1.469(6) . ? N2 C13 1.486(12) . ? N3 C17 1.288(14) . ? N3 C21 1.301(19) . ? N3 H3A 0.8600 . ? C1 C6 1.393(6) . ? C1 C2 1.397(5) . ? C1 C7 1.505(6) . ? C2 C3 1.398(6) . ? C2 H2A 0.9300 . ? C3 C4 1.397(6) . ? C3 C8 1.492(5) . ? C4 C5 1.383(6) . ? C4 H4A 0.9300 . ? C5 C6 1.376(6) . ? C6 H6A 0.9300 . ? C9 C10 1.376(8) . ? C9 C14 1.390(9) . ? C9 C15 1.496(7) . ? C10 C11 1.402(10) . ? C10 H10A 0.9300 . ? C11 C12 1.392(13) . ? C11 C16 1.501(11) . ? C12 C13 1.338(12) . ? C12 H12A 0.9300 . ? C13 C14 1.383(9) . ? C14 H14B 0.9300 . ? C17 C18 1.373(19) . ? C17 H17A 0.9300 . ? C18 C19 1.39(2) . ? C18 H18A 0.9300 . ? C19 C20 1.378(15) . ? C19 C19 1.48(3) 2_667 ? C20 C21 1.39(2) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? 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 O1 Nd1 O4 89.37(13) . 2_766 ? O1 Nd1 O3 154.68(14) . 1_445 ? O4 Nd1 O3 105.29(13) 2_766 1_445 ? O1 Nd1 O2 102.85(13) . 2_756 ? O4 Nd1 O2 147.17(14) 2_766 2_756 ? O3 Nd1 O2 75.99(13) 1_445 2_756 ? O1 Nd1 O14 86.10(14) . . ? O4 Nd1 O14 70.95(12) 2_766 . ? O3 Nd1 O14 79.60(13) 1_445 . ? O2 Nd1 O14 139.29(13) 2_756 . ? O1 Nd1 O7 127.54(13) . . ? O4 Nd1 O7 72.71(13) 2_766 . ? O3 Nd1 O7 77.20(13) 1_445 . ? O2 Nd1 O7 75.76(13) 2_756 . ? O14 Nd1 O7 129.28(12) . . ? O1 Nd1 O8 76.67(14) . . ? O4 Nd1 O8 78.02(13) 2_766 . ? O3 Nd1 O8 126.01(13) 1_445 . ? O2 Nd1 O8 75.46(13) 2_756 . ? O14 Nd1 O8 144.55(12) . . ? O7 Nd1 O8 51.80(11) . . ? O1 Nd1 O13 72.35(14) . . ? O4 Nd1 O13 138.64(14) 2_766 . ? O3 Nd1 O13 83.22(14) 1_445 . ? O2 Nd1 O13 74.11(15) 2_756 . ? O14 Nd1 O13 71.06(14) . . ? O7 Nd1 O13 147.21(13) . . ? O8 Nd1 O13 129.72(14) . . ? O1 Nd1 C15 102.08(15) . . ? O4 Nd1 C15 73.68(13) 2_766 . ? O3 Nd1 C15 101.83(14) 1_445 . ? O2 Nd1 C15 73.99(14) 2_756 . ? O14 Nd1 C15 143.57(13) . . ? O7 Nd1 C15 25.97(12) . . ? O8 Nd1 C15 25.83(13) . . ? O13 Nd1 C15 145.33(15) . . ? C7 O1 Nd1 172.6(3) . . ? C7 O2 Nd1 128.1(3) . 2_756 ? C8 O3 Nd1 125.2(3) . 1_665 ? C8 O4 Nd1 174.7(3) . 2_766 ? C15 O7 Nd1 93.9(3) . . ? C15 O8 Nd1 92.4(3) . . ? O6 N1 O5 122.7(5) . . ? O6 N1 C5 119.1(5) . . ? O5 N1 C5 118.2(4) . . ? O11 N2 O12 123.4(10) . . ? O11 N2 C13 117.3(10) . . ? O12 N2 C13 119.2(7) . . ? C17 N3 C21 119.0(14) . . ? C17 N3 H3A 120.5 . . ? C21 N3 H3A 120.5 . . ? C6 C1 C2 119.4(4) . . ? C6 C1 C7 120.0(4) . . ? C2 C1 C7 120.6(4) . . ? C3 C2 C1 120.6(4) . . ? C3 C2 H2A 119.7 . . ? C1 C2 H2A 119.7 . . ? C4 C3 C2 119.6(4) . . ? C4 C3 C8 119.6(4) . . ? C2 C3 C8 120.8(4) . . ? C3 C4 C5 118.5(4) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? C6 C5 C4 122.7(4) . . ? C6 C5 N1 118.5(4) . . ? C4 C5 N1 118.9(4) . . ? C5 C6 C1 119.1(4) . . ? C5 C6 H6A 120.5 . . ? C1 C6 H6A 120.5 . . ? O1 C7 O2 124.0(4) . . ? O1 C7 C1 117.5(4) . . ? O2 C7 C1 118.5(4) . . ? O3 C8 O4 124.2(4) . . ? O3 C8 C3 118.1(4) . . ? O4 C8 C3 117.7(4) . . ? C10 C9 C14 119.5(5) . . ? C10 C9 C15 121.1(5) . . ? C14 C9 C15 119.4(5) . . ? C9 C10 C11 121.0(7) . . ? C9 C10 H10A 119.5 . . ? C11 C10 H10A 119.5 . . ? C12 C11 C10 118.8(7) . . ? C12 C11 C16 120.5(8) . . ? C10 C11 C16 120.7(9) . . ? C13 C12 C11 118.9(6) . . ? C13 C12 H12A 120.6 . . ? C11 C12 H12A 120.6 . . ? C12 C13 C14 123.9(8) . . ? C12 C13 N2 120.2(7) . . ? C14 C13 N2 115.9(8) . . ? C13 C14 C9 117.9(6) . . ? C13 C14 H14B 121.1 . . ? C9 C14 H14B 121.1 . . ? O7 C15 O8 121.9(4) . . ? O7 C15 C9 118.1(4) . . ? O8 C15 C9 120.0(4) . . ? O7 C15 Nd1 60.1(2) . . ? O8 C15 Nd1 61.8(3) . . ? C9 C15 Nd1 178.0(4) . . ? O9 C16 O10 126.5(10) . . ? O9 C16 C11 113.8(9) . . ? O10 C16 C11 119.8(12) . . ? N3 C17 C18 121.8(16) . . ? N3 C17 H17A 119.1 . . ? C18 C17 H17A 119.1 . . ? C17 C18 C19 121.9(11) . . ? C17 C18 H18A 119.1 . . ? C19 C18 H18A 119.1 . . ? C18 C19 C20 114.5(14) . . ? C18 C19 C19 122.7(14) . 2_667 ? C20 C19 C19 123(2) . 2_667 ? C21 C20 C19 119.5(16) . . ? C21 C20 H20A 120.2 . . ? C19 C20 H20A 120.2 . . ? N3 C21 C20 123.1(12) . . ? N3 C21 H21A 118.4 . . ? C20 C21 H21A 118.4 . . ? 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 N3 H3A O9 0.86 1.73 2.493(13) 146.8 1_456 C4 H4A O8 0.93 2.59 3.501(6) 167.7 2_766 C21 H21A O16 0.93 2.41 2.96(3) 117.5 2_667 C20 H20A O15 0.93 2.16 3.07(2) 167.2 2_667 C18 H18A O15 0.93 2.60 3.50(2) 164.2 1 C20 H20A O15 0.93 2.16 3.07(2) 167.2 2_667 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.318 _refine_diff_density_min -1.149 _refine_diff_density_rms 0.188 # = = = END data_6 _database_code_depnum_ccdc_archive 'CCDC 636059' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 N3 O12 Sm' _chemical_formula_weight 647.68 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' Sm Sm -0.1638 3.4418 '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 8.6638(17) _cell_length_b 9.3886(19) _cell_length_c 13.781(3) _cell_angle_alpha 85.33(3) _cell_angle_beta 78.10(3) _cell_angle_gamma 74.43(3) _cell_volume 1056.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5898 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.037 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 2.859 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6903 _exptl_absorpt_correction_T_max 0.7911 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 4362 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4362 _reflns_number_gt 3779 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0753P)^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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4362 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.1090 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 Sm Sm 0.66362(3) 0.55352(3) 0.58346(2) 0.02031(11) Uani 1 1 d . . . O1 O 0.8822(5) 0.3560(4) 0.5260(3) 0.0319(9) Uani 1 1 d . . . O2 O 1.1465(5) 0.3092(4) 0.4653(3) 0.0326(10) Uani 1 1 d . . . O3 O 1.4254(5) -0.2859(5) 0.6866(3) 0.0319(9) Uani 1 1 d . . . O4 O 1.4937(5) -0.2097(4) 0.5317(3) 0.0324(9) Uani 1 1 d . . . O5 O 0.8206(8) -0.1919(9) 0.7929(6) 0.085(2) Uani 1 1 d . . . O6 O 0.6675(7) -0.0446(7) 0.7037(6) 0.0704(19) Uani 1 1 d . . . O7 O 0.5426(5) 0.3624(5) 0.6762(3) 0.0334(10) Uani 1 1 d . . . O8 O 0.3689(5) 0.4774(4) 0.5808(3) 0.0294(9) Uani 1 1 d . . . O9 O -0.2277(5) 0.5041(5) 0.7273(3) 0.0341(10) Uani 1 1 d . . . O10 O -0.2731(5) 0.3650(6) 0.8634(4) 0.0457(13) Uani 1 1 d . . . O11 O 0.1595(8) -0.0727(7) 0.9147(6) 0.076(2) Uani 1 1 d . . . O12 O 0.3933(9) -0.0313(8) 0.9064(6) 0.091(3) Uani 1 1 d . . . N1 N 0.7990(8) -0.0970(7) 0.7299(5) 0.0492(16) Uani 1 1 d . . . N2 N 0.2572(8) 0.0008(6) 0.8870(5) 0.0453(15) Uani 1 1 d . . . N3 N 0.4181(6) 0.4452(6) 0.9145(4) 0.0351(12) Uani 1 1 d . . . H3A H 0.5212 0.4313 0.8924 0.042 Uiso 1 1 calc R . . C1 C 1.0497(6) 0.1286(5) 0.5698(4) 0.0206(10) Uani 1 1 d . . . C2 C 1.2047(6) 0.0359(5) 0.5659(4) 0.0226(10) Uani 1 1 d . . . H2A H 1.2943 0.0630 0.5272 0.027 Uiso 1 1 calc R . . C3 C 1.2271(6) -0.0969(6) 0.6192(4) 0.0238(11) Uani 1 1 d . . . C4 C 1.0942(7) -0.1386(6) 0.6763(4) 0.0276(12) Uani 1 1 d . . . H4A H 1.1081 -0.2256 0.7148 0.033 Uiso 1 1 calc R . . C5 C 0.9431(7) -0.0490(6) 0.6746(4) 0.0291(12) Uani 1 1 d . . . C6 C 0.9144(7) 0.0866(6) 0.6244(4) 0.0252(11) Uani 1 1 d . . . H6A H 0.8092 0.1469 0.6272 0.030 Uiso 1 1 calc R . . C7 C 1.0234(6) 0.2769(5) 0.5169(4) 0.0216(10) Uani 1 1 d . . . C8 C 1.3929(7) -0.2019(5) 0.6122(4) 0.0232(11) Uani 1 1 d . . . C9 C 0.2795(6) 0.3205(6) 0.7117(4) 0.0214(10) Uani 1 1 d . . . C10 C 0.1154(7) 0.3869(6) 0.7151(4) 0.0235(11) Uani 1 1 d . . . H10A H 0.0837 0.4704 0.6755 0.028 Uiso 1 1 calc R . . C11 C -0.0034(7) 0.3286(6) 0.7782(4) 0.0240(11) Uani 1 1 d . . . C12 C 0.0453(7) 0.1995(7) 0.8336(4) 0.0295(12) Uani 1 1 d . . . H12A H -0.0320 0.1585 0.8747 0.035 Uiso 1 1 calc R . . C13 C 0.2056(7) 0.1349(6) 0.8269(5) 0.0303(12) Uani 1 1 d . . . C14 C 0.3277(7) 0.1936(6) 0.7688(4) 0.0280(12) Uani 1 1 d . . . H14A H 0.4376 0.1491 0.7684 0.034 Uiso 1 1 calc R . . C15 C 0.4074(6) 0.3888(6) 0.6512(4) 0.0233(11) Uani 1 1 d . . . C16 C -0.1822(7) 0.4045(7) 0.7898(4) 0.0274(11) Uani 1 1 d . . . C17 C 0.3656(9) 0.3428(9) 0.9733(6) 0.0478(18) Uani 1 1 d . . . H17A H 0.4397 0.2582 0.9913 0.057 Uiso 1 1 calc R . . C18 C 0.2006(8) 0.3617(8) 1.0076(6) 0.0433(16) Uani 1 1 d . . . H18A H 0.1639 0.2888 1.0482 0.052 Uiso 1 1 calc R . . C19 C 0.0885(6) 0.4882(6) 0.9826(4) 0.0241(11) Uani 1 1 d . . . C20 C 0.1525(8) 0.5925(8) 0.9207(5) 0.0386(15) Uani 1 1 d . . . H20A H 0.0826 0.6789 0.9012 0.046 Uiso 1 1 calc R . . C21 C 0.3177(8) 0.5681(8) 0.8887(5) 0.0377(15) Uani 1 1 d . . . H21A H 0.3594 0.6388 0.8483 0.045 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm 0.01112(15) 0.01738(15) 0.02796(16) 0.00840(9) -0.00172(9) -0.00026(9) O1 0.018(2) 0.0174(18) 0.052(3) 0.0077(17) -0.0018(18) 0.0024(15) O2 0.017(2) 0.0222(19) 0.054(3) 0.0150(18) -0.0023(18) -0.0050(15) O3 0.026(2) 0.030(2) 0.031(2) 0.0058(16) -0.0069(17) 0.0055(16) O4 0.017(2) 0.027(2) 0.041(2) 0.0080(17) 0.0056(17) 0.0053(15) O5 0.057(4) 0.100(5) 0.088(5) 0.063(4) -0.004(4) -0.033(4) O6 0.025(3) 0.063(4) 0.109(5) 0.025(4) 0.005(3) -0.010(3) O7 0.017(2) 0.035(2) 0.049(3) 0.0148(19) -0.0081(18) -0.0113(17) O8 0.025(2) 0.032(2) 0.029(2) 0.0103(16) -0.0007(16) -0.0095(17) O9 0.025(2) 0.045(2) 0.036(2) 0.0119(19) -0.0132(18) -0.0117(19) O10 0.016(2) 0.073(3) 0.043(3) 0.023(2) -0.0041(19) -0.010(2) O11 0.062(4) 0.043(3) 0.113(6) 0.047(4) -0.006(4) -0.020(3) O12 0.049(4) 0.091(5) 0.117(6) 0.071(5) -0.022(4) -0.008(4) N1 0.032(3) 0.038(3) 0.068(4) 0.022(3) 0.002(3) -0.008(3) N2 0.042(4) 0.026(3) 0.056(4) 0.017(2) -0.001(3) 0.000(2) N3 0.009(2) 0.054(3) 0.039(3) -0.002(2) 0.001(2) -0.006(2) C1 0.017(3) 0.016(2) 0.028(3) 0.0031(19) -0.004(2) -0.0030(19) C2 0.011(2) 0.021(2) 0.030(3) 0.002(2) 0.0022(19) -0.0001(18) C3 0.015(3) 0.018(2) 0.033(3) 0.003(2) -0.005(2) 0.0030(19) C4 0.022(3) 0.021(2) 0.034(3) 0.010(2) -0.001(2) -0.003(2) C5 0.022(3) 0.028(3) 0.032(3) 0.007(2) 0.004(2) -0.007(2) C6 0.016(3) 0.020(2) 0.034(3) 0.004(2) 0.000(2) 0.0008(19) C7 0.016(3) 0.016(2) 0.031(3) 0.0040(19) -0.006(2) -0.0027(19) C8 0.019(3) 0.009(2) 0.038(3) 0.0024(19) -0.006(2) 0.0022(18) C9 0.016(2) 0.023(2) 0.024(3) 0.0018(19) 0.000(2) -0.0074(19) C10 0.024(3) 0.023(2) 0.026(3) 0.008(2) -0.008(2) -0.010(2) C11 0.021(3) 0.027(3) 0.025(3) 0.003(2) -0.005(2) -0.008(2) C12 0.028(3) 0.031(3) 0.032(3) 0.012(2) -0.006(2) -0.016(2) C13 0.023(3) 0.027(3) 0.036(3) 0.012(2) -0.003(2) -0.005(2) C14 0.017(3) 0.028(3) 0.036(3) 0.008(2) -0.004(2) -0.004(2) C15 0.016(3) 0.021(2) 0.029(3) 0.000(2) 0.002(2) -0.0049(19) C16 0.015(3) 0.036(3) 0.031(3) -0.002(2) -0.003(2) -0.008(2) C17 0.021(3) 0.054(4) 0.063(5) 0.011(4) -0.007(3) -0.004(3) C18 0.028(3) 0.046(4) 0.051(4) 0.018(3) -0.006(3) -0.008(3) C19 0.016(3) 0.030(3) 0.024(3) -0.002(2) 0.003(2) -0.006(2) C20 0.025(3) 0.045(4) 0.041(4) 0.014(3) 0.001(3) -0.012(3) C21 0.022(3) 0.053(4) 0.036(3) 0.007(3) 0.003(3) -0.017(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 Sm O2 2.315(4) 2_766 ? Sm O1 2.321(4) . ? Sm O9 2.327(4) 1_655 ? Sm O8 2.388(4) 2_666 ? Sm O3 2.454(4) 1_465 ? Sm O4 2.457(4) 1_465 ? Sm O7 2.457(4) . ? Sm C8 2.793(5) 1_465 ? Sm O8 2.838(4) . ? Sm C15 2.991(5) . ? O1 C7 1.236(7) . ? O2 C7 1.250(6) . ? O2 Sm 2.315(4) 2_766 ? O3 C8 1.273(7) . ? O3 Sm 2.454(4) 1_645 ? O4 C8 1.256(7) . ? O4 Sm 2.457(4) 1_645 ? O5 N1 1.198(8) . ? O6 N1 1.228(9) . ? O7 C15 1.244(7) . ? O8 C15 1.265(7) . ? O8 Sm 2.388(4) 2_666 ? O9 C16 1.258(7) . ? O9 Sm 2.327(4) 1_455 ? O10 C16 1.246(7) . ? O11 N2 1.214(8) . ? O12 N2 1.216(9) . ? N1 C5 1.481(8) . ? N2 C13 1.467(7) . ? N3 C21 1.318(9) . ? N3 C17 1.320(9) . ? N3 H3A 0.8600 . ? C1 C2 1.383(7) . ? C1 C6 1.390(7) . ? C1 C7 1.501(7) . ? C2 C3 1.383(7) . ? C2 H2A 0.9300 . ? C3 C4 1.384(7) . ? C3 C8 1.498(7) . ? C4 C5 1.356(8) . ? C4 H4A 0.9300 . ? C5 C6 1.385(7) . ? C6 H6A 0.9300 . ? C8 Sm 2.793(5) 1_645 ? C9 C10 1.383(8) . ? C9 C14 1.389(7) . ? C9 C15 1.499(7) . ? C10 C11 1.404(7) . ? C10 H10A 0.9300 . ? C11 C12 1.391(8) . ? C11 C16 1.503(8) . ? C12 C13 1.345(9) . ? C12 H12A 0.9300 . ? C13 C14 1.399(8) . ? C14 H14A 0.9300 . ? C17 C18 1.377(10) . ? C17 H17A 0.9300 . ? C18 C19 1.387(9) . ? C18 H18A 0.9300 . ? C19 C20 1.399(8) . ? C19 C19 1.470(10) 2_567 ? C20 C21 1.369(9) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? 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 O2 Sm O1 83.79(14) 2_766 . ? O2 Sm O9 84.51(15) 2_766 1_655 ? O1 Sm O9 82.34(17) . 1_655 ? O2 Sm O8 95.12(15) 2_766 2_666 ? O1 Sm O8 76.28(16) . 2_666 ? O9 Sm O8 158.52(16) 1_655 2_666 ? O2 Sm O3 106.56(15) 2_766 1_465 ? O1 Sm O3 163.33(14) . 1_465 ? O9 Sm O3 85.64(15) 1_655 1_465 ? O8 Sm O3 114.81(14) 2_666 1_465 ? O2 Sm O4 78.23(14) 2_766 1_465 ? O1 Sm O4 143.02(15) . 1_465 ? O9 Sm O4 127.01(17) 1_655 1_465 ? O8 Sm O4 73.50(15) 2_666 1_465 ? O3 Sm O4 53.44(14) 1_465 1_465 ? O2 Sm O7 157.10(14) 2_766 . ? O1 Sm O7 84.65(15) . . ? O9 Sm O7 74.39(14) 1_655 . ? O8 Sm O7 101.24(14) 2_666 . ? O3 Sm O7 81.01(15) 1_465 . ? O4 Sm O7 121.70(14) 1_465 . ? O2 Sm C8 95.20(15) 2_766 1_465 ? O1 Sm C8 168.26(16) . 1_465 ? O9 Sm C8 109.25(17) 1_655 1_465 ? O8 Sm C8 92.19(16) 2_666 1_465 ? O3 Sm C8 27.10(15) 1_465 1_465 ? O4 Sm C8 26.71(15) 1_465 1_465 ? O7 Sm C8 100.03(15) . 1_465 ? O2 Sm O8 154.28(13) 2_766 . ? O1 Sm O8 108.77(14) . . ? O9 Sm O8 118.70(13) 1_655 . ? O8 Sm O8 67.55(15) 2_666 . ? O3 Sm O8 67.34(14) 1_465 . ? O4 Sm O8 78.61(13) 1_465 . ? O7 Sm O8 48.61(12) . . ? C8 Sm O8 67.86(14) 1_465 . ? O2 Sm C15 177.29(15) 2_766 . ? O1 Sm C15 98.88(14) . . ? O9 Sm C15 95.32(15) 1_655 . ? O8 Sm C15 86.03(14) 2_666 . ? O3 Sm C15 70.73(15) 1_465 . ? O4 Sm C15 99.78(14) 1_465 . ? O7 Sm C15 23.92(14) . . ? C8 Sm C15 82.29(15) 1_465 . ? O8 Sm C15 24.88(13) . . ? C7 O1 Sm 156.2(4) . . ? C7 O2 Sm 156.2(4) . 2_766 ? C8 O3 Sm 91.5(3) . 1_645 ? C8 O4 Sm 91.8(3) . 1_645 ? C15 O7 Sm 102.9(3) . . ? C15 O8 Sm 133.9(4) . 2_666 ? C15 O8 Sm 84.3(3) . . ? Sm O8 Sm 112.45(15) 2_666 . ? C16 O9 Sm 144.2(4) . 1_455 ? O5 N1 O6 124.1(6) . . ? O5 N1 C5 117.6(6) . . ? O6 N1 C5 118.1(6) . . ? O11 N2 O12 123.5(6) . . ? O11 N2 C13 117.2(6) . . ? O12 N2 C13 119.2(6) . . ? C21 N3 C17 122.2(5) . . ? C21 N3 H3A 118.9 . . ? C17 N3 H3A 118.9 . . ? C2 C1 C6 120.3(5) . . ? C2 C1 C7 121.2(5) . . ? C6 C1 C7 118.5(5) . . ? C3 C2 C1 120.3(5) . . ? C3 C2 H2A 119.8 . . ? C1 C2 H2A 119.8 . . ? C2 C3 C4 120.2(5) . . ? C2 C3 C8 121.1(5) . . ? C4 C3 C8 118.7(5) . . ? C5 C4 C3 118.1(5) . . ? C5 C4 H4A 120.9 . . ? C3 C4 H4A 120.9 . . ? C4 C5 C6 123.8(5) . . ? C4 C5 N1 118.8(5) . . ? C6 C5 N1 117.4(5) . . ? C5 C6 C1 117.1(5) . . ? C5 C6 H6A 121.4 . . ? C1 C6 H6A 121.4 . . ? O1 C7 O2 125.1(5) . . ? O1 C7 C1 117.9(5) . . ? O2 C7 C1 117.0(5) . . ? O4 C8 O3 121.7(5) . . ? O4 C8 C3 119.2(5) . . ? O3 C8 C3 119.1(5) . . ? O4 C8 Sm 61.5(3) . 1_645 ? O3 C8 Sm 61.4(3) . 1_645 ? C3 C8 Sm 165.5(4) . 1_645 ? C10 C9 C14 120.2(5) . . ? C10 C9 C15 120.7(5) . . ? C14 C9 C15 119.0(5) . . ? C9 C10 C11 120.2(5) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C12 C11 C10 119.4(5) . . ? C12 C11 C16 118.9(5) . . ? C10 C11 C16 121.6(5) . . ? C13 C12 C11 119.2(5) . . ? C13 C12 H12A 120.4 . . ? C11 C12 H12A 120.4 . . ? C12 C13 C14 123.1(5) . . ? C12 C13 N2 119.2(5) . . ? C14 C13 N2 117.6(5) . . ? C9 C14 C13 117.8(5) . . ? C9 C14 H14A 121.1 . . ? C13 C14 H14A 121.1 . . ? O7 C15 O8 123.2(5) . . ? O7 C15 C9 118.6(5) . . ? O8 C15 C9 118.0(5) . . ? O7 C15 Sm 53.2(3) . . ? O8 C15 Sm 70.8(3) . . ? C9 C15 Sm 164.7(4) . . ? O10 C16 O9 125.4(6) . . ? O10 C16 C11 116.2(5) . . ? O9 C16 C11 118.4(5) . . ? N3 C17 C18 119.7(6) . . ? N3 C17 H17A 120.1 . . ? C18 C17 H17A 120.1 . . ? C17 C18 C19 120.9(6) . . ? C17 C18 H18A 119.5 . . ? C19 C18 H18A 119.5 . . ? C18 C19 C20 116.3(5) . . ? C18 C19 C19 122.5(6) . 2_567 ? C20 C19 C19 121.2(7) . 2_567 ? C21 C20 C19 120.3(6) . . ? C21 C20 H20A 119.8 . . ? C19 C20 H20A 119.8 . . ? N3 C21 C20 120.5(6) . . ? N3 C21 H21A 119.8 . . ? C20 C21 H21A 119.8 . . ? 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 N3 H3A O10 0.86 1.70 2.540(7) 166.5 1_655 C17 H17A O12 0.93 2.70 3.609(9) 164.4 2_657 C18 H18A O5 0.93 2.32 3.061(9) 136.6 2_657 C20 H20A O11 0.93 2.62 3.154(9) 116.9 1_565 C21 H21A O3 0.93 2.29 3.082(7) 143.1 1_465 C2 H2A O4 0.93 2.55 3.432(7) 159.1 2_856 _diffrn_measured_fraction_theta_max 0.901 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.901 _refine_diff_density_max 1.014 _refine_diff_density_min -1.107 _refine_diff_density_rms 0.260 # = = = END data_7 _database_code_depnum_ccdc_archive 'CCDC 636060' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 Eu N3 O12' _chemical_formula_weight 649.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 '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 8.6559(17) _cell_length_b 9.3993(19) _cell_length_c 13.812(3) _cell_angle_alpha 85.16(3) _cell_angle_beta 78.16(3) _cell_angle_gamma 74.51(3) _cell_volume 1059.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10440 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 27.52 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.036 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 634 _exptl_absorpt_coefficient_mu 3.039 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2852 _exptl_absorpt_correction_T_max 0.5183 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10509 _diffrn_reflns_av_R_equivalents 0.0179 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4801 _reflns_number_gt 4631 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0564P)^2^+1.2712P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4801 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0238 _refine_ls_R_factor_gt 0.0219 _refine_ls_wR_factor_ref 0.0808 _refine_ls_wR_factor_gt 0.0639 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.085 _refine_ls_shift/su_mean 0.009 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 Eu1 Eu 0.664842(15) 0.553435(14) 0.583124(10) 0.02004(7) Uani 1 1 d . . . O1 O 0.5429(3) 0.3636(3) 0.6733(2) 0.0330(6) Uani 1 1 d . . . O2 O 0.3679(3) 0.4789(3) 0.57946(18) 0.0297(5) Uani 1 1 d . . . O3 O -0.2278(3) 0.5041(3) 0.7264(2) 0.0332(6) Uani 1 1 d . . . O4 O -0.2723(3) 0.3660(4) 0.8634(2) 0.0462(8) Uani 1 1 d . . . O5 O 0.1614(6) -0.0717(5) 0.9147(4) 0.0790(14) Uani 1 1 d . . . O6 O 0.3956(5) -0.0313(6) 0.9047(4) 0.0920(18) Uani 1 1 d . . . O7 O 1.1169(3) 0.6429(3) 0.4729(2) 0.0332(6) Uani 1 1 d . . . O8 O 0.8534(3) 0.6904(3) 0.5358(2) 0.0326(6) Uani 1 1 d . . . O9 O 0.5051(3) 1.2103(3) 0.4690(2) 0.0344(6) Uani 1 1 d . . . O10 O 0.5715(3) 1.2870(3) 0.3151(2) 0.0326(6) Uani 1 1 d . . . O11 O 1.1776(5) 1.1936(6) 0.2075(4) 0.0833(16) Uani 1 1 d . . . O12 O 1.3311(4) 1.0451(4) 0.2951(4) 0.0701(12) Uani 1 1 d . . . N1 N 0.2598(5) 0.0004(4) 0.8854(3) 0.0497(10) Uani 1 1 d . . . N2 N 1.1986(5) 1.0981(4) 0.2697(3) 0.0478(10) Uani 1 1 d . . . N3 N 0.5810(4) 0.5554(4) 0.0865(2) 0.0357(7) Uani 1 1 d . . . H3A H 0.4780 0.5698 0.1091 0.043 Uiso 1 1 calc R . . C1 C 0.2794(4) 0.3217(4) 0.7121(2) 0.0228(6) Uani 1 1 d . . . C2 C 0.1140(4) 0.3887(4) 0.7155(2) 0.0221(6) Uani 1 1 d . . . H2A H 0.0823 0.4723 0.6759 0.027 Uiso 1 1 calc R . . C3 C -0.0036(4) 0.3306(4) 0.7779(2) 0.0227(6) Uani 1 1 d . . . C4 C 0.0439(4) 0.2014(4) 0.8328(3) 0.0265(7) Uani 1 1 d . . . H4A H -0.0336 0.1596 0.8731 0.032 Uiso 1 1 calc R . . C5 C 0.2087(4) 0.1360(4) 0.8263(3) 0.0293(7) Uani 1 1 d . . . C6 C 0.3292(4) 0.1948(4) 0.7687(3) 0.0279(7) Uani 1 1 d . . . H6A H 0.4392 0.1508 0.7680 0.034 Uiso 1 1 calc R . . C7 C 0.4061(4) 0.3906(4) 0.6494(3) 0.0244(6) Uani 1 1 d . . . C8 C -0.1826(4) 0.4065(4) 0.7887(3) 0.0272(7) Uani 1 1 d . . . C9 C 0.9494(4) 0.8715(3) 0.4298(2) 0.0209(6) Uani 1 1 d . . . C10 C 0.7928(4) 0.9652(3) 0.4350(2) 0.0217(6) Uani 1 1 d . . . H10A H 0.7035 0.9384 0.4743 0.026 Uiso 1 1 calc R . . C11 C 0.7707(4) 1.0992(3) 0.3812(3) 0.0230(6) Uani 1 1 d . . . C12 C 0.9031(4) 1.1406(4) 0.3238(3) 0.0288(7) Uani 1 1 d . . . H12A H 0.8891 1.2279 0.2858 0.035 Uiso 1 1 calc R . . C13 C 1.0564(4) 1.0490(4) 0.3246(3) 0.0296(7) Uani 1 1 d . . . C14 C 1.0844(4) 0.9146(4) 0.3753(3) 0.0266(7) Uani 1 1 d . . . H14A H 1.1897 0.8549 0.3732 0.032 Uiso 1 1 calc R . . C15 C 0.9752(4) 0.7228(3) 0.4833(2) 0.0225(6) Uani 1 1 d . . . C16 C 0.6045(4) 1.2034(3) 0.3882(3) 0.0242(6) Uani 1 1 d . . . C17 C 0.6348(5) 0.6571(6) 0.0263(4) 0.0451(11) Uani 1 1 d . . . H17A H 0.5611 0.7412 0.0073 0.054 Uiso 1 1 calc R . . C18 C 0.8002(5) 0.6376(5) -0.0080(3) 0.0428(10) Uani 1 1 d . . . H18A H 0.8379 0.7098 -0.0491 0.051 Uiso 1 1 calc R . . C19 C 0.9103(4) 0.5115(4) 0.0183(2) 0.0262(7) Uani 1 1 d . . . C20 C 0.8480(5) 0.4078(5) 0.0793(3) 0.0364(8) Uani 1 1 d . . . H20A H 0.9182 0.3211 0.0980 0.044 Uiso 1 1 calc R . . C21 C 0.6822(5) 0.4327(5) 0.1125(3) 0.0391(9) Uani 1 1 d . . . H21A H 0.6409 0.3625 0.1537 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.01141(9) 0.01738(10) 0.02632(10) 0.00793(6) -0.00126(6) 0.00045(6) O1 0.0166(11) 0.0346(13) 0.0471(15) 0.0093(11) -0.0033(10) -0.0107(10) O2 0.0285(12) 0.0299(12) 0.0270(12) 0.0101(10) -0.0022(10) -0.0066(10) O3 0.0229(12) 0.0412(14) 0.0348(13) 0.0095(11) -0.0129(10) -0.0047(11) O4 0.0165(12) 0.077(2) 0.0361(14) 0.0180(15) 0.0016(10) -0.0081(13) O5 0.067(3) 0.049(2) 0.110(4) 0.044(2) -0.001(2) -0.0223(19) O6 0.045(2) 0.088(3) 0.121(4) 0.074(3) -0.017(2) -0.001(2) O7 0.0196(11) 0.0207(11) 0.0498(16) 0.0086(11) -0.0004(11) 0.0037(9) O8 0.0198(11) 0.0227(11) 0.0501(16) 0.0109(11) 0.0001(11) -0.0051(9) O9 0.0209(12) 0.0266(12) 0.0423(15) 0.0114(11) 0.0054(10) 0.0042(10) O10 0.0265(12) 0.0294(12) 0.0325(13) 0.0069(10) -0.0065(10) 0.0073(10) O11 0.058(2) 0.096(3) 0.088(3) 0.065(3) -0.009(2) -0.030(2) O12 0.0266(16) 0.062(2) 0.108(3) 0.021(2) 0.0055(18) -0.0097(15) N1 0.040(2) 0.0366(18) 0.058(2) 0.0244(17) 0.0012(17) -0.0010(16) N2 0.0273(17) 0.0406(19) 0.064(3) 0.0166(18) 0.0082(16) -0.0075(15) N3 0.0161(13) 0.056(2) 0.0326(15) -0.0020(15) 0.0015(11) -0.0091(13) C1 0.0162(14) 0.0235(14) 0.0278(15) 0.0026(12) 0.0007(11) -0.0082(12) C2 0.0177(14) 0.0241(14) 0.0243(14) 0.0031(12) -0.0024(11) -0.0076(12) C3 0.0153(13) 0.0292(15) 0.0239(14) 0.0044(12) -0.0058(11) -0.0063(12) C4 0.0214(15) 0.0326(17) 0.0253(15) 0.0086(13) -0.0020(12) -0.0113(13) C5 0.0256(16) 0.0278(16) 0.0300(16) 0.0125(14) -0.0043(13) -0.0040(13) C6 0.0171(14) 0.0280(16) 0.0339(17) 0.0076(14) -0.0019(12) -0.0024(12) C7 0.0190(14) 0.0234(15) 0.0285(16) 0.0006(13) 0.0033(12) -0.0077(12) C8 0.0170(14) 0.0373(18) 0.0279(16) 0.0042(14) -0.0062(12) -0.0082(13) C9 0.0142(13) 0.0152(13) 0.0285(15) -0.0007(11) 0.0031(11) -0.0013(11) C10 0.0157(13) 0.0186(13) 0.0268(14) 0.0009(12) 0.0011(11) -0.0017(11) C11 0.0163(14) 0.0179(13) 0.0318(16) 0.0026(12) -0.0047(12) -0.0002(11) C12 0.0232(16) 0.0219(15) 0.0357(18) 0.0106(13) -0.0025(13) -0.0023(12) C13 0.0203(15) 0.0269(16) 0.0360(18) 0.0069(14) 0.0031(13) -0.0051(13) C14 0.0156(14) 0.0204(14) 0.0376(18) 0.0020(13) 0.0027(12) -0.0007(11) C15 0.0190(14) 0.0151(13) 0.0303(16) 0.0001(12) -0.0005(12) -0.0024(11) C16 0.0172(14) 0.0154(13) 0.0372(17) 0.0031(12) -0.0061(13) 0.0002(11) C17 0.0214(18) 0.051(3) 0.054(3) 0.010(2) -0.0021(17) -0.0018(17) C18 0.0221(17) 0.046(2) 0.053(2) 0.0161(19) 0.0013(16) -0.0074(16) C19 0.0207(17) 0.0348(17) 0.0233(15) 0.0018(13) -0.0015(12) -0.0101(13) C20 0.0242(17) 0.041(2) 0.041(2) 0.0109(17) -0.0008(15) -0.0105(15) C21 0.0279(19) 0.051(2) 0.038(2) 0.0090(18) 0.0007(15) -0.0174(17) _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 Eu1 O8 2.300(3) . ? Eu1 O7 2.313(3) 2_766 ? Eu1 O3 2.315(3) 1_655 ? Eu1 O2 2.374(3) 2_666 ? Eu1 O10 2.439(3) 2_676 ? Eu1 O1 2.437(3) . ? Eu1 O9 2.456(3) 2_676 ? Eu1 C16 2.783(3) 2_676 ? Eu1 O2 2.850(3) . ? Eu1 C7 2.992(3) . ? Eu1 Eu1 4.3628(11) 2_666 ? O1 C7 1.250(4) . ? O2 C7 1.257(4) . ? O2 Eu1 2.374(3) 2_666 ? O3 C8 1.245(5) . ? O3 Eu1 2.315(3) 1_455 ? O4 C8 1.255(4) . ? O5 N1 1.212(6) . ? O6 N1 1.212(6) . ? O7 C15 1.243(4) . ? O7 Eu1 2.313(3) 2_766 ? O8 C15 1.246(4) . ? O9 C16 1.257(4) . ? O9 Eu1 2.456(3) 2_676 ? O10 C16 1.258(4) . ? O10 Eu1 2.439(3) 2_676 ? O11 N2 1.193(6) . ? O12 N2 1.232(6) . ? N1 C5 1.469(5) . ? N2 C13 1.471(5) . ? N3 C21 1.321(6) . ? N3 C17 1.330(6) . ? N3 H3A 0.8600 . ? C1 C6 1.388(5) . ? C1 C2 1.395(4) . ? C1 C7 1.505(4) . ? C2 C3 1.391(4) . ? C2 H2A 0.9300 . ? C3 C4 1.388(5) . ? C3 C8 1.505(4) . ? C4 C5 1.381(5) . ? C4 H4A 0.9300 . ? C5 C6 1.385(5) . ? C6 H6A 0.9300 . ? C9 C10 1.397(4) . ? C9 C14 1.391(4) . ? C9 C15 1.509(4) . ? C10 C11 1.395(4) . ? C10 H10A 0.9300 . ? C11 C12 1.381(5) . ? C11 C16 1.498(4) . ? C12 C13 1.377(5) . ? C12 H12A 0.9300 . ? C13 C14 1.379(5) . ? C14 H14A 0.9300 . ? C16 Eu1 2.783(3) 2_676 ? C17 C18 1.380(5) . ? C17 H17A 0.9300 . ? C18 C19 1.382(5) . ? C18 H18A 0.9300 . ? C19 C20 1.381(5) . ? C19 C19 1.493(6) 2_765 ? C20 C21 1.376(5) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? 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 O8 Eu1 O7 83.93(9) . 2_766 ? O8 Eu1 O3 84.37(10) . 1_655 ? O7 Eu1 O3 82.17(11) 2_766 1_655 ? O8 Eu1 O2 95.86(10) . 2_666 ? O7 Eu1 O2 76.37(10) 2_766 2_666 ? O3 Eu1 O2 158.38(10) 1_655 2_666 ? O8 Eu1 O10 106.15(10) . 2_676 ? O7 Eu1 O10 163.24(10) 2_766 2_676 ? O3 Eu1 O10 85.50(10) 1_655 2_676 ? O2 Eu1 O10 114.93(9) 2_666 2_676 ? O8 Eu1 O1 157.56(10) . . ? O7 Eu1 O1 84.63(9) 2_766 . ? O3 Eu1 O1 74.99(10) 1_655 . ? O2 Eu1 O1 100.11(9) 2_666 . ? O10 Eu1 O1 81.24(10) 2_676 . ? O8 Eu1 O9 78.29(9) . 2_676 ? O7 Eu1 O9 143.24(10) 2_766 2_676 ? O3 Eu1 O9 127.00(11) 1_655 2_676 ? O2 Eu1 O9 73.81(10) 2_666 2_676 ? O10 Eu1 O9 53.36(9) 2_676 2_676 ? O1 Eu1 O9 121.30(9) . 2_676 ? O8 Eu1 C16 95.06(9) . 2_676 ? O7 Eu1 C16 168.74(11) 2_766 2_676 ? O3 Eu1 C16 108.93(11) 1_655 2_676 ? O2 Eu1 C16 92.62(10) 2_666 2_676 ? O10 Eu1 C16 26.85(10) 2_676 2_676 ? O1 Eu1 C16 99.83(9) . 2_676 ? O9 Eu1 C16 26.85(10) 2_676 2_676 ? O8 Eu1 O2 154.01(9) . . ? O7 Eu1 O2 109.20(9) 2_766 . ? O3 Eu1 O2 118.88(9) 1_655 . ? O2 Eu1 O2 67.06(9) 2_666 . ? O10 Eu1 O2 67.31(9) 2_676 . ? O1 Eu1 O2 48.42(8) . . ? O9 Eu1 O2 78.13(9) 2_676 . ? C16 Eu1 O2 67.61(9) 2_676 . ? O8 Eu1 C7 176.78(9) . . ? O7 Eu1 C7 99.27(9) 2_766 . ? O3 Eu1 C7 95.71(10) 1_655 . ? O2 Eu1 C7 85.26(9) 2_666 . ? O10 Eu1 C7 70.66(10) 2_676 . ? O1 Eu1 C7 23.94(9) . . ? O9 Eu1 C7 99.18(10) 2_676 . ? C16 Eu1 C7 81.87(9) 2_676 . ? O2 Eu1 C7 24.70(9) . . ? O8 Eu1 Eu1 130.00(8) . 2_666 ? O7 Eu1 Eu1 94.97(8) 2_766 2_666 ? O3 Eu1 Eu1 145.23(7) 1_655 2_666 ? O2 Eu1 Eu1 36.99(6) 2_666 2_666 ? O10 Eu1 Eu1 88.70(7) 2_676 2_666 ? O1 Eu1 Eu1 70.24(7) . 2_666 ? O9 Eu1 Eu1 73.37(8) 2_676 2_666 ? C16 Eu1 Eu1 77.06(7) 2_676 2_666 ? O2 Eu1 Eu1 30.08(5) . 2_666 ? C7 Eu1 Eu1 50.32(7) . 2_666 ? C7 O1 Eu1 103.8(2) . . ? C7 O2 Eu1 133.4(2) . 2_666 ? C7 O2 Eu1 84.0(2) . . ? Eu1 O2 Eu1 112.94(9) 2_666 . ? C8 O3 Eu1 144.7(3) . 1_455 ? C15 O7 Eu1 157.3(3) . 2_766 ? C15 O8 Eu1 155.3(2) . . ? C16 O9 Eu1 91.2(2) . 2_676 ? C16 O10 Eu1 92.0(2) . 2_676 ? O6 N1 O5 123.4(4) . . ? O6 N1 C5 118.7(4) . . ? O5 N1 C5 117.8(4) . . ? O11 N2 O12 123.5(4) . . ? O11 N2 C13 118.4(4) . . ? O12 N2 C13 117.9(4) . . ? C21 N3 C17 121.5(3) . . ? C21 N3 H3A 119.2 . . ? C17 N3 H3A 119.2 . . ? C6 C1 C2 120.8(3) . . ? C6 C1 C7 119.3(3) . . ? C2 C1 C7 119.8(3) . . ? C3 C2 C1 120.1(3) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C4 C3 C2 119.8(3) . . ? C4 C3 C8 118.8(3) . . ? C2 C3 C8 121.3(3) . . ? C3 C4 C5 118.6(3) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? C6 C5 C4 123.1(3) . . ? C6 C5 N1 118.0(3) . . ? C4 C5 N1 118.9(3) . . ? C1 C6 C5 117.5(3) . . ? C1 C6 H6A 121.3 . . ? C5 C6 H6A 121.3 . . ? O1 C7 O2 122.7(3) . . ? O1 C7 C1 117.9(3) . . ? O2 C7 C1 119.3(3) . . ? O1 C7 Eu1 52.29(17) . . ? O2 C7 Eu1 71.31(18) . . ? C1 C7 Eu1 163.1(2) . . ? O3 C8 O4 126.2(3) . . ? O3 C8 C3 118.7(3) . . ? O4 C8 C3 115.1(3) . . ? C10 C9 C14 120.3(3) . . ? C10 C9 C15 120.7(3) . . ? C14 C9 C15 119.0(3) . . ? C11 C10 C9 119.9(3) . . ? C11 C10 H10A 120.1 . . ? C9 C10 H10A 120.1 . . ? C12 C11 C10 120.3(3) . . ? C12 C11 C16 118.9(3) . . ? C10 C11 C16 120.7(3) . . ? C13 C12 C11 118.1(3) . . ? C13 C12 H12A 120.9 . . ? C11 C12 H12A 120.9 . . ? C12 C13 C14 123.6(3) . . ? C12 C13 N2 118.3(3) . . ? C14 C13 N2 118.0(3) . . ? C13 C14 C9 117.6(3) . . ? C13 C14 H14A 121.2 . . ? C9 C14 H14A 121.2 . . ? O7 C15 O8 124.9(3) . . ? O7 C15 C9 117.4(3) . . ? O8 C15 C9 117.6(3) . . ? O10 C16 O9 121.8(3) . . ? O10 C16 C11 119.3(3) . . ? O9 C16 C11 118.7(3) . . ? O10 C16 Eu1 61.14(17) . 2_676 ? O9 C16 Eu1 61.92(17) . 2_676 ? C11 C16 Eu1 165.2(2) . 2_676 ? N3 C17 C18 119.9(4) . . ? N3 C17 H17A 120.1 . . ? C18 C17 H17A 120.1 . . ? C19 C18 C17 120.4(4) . . ? C19 C18 H18A 119.8 . . ? C17 C18 H18A 119.8 . . ? C18 C19 C20 117.5(3) . . ? C18 C19 C19 121.1(4) . 2_765 ? C20 C19 C19 121.4(4) . 2_765 ? C21 C20 C19 120.1(4) . . ? C21 C20 H20A 119.9 . . ? C19 C20 H20A 119.9 . . ? N3 C21 C20 120.6(4) . . ? N3 C21 H21A 119.7 . . ? C20 C21 H21A 119.7 . . ? 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 N3 H3A O4 0.86 1.69 2.537(4) 166.7 2_566 C17 H17A O6 0.93 2.70 3.611(6) 165.0 1_564 C18 H18A O11 0.93 2.31 3.058(6) 136.8 2_775 C21 H21A O10 0.93 2.29 3.094(5) 144.4 1_545 C20 H20A O5 0.93 2.64 3.176(6) 117.1 2_656 C14 H14A O1 0.93 2.66 3.549(4) 160.9 2_766 C6 H6A O12 0.93 2.39 3.200(5) 145.6 2_766 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.011 _refine_diff_density_min -1.050 _refine_diff_density_rms 0.149 # = = = END data_8 _database_code_depnum_ccdc_archive 'CCDC 636061' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 N3 O12 Tb' _chemical_formula_weight 656.25 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' Tb Tb -0.1723 4.1537 '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 8.6598(17) _cell_length_b 9.3878(19) _cell_length_c 13.796(3) _cell_angle_alpha 85.10(3) _cell_angle_beta 78.24(3) _cell_angle_gamma 74.21(3) _cell_volume 1056.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9931 _cell_measurement_theta_min 3.00 _cell_measurement_theta_max 27.51 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.064 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 638 _exptl_absorpt_coefficient_mu 3.427 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4764 _exptl_absorpt_correction_T_max 0.5316 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10142 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_sigmaI/netI 0.0280 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4667 _reflns_number_gt 4402 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0673P)^2^+4.2498P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4667 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.1074 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 Tb1 Tb 0.66799(2) 0.55396(2) 0.583522(16) 0.01979(10) Uani 1 1 d . . . O1 O 0.4304(5) 0.7095(4) 0.6836(3) 0.0316(8) Uani 1 1 d . . . O2 O 0.4990(5) 0.7881(4) 0.5307(3) 0.0325(9) Uani 1 1 d . . . O3 O 0.1474(5) 1.3089(4) 0.4634(3) 0.0301(8) Uani 1 1 d . . . O4 O -0.1154(5) 1.3597(4) 0.5298(3) 0.0332(9) Uani 1 1 d . . . O5 O -0.3287(6) 0.9556(7) 0.7044(5) 0.0667(17) Uani 1 1 d . . . O6 O -0.1751(8) 0.8023(8) 0.7906(6) 0.082(2) Uani 1 1 d . . . O7 O 0.5419(5) 0.3688(4) 0.6686(3) 0.0316(8) Uani 1 1 d . . . O8 O 0.3613(5) 0.4811(4) 0.5761(3) 0.0307(8) Uani 1 1 d . . . O9 O -0.2301(5) 0.5043(5) 0.7267(3) 0.0329(9) Uani 1 1 d . . . O10 O -0.2716(5) 0.3635(6) 0.8623(3) 0.0467(12) Uani 1 1 d . . . O11 O 0.1682(9) -0.0707(7) 0.9148(6) 0.079(2) Uani 1 1 d . . . O12 O 0.4009(8) -0.0294(9) 0.9032(6) 0.093(3) Uani 1 1 d . . . N1 N -0.1966(7) 0.9002(7) 0.7288(5) 0.0494(15) Uani 1 1 d . . . N2 N 0.2647(8) 0.0019(7) 0.8852(5) 0.0507(16) Uani 1 1 d . . . N3 N 0.4189(6) 0.4439(6) 0.9134(4) 0.0357(11) Uani 1 1 d . . . H3A H 0.5220 0.4294 0.8910 0.043 Uiso 1 1 calc R . . C1 C 0.2319(6) 0.8996(5) 0.6176(4) 0.0224(9) Uani 1 1 d . . . C2 C 0.2092(6) 1.0342(5) 0.5644(4) 0.0195(9) Uani 1 1 d . . . H2A H 0.2983 1.0616 0.5256 0.023 Uiso 1 1 calc R . . C3 C 0.0525(6) 1.1276(5) 0.5697(3) 0.0186(9) Uani 1 1 d . . . C4 C -0.0823(6) 1.0851(6) 0.6237(4) 0.0249(10) Uani 1 1 d . . . H4A H -0.1875 1.1458 0.6259 0.030 Uiso 1 1 calc R . . C5 C -0.0545(7) 0.9484(6) 0.6744(4) 0.0293(11) Uani 1 1 d . . . C6 C 0.0994(7) 0.8580(6) 0.6750(4) 0.0282(11) Uani 1 1 d . . . H6A H 0.1144 0.7706 0.7132 0.034 Uiso 1 1 calc R . . C7 C 0.3977(6) 0.7942(5) 0.6105(4) 0.0220(9) Uani 1 1 d . . . C8 C 0.0263(6) 1.2769(5) 0.5168(4) 0.0204(9) Uani 1 1 d . . . C9 C 0.2786(6) 0.3247(5) 0.7098(3) 0.0196(9) Uani 1 1 d . . . C10 C 0.1116(6) 0.3910(5) 0.7141(4) 0.0208(9) Uani 1 1 d . . . H10A H 0.0775 0.4746 0.6747 0.025 Uiso 1 1 calc R . . C11 C -0.0021(6) 0.3312(6) 0.7773(4) 0.0229(9) Uani 1 1 d . . . C12 C 0.0475(7) 0.2012(6) 0.8328(4) 0.0278(11) Uani 1 1 d . . . H12A H -0.0285 0.1588 0.8739 0.033 Uiso 1 1 calc R . . C13 C 0.2115(7) 0.1382(6) 0.8248(4) 0.0302(11) Uani 1 1 d . . . C14 C 0.3304(6) 0.1967(6) 0.7664(4) 0.0261(10) Uani 1 1 d . . . H14A H 0.4408 0.1524 0.7649 0.031 Uiso 1 1 calc R . . C15 C 0.4045(6) 0.3927(6) 0.6466(4) 0.0235(10) Uani 1 1 d . . . C16 C -0.1824(6) 0.4050(6) 0.7888(4) 0.0266(10) Uani 1 1 d . . . C17 C 0.3168(8) 0.5667(8) 0.8869(5) 0.0409(15) Uani 1 1 d . . . H17A H 0.3576 0.6368 0.8454 0.049 Uiso 1 1 calc R . . C18 C 0.1507(7) 0.5921(7) 0.9200(5) 0.0366(13) Uani 1 1 d . . . H18A H 0.0798 0.6785 0.9007 0.044 Uiso 1 1 calc R . . C19 C 0.0901(6) 0.4887(6) 0.9821(4) 0.0252(10) Uani 1 1 d . . . C20 C 0.2009(7) 0.3617(8) 1.0084(5) 0.0421(15) Uani 1 1 d . . . H20A H 0.1640 0.2891 1.0493 0.051 Uiso 1 1 calc R . . C21 C 0.3655(8) 0.3430(9) 0.9739(6) 0.0463(16) Uani 1 1 d . . . H21A H 0.4398 0.2589 0.9931 0.056 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.01125(13) 0.01556(14) 0.02682(14) 0.00805(8) -0.00043(8) 0.00110(9) O1 0.028(2) 0.0234(19) 0.034(2) 0.0067(15) -0.0065(16) 0.0067(16) O2 0.0196(18) 0.0225(19) 0.042(2) 0.0122(15) 0.0024(16) 0.0069(16) O3 0.0177(18) 0.0188(18) 0.048(2) 0.0090(15) -0.0002(16) -0.0028(15) O4 0.0205(19) 0.0201(18) 0.050(2) 0.0062(16) 0.0004(16) 0.0020(16) O5 0.023(2) 0.059(3) 0.108(5) 0.020(3) 0.000(3) -0.011(2) O6 0.057(4) 0.088(5) 0.090(5) 0.061(4) -0.002(3) -0.027(4) O7 0.0174(18) 0.028(2) 0.047(2) 0.0074(16) -0.0011(16) -0.0088(16) O8 0.031(2) 0.0239(18) 0.0285(18) 0.0075(14) 0.0034(15) -0.0020(16) O9 0.0222(19) 0.038(2) 0.037(2) 0.0081(17) -0.0109(16) -0.0041(17) O10 0.0155(19) 0.074(3) 0.041(2) 0.020(2) 0.0009(16) -0.006(2) O11 0.067(4) 0.052(3) 0.112(6) 0.048(4) -0.008(4) -0.025(3) O12 0.044(3) 0.092(5) 0.116(6) 0.074(5) -0.016(4) 0.003(3) N1 0.031(3) 0.040(3) 0.064(4) 0.016(3) 0.012(3) -0.008(3) N2 0.039(3) 0.040(3) 0.057(4) 0.028(3) 0.003(3) -0.003(3) N3 0.016(2) 0.055(3) 0.033(2) -0.001(2) 0.0021(18) -0.010(2) C1 0.016(2) 0.017(2) 0.030(2) 0.0015(17) -0.0037(18) 0.0017(19) C2 0.013(2) 0.015(2) 0.027(2) 0.0032(17) -0.0010(17) -0.0023(17) C3 0.015(2) 0.012(2) 0.027(2) 0.0013(16) -0.0034(17) -0.0004(17) C4 0.015(2) 0.019(2) 0.033(3) 0.0015(18) 0.0025(18) 0.0034(19) C5 0.020(3) 0.022(2) 0.037(3) 0.009(2) 0.002(2) 0.000(2) C6 0.024(3) 0.020(2) 0.035(3) 0.0097(19) -0.001(2) -0.003(2) C7 0.011(2) 0.010(2) 0.039(3) 0.0035(17) -0.0042(18) 0.0051(18) C8 0.017(2) 0.014(2) 0.028(2) 0.0029(16) -0.0025(18) -0.0025(18) C9 0.014(2) 0.020(2) 0.026(2) 0.0018(17) -0.0023(17) -0.0080(18) C10 0.016(2) 0.020(2) 0.025(2) 0.0024(17) -0.0024(17) -0.0044(19) C11 0.016(2) 0.028(3) 0.023(2) 0.0011(18) -0.0024(17) -0.004(2) C12 0.022(2) 0.030(3) 0.032(3) 0.008(2) -0.0018(19) -0.013(2) C13 0.024(3) 0.024(3) 0.036(3) 0.012(2) -0.003(2) -0.001(2) C14 0.015(2) 0.025(3) 0.035(3) 0.005(2) -0.0022(19) -0.002(2) C15 0.021(2) 0.021(2) 0.026(2) 0.0022(18) 0.0015(18) -0.007(2) C16 0.017(2) 0.036(3) 0.026(2) 0.001(2) -0.0041(18) -0.006(2) C17 0.027(3) 0.058(4) 0.040(3) 0.011(3) 0.001(2) -0.023(3) C18 0.025(3) 0.039(3) 0.040(3) 0.010(2) 0.001(2) -0.008(3) C19 0.017(3) 0.033(3) 0.025(2) 0.0010(19) -0.0002(18) -0.010(2) C20 0.022(3) 0.046(4) 0.052(4) 0.018(3) -0.001(2) -0.008(3) C21 0.024(3) 0.052(4) 0.057(4) 0.010(3) -0.004(3) -0.007(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 Tb1 O3 2.278(4) 2_676 ? Tb1 O4 2.280(4) 1_645 ? Tb1 O9 2.286(4) 1_655 ? Tb1 O8 2.328(4) 2_666 ? Tb1 O7 2.399(4) . ? Tb1 O1 2.413(4) . ? Tb1 O1 2.413(4) 1 ? Tb1 O2 2.432(4) . ? Tb1 C7 2.760(5) . ? Tb1 C15 3.017(5) . ? O1 O1 0.000(13) 1 ? O1 C7 1.259(6) . ? O2 C7 1.256(7) . ? O3 C8 1.246(6) . ? O3 Tb1 2.278(4) 2_676 ? O4 C8 1.248(6) . ? O4 Tb1 2.280(4) 1_465 ? O5 N1 1.223(9) . ? O6 N1 1.201(8) . ? O7 C15 1.245(7) . ? O8 C15 1.271(6) . ? O8 Tb1 2.328(4) 2_666 ? O9 C16 1.254(7) . ? O9 Tb1 2.286(4) 1_455 ? O10 C16 1.247(7) . ? O11 N2 1.206(9) . ? O12 N2 1.207(9) . ? N1 C5 1.466(8) . ? N2 C13 1.483(7) . ? N3 C21 1.324(9) . ? N3 C17 1.323(9) . ? N3 H3A 0.8600 . ? C1 C6 1.384(7) . ? C1 C2 1.392(6) . ? C1 C7 1.495(6) . ? C2 C3 1.392(6) . ? C2 H2A 0.9300 . ? C3 C4 1.387(7) . ? C3 C8 1.507(6) . ? C4 C5 1.393(7) . ? C4 H4A 0.9300 . ? C5 C6 1.373(8) . ? C6 H6A 0.9300 . ? C7 O1 1.259(6) 1 ? C9 C14 1.394(7) . ? C9 C10 1.401(7) . ? C9 C15 1.501(6) . ? C10 C11 1.383(7) . ? C10 H10A 0.9300 . ? C11 C12 1.397(7) . ? C11 C16 1.507(7) . ? C12 C13 1.366(8) . ? C12 H12A 0.9300 . ? C13 C14 1.380(7) . ? C14 H14A 0.9300 . ? C17 C18 1.379(8) . ? C17 H17A 0.9300 . ? C18 C19 1.379(8) . ? C18 H18A 0.9300 . ? C19 C20 1.385(8) . ? C19 C19 1.499(10) 2_567 ? C20 C21 1.375(9) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? 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 O3 Tb1 O4 84.20(14) 2_676 1_645 ? O3 Tb1 O9 85.49(15) 2_676 1_655 ? O4 Tb1 O9 82.16(16) 1_645 1_655 ? O3 Tb1 O8 95.91(15) 2_676 2_666 ? O4 Tb1 O8 76.12(15) 1_645 2_666 ? O9 Tb1 O8 157.95(15) 1_655 2_666 ? O3 Tb1 O7 159.88(15) 2_676 . ? O4 Tb1 O7 85.30(14) 1_645 . ? O9 Tb1 O7 76.09(15) 1_655 . ? O8 Tb1 O7 98.18(15) 2_666 . ? O3 Tb1 O1 106.87(14) 2_676 . ? O4 Tb1 O1 162.55(15) 1_645 . ? O9 Tb1 O1 85.27(14) 1_655 . ? O8 Tb1 O1 115.04(14) 2_666 . ? O7 Tb1 O1 79.95(14) . . ? O3 Tb1 O1 106.87(14) 2_676 1 ? O4 Tb1 O1 162.55(15) 1_645 1 ? O9 Tb1 O1 85.27(14) 1_655 1 ? O8 Tb1 O1 115.04(14) 2_666 1 ? O7 Tb1 O1 79.95(14) . 1 ? O1 Tb1 O1 0.00(17) . 1 ? O3 Tb1 O2 77.92(14) 2_676 . ? O4 Tb1 O2 143.37(15) 1_645 . ? O9 Tb1 O2 127.23(16) 1_655 . ? O8 Tb1 O2 74.27(15) 2_666 . ? O7 Tb1 O2 119.80(14) . . ? O1 Tb1 O2 53.84(13) . . ? O1 Tb1 O2 53.84(13) 1 . ? O3 Tb1 C7 95.23(14) 2_676 . ? O4 Tb1 C7 168.79(16) 1_645 . ? O9 Tb1 C7 108.98(16) 1_655 . ? O8 Tb1 C7 92.84(15) 2_666 . ? O7 Tb1 C7 98.35(14) . . ? O1 Tb1 C7 27.13(14) . . ? O1 Tb1 C7 27.13(14) 1 . ? O2 Tb1 C7 27.05(14) . . ? O3 Tb1 C15 175.91(13) 2_676 . ? O4 Tb1 C15 99.78(14) 1_645 . ? O9 Tb1 C15 95.95(15) 1_655 . ? O8 Tb1 C15 84.21(14) 2_666 . ? O7 Tb1 C15 23.16(14) . . ? O1 Tb1 C15 69.50(14) . . ? O1 Tb1 C15 69.50(14) 1 . ? O2 Tb1 C15 98.21(14) . . ? C7 Tb1 C15 80.68(14) . . ? O1 O1 C7 0(10) 1 . ? O1 O1 Tb1 0(8) 1 . ? C7 O1 Tb1 92.0(3) . . ? C7 O2 Tb1 91.2(3) . . ? C8 O3 Tb1 154.6(4) . 2_676 ? C8 O4 Tb1 159.8(4) . 1_465 ? C15 O7 Tb1 107.5(3) . . ? C15 O8 Tb1 133.3(3) . 2_666 ? C16 O9 Tb1 144.9(4) . 1_455 ? O6 N1 O5 123.5(6) . . ? O6 N1 C5 118.3(6) . . ? O5 N1 C5 118.0(6) . . ? O11 N2 O12 123.6(6) . . ? O11 N2 C13 117.9(6) . . ? O12 N2 C13 118.5(6) . . ? C21 N3 C17 121.3(5) . . ? C21 N3 H3A 119.3 . . ? C17 N3 H3A 119.3 . . ? C6 C1 C2 120.3(5) . . ? C6 C1 C7 118.6(4) . . ? C2 C1 C7 121.0(5) . . ? C1 C2 C3 119.7(4) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.2 . . ? C4 C3 C2 120.8(4) . . ? C4 C3 C8 118.7(4) . . ? C2 C3 C8 120.5(4) . . ? C3 C4 C5 117.7(5) . . ? C3 C4 H4A 121.2 . . ? C5 C4 H4A 121.2 . . ? C6 C5 C4 122.7(5) . . ? C6 C5 N1 119.2(5) . . ? C4 C5 N1 118.1(5) . . ? C5 C6 C1 118.7(5) . . ? C5 C6 H6A 120.6 . . ? C1 C6 H6A 120.6 . . ? O2 C7 O1 121.4(4) . 1 ? O2 C7 O1 121.4(4) . . ? O1 C7 O1 0.0(4) 1 . ? O2 C7 C1 119.3(4) . . ? O1 C7 C1 119.2(5) 1 . ? O1 C7 C1 119.2(5) . . ? O2 C7 Tb1 61.8(3) . . ? O1 C7 Tb1 60.9(3) 1 . ? O1 C7 Tb1 60.9(3) . . ? C1 C7 Tb1 166.4(4) . . ? O3 C8 O4 124.8(5) . . ? O3 C8 C3 117.8(4) . . ? O4 C8 C3 117.5(4) . . ? C14 C9 C10 120.5(4) . . ? C14 C9 C15 118.9(4) . . ? C10 C9 C15 120.6(4) . . ? C11 C10 C9 119.5(4) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? C10 C11 C12 120.7(5) . . ? C10 C11 C16 121.0(5) . . ? C12 C11 C16 118.3(5) . . ? C13 C12 C11 117.8(5) . . ? C13 C12 H12A 121.1 . . ? C11 C12 H12A 121.1 . . ? C12 C13 C14 123.9(5) . . ? C12 C13 N2 118.0(5) . . ? C14 C13 N2 118.1(5) . . ? C13 C14 C9 117.5(5) . . ? C13 C14 H14A 121.3 . . ? C9 C14 H14A 121.3 . . ? O7 C15 O8 122.7(5) . . ? O7 C15 C9 119.5(4) . . ? O8 C15 C9 117.7(5) . . ? O7 C15 Tb1 49.3(3) . . ? O8 C15 Tb1 74.3(3) . . ? C9 C15 Tb1 161.7(3) . . ? O10 C16 O9 125.4(5) . . ? O10 C16 C11 116.0(5) . . ? O9 C16 C11 118.5(5) . . ? N3 C17 C18 120.7(6) . . ? N3 C17 H17A 119.6 . . ? C18 C17 H17A 119.6 . . ? C19 C18 C17 119.7(6) . . ? C19 C18 H18A 120.2 . . ? C17 C18 H18A 120.2 . . ? C18 C19 C20 117.8(5) . . ? C18 C19 C19 121.1(6) . 2_567 ? C20 C19 C19 121.1(6) . 2_567 ? C21 C20 C19 120.0(6) . . ? C21 C20 H20A 120.0 . . ? C19 C20 H20A 120.0 . . ? N3 C21 C20 120.4(6) . . ? N3 C21 H21A 119.8 . . ? C20 C21 H21A 119.8 . . ? 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 N3 H3A O10 0.86 1.70 2.544(6) 166.8 1_655 C17 H17A O1 0.93 2.29 3.095(7) 144.6 1 C18 H18A O11 0.93 2.70 3.204(9) 114.9 1_565 C21 H21A O12 0.93 2.69 3.597(9) 164.3 2_657 C14 H14A O5 0.93 2.38 3.199(8) 146.6 1_645 C4 H4A O7 0.93 2.68 3.579(6) 162.1 1_465 C2 H2A O2 0.93 2.51 3.385(6) 157.7 2_676 _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 1.517 _refine_diff_density_min -1.079 _refine_diff_density_rms 0.165 # = = = END data_9 _database_code_depnum_ccdc_archive 'CCDC 636062' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 Ho N3 O12' _chemical_formula_weight 662.26 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' Ho Ho -0.2175 4.6783 '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 8.6712(17) _cell_length_b 9.3753(19) _cell_length_c 13.804(3) _cell_angle_alpha 84.93(3) _cell_angle_beta 77.99(3) _cell_angle_gamma 73.92(3) _cell_volume 1054.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9689 _cell_measurement_theta_min 2.99 _cell_measurement_theta_max 27.58 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.086 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 642 _exptl_absorpt_coefficient_mu 3.832 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5569 _exptl_absorpt_correction_T_max 0.5653 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10244 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4706 _reflns_number_gt 4424 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0505P)^2^+2.4512P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4706 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0253 _refine_ls_R_factor_gt 0.0228 _refine_ls_wR_factor_ref 0.0794 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 Ho1 Ho 0.671466(18) 0.554628(18) 0.584019(12) 0.02016(7) Uani 1 1 d . . . O1 O 0.4604(3) 0.6261(3) 0.3372(2) 0.0307(7) Uani 1 1 d . . . O2 O 0.6453(4) 0.5161(3) 0.4273(2) 0.0296(6) Uani 1 1 d . . . O3 O 1.2314(4) 0.4964(4) 0.2731(2) 0.0333(7) Uani 1 1 d . . . O4 O 1.2720(4) 0.6372(5) 0.1378(3) 0.0498(10) Uani 1 1 d . . . O5 O 0.8271(7) 1.0698(6) 0.0866(5) 0.0850(19) Uani 1 1 d . . . O6 O 0.5945(6) 1.0251(7) 0.0978(5) 0.094(2) Uani 1 1 d . . . O7 O 1.1128(4) 0.6392(3) 0.4668(3) 0.0339(7) Uani 1 1 d . . . O8 O 0.8510(4) 0.6926(3) 0.5393(2) 0.0314(7) Uani 1 1 d . . . O9 O 0.4975(4) 1.2131(4) 0.4702(2) 0.0331(7) Uani 1 1 d . . . O10 O 0.5657(4) 1.2941(4) 0.3174(2) 0.0319(7) Uani 1 1 d . . . O11 O 1.1710(6) 1.2007(6) 0.2107(4) 0.0789(17) Uani 1 1 d . . . O12 O 1.3267(5) 1.0451(5) 0.2953(4) 0.0685(14) Uani 1 1 d . . . N1 N 0.7303(6) 0.9956(5) 0.1160(4) 0.0502(12) Uani 1 1 d . . . N2 N 1.1938(5) 1.1006(5) 0.2718(4) 0.0467(12) Uani 1 1 d . . . N3 N 0.4202(4) 0.4420(5) 0.9134(3) 0.0360(9) Uani 1 1 d . . . H3A H 0.5235 0.4271 0.8911 0.043 Uiso 1 1 calc R . . C1 C 0.7215(5) 0.6722(4) 0.2928(3) 0.0217(7) Uani 1 1 d . . . C2 C 0.8876(5) 0.6085(4) 0.2871(3) 0.0213(7) Uani 1 1 d . . . H2A H 0.9225 0.5248 0.3265 0.026 Uiso 1 1 calc R . . C3 C 1.0032(5) 0.6678(5) 0.2232(3) 0.0236(8) Uani 1 1 d . . . C4 C 0.9517(5) 0.7964(5) 0.1679(3) 0.0288(9) Uani 1 1 d . . . H4A H 1.0272 0.8388 0.1262 0.035 Uiso 1 1 calc R . . C5 C 0.7846(5) 0.8610(5) 0.1760(3) 0.0300(9) Uani 1 1 d . . . C6 C 0.6690(5) 0.7992(5) 0.2359(3) 0.0275(8) Uani 1 1 d . . . H6A H 0.5580 0.8420 0.2380 0.033 Uiso 1 1 calc R . . C7 C 0.5992(5) 0.6029(4) 0.3575(3) 0.0210(7) Uani 1 1 d . . . C8 C 1.1827(5) 0.5948(5) 0.2118(3) 0.0274(8) Uani 1 1 d . . . C9 C 0.9458(4) 0.8720(4) 0.4306(3) 0.0193(7) Uani 1 1 d . . . C10 C 0.7900(5) 0.9667(4) 0.4366(3) 0.0207(7) Uani 1 1 d . . . H10A H 0.7012 0.9398 0.4763 0.025 Uiso 1 1 calc R . . C11 C 0.7656(4) 1.1020(4) 0.3835(3) 0.0218(7) Uani 1 1 d . . . C12 C 0.8984(5) 1.1442(5) 0.3267(3) 0.0284(9) Uani 1 1 d . . . H12A H 0.8837 1.2330 0.2896 0.034 Uiso 1 1 calc R . . C13 C 1.0517(5) 1.0522(5) 0.3262(3) 0.0291(9) Uani 1 1 d . . . C14 C 1.0803(5) 0.9146(4) 0.3764(3) 0.0236(8) Uani 1 1 d . . . H14A H 1.1857 0.8536 0.3737 0.028 Uiso 1 1 calc R . . C15 C 0.9724(5) 0.7228(4) 0.4828(3) 0.0206(7) Uani 1 1 d . . . C16 C 0.5981(5) 1.2074(4) 0.3902(3) 0.0227(8) Uani 1 1 d . . . C17 C 0.3180(6) 0.5646(6) 0.8865(4) 0.0407(11) Uani 1 1 d . . . H17A H 0.3591 0.6340 0.8443 0.049 Uiso 1 1 calc R . . C18 C 0.1505(6) 0.5921(6) 0.9198(4) 0.0354(10) Uani 1 1 d . . . H18A H 0.0802 0.6795 0.9006 0.042 Uiso 1 1 calc R . . C19 C 0.0894(5) 0.4886(5) 0.9817(3) 0.0270(8) Uani 1 1 d . . . C20 C 0.2016(6) 0.3615(6) 1.0084(4) 0.0449(13) Uani 1 1 d . . . H20A H 0.1648 0.2892 1.0499 0.054 Uiso 1 1 calc R . . C21 C 0.3663(6) 0.3418(7) 0.9742(4) 0.0462(13) Uani 1 1 d . . . H21A H 0.4404 0.2574 0.9939 0.055 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ho1 0.01161(10) 0.01644(10) 0.02620(10) 0.00819(6) 0.00021(6) 0.00089(7) O1 0.0149(13) 0.0294(16) 0.0462(18) 0.0060(13) -0.0024(12) -0.0083(12) O2 0.0255(15) 0.0244(15) 0.0314(15) 0.0070(12) 0.0010(12) -0.0013(12) O3 0.0206(14) 0.0403(18) 0.0374(17) 0.0092(14) -0.0109(12) -0.0050(13) O4 0.0168(15) 0.082(3) 0.0415(19) 0.0228(19) 0.0025(13) -0.0120(17) O5 0.070(3) 0.055(3) 0.119(5) 0.052(3) -0.006(3) -0.024(3) O6 0.038(2) 0.098(4) 0.120(5) 0.077(4) -0.017(3) 0.001(3) O7 0.0211(15) 0.0218(15) 0.0485(19) 0.0085(13) -0.0001(13) 0.0037(12) O8 0.0215(14) 0.0226(15) 0.0449(18) 0.0107(13) -0.0005(12) -0.0056(12) O9 0.0205(14) 0.0258(15) 0.0408(17) 0.0130(13) 0.0017(12) 0.0040(12) O10 0.0282(15) 0.0269(16) 0.0320(16) 0.0086(12) -0.0060(12) 0.0040(13) O11 0.056(3) 0.088(4) 0.085(4) 0.055(3) -0.002(2) -0.032(3) O12 0.029(2) 0.054(3) 0.108(4) 0.018(3) 0.007(2) -0.0085(19) N1 0.039(2) 0.035(2) 0.059(3) 0.025(2) 0.003(2) 0.003(2) N2 0.021(2) 0.042(2) 0.065(3) 0.020(2) 0.0068(19) -0.0048(18) N3 0.0151(16) 0.057(3) 0.034(2) -0.0015(18) 0.0023(14) -0.0119(18) C1 0.0187(18) 0.0252(19) 0.0224(17) 0.0028(14) -0.0013(14) -0.0107(16) C2 0.0162(17) 0.0249(19) 0.0225(17) 0.0048(14) -0.0022(13) -0.0079(15) C3 0.0166(18) 0.034(2) 0.0215(17) 0.0042(15) -0.0033(14) -0.0097(16) C4 0.022(2) 0.034(2) 0.029(2) 0.0084(17) 0.0013(15) -0.0127(18) C5 0.023(2) 0.024(2) 0.035(2) 0.0129(17) -0.0026(16) -0.0004(17) C6 0.0192(19) 0.030(2) 0.030(2) 0.0059(16) -0.0006(15) -0.0061(17) C7 0.0136(17) 0.0180(17) 0.0282(19) 0.0041(14) -0.0008(14) -0.0024(14) C8 0.0179(19) 0.041(2) 0.0259(19) 0.0026(17) -0.0031(15) -0.0131(18) C9 0.0151(16) 0.0137(16) 0.0258(18) 0.0006(13) -0.0014(13) -0.0006(14) C10 0.0133(16) 0.0166(17) 0.0294(19) 0.0024(14) -0.0017(13) -0.0020(14) C11 0.0131(17) 0.0156(17) 0.031(2) 0.0038(14) -0.0030(14) 0.0028(14) C12 0.024(2) 0.0195(19) 0.036(2) 0.0084(16) -0.0005(16) -0.0018(16) C13 0.0188(19) 0.026(2) 0.036(2) 0.0068(17) 0.0041(16) -0.0050(17) C14 0.0113(16) 0.0165(18) 0.036(2) 0.0042(15) -0.0004(14) 0.0037(14) C15 0.0144(17) 0.0176(17) 0.0281(19) 0.0040(14) -0.0045(14) -0.0024(14) C16 0.0160(17) 0.0114(16) 0.036(2) 0.0028(14) -0.0042(15) 0.0026(14) C17 0.029(2) 0.055(3) 0.039(3) 0.008(2) 0.0030(19) -0.022(2) C18 0.022(2) 0.039(3) 0.039(2) 0.010(2) -0.0005(17) -0.0048(19) C19 0.018(2) 0.039(2) 0.0235(18) -0.0008(16) 0.0020(15) -0.0107(18) C20 0.026(2) 0.048(3) 0.053(3) 0.019(2) 0.001(2) -0.011(2) C21 0.019(2) 0.052(3) 0.058(3) 0.011(3) -0.004(2) 0.000(2) _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 Ho1 O8 2.248(3) . ? Ho1 O7 2.256(3) 2_766 ? Ho1 O3 2.265(3) 2_766 ? Ho1 O2 2.291(3) . ? Ho1 O1 2.365(3) 2_666 ? Ho1 O10 2.378(3) 2_676 ? Ho1 O9 2.419(3) 2_676 ? Ho1 C16 2.734(4) 2_676 ? O1 C7 1.248(5) . ? O1 Ho1 2.365(3) 2_666 ? O2 C7 1.262(5) . ? O3 C8 1.240(5) . ? O3 Ho1 2.265(3) 2_766 ? O4 C8 1.253(5) . ? O5 N1 1.218(7) . ? O6 N1 1.208(7) . ? O7 C15 1.239(5) . ? O7 Ho1 2.256(3) 2_766 ? O8 C15 1.257(5) . ? O9 C16 1.251(5) . ? O9 Ho1 2.419(3) 2_676 ? O10 C16 1.264(5) . ? O10 Ho1 2.378(3) 2_676 ? O11 N2 1.208(6) . ? O12 N2 1.223(6) . ? N1 C5 1.466(6) . ? N2 C13 1.467(5) . ? N3 C21 1.321(7) . ? N3 C17 1.320(7) . ? N3 H3A 0.8600 . ? C1 C2 1.386(5) . ? C1 C6 1.387(6) . ? C1 C7 1.494(5) . ? C2 C3 1.395(5) . ? C2 H2A 0.9300 . ? C3 C4 1.384(6) . ? C3 C8 1.498(6) . ? C4 C5 1.392(6) . ? C4 H4A 0.9300 . ? C5 C6 1.384(6) . ? C6 H6A 0.9300 . ? C9 C10 1.386(5) . ? C9 C14 1.386(5) . ? C9 C15 1.498(5) . ? C10 C11 1.393(5) . ? C10 H10A 0.9300 . ? C11 C12 1.385(5) . ? C11 C16 1.503(5) . ? C12 C13 1.369(6) . ? C12 H12A 0.9300 . ? C13 C14 1.394(6) . ? C14 H14A 0.9300 . ? C16 Ho1 2.734(4) 2_676 ? C17 C18 1.386(6) . ? C17 H17A 0.9300 . ? C18 C19 1.380(6) . ? C18 H18A 0.9300 . ? C19 C20 1.390(7) . ? C19 C19 1.488(8) 2_567 ? C20 C21 1.373(7) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? 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 O8 Ho1 O7 85.10(11) . 2_766 ? O8 Ho1 O3 86.02(12) . 2_766 ? O7 Ho1 O3 81.59(13) 2_766 2_766 ? O8 Ho1 O2 96.94(12) . . ? O7 Ho1 O2 76.16(12) 2_766 . ? O3 Ho1 O2 157.18(12) 2_766 . ? O8 Ho1 O1 162.45(12) . 2_666 ? O7 Ho1 O1 85.75(11) 2_766 2_666 ? O3 Ho1 O1 77.84(12) 2_766 2_666 ? O2 Ho1 O1 95.37(11) . 2_666 ? O8 Ho1 O10 106.84(12) . 2_676 ? O7 Ho1 O10 161.45(12) 2_766 2_676 ? O3 Ho1 O10 85.08(12) 2_766 2_676 ? O2 Ho1 O10 115.28(11) . 2_676 ? O1 Ho1 O10 78.85(11) 2_666 2_676 ? O8 Ho1 O9 77.76(11) . 2_676 ? O7 Ho1 O9 143.75(12) 2_766 2_676 ? O3 Ho1 O9 127.96(13) 2_766 2_676 ? O2 Ho1 O9 74.55(12) . 2_676 ? O1 Ho1 O9 117.74(11) 2_666 2_676 ? O10 Ho1 O9 54.48(11) 2_676 2_676 ? O8 Ho1 C16 94.81(11) . 2_676 ? O7 Ho1 C16 169.27(13) 2_766 2_676 ? O3 Ho1 C16 109.12(13) 2_766 2_676 ? O2 Ho1 C16 93.23(12) . 2_676 ? O1 Ho1 C16 96.95(11) 2_666 2_676 ? O10 Ho1 C16 27.52(11) 2_676 2_676 ? O9 Ho1 C16 27.23(11) 2_676 2_676 ? C7 O1 Ho1 110.9(3) . 2_666 ? C7 O2 Ho1 133.0(3) . . ? C8 O3 Ho1 145.6(3) . 2_766 ? C15 O7 Ho1 162.0(3) . 2_766 ? C15 O8 Ho1 151.9(3) . . ? C16 O9 Ho1 90.5(2) . 2_676 ? C16 O10 Ho1 92.1(2) . 2_676 ? O6 N1 O5 124.2(5) . . ? O6 N1 C5 118.4(5) . . ? O5 N1 C5 117.4(5) . . ? O11 N2 O12 123.3(5) . . ? O11 N2 C13 117.9(4) . . ? O12 N2 C13 118.5(4) . . ? C21 N3 C17 121.0(4) . . ? C21 N3 H3A 119.5 . . ? C17 N3 H3A 119.5 . . ? C2 C1 C6 119.6(3) . . ? C2 C1 C7 120.5(3) . . ? C6 C1 C7 119.9(4) . . ? C1 C2 C3 121.1(4) . . ? C1 C2 H2A 119.5 . . ? C3 C2 H2A 119.5 . . ? C4 C3 C2 119.6(4) . . ? C4 C3 C8 118.9(4) . . ? C2 C3 C8 121.6(4) . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? C6 C5 C4 122.1(4) . . ? C6 C5 N1 119.3(4) . . ? C4 C5 N1 118.5(4) . . ? C5 C6 C1 118.9(4) . . ? C5 C6 H6A 120.6 . . ? C1 C6 H6A 120.6 . . ? O1 C7 O2 123.0(4) . . ? O1 C7 C1 119.1(3) . . ? O2 C7 C1 117.7(3) . . ? O3 C8 O4 125.2(4) . . ? O3 C8 C3 119.0(4) . . ? O4 C8 C3 115.8(4) . . ? C10 C9 C14 120.3(3) . . ? C10 C9 C15 120.9(3) . . ? C14 C9 C15 118.7(3) . . ? C9 C10 C11 120.4(3) . . ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 . . ? C12 C11 C10 119.8(4) . . ? C12 C11 C16 118.8(3) . . ? C10 C11 C16 121.3(3) . . ? C13 C12 C11 118.6(4) . . ? C13 C12 H12A 120.7 . . ? C11 C12 H12A 120.7 . . ? C12 C13 C14 123.1(4) . . ? C12 C13 N2 119.0(4) . . ? C14 C13 N2 117.9(4) . . ? C9 C14 C13 117.6(4) . . ? C9 C14 H14A 121.2 . . ? C13 C14 H14A 121.2 . . ? O7 C15 O8 125.4(4) . . ? O7 C15 C9 117.1(3) . . ? O8 C15 C9 117.5(3) . . ? O9 C16 O10 121.6(4) . . ? O9 C16 C11 118.9(4) . . ? O10 C16 C11 119.4(4) . . ? O9 C16 Ho1 62.2(2) . 2_676 ? O10 C16 Ho1 60.4(2) . 2_676 ? C11 C16 Ho1 166.3(3) . 2_676 ? N3 C17 C18 121.4(4) . . ? N3 C17 H17A 119.3 . . ? C18 C17 H17A 119.3 . . ? C19 C18 C17 119.3(5) . . ? C19 C18 H18A 120.4 . . ? C17 C18 H18A 120.4 . . ? C18 C19 C20 117.3(4) . . ? C18 C19 C19 121.5(5) . 2_567 ? C20 C19 C19 121.2(5) . 2_567 ? C21 C20 C19 120.6(5) . . ? C21 C20 H20A 119.7 . . ? C19 C20 H20A 119.7 . . ? N3 C21 C20 120.4(5) . . ? N3 C21 H21A 119.8 . . ? C20 C21 H21A 119.8 . . ? 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 N3 H3A O4 0.86 1.68 2.527(5) 167.4 2_766 C18 H18A O5 0.93 2.72 3.221(7) 114.9 2_676 C21 H21A O6 0.93 2.69 3.591(7) 164.2 1_546 C17 H17A O10 0.93 2.29 3.097(6) 145.3 2_676 C20 H20A O11 0.93 2.31 3.051(7) 136.8 1_446 C14 H14A O1 0.93 2.71 3.613(5) 163.5 1_655 C6 H6A O12 0.93 2.40 3.214(6) 146.0 1_455 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.938 _refine_diff_density_min -0.758 _refine_diff_density_rms 0.150 # = = = END data_10 _database_code_depnum_ccdc_archive 'CCDC 636063' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 N3 O12 Yb' _chemical_formula_weight 670.37 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' Yb Yb -0.3850 5.5486 '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 8.6721(17) _cell_length_b 9.3671(19) _cell_length_c 13.849(3) _cell_angle_alpha 84.74(3) _cell_angle_beta 77.93(3) _cell_angle_gamma 73.63(3) _cell_volume 1054.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8910 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 27.47 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.110 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 4.512 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4382 _exptl_absorpt_correction_T_max 0.4874 _exptl_absorpt_process_details ; Higashi, T. (1995) Progrom for Absorption Correcttion. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10261 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4754 _reflns_number_gt 4014 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction RAPID-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999) and SHELXP97' _computing_publication_material SHELXL97 _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^)+(0.0812P)^2^+3.9389P] 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 CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_reflns 4754 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1346 _refine_ls_wR_factor_gt 0.1123 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 Yb1 Yb 0.67602(3) 0.55521(3) 0.58500(2) 0.02273(13) Uani 1 1 d . . . O1 O 0.4372(7) 0.7018(6) 0.6808(4) 0.0355(13) Uani 1 1 d . . . O2 O 0.5078(7) 0.7845(6) 0.5300(4) 0.0339(13) Uani 1 1 d . . . O3 O 0.1471(7) 1.3079(6) 0.4592(4) 0.0322(13) Uani 1 1 d . . . O4 O -0.1108(6) 1.3636(6) 0.5383(4) 0.0308(12) Uani 1 1 d . . . O5 O -0.3293(9) 0.9539(9) 0.7019(7) 0.069(2) Uani 1 1 d . . . O6 O -0.1671(11) 0.7965(11) 0.7872(7) 0.082(3) Uani 1 1 d . . . O7 O 0.7326(7) 0.3591(9) 0.8615(5) 0.0531(19) Uani 1 1 d . . . O8 O 0.7643(7) 0.5052(7) 0.7276(4) 0.0321(12) Uani 1 1 d . . . O9 O 1.3483(7) 0.4854(6) 0.5674(4) 0.0337(13) Uani 1 1 d . . . O10 O 1.5375(6) 0.3799(6) 0.6556(5) 0.0324(12) Uani 1 1 d . . . O11 O 1.4149(11) -0.0204(12) 0.9008(8) 0.096(4) Uani 1 1 d . . . O12 O 1.1835(12) -0.0697(11) 0.9129(9) 0.102(4) Uani 1 1 d . . . N1 N -0.1910(10) 0.8973(9) 0.7260(7) 0.052(2) Uani 1 1 d . . . N2 N 1.2757(10) 0.0051(9) 0.8823(7) 0.052(2) Uani 1 1 d . . . N3 N 0.4214(9) 0.4419(9) 0.9139(5) 0.0403(18) Uani 1 1 d . . . H3A H 0.5248 0.4270 0.8919 0.048 Uiso 1 1 calc R . . C1 C 0.2383(9) 0.8957(8) 0.6159(5) 0.0246(15) Uani 1 1 d . . . C2 C 0.2142(8) 1.0310(8) 0.5620(5) 0.0224(14) Uani 1 1 d . . . H2A H 0.3025 1.0570 0.5211 0.027 Uiso 1 1 calc R . . C3 C 0.0566(8) 1.1273(8) 0.5698(5) 0.0240(15) Uani 1 1 d . . . C4 C -0.0762(9) 1.0841(8) 0.6232(5) 0.0254(15) Uani 1 1 d . . . H4A H -0.1819 1.1453 0.6253 0.030 Uiso 1 1 calc R . . C5 C -0.0493(9) 0.9473(9) 0.6741(6) 0.0348(19) Uani 1 1 d . . . C6 C 0.1038(10) 0.8534(8) 0.6727(6) 0.0310(17) Uani 1 1 d . . . H6A H 0.1182 0.7634 0.7088 0.037 Uiso 1 1 calc R . . C7 C 0.4047(9) 0.7895(8) 0.6082(6) 0.0250(15) Uani 1 1 d . . . C8 C 0.0285(9) 1.2780(7) 0.5175(5) 0.0220(14) Uani 1 1 d . . . C9 C 0.3176(11) 0.5647(11) 0.8858(7) 0.047(2) Uani 1 1 d . . . H9A H 0.3580 0.6342 0.8433 0.057 Uiso 1 1 calc R . . C10 C 0.1506(11) 0.5910(11) 0.9188(7) 0.039(2) Uani 1 1 d . . . H10A H 0.0800 0.6782 0.8989 0.047 Uiso 1 1 calc R . . C11 C 0.0875(9) 0.4883(10) 0.9813(5) 0.0301(17) Uani 1 1 d . . . C12 C 0.1991(11) 0.3611(12) 1.0083(8) 0.050(3) Uani 1 1 d . . . H12A H 0.1619 0.2880 1.0487 0.060 Uiso 1 1 calc R . . C13 C 0.3666(11) 0.3417(13) 0.9756(8) 0.052(3) Uani 1 1 d . . . H13A H 0.4406 0.2583 0.9970 0.062 Uiso 1 1 calc R . . C14 C 0.9990(9) 0.3335(8) 0.7758(5) 0.0259(15) Uani 1 1 d . . . C15 C 1.1122(9) 0.3918(8) 0.7109(5) 0.0235(14) Uani 1 1 d . . . H15A H 1.0754 0.4745 0.6708 0.028 Uiso 1 1 calc R . . C16 C 1.2782(9) 0.3302(8) 0.7041(5) 0.0250(15) Uani 1 1 d . . . C17 C 1.3345(10) 0.2047(9) 0.7625(6) 0.0314(17) Uani 1 1 d . . . H17A H 1.4457 0.1644 0.7617 0.038 Uiso 1 1 calc R . . C18 C 1.2176(10) 0.1411(9) 0.8225(6) 0.0338(18) Uani 1 1 d . . . C19 C 1.0549(10) 0.2031(9) 0.8321(6) 0.0329(18) Uani 1 1 d . . . H19A H 0.9810 0.1605 0.8750 0.039 Uiso 1 1 calc R . . C20 C 0.8166(9) 0.4049(9) 0.7884(6) 0.0268(15) Uani 1 1 d . . . C21 C 1.3982(9) 0.4027(8) 0.6377(5) 0.0240(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Yb1 0.01267(17) 0.01782(17) 0.03083(19) 0.01115(11) -0.00102(12) 0.00085(11) O1 0.027(3) 0.031(3) 0.038(3) 0.012(2) -0.004(2) 0.004(2) O2 0.024(3) 0.022(3) 0.043(3) 0.012(2) 0.003(2) 0.003(2) O3 0.022(3) 0.023(3) 0.041(3) 0.009(2) 0.005(2) -0.002(2) O4 0.015(2) 0.022(3) 0.044(3) 0.007(2) 0.001(2) 0.005(2) O5 0.029(4) 0.055(5) 0.109(7) 0.021(4) 0.006(4) -0.009(3) O6 0.063(5) 0.081(6) 0.083(6) 0.057(5) 0.003(5) -0.019(5) O7 0.021(3) 0.086(5) 0.043(4) 0.028(3) -0.002(3) -0.011(3) O8 0.022(3) 0.040(3) 0.035(3) 0.004(2) -0.013(2) -0.007(2) O9 0.030(3) 0.035(3) 0.028(3) 0.013(2) -0.002(2) -0.004(2) O10 0.019(3) 0.028(3) 0.051(3) 0.009(2) -0.008(2) -0.009(2) O11 0.053(5) 0.095(7) 0.114(8) 0.074(6) -0.020(5) 0.001(5) O12 0.068(6) 0.067(6) 0.147(10) 0.075(6) -0.005(6) -0.018(5) N1 0.027(4) 0.037(4) 0.079(6) 0.021(4) 0.007(4) -0.009(3) N2 0.035(4) 0.040(4) 0.067(5) 0.031(4) -0.005(4) -0.002(3) N3 0.022(3) 0.061(5) 0.034(4) 0.001(3) 0.006(3) -0.013(3) C1 0.018(3) 0.020(3) 0.029(4) 0.004(3) -0.002(3) 0.001(3) C2 0.014(3) 0.019(3) 0.030(3) 0.002(3) 0.000(3) -0.002(2) C3 0.015(3) 0.015(3) 0.033(4) 0.003(3) 0.003(3) 0.004(2) C4 0.021(4) 0.023(3) 0.027(3) 0.002(3) -0.002(3) -0.002(3) C5 0.014(3) 0.031(4) 0.045(5) 0.019(3) 0.008(3) 0.001(3) C6 0.026(4) 0.021(4) 0.040(4) 0.012(3) -0.001(3) -0.005(3) C7 0.018(3) 0.016(3) 0.036(4) 0.006(3) -0.002(3) -0.002(3) C8 0.019(3) 0.017(3) 0.028(3) 0.003(3) -0.004(3) -0.002(3) C9 0.031(5) 0.052(6) 0.053(6) 0.022(4) 0.000(4) -0.016(4) C10 0.035(5) 0.042(5) 0.038(4) 0.014(4) -0.003(4) -0.014(4) C11 0.023(4) 0.042(5) 0.021(3) 0.004(3) 0.002(3) -0.009(3) C12 0.028(5) 0.059(6) 0.053(6) 0.024(5) 0.001(4) -0.009(4) C13 0.021(4) 0.062(7) 0.061(6) 0.017(5) -0.003(4) -0.004(4) C14 0.028(4) 0.026(4) 0.021(3) 0.006(3) -0.003(3) -0.007(3) C15 0.019(3) 0.022(3) 0.029(3) 0.005(3) -0.005(3) -0.007(3) C16 0.024(4) 0.024(3) 0.025(3) 0.001(3) -0.003(3) -0.003(3) C17 0.025(4) 0.034(4) 0.030(4) 0.013(3) -0.006(3) -0.003(3) C18 0.027(4) 0.030(4) 0.042(4) 0.017(3) -0.006(4) -0.009(3) C19 0.026(4) 0.037(4) 0.032(4) 0.016(3) 0.001(3) -0.012(3) C20 0.022(4) 0.034(4) 0.028(4) 0.001(3) -0.007(3) -0.012(3) C21 0.017(3) 0.020(3) 0.030(4) 0.005(3) 0.001(3) -0.003(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 Yb1 O4 2.213(5) 1_645 ? Yb1 O3 2.224(5) 2_676 ? Yb1 O8 2.228(6) . ? Yb1 O9 2.241(6) 2_766 ? Yb1 O10 2.329(5) 1_455 ? Yb1 O1 2.349(6) . ? Yb1 O2 2.392(5) . ? Yb1 C7 2.713(7) . ? Yb1 C21 3.064(7) 1_455 ? O1 C7 1.265(9) . ? O2 C7 1.247(9) . ? O3 C8 1.249(9) . ? O3 Yb1 2.224(5) 2_676 ? O4 C8 1.240(9) . ? O4 Yb1 2.213(5) 1_465 ? O5 N1 1.267(12) . ? O6 N1 1.212(11) . ? O7 C20 1.235(10) . ? O8 C20 1.254(10) . ? O9 C21 1.259(9) . ? O9 Yb1 2.241(6) 2_766 ? O10 C21 1.239(9) . ? O10 Yb1 2.329(5) 1_655 ? O11 N2 1.240(12) . ? O12 N2 1.196(12) . ? N1 C5 1.463(10) . ? N2 C18 1.478(10) . ? N3 C9 1.328(12) . ? N3 C13 1.331(12) . ? N3 H3A 0.8600 . ? C1 C2 1.396(10) . ? C1 C6 1.399(10) . ? C1 C7 1.493(10) . ? C2 C3 1.398(9) . ? C2 H2A 0.9300 . ? C3 C4 1.374(10) . ? C3 C8 1.507(9) . ? C4 C5 1.389(10) . ? C4 H4A 0.9300 . ? C5 C6 1.368(11) . ? C6 H6A 0.9300 . ? C9 C10 1.382(12) . ? C9 H9A 0.9300 . ? C10 C11 1.386(11) . ? C10 H10A 0.9300 . ? C11 C12 1.384(13) . ? C11 C11 1.457(15) 2_567 ? C12 C13 1.393(12) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.383(10) . ? C14 C19 1.409(10) . ? C14 C20 1.513(10) . ? C15 C16 1.378(10) . ? C15 H15A 0.9300 . ? C16 C17 1.394(10) . ? C16 C21 1.508(9) . ? C17 C18 1.404(11) . ? C17 H17A 0.9300 . ? C18 C19 1.348(11) . ? C19 H19A 0.9300 . ? C21 Yb1 3.064(7) 1_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 O4 Yb1 O3 85.3(2) 1_645 2_676 ? O4 Yb1 O8 81.7(2) 1_645 . ? O3 Yb1 O8 87.3(2) 2_676 . ? O4 Yb1 O9 76.6(2) 1_645 2_766 ? O3 Yb1 O9 97.3(2) 2_676 2_766 ? O8 Yb1 O9 157.3(2) . 2_766 ? O4 Yb1 O10 86.4(2) 1_645 1_455 ? O3 Yb1 O10 165.7(2) 2_676 1_455 ? O8 Yb1 O10 79.9(2) . 1_455 ? O9 Yb1 O10 92.1(2) 2_766 1_455 ? O4 Yb1 O1 160.3(2) 1_645 . ? O3 Yb1 O1 108.0(2) 2_676 . ? O8 Yb1 O1 84.4(2) . . ? O9 Yb1 O1 114.7(2) 2_766 . ? O10 Yb1 O1 77.4(2) 1_455 . ? O4 Yb1 O2 144.4(2) 1_645 . ? O3 Yb1 O2 77.9(2) 2_676 . ? O8 Yb1 O2 127.9(2) . . ? O9 Yb1 O2 74.7(2) 2_766 . ? O10 Yb1 O2 115.21(19) 1_455 . ? O1 Yb1 O2 54.86(19) . . ? O4 Yb1 C7 169.5(2) 1_645 . ? O3 Yb1 C7 95.5(2) 2_676 . ? O8 Yb1 C7 108.8(2) . . ? O9 Yb1 C7 92.9(2) 2_766 . ? O10 Yb1 C7 94.8(2) 1_455 . ? O1 Yb1 C7 27.8(2) . . ? O2 Yb1 C7 27.4(2) . . ? O4 Yb1 C21 101.2(2) 1_645 1_455 ? O3 Yb1 C21 172.38(19) 2_676 1_455 ? O8 Yb1 C21 97.5(2) . 1_455 ? O9 Yb1 C21 80.5(2) 2_766 1_455 ? O10 Yb1 C21 21.52(19) 1_455 1_455 ? O1 Yb1 C21 66.8(2) . 1_455 ? O2 Yb1 C21 94.51(19) . 1_455 ? C7 Yb1 C21 77.4(2) . 1_455 ? C7 O1 Yb1 92.3(5) . . ? C7 O2 Yb1 90.8(4) . . ? C8 O3 Yb1 150.6(5) . 2_676 ? C8 O4 Yb1 165.0(5) . 1_465 ? C20 O8 Yb1 145.6(5) . . ? C21 O9 Yb1 134.3(5) . 2_766 ? C21 O10 Yb1 114.9(5) . 1_655 ? O6 N1 O5 123.1(8) . . ? O6 N1 C5 117.2(8) . . ? O5 N1 C5 119.6(8) . . ? O12 N2 O11 124.3(9) . . ? O12 N2 C18 118.1(9) . . ? O11 N2 C18 117.5(8) . . ? C9 N3 C13 120.6(8) . . ? C9 N3 H3A 119.7 . . ? C13 N3 H3A 119.7 . . ? C2 C1 C6 119.9(7) . . ? C2 C1 C7 121.0(6) . . ? C6 C1 C7 118.9(6) . . ? C1 C2 C3 119.6(6) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.2 . . ? C4 C3 C2 120.4(6) . . ? C4 C3 C8 118.8(6) . . ? C2 C3 C8 120.7(6) . . ? C3 C4 C5 118.6(7) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? C6 C5 C4 122.7(7) . . ? C6 C5 N1 118.6(7) . . ? C4 C5 N1 118.6(7) . . ? C5 C6 C1 118.5(7) . . ? C5 C6 H6A 120.7 . . ? C1 C6 H6A 120.7 . . ? O2 C7 O1 120.8(7) . . ? O2 C7 C1 120.1(7) . . ? O1 C7 C1 119.1(6) . . ? O2 C7 Yb1 61.8(4) . . ? O1 C7 Yb1 59.9(4) . . ? C1 C7 Yb1 168.0(5) . . ? O4 C8 O3 125.6(7) . . ? O4 C8 C3 116.5(6) . . ? O3 C8 C3 117.9(6) . . ? N3 C9 C10 121.1(8) . . ? N3 C9 H9A 119.5 . . ? C10 C9 H9A 119.5 . . ? C9 C10 C11 120.5(9) . . ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 . . ? C12 C11 C10 116.8(8) . . ? C12 C11 C11 120.7(9) . 2_567 ? C10 C11 C11 122.4(10) . 2_567 ? C11 C12 C13 120.6(9) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? N3 C13 C12 120.4(9) . . ? N3 C13 H13A 119.8 . . ? C12 C13 H13A 119.8 . . ? C15 C14 C19 119.1(7) . . ? C15 C14 C20 122.2(7) . . ? C19 C14 C20 118.7(6) . . ? C16 C15 C14 121.5(7) . . ? C16 C15 H15A 119.2 . . ? C14 C15 H15A 119.2 . . ? C15 C16 C17 119.6(7) . . ? C15 C16 C21 120.2(6) . . ? C17 C16 C21 120.1(7) . . ? C16 C17 C18 117.8(7) . . ? C16 C17 H17A 121.1 . . ? C18 C17 H17A 121.1 . . ? C19 C18 C17 122.9(7) . . ? C19 C18 N2 118.6(7) . . ? C17 C18 N2 118.4(7) . . ? C18 C19 C14 118.8(7) . . ? C18 C19 H19A 120.6 . . ? C14 C19 H19A 120.6 . . ? O7 C20 O8 126.0(7) . . ? O7 C20 C14 115.0(7) . . ? O8 C20 C14 119.0(6) . . ? O10 C21 O9 124.0(7) . . ? O10 C21 C16 119.1(7) . . ? O9 C21 C16 116.9(6) . . ? O10 C21 Yb1 43.6(3) . 1_655 ? O9 C21 Yb1 82.2(4) . 1_655 ? C16 C21 Yb1 156.6(5) . 1_655 ? 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 C12 H12A O6 0.93 2.34 3.068(12) 134.7 2_567 C13 H13A O11 0.93 2.67 3.574(13) 164.4 2_757 C9 H9A O1 0.93 2.30 3.105(11) 145.0 . N3 H3A O7 0.86 1.71 2.553(9) 167.1 . _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.316 _refine_diff_density_min -2.807 _refine_diff_density_rms 0.242 # = = = END