# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_address ;Department of Chemistry, Faculty of Applied Sciences, Cape Peninsula University of Technology, P.O. Box 652, Cape Town, 8000, South Africa ; _publ_contact_author_address ;Department of Chemistry, Faculty of Applied Sciences, Cape Peninsula University of Technology, P.O. Box 652, Cape Town, 8000, South Africa ; _publ_contact_author_email bathorin@cput.ac.za _publ_contact_author_fax '+27 21 460 3854' _publ_contact_author_phone '+27 21 460 8354' _publ_contact_author_name 'Nikoletta B. Bathori' _publ_author_name L.R.Nassimbeni data_H.NMF _database_code_depnum_ccdc_archive 'CCDC 782737' _audit_creation_method SHELXL-97 _chemical_name_systematic ;(R,R)-(-)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro(4,5)decane NMF solvate ; _chemical_name_common ; (R,R)-(-)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4- dioxaspiro(4,5)decane NMF solvate ; _chemical_formula_moiety 'C34 H34 O4, C2 H5 N O' _chemical_formula_sum 'C36 H39 N O5' _chemical_melting_point ? _chemical_formula_weight 565.68 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3699(14) _cell_length_b 32.679(5) _cell_length_c 10.0882(15) _cell_angle_alpha 90.00 _cell_angle_beta 93.835(4) _cell_angle_gamma 90.00 _cell_volume 3082.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5002 _cell_measurement_theta_min 2.02 _cell_measurement_theta_max 26.42 _exptl_crystal_description chunk _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.219 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20262 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0446 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 26.42 _reflns_number_total 6369 _reflns_number_gt 5002 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0404P)^2^+0.0669P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0050(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 6369 _refine_ls_number_parameters 799 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0785 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1A O 0.3649(2) 0.25119(7) 0.80084(19) 0.0385(5) Uani 1 1 d . . . H1A H 0.4202 0.2414 0.7353 0.074(13) Uiso 1 1 d R . . C1A C 0.3962(3) 0.22954(9) 0.9225(3) 0.0270(6) Uani 1 1 d . . . C2A C 0.4619(3) 0.18775(9) 0.8877(2) 0.0242(6) Uani 1 1 d . . . H2A H 0.3932 0.1724 0.8259 0.029 Uiso 1 1 calc R . . O3A O 0.48710(19) 0.16515(7) 1.00796(17) 0.0271(4) Uani 1 1 d . . . C3A C 0.5989(3) 0.13669(9) 0.9916(2) 0.0241(6) Uani 1 1 d . . . O4A O 0.68375(18) 0.15401(7) 0.89199(17) 0.0262(4) Uani 1 1 d . . . C4A C 0.6121(3) 0.18828(9) 0.8306(2) 0.0237(6) Uani 1 1 d . . . H4A H 0.6631 0.2138 0.8611 0.028 Uiso 1 1 calc R . . C5A C 0.6162(3) 0.18494(9) 0.6770(2) 0.0245(6) Uani 1 1 d . . . O2A O 0.5355(2) 0.21975(7) 0.62286(17) 0.0291(4) Uani 1 1 d . . . H3A H 0.5831 0.2412 0.6055 0.111(19) Uiso 1 1 d R . . C11A C 0.4990(3) 0.25407(10) 1.0166(3) 0.0326(7) Uani 1 1 d . . . C12A C 0.5786(3) 0.28609(11) 0.9702(4) 0.0477(9) Uani 1 1 d . . . H12A H 0.5670 0.2941 0.8795 0.057 Uiso 1 1 calc R . . C13A C 0.6771(4) 0.30685(12) 1.0585(5) 0.0619(12) Uani 1 1 d . . . H13A H 0.7315 0.3288 1.0264 0.074 Uiso 1 1 calc R . . C14A C 0.6956(4) 0.29598(14) 1.1882(5) 0.0657(12) Uani 1 1 d . . . H14A H 0.7641 0.3097 1.2459 0.079 Uiso 1 1 calc R . . C15A C 0.6145(4) 0.26502(12) 1.2349(4) 0.0591(11) Uani 1 1 d . . . H15A H 0.6253 0.2578 1.3263 0.071 Uiso 1 1 calc R . . C16A C 0.5164(4) 0.24402(11) 1.1506(3) 0.0436(8) Uani 1 1 d . . . H16A H 0.4608 0.2226 1.1849 0.052 Uiso 1 1 calc R . . C17A C 0.2499(3) 0.22536(10) 0.9818(3) 0.0274(6) Uani 1 1 d . . . C18A C 0.1726(4) 0.26090(11) 0.9961(4) 0.0543(10) Uani 1 1 d . . . H18A H 0.2136 0.2863 0.9733 0.065 Uiso 1 1 calc R . . C19A C 0.0375(4) 0.26042(11) 1.0423(4) 0.0572(11) Uani 1 1 d . . . H19A H -0.0130 0.2854 1.0512 0.069 Uiso 1 1 calc R . . C20A C -0.0245(3) 0.22417(10) 1.0757(3) 0.0374(7) Uani 1 1 d . . . H20A H -0.1182 0.2237 1.1064 0.045 Uiso 1 1 calc R . . C21A C 0.0504(3) 0.18885(11) 1.0640(3) 0.0374(7) Uani 1 1 d . . . H21A H 0.0090 0.1636 1.0882 0.045 Uiso 1 1 calc R . . C22A C 0.1872(3) 0.18916(10) 1.0172(3) 0.0325(7) Uani 1 1 d . . . H22A H 0.2376 0.1641 1.0095 0.039 Uiso 1 1 calc R . . C31A C 0.6881(3) 0.13390(9) 1.1223(2) 0.0269(6) Uani 1 1 d . . . H111 H 0.7160 0.1618 1.1523 0.032 Uiso 1 1 calc R . . H112 H 0.7766 0.1183 1.1088 0.032 Uiso 1 1 calc R . . C32A C 0.6064(3) 0.11291(10) 1.2296(3) 0.0321(7) Uani 1 1 d . . . H113 H 0.6692 0.1103 1.3121 0.038 Uiso 1 1 calc R . . H114 H 0.5227 0.1297 1.2496 0.038 Uiso 1 1 calc R . . C33A C 0.5566(3) 0.07070(10) 1.1830(3) 0.0349(7) Uani 1 1 d . . . H115 H 0.5027 0.0576 1.2525 0.042 Uiso 1 1 calc R . . H116 H 0.6407 0.0534 1.1678 0.042 Uiso 1 1 calc R . . C34A C 0.4610(3) 0.07393(10) 1.0540(3) 0.0325(7) Uani 1 1 d . . . H117 H 0.4321 0.0462 1.0234 0.039 Uiso 1 1 calc R . . H118 H 0.3732 0.0894 1.0710 0.039 Uiso 1 1 calc R . . C35A C 0.5396(3) 0.09548(9) 0.9456(3) 0.0282(6) Uani 1 1 d . . . H119 H 0.6192 0.0779 0.9197 0.034 Uiso 1 1 calc R . . H120 H 0.4730 0.0994 0.8663 0.034 Uiso 1 1 calc R . . C51A C 0.5432(3) 0.14623(9) 0.6232(2) 0.0252(6) Uani 1 1 d . . . C52A C 0.4012(3) 0.14648(10) 0.5735(3) 0.0323(7) Uani 1 1 d . . . H52A H 0.3484 0.1713 0.5713 0.039 Uiso 1 1 calc R . . C53A C 0.3362(3) 0.11052(11) 0.5269(3) 0.0400(8) Uani 1 1 d . . . H53A H 0.2393 0.1110 0.4925 0.048 Uiso 1 1 calc R . . C54A C 0.4103(3) 0.07451(11) 0.5303(3) 0.0417(8) Uani 1 1 d . . . H54A H 0.3649 0.0500 0.4992 0.050 Uiso 1 1 calc R . . C55A C 0.5522(4) 0.07377(10) 0.5793(3) 0.0359(7) Uani 1 1 d . . . H55A H 0.6042 0.0488 0.5813 0.043 Uiso 1 1 calc R . . C56A C 0.6179(3) 0.10943(9) 0.6253(3) 0.0280(6) Uani 1 1 d . . . H56A H 0.7151 0.1088 0.6586 0.034 Uiso 1 1 calc R . . C57A C 0.7671(3) 0.18796(9) 0.6282(2) 0.0254(6) Uani 1 1 d . . . C58A C 0.7786(3) 0.18877(10) 0.4911(3) 0.0320(7) Uani 1 1 d . . . H58A H 0.6945 0.1867 0.4334 0.038 Uiso 1 1 calc R . . C59A C 0.9096(3) 0.19250(11) 0.4374(3) 0.0408(8) Uani 1 1 d . . . H59A H 0.9154 0.1929 0.3438 0.049 Uiso 1 1 calc R . . C60A C 1.0325(3) 0.19565(11) 0.5206(3) 0.0431(8) Uani 1 1 d . . . H60A H 1.1228 0.1987 0.4842 0.052 Uiso 1 1 calc R . . C61A C 1.0238(3) 0.19434(12) 0.6557(3) 0.0433(8) Uani 1 1 d . . . H61A H 1.1086 0.1960 0.7126 0.052 Uiso 1 1 calc R . . C62A C 0.8914(3) 0.19056(11) 0.7104(3) 0.0332(7) Uani 1 1 d . . . H62A H 0.8865 0.1898 0.8041 0.040 Uiso 1 1 calc R . . O1B O -0.1504(2) 0.40062(7) 0.43924(19) 0.0358(5) Uani 1 1 d . . . H1B H -0.1030 0.4109 0.5125 0.064(12) Uiso 1 1 d R . . C1B C -0.1510(3) 0.42797(9) 0.3287(2) 0.0262(6) Uani 1 1 d . . . C2B C -0.0808(3) 0.46873(9) 0.3763(2) 0.0237(6) Uani 1 1 d . . . H2B H -0.1429 0.4827 0.4393 0.028 Uiso 1 1 calc R . . O3B O -0.06978(19) 0.49349(7) 0.26140(17) 0.0284(4) Uani 1 1 d . . . C3B C 0.0434(3) 0.52193(9) 0.2850(2) 0.0229(6) Uani 1 1 d . . . O4B O 0.13678(18) 0.50436(7) 0.38828(16) 0.0261(4) Uani 1 1 d . . . C4B C 0.0756(3) 0.46779(9) 0.4364(2) 0.0237(6) Uani 1 1 d . . . H4B H 0.1256 0.4437 0.3995 0.028 Uiso 1 1 calc R . . C5B C 0.0969(3) 0.46688(9) 0.5910(2) 0.0243(6) Uani 1 1 d . . . O2B O 0.0258(2) 0.43028(7) 0.63397(17) 0.0298(4) Uani 1 1 d . . . H3B H 0.0862 0.4094 0.6257 0.068(13) Uiso 1 1 d R . . C11B C -0.0700(3) 0.40898(9) 0.2173(3) 0.0297(6) Uani 1 1 d . . . C12B C 0.0299(3) 0.37809(10) 0.2440(3) 0.0366(7) Uani 1 1 d . . . H12B H 0.0456 0.3678 0.3319 0.044 Uiso 1 1 calc R . . C13B C 0.1068(4) 0.36217(11) 0.1428(4) 0.0517(9) Uani 1 1 d . . . H13B H 0.1746 0.3410 0.1625 0.062 Uiso 1 1 calc R . . C14B C 0.0867(4) 0.37644(12) 0.0151(4) 0.0550(10) Uani 1 1 d . . . H14B H 0.1401 0.3654 -0.0532 0.066 Uiso 1 1 calc R . . C15B C -0.0121(4) 0.40715(12) -0.0129(3) 0.0505(9) Uani 1 1 d . . . H15B H -0.0264 0.4175 -0.1008 0.061 Uiso 1 1 calc R . . C16B C -0.0909(3) 0.42296(10) 0.0875(3) 0.0381(7) Uani 1 1 d . . . H16B H -0.1600 0.4437 0.0669 0.046 Uiso 1 1 calc R . . C17B C -0.3093(3) 0.43392(10) 0.2829(2) 0.0269(6) Uani 1 1 d . . . C18B C -0.3929(4) 0.39920(11) 0.2685(4) 0.0543(10) Uani 1 1 d . . . H18B H -0.3506 0.3732 0.2868 0.065 Uiso 1 1 calc R . . C19B C -0.5363(4) 0.40129(12) 0.2282(4) 0.0587(10) Uani 1 1 d . . . H19B H -0.5912 0.3769 0.2194 0.070 Uiso 1 1 calc R . . C20B C -0.6002(3) 0.43829(11) 0.2009(3) 0.0378(7) Uani 1 1 d . . . H20B H -0.6990 0.4397 0.1735 0.045 Uiso 1 1 calc R . . C21B C -0.5195(3) 0.47315(11) 0.2135(3) 0.0358(7) Uani 1 1 d . . . H21B H -0.5627 0.4990 0.1945 0.043 Uiso 1 1 calc R . . C22B C -0.3746(3) 0.47112(10) 0.2539(3) 0.0331(7) Uani 1 1 d . . . H22B H -0.3200 0.4956 0.2617 0.040 Uiso 1 1 calc R . . C31B C 0.1235(3) 0.52554(10) 0.1600(3) 0.0296(7) Uani 1 1 d . . . H121 H 0.1525 0.4979 0.1315 0.036 Uiso 1 1 calc R . . H122 H 0.2114 0.5419 0.1791 0.036 Uiso 1 1 calc R . . C32B C 0.0315(3) 0.54580(10) 0.0476(3) 0.0344(7) Uani 1 1 d . . . H123 H 0.0886 0.5494 -0.0306 0.041 Uiso 1 1 calc R . . H124 H -0.0509 0.5279 0.0214 0.041 Uiso 1 1 calc R . . C33B C -0.0225(3) 0.58710(10) 0.0908(3) 0.0370(7) Uani 1 1 d . . . H125 H -0.0849 0.5992 0.0180 0.044 Uiso 1 1 calc R . . H126 H 0.0596 0.6058 0.1097 0.044 Uiso 1 1 calc R . . C34B C -0.1064(3) 0.58294(10) 0.2150(3) 0.0344(7) Uani 1 1 d . . . H127 H -0.1368 0.6104 0.2436 0.041 Uiso 1 1 calc R . . H128 H -0.1935 0.5664 0.1936 0.041 Uiso 1 1 calc R . . C35B C -0.0167(3) 0.56265(9) 0.3282(3) 0.0300(6) Uani 1 1 d . . . H129 H 0.0630 0.5810 0.3581 0.036 Uiso 1 1 calc R . . H130 H -0.0766 0.5582 0.4041 0.036 Uiso 1 1 calc R . . C51B C 0.0253(3) 0.50366(10) 0.6501(2) 0.0259(6) Uani 1 1 d . . . C52B C -0.1089(3) 0.50014(11) 0.7007(3) 0.0332(7) Uani 1 1 d . . . H52B H -0.1529 0.4740 0.7045 0.040 Uiso 1 1 calc R . . C53B C -0.1787(3) 0.53405(12) 0.7455(3) 0.0421(8) Uani 1 1 d . . . H53B H -0.2695 0.5311 0.7810 0.051 Uiso 1 1 calc R . . C54B C -0.1171(4) 0.57223(12) 0.7390(3) 0.0432(8) Uani 1 1 d . . . H54B H -0.1668 0.5957 0.7669 0.052 Uiso 1 1 calc R . . C55B C 0.0170(3) 0.57616(11) 0.6916(3) 0.0387(8) Uani 1 1 d . . . H55B H 0.0604 0.6024 0.6885 0.046 Uiso 1 1 calc R . . C56B C 0.0888(3) 0.54203(10) 0.6486(3) 0.0308(7) Uani 1 1 d . . . H56B H 0.1819 0.5449 0.6179 0.037 Uiso 1 1 calc R . . C57B C 0.2550(3) 0.46355(9) 0.6416(2) 0.0250(6) Uani 1 1 d . . . C58B C 0.2844(3) 0.45904(10) 0.7784(3) 0.0351(7) Uani 1 1 d . . . H58B H 0.2082 0.4606 0.8357 0.042 Uiso 1 1 calc R . . C59B C 0.4218(3) 0.45245(11) 0.8319(3) 0.0419(8) Uani 1 1 d . . . H59B H 0.4397 0.4493 0.9251 0.050 Uiso 1 1 calc R . . C60B C 0.5336(3) 0.45040(11) 0.7488(3) 0.0442(8) Uani 1 1 d . . . H60B H 0.6283 0.4454 0.7847 0.053 Uiso 1 1 calc R . . C61B C 0.5068(3) 0.45561(12) 0.6145(3) 0.0429(8) Uani 1 1 d . . . H61B H 0.5839 0.4547 0.5580 0.051 Uiso 1 1 calc R . . C62B C 0.3679(3) 0.46225(10) 0.5595(3) 0.0326(7) Uani 1 1 d . . . H62B H 0.3509 0.4658 0.4663 0.039 Uiso 1 1 calc R . . N1G N 0.8834(3) 0.31970(10) 0.6202(3) 0.070(3) Uani 0.624(6) 1 d PRD A 1 H132 H 0.9479 0.3343 0.5819 0.084 Uiso 0.624(6) 1 d PR A 1 O5G O 0.6508(10) 0.2971(4) 0.5931(18) 0.072(4) Uani 0.624(6) 1 d PD A 1 C71G C 0.7534(4) 0.3189(3) 0.5661(7) 0.080(3) Uani 0.624(6) 1 d PD A 1 H131 H 0.7342 0.3377 0.4954 0.095 Uiso 0.624(6) 1 calc PR A 1 C72G C 0.9250(8) 0.2975(3) 0.7409(6) 0.104(3) Uani 0.624(6) 1 d PD A 1 H136 H 0.8613 0.3049 0.8102 0.155 Uiso 0.624(6) 1 calc PR A 1 H138 H 1.0238 0.3045 0.7703 0.155 Uiso 0.624(6) 1 calc PR A 1 H137 H 0.9179 0.2680 0.7237 0.155 Uiso 0.624(6) 1 calc PR A 1 N2G N 0.8480(12) 0.3288(2) 0.6538(12) 0.085(5) Uani 0.376(6) 1 d PD A 2 H232 H 0.9409 0.3318 0.6497 0.102 Uiso 0.376(6) 1 calc PR A 2 O6G O 0.6584(11) 0.2917(6) 0.616(2) 0.038(3) Uani 0.376(6) 1 d PD A 2 C81G C 0.7891(9) 0.2953(3) 0.6066(15) 0.076(4) Uani 0.376(6) 1 d PD A 2 H231 H 0.8436 0.2747 0.5671 0.091 Uiso 0.376(6) 1 calc PR A 2 C82G C 0.7681(15) 0.3613(3) 0.7127(12) 0.091(5) Uani 0.376(6) 1 d PD A 2 H236 H 0.7030 0.3739 0.6444 0.137 Uiso 0.376(6) 1 calc PR A 2 H238 H 0.8346 0.3820 0.7505 0.137 Uiso 0.376(6) 1 calc PR A 2 H237 H 0.7127 0.3499 0.7831 0.137 Uiso 0.376(6) 1 calc PR A 2 O7G O 0.1643(3) 0.36028(9) 0.6007(3) 0.0746(8) Uani 1 1 d . . . C91G C 0.2943(4) 0.35290(13) 0.6091(4) 0.0676(12) Uani 1 1 d . . . H331 H 0.3543 0.3719 0.6573 0.081 Uiso 1 1 calc R . . N3G N 0.3561(3) 0.32166(11) 0.5581(4) 0.0676(9) Uani 1 1 d . . . H332 H 0.4497 0.3193 0.5695 0.081 Uiso 1 1 calc R . . C92G C 0.2761(6) 0.29049(16) 0.4832(6) 0.1058(19) Uani 1 1 d . . . H336 H 0.2309 0.2720 0.5445 0.159 Uiso 1 1 calc R . . H337 H 0.3409 0.2748 0.4302 0.159 Uiso 1 1 calc R . . H338 H 0.2021 0.3035 0.4241 0.159 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 O1A 0.0403(12) 0.0397(12) 0.0368(11) 0.0136(10) 0.0122(10) 0.0165(10) C1A 0.0262(14) 0.0234(15) 0.0324(14) 0.0025(12) 0.0093(12) 0.0032(12) C2A 0.0223(13) 0.0280(15) 0.0225(13) 0.0006(12) 0.0028(10) 0.0015(12) O3A 0.0286(10) 0.0282(11) 0.0254(9) 0.0037(8) 0.0087(8) 0.0065(9) C3A 0.0202(13) 0.0280(15) 0.0247(14) 0.0015(12) 0.0057(11) 0.0008(12) O4A 0.0213(9) 0.0304(11) 0.0274(9) 0.0067(8) 0.0056(8) 0.0033(8) C4A 0.0238(13) 0.0221(14) 0.0253(13) 0.0000(12) 0.0023(10) -0.0005(12) C5A 0.0234(13) 0.0255(15) 0.0250(13) 0.0023(12) 0.0032(10) 0.0022(12) O2A 0.0281(10) 0.0282(12) 0.0311(10) 0.0073(9) 0.0026(8) 0.0072(9) C11A 0.0247(15) 0.0256(16) 0.0487(18) -0.0082(14) 0.0103(13) 0.0038(13) C12A 0.0389(19) 0.040(2) 0.067(2) -0.0136(17) 0.0200(17) -0.0043(16) C13A 0.038(2) 0.041(2) 0.109(4) -0.028(2) 0.022(2) -0.0103(17) C14A 0.049(2) 0.055(3) 0.092(3) -0.041(2) -0.006(2) 0.007(2) C15A 0.059(2) 0.053(3) 0.063(2) -0.028(2) -0.0119(19) 0.014(2) C16A 0.0440(19) 0.040(2) 0.0461(19) -0.0112(15) -0.0012(15) 0.0086(16) C17A 0.0247(14) 0.0286(16) 0.0293(14) -0.0030(13) 0.0049(11) 0.0011(13) C18A 0.041(2) 0.0265(18) 0.099(3) 0.0026(18) 0.0328(19) 0.0007(15) C19A 0.037(2) 0.031(2) 0.106(3) -0.0051(19) 0.031(2) 0.0079(16) C20A 0.0278(16) 0.0377(19) 0.0480(18) -0.0070(15) 0.0127(13) -0.0004(15) C21A 0.0339(16) 0.0321(17) 0.0478(17) 0.0042(15) 0.0156(13) -0.0030(15) C22A 0.0290(15) 0.0258(16) 0.0441(16) -0.0006(14) 0.0125(12) 0.0044(14) C31A 0.0260(15) 0.0282(16) 0.0267(14) -0.0004(12) 0.0025(11) 0.0000(12) C32A 0.0313(16) 0.0390(18) 0.0260(14) 0.0038(13) 0.0032(12) -0.0028(14) C33A 0.0339(16) 0.0383(18) 0.0330(15) 0.0105(14) 0.0067(13) -0.0006(14) C34A 0.0336(16) 0.0280(16) 0.0365(16) 0.0007(13) 0.0060(13) -0.0064(13) C35A 0.0255(15) 0.0316(16) 0.0280(14) 0.0003(13) 0.0051(11) 0.0019(13) C51A 0.0217(13) 0.0336(16) 0.0210(13) 0.0006(12) 0.0070(11) -0.0022(12) C52A 0.0259(15) 0.0393(18) 0.0319(15) -0.0014(13) 0.0036(12) -0.0010(13) C53A 0.0286(17) 0.054(2) 0.0367(17) -0.0063(15) 0.0013(14) -0.0096(16) C54A 0.046(2) 0.046(2) 0.0337(16) -0.0066(15) 0.0055(14) -0.0198(17) C55A 0.051(2) 0.0305(17) 0.0273(15) -0.0050(13) 0.0114(14) -0.0026(15) C56A 0.0274(15) 0.0319(17) 0.0253(14) -0.0014(12) 0.0064(11) 0.0004(13) C57A 0.0243(14) 0.0262(15) 0.0260(13) 0.0017(12) 0.0042(11) -0.0009(12) C58A 0.0261(15) 0.0419(18) 0.0280(14) 0.0039(14) 0.0024(11) -0.0015(14) C59A 0.0344(17) 0.058(2) 0.0312(15) 0.0059(15) 0.0103(13) 0.0013(16) C60A 0.0251(16) 0.059(2) 0.0470(18) 0.0060(16) 0.0144(14) -0.0001(15) C61A 0.0256(16) 0.066(2) 0.0388(17) 0.0042(16) 0.0020(13) -0.0083(16) C62A 0.0260(15) 0.0467(19) 0.0268(14) 0.0003(14) 0.0022(11) -0.0053(14) O1B 0.0388(12) 0.0342(11) 0.0335(11) 0.0135(9) -0.0035(9) -0.0099(10) C1B 0.0262(15) 0.0250(15) 0.0273(14) 0.0046(12) 0.0006(11) -0.0012(12) C2B 0.0230(13) 0.0268(15) 0.0212(13) 0.0028(12) 0.0006(10) 0.0007(12) O3B 0.0287(10) 0.0304(11) 0.0256(9) 0.0063(8) -0.0027(8) -0.0081(8) C3B 0.0186(14) 0.0257(15) 0.0244(13) 0.0036(12) 0.0005(11) -0.0012(11) O4B 0.0232(9) 0.0306(11) 0.0240(9) 0.0074(8) -0.0016(7) -0.0042(8) C4B 0.0223(13) 0.0252(15) 0.0237(13) 0.0024(12) 0.0035(10) -0.0031(12) C5B 0.0220(13) 0.0266(16) 0.0247(13) 0.0060(12) 0.0042(11) -0.0022(12) O2B 0.0274(10) 0.0322(11) 0.0299(10) 0.0076(9) 0.0034(8) -0.0044(10) C11B 0.0266(15) 0.0263(16) 0.0363(15) -0.0020(13) 0.0032(12) -0.0071(13) C12B 0.0287(16) 0.0268(17) 0.0539(19) -0.0081(14) -0.0010(14) 0.0000(14) C13B 0.0320(18) 0.040(2) 0.083(3) -0.0233(19) 0.0020(18) 0.0022(16) C14B 0.045(2) 0.055(2) 0.069(3) -0.032(2) 0.0270(19) -0.0116(19) C15B 0.062(2) 0.048(2) 0.0436(18) -0.0090(17) 0.0198(17) -0.0069(19) C16B 0.0422(19) 0.0330(18) 0.0397(17) -0.0029(14) 0.0070(14) 0.0000(14) C17B 0.0253(15) 0.0335(16) 0.0221(13) -0.0056(12) 0.0036(11) 0.0002(13) C18B 0.0360(19) 0.0279(18) 0.096(3) -0.0061(18) -0.0153(18) 0.0030(15) C19B 0.0341(19) 0.038(2) 0.102(3) -0.011(2) -0.0121(19) -0.0087(17) C20B 0.0210(15) 0.048(2) 0.0439(17) -0.0058(15) -0.0008(13) 0.0021(15) C21B 0.0279(15) 0.0409(19) 0.0384(16) 0.0011(14) 0.0012(12) 0.0054(14) C22B 0.0258(15) 0.0337(18) 0.0399(16) 0.0037(14) 0.0026(12) -0.0008(13) C31B 0.0285(16) 0.0330(17) 0.0276(14) 0.0061(13) 0.0040(12) -0.0014(13) C32B 0.0367(17) 0.0419(19) 0.0247(14) 0.0059(14) 0.0036(12) 0.0038(15) C33B 0.0445(19) 0.0329(18) 0.0335(16) 0.0079(14) 0.0022(14) 0.0018(15) C34B 0.0305(16) 0.0319(17) 0.0406(17) 0.0003(14) 0.0004(13) 0.0069(14) C35B 0.0244(14) 0.0340(17) 0.0318(15) -0.0015(13) 0.0023(12) -0.0035(13) C51B 0.0226(14) 0.0366(17) 0.0179(12) -0.0002(12) -0.0024(11) 0.0004(13) C52B 0.0231(14) 0.0476(19) 0.0285(14) -0.0029(14) -0.0007(12) 0.0024(14) C53B 0.0268(16) 0.068(3) 0.0312(16) -0.0099(16) -0.0024(13) 0.0103(17) C54B 0.0438(19) 0.053(2) 0.0313(16) -0.0127(16) -0.0068(14) 0.0233(17) C55B 0.047(2) 0.0364(18) 0.0309(16) -0.0058(14) -0.0109(14) 0.0079(15) C56B 0.0279(15) 0.0399(18) 0.0240(14) -0.0025(13) -0.0020(11) 0.0010(14) C57B 0.0218(13) 0.0278(16) 0.0252(13) 0.0024(12) 0.0000(11) 0.0009(12) C58B 0.0276(15) 0.051(2) 0.0268(14) 0.0060(14) 0.0035(12) -0.0022(15) C59B 0.0338(17) 0.065(2) 0.0262(15) 0.0087(15) -0.0047(13) -0.0026(16) C60B 0.0233(16) 0.065(2) 0.0426(18) 0.0107(17) -0.0070(14) 0.0024(16) C61B 0.0235(15) 0.066(2) 0.0394(18) 0.0077(16) 0.0057(13) 0.0026(16) C62B 0.0254(15) 0.0458(19) 0.0267(14) 0.0061(14) 0.0030(11) 0.0038(14) N1G 0.051(4) 0.081(6) 0.082(4) -0.021(4) 0.025(4) -0.043(4) O5G 0.077(6) 0.048(5) 0.087(8) 0.025(4) -0.020(4) -0.010(4) C71G 0.131(8) 0.054(5) 0.052(4) 0.020(4) -0.004(4) -0.058(5) C72G 0.060(5) 0.091(6) 0.157(8) 0.059(6) -0.019(5) -0.013(4) N2G 0.038(5) 0.043(6) 0.172(13) 0.061(7) -0.015(7) -0.014(5) O6G 0.025(6) 0.039(7) 0.051(6) 0.014(5) 0.009(5) -0.013(5) C81G 0.069(10) 0.031(7) 0.130(12) 0.008(8) 0.016(8) -0.011(7) C82G 0.125(12) 0.071(9) 0.080(8) -0.011(7) 0.030(8) -0.033(9) O7G 0.0441(16) 0.0421(16) 0.136(3) -0.0031(15) -0.0096(16) 0.0060(13) C91G 0.049(2) 0.048(2) 0.103(3) 0.006(2) -0.014(2) 0.005(2) N3G 0.052(2) 0.047(2) 0.102(3) 0.0134(19) -0.0041(18) 0.0121(17) C92G 0.101(4) 0.072(3) 0.137(5) -0.020(3) -0.037(4) 0.025(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 O1A C1A 1.430(3) . ? C1A C11A 1.533(4) . ? C1A C17A 1.538(4) . ? C1A C2A 1.548(4) . ? C2A O3A 1.426(3) . ? C2A C4A 1.556(3) . ? O3A C3A 1.419(3) . ? C3A O4A 1.439(3) . ? C3A C31A 1.516(4) . ? C3A C35A 1.517(4) . ? O4A C4A 1.426(3) . ? C4A C5A 1.556(3) . ? C5A O2A 1.452(3) . ? C5A C51A 1.521(4) . ? C5A C57A 1.532(4) . ? C11A C12A 1.385(4) . ? C11A C16A 1.390(4) . ? C12A C13A 1.413(5) . ? C13A C14A 1.355(6) . ? C14A C15A 1.369(6) . ? C15A C16A 1.391(5) . ? C17A C22A 1.378(4) . ? C17A C18A 1.381(4) . ? C18A C19A 1.378(5) . ? C19A C20A 1.371(5) . ? C20A C21A 1.360(4) . ? C21A C22A 1.396(4) . ? C31A C32A 1.530(4) . ? C32A C33A 1.521(4) . ? C33A C34A 1.533(4) . ? C34A C35A 1.530(4) . ? C51A C52A 1.390(4) . ? C51A C56A 1.391(4) . ? C52A C53A 1.391(4) . ? C53A C54A 1.366(5) . ? C54A C55A 1.387(4) . ? C55A C56A 1.383(4) . ? C57A C62A 1.387(4) . ? C57A C58A 1.395(3) . ? C58A C59A 1.380(4) . ? C59A C60A 1.382(4) . ? C60A C61A 1.372(4) . ? C61A C62A 1.397(4) . ? O1B C1B 1.429(3) . ? C1B C11B 1.529(4) . ? C1B C17B 1.536(4) . ? C1B C2B 1.547(4) . ? C2B O3B 1.423(3) . ? C2B C4B 1.549(3) . ? O3B C3B 1.418(3) . ? C3B O4B 1.435(3) . ? C3B C31B 1.515(4) . ? C3B C35B 1.520(4) . ? O4B C4B 1.424(3) . ? C4B C5B 1.560(3) . ? C5B O2B 1.450(3) . ? C5B C51B 1.518(4) . ? C5B C57B 1.537(3) . ? C11B C16B 1.388(4) . ? C11B C12B 1.390(4) . ? C12B C13B 1.390(4) . ? C13B C14B 1.371(5) . ? C14B C15B 1.382(5) . ? C15B C16B 1.392(4) . ? C17B C18B 1.381(4) . ? C17B C22B 1.383(4) . ? C18B C19B 1.379(5) . ? C19B C20B 1.369(5) . ? C20B C21B 1.368(4) . ? C21B C22B 1.393(4) . ? C31B C32B 1.528(4) . ? C32B C33B 1.516(4) . ? C33B C34B 1.529(4) . ? C34B C35B 1.523(4) . ? C51B C56B 1.389(4) . ? C51B C52B 1.393(4) . ? C52B C53B 1.378(4) . ? C53B C54B 1.378(5) . ? C54B C55B 1.380(5) . ? C55B C56B 1.387(4) . ? C57B C62B 1.387(4) . ? C57B C58B 1.397(4) . ? C58B C59B 1.379(4) . ? C59B C60B 1.386(4) . ? C60B C61B 1.372(4) . ? C61B C62B 1.397(4) . ? N1G C71G 1.3008(11) . ? N1G C72G 1.4486(11) . ? O5G C71G 1.2402(11) . ? N2G C81G 1.2999(11) . ? N2G C82G 1.4500(11) . ? O6G C81G 1.2400(11) . ? O7G C91G 1.239(4) . ? C91G N3G 1.297(5) . ? N3G C92G 1.448(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1A C1A C11A 110.9(2) . . ? O1A C1A C17A 104.0(2) . . ? C11A C1A C17A 110.1(2) . . ? O1A C1A C2A 107.7(2) . . ? C11A C1A C2A 111.0(2) . . ? C17A C1A C2A 112.8(2) . . ? O3A C2A C1A 108.08(19) . . ? O3A C2A C4A 102.59(19) . . ? C1A C2A C4A 117.2(2) . . ? C3A O3A C2A 108.81(18) . . ? O3A C3A O4A 105.67(19) . . ? O3A C3A C31A 107.9(2) . . ? O4A C3A C31A 109.4(2) . . ? O3A C3A C35A 111.1(2) . . ? O4A C3A C35A 110.1(2) . . ? C31A C3A C35A 112.4(2) . . ? C4A O4A C3A 110.25(18) . . ? O4A C4A C5A 109.6(2) . . ? O4A C4A C2A 104.0(2) . . ? C5A C4A C2A 116.8(2) . . ? O2A C5A C51A 107.9(2) . . ? O2A C5A C57A 107.3(2) . . ? C51A C5A C57A 110.0(2) . . ? O2A C5A C4A 105.8(2) . . ? C51A C5A C4A 111.9(2) . . ? C57A C5A C4A 113.6(2) . . ? C12A C11A C16A 118.5(3) . . ? C12A C11A C1A 121.0(3) . . ? C16A C11A C1A 120.5(3) . . ? C11A C12A C13A 119.6(4) . . ? C14A C13A C12A 121.3(4) . . ? C13A C14A C15A 119.3(4) . . ? C14A C15A C16A 120.9(4) . . ? C11A C16A C15A 120.5(3) . . ? C22A C17A C18A 117.3(2) . . ? C22A C17A C1A 125.7(3) . . ? C18A C17A C1A 116.9(3) . . ? C19A C18A C17A 121.7(3) . . ? C20A C19A C18A 120.5(3) . . ? C21A C20A C19A 118.8(3) . . ? C20A C21A C22A 120.9(3) . . ? C17A C22A C21A 120.7(3) . . ? C3A C31A C32A 111.7(2) . . ? C33A C32A C31A 110.2(2) . . ? C32A C33A C34A 110.5(2) . . ? C35A C34A C33A 110.8(2) . . ? C3A C35A C34A 111.9(2) . . ? C52A C51A C56A 118.6(3) . . ? C52A C51A C5A 121.4(3) . . ? C56A C51A C5A 120.0(2) . . ? C51A C52A C53A 120.3(3) . . ? C54A C53A C52A 120.6(3) . . ? C53A C54A C55A 119.8(3) . . ? C56A C55A C54A 119.9(3) . . ? C55A C56A C51A 120.8(3) . . ? C62A C57A C58A 118.3(2) . . ? C62A C57A C5A 124.6(2) . . ? C58A C57A C5A 117.0(2) . . ? C59A C58A C57A 121.3(3) . . ? C58A C59A C60A 119.7(3) . . ? C61A C60A C59A 119.9(3) . . ? C60A C61A C62A 120.6(3) . . ? C57A C62A C61A 120.1(2) . . ? O1B C1B C11B 110.1(2) . . ? O1B C1B C17B 105.5(2) . . ? C11B C1B C17B 110.3(2) . . ? O1B C1B C2B 108.5(2) . . ? C11B C1B C2B 110.8(2) . . ? C17B C1B C2B 111.5(2) . . ? O3B C2B C4B 102.22(19) . . ? O3B C2B C1B 106.83(19) . . ? C4B C2B C1B 118.4(2) . . ? C3B O3B C2B 109.28(18) . . ? O3B C3B O4B 105.81(19) . . ? O3B C3B C31B 108.5(2) . . ? O4B C3B C31B 108.9(2) . . ? O3B C3B C35B 109.5(2) . . ? O4B C3B C35B 111.3(2) . . ? C31B C3B C35B 112.6(2) . . ? C4B O4B C3B 110.09(18) . . ? O4B C4B C2B 104.0(2) . . ? O4B C4B C5B 109.2(2) . . ? C2B C4B C5B 116.5(2) . . ? O2B C5B C51B 108.2(2) . . ? O2B C5B C57B 107.1(2) . . ? C51B C5B C57B 111.6(2) . . ? O2B C5B C4B 106.5(2) . . ? C51B C5B C4B 110.3(2) . . ? C57B C5B C4B 112.9(2) . . ? C16B C11B C12B 118.2(3) . . ? C16B C11B C1B 120.9(3) . . ? C12B C11B C1B 120.9(2) . . ? C13B C12B C11B 120.3(3) . . ? C14B C13B C12B 121.2(3) . . ? C13B C14B C15B 119.1(3) . . ? C14B C15B C16B 120.1(3) . . ? C11B C16B C15B 121.1(3) . . ? C18B C17B C22B 117.4(3) . . ? C18B C17B C1B 117.2(3) . . ? C22B C17B C1B 125.4(3) . . ? C19B C18B C17B 121.7(3) . . ? C20B C19B C18B 120.5(3) . . ? C21B C20B C19B 119.0(3) . . ? C20B C21B C22B 120.6(3) . . ? C17B C22B C21B 120.8(3) . . ? C3B C31B C32B 111.4(2) . . ? C33B C32B C31B 110.8(2) . . ? C32B C33B C34B 110.9(2) . . ? C35B C34B C33B 111.4(2) . . ? C3B C35B C34B 111.3(2) . . ? C56B C51B C52B 118.5(3) . . ? C56B C51B C5B 120.6(2) . . ? C52B C51B C5B 120.8(3) . . ? C53B C52B C51B 120.9(3) . . ? C52B C53B C54B 120.2(3) . . ? C53B C54B C55B 119.6(3) . . ? C54B C55B C56B 120.4(3) . . ? C55B C56B C51B 120.3(3) . . ? C62B C57B C58B 118.6(2) . . ? C62B C57B C5B 124.1(2) . . ? C58B C57B C5B 117.2(2) . . ? C59B C58B C57B 121.4(3) . . ? C58B C59B C60B 119.6(3) . . ? C61B C60B C59B 119.7(3) . . ? C60B C61B C62B 121.0(3) . . ? C57B C62B C61B 119.7(2) . . ? C71G N1G C72G 122.3(5) . . ? O5G C71G N1G 129.6(8) . . ? C81G N2G C82G 123.2(11) . . ? O6G C81G N2G 116.7(13) . . ? O7G C91G N3G 126.1(4) . . ? C91G N3G C92G 122.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1A C1A C11A C12A -17.2(4) . . . . ? O1A C1A C17A C18A -53.4(3) . . . . ? O2A C5A C51A C52A -20.4(3) . . . . ? O2A C5A C57A C58A -58.0(3) . . . . ? O3A C3A C35A C34A -69.0(3) . . . . ? C1A C2A C4A C5A -98.5(3) . . . . ? O1B C1B C11B C12B -21.7(3) . . . . ? O1B C1B C17B C18B -47.3(3) . . . . ? O2B C5B C51B C52B -16.7(3) . . . . ? O2B C5B C57B C58B -57.8(3) . . . . ? O3B C3B C35B C34B -67.9(3) . . . . ? C1B C2B C4B C5B -97.7(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1A H1A O2A 0.92 1.77 2.687(3) 174.2 . O2A H3A O6G 0.86 1.80 2.622(16) 161.9 . O1B H1B O2B 0.90 1.78 2.663(3) 166.5 . O2A H3A O5G 0.86 1.94 2.774(11) 164.2 . N3G H332 O5G 0.88 2.02 2.874(12) 163.9 . N3G H332 O6G 0.88 2.18 3.016(16) 159.6 . O2B H3B O7G 0.89 1.79 2.662(3) 164.8 . N1G H132 O7G 0.88 2.19 2.966(4) 146.2 1_655 N2G H232 O7G 0.88 2.37 3.216(11) 160.7 1_655 O1B H1B O2B 0.90 1.78 2.663(3) 166.5 . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.170 _refine_diff_density_min -0.199 _refine_diff_density_rms 0.035 data_H.NMA _database_code_depnum_ccdc_archive 'CCDC 782738' _audit_creation_method SHELXL-97 _chemical_name_systematic ;(R,R)-(-)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro(4,5)decane NMA solvate ; _chemical_name_common ? _chemical_formula_moiety 'C34 H34 O4, C3 H7 N O' _chemical_formula_sum 'C37 H41 N O5' _chemical_melting_point ? _exptl_crystal_description plate _exptl_crystal_colour colourless _chemical_formula_weight 579.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3986(10) _cell_length_b 33.587(4) _cell_length_c 10.0932(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.981(2) _cell_angle_gamma 90.00 _cell_volume 3174.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4461 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 25.68 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6127 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0558 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.68 _reflns_number_total 6127 _reflns_number_gt 4461 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0462P)^2^+0.2055P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0062(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 6127 _refine_ls_number_parameters 796 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1040 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.6160(6) 0.03195(13) 0.5155(5) 0.0762(15) Uani 1 1 d . . . H132 H 0.6630 0.0539 0.5005 0.091 Uiso 1 1 calc R . . N2 N 0.2953(8) 0.0157(2) 0.7392(8) 0.118(2) Uani 1 1 d . . . H232 H 0.3189 -0.0081 0.7703 0.142 Uiso 1 1 calc R . . O5 O 0.6144(5) -0.02416(10) 0.6339(4) 0.0785(13) Uani 1 1 d . . . O6 O 0.1494(4) 0.05057(10) 0.5985(5) 0.0792(13) Uani 1 1 d . . . C71 C 0.6705(7) 0.00664(17) 0.6018(7) 0.0753(18) Uani 1 1 d . . . C72 C 0.8042(10) 0.0224(4) 0.6805(11) 0.200(6) Uani 1 1 d . . . H135 H 0.7776 0.0358 0.7609 0.300 Uiso 1 1 calc R . . H134 H 0.8526 0.0413 0.6257 0.300 Uiso 1 1 calc R . . H133 H 0.8685 0.0001 0.7055 0.300 Uiso 1 1 calc R . . C73 C 0.4771(7) 0.0247(2) 0.4422(7) 0.091(2) Uani 1 1 d . . . H136 H 0.4886 0.0235 0.3467 0.136 Uiso 1 1 calc R . . H137 H 0.4113 0.0463 0.4598 0.136 Uiso 1 1 calc R . . H138 H 0.4383 -0.0007 0.4711 0.136 Uiso 1 1 calc R . . C81 C 0.2000(7) 0.0203(3) 0.6469(8) 0.093(3) Uani 1 1 d . . . C82 C 0.1465(11) -0.0217(2) 0.5863(11) 0.152(4) Uani 1 1 d . . . H235 H 0.0446 -0.0201 0.5567 0.228 Uiso 1 1 calc R . . H234 H 0.1618 -0.0424 0.6546 0.228 Uiso 1 1 calc R . . H233 H 0.2005 -0.0284 0.5105 0.228 Uiso 1 1 calc R . . C83 C 0.3630(7) 0.04991(16) 0.7912(6) 0.0761(18) Uani 1 1 d . . . H236 H 0.4138 0.0629 0.7222 0.114 Uiso 1 1 calc R . . H238 H 0.4313 0.0427 0.8663 0.114 Uiso 1 1 calc R . . H237 H 0.2917 0.0683 0.8217 0.114 Uiso 1 1 calc R . . O1A O 0.3807(3) -0.06706(8) 0.8174(3) 0.0341(7) Uani 1 1 d . . . C1A C 0.4140(4) -0.08772(10) 0.9404(4) 0.0260(9) Uani 1 1 d . . . H1A H 0.422(6) -0.0782(16) 0.756(6) 0.071(19) Uiso 1 1 d . . . O2A O 0.5393(3) -0.09975(8) 0.6407(3) 0.0291(6) Uani 1 1 d . . . C2A C 0.4781(4) -0.12851(10) 0.9070(4) 0.0235(8) Uani 1 1 d . . . H2A H 0.4081 -0.1436 0.8457 0.028 Uiso 1 1 calc R . . O3A O 0.5055(3) -0.14986(7) 1.0274(3) 0.0254(6) Uani 1 1 d . . . C3A C 0.6155(4) -0.17800(10) 1.0126(4) 0.0226(8) Uani 1 1 d . . . H3A H 0.591(5) -0.0767(15) 0.633(5) 0.063(15) Uiso 1 1 d . . . O4A O 0.6989(3) -0.16157(7) 0.9132(2) 0.0249(6) Uani 1 1 d . . . C4A C 0.6266(4) -0.12847(10) 0.8501(4) 0.0222(8) Uani 1 1 d . . . H4A H 0.6783 -0.1036 0.8797 0.027 Uiso 1 1 calc R . . C5A C 0.6252(4) -0.13180(10) 0.6963(4) 0.0239(8) Uani 1 1 d . . . C11A C 0.5185(4) -0.06391(10) 1.0331(4) 0.0300(10) Uani 1 1 d . . . C12A C 0.6010(4) -0.03368(12) 0.9843(5) 0.0402(11) Uani 1 1 d . . . H12A H 0.5906 -0.0273 0.8923 0.048 Uiso 1 1 calc R . . C13A C 0.6983(5) -0.01283(12) 1.0696(6) 0.0496(13) Uani 1 1 d . . . H13A H 0.7537 0.0078 1.0353 0.059 Uiso 1 1 calc R . . C14A C 0.7153(5) -0.02172(14) 1.2023(6) 0.0539(14) Uani 1 1 d . . . H14A H 0.7826 -0.0075 1.2599 0.065 Uiso 1 1 calc R . . C15A C 0.6342(6) -0.05134(14) 1.2516(5) 0.0533(13) Uani 1 1 d . . . H15A H 0.6455 -0.0575 1.3438 0.064 Uiso 1 1 calc R . . C16A C 0.5355(5) -0.07240(12) 1.1677(5) 0.0417(11) Uani 1 1 d . . . H16A H 0.4795 -0.0927 1.2031 0.050 Uiso 1 1 calc R . . C17A C 0.2689(4) -0.09173(10) 1.0001(4) 0.0262(9) Uani 1 1 d . . . C18A C 0.1922(5) -0.05713(12) 1.0140(5) 0.0501(13) Uani 1 1 d . . . H18A H 0.2334 -0.0323 0.9932 0.060 Uiso 1 1 calc R . . C19A C 0.0570(5) -0.05784(13) 1.0575(6) 0.0568(15) Uani 1 1 d . . . H19A H 0.0056 -0.0337 1.0640 0.068 Uiso 1 1 calc R . . C20A C -0.0035(4) -0.09275(11) 1.0911(4) 0.0365(10) Uani 1 1 d . . . H20A H -0.0959 -0.0931 1.1224 0.044 Uiso 1 1 calc R . . C21A C 0.0711(4) -0.12763(12) 1.0791(4) 0.0351(10) Uani 1 1 d . . . H21A H 0.0301 -0.1522 1.1024 0.042 Uiso 1 1 calc R . . C22A C 0.2068(4) -0.12706(11) 1.0328(4) 0.0340(10) Uani 1 1 d . . . H22A H 0.2568 -0.1514 1.0238 0.041 Uiso 1 1 calc R . . C31A C 0.7058(4) -0.18084(11) 1.1438(4) 0.0249(9) Uani 1 1 d . . . H111 H 0.7371 -0.1538 1.1728 0.030 Uiso 1 1 calc R . . H112 H 0.7922 -0.1969 1.1318 0.030 Uiso 1 1 calc R . . C32A C 0.6233(4) -0.19988(11) 1.2508(4) 0.0320(10) Uani 1 1 d . . . H114 H 0.6864 -0.2025 1.3342 0.038 Uiso 1 1 calc R . . H113 H 0.5417 -0.1827 1.2689 0.038 Uiso 1 1 calc R . . C33A C 0.5689(4) -0.24067(11) 1.2058(4) 0.0323(10) Uani 1 1 d . . . H115 H 0.5136 -0.2524 1.2753 0.039 Uiso 1 1 calc R . . H116 H 0.6510 -0.2584 1.1938 0.039 Uiso 1 1 calc R . . C34A C 0.4747(4) -0.23796(11) 1.0761(4) 0.0308(9) Uani 1 1 d . . . H117 H 0.3881 -0.2223 1.0903 0.037 Uiso 1 1 calc R . . H118 H 0.4441 -0.2650 1.0472 0.037 Uiso 1 1 calc R . . C35A C 0.5538(4) -0.21833(10) 0.9671(4) 0.0246(9) Uani 1 1 d . . . H120 H 0.6321 -0.2360 0.9436 0.030 Uiso 1 1 calc R . . H119 H 0.4871 -0.2146 0.8866 0.030 Uiso 1 1 calc R . . C51A C 0.5560(4) -0.17080(10) 0.6450(4) 0.0245(8) Uani 1 1 d . . . C52A C 0.4134(4) -0.17225(12) 0.5972(4) 0.0304(9) Uani 1 1 d . . . H52A H 0.3574 -0.1487 0.5947 0.036 Uiso 1 1 calc R . . C53A C 0.3524(5) -0.20757(13) 0.5534(4) 0.0385(11) Uani 1 1 d . . . H53A H 0.2545 -0.2081 0.5209 0.046 Uiso 1 1 calc R . . C54A C 0.4313(5) -0.24221(12) 0.5560(4) 0.0396(11) Uani 1 1 d . . . H54A H 0.3878 -0.2666 0.5270 0.048 Uiso 1 1 calc R . . C55A C 0.5724(5) -0.24118(11) 0.6004(4) 0.0313(9) Uani 1 1 d . . . H55A H 0.6279 -0.2648 0.6007 0.038 Uiso 1 1 calc R . . C56A C 0.6349(4) -0.20592(11) 0.6451(4) 0.0293(9) Uani 1 1 d . . . H56A H 0.7332 -0.2056 0.6765 0.035 Uiso 1 1 calc R . . C57A C 0.7743(4) -0.12860(10) 0.6469(4) 0.0239(8) Uani 1 1 d . . . C58A C 0.7829(4) -0.12708(11) 0.5103(4) 0.0309(9) Uani 1 1 d . . . H58A H 0.6975 -0.1278 0.4526 0.037 Uiso 1 1 calc R . . C59A C 0.9133(4) -0.12449(13) 0.4561(4) 0.0388(10) Uani 1 1 d . . . H59A H 0.9169 -0.1235 0.3624 0.047 Uiso 1 1 calc R . . C60A C 1.0378(4) -0.12340(13) 0.5393(5) 0.0416(11) Uani 1 1 d . . . H60A H 1.1277 -0.1220 0.5031 0.050 Uiso 1 1 calc R . . C61A C 1.0312(4) -0.12441(14) 0.6737(4) 0.0400(11) Uani 1 1 d . . . H61A H 1.1169 -0.1234 0.7309 0.048 Uiso 1 1 calc R . . C62A C 0.9003(4) -0.12698(12) 0.7285(4) 0.0295(9) Uani 1 1 d . . . H62A H 0.8976 -0.1276 0.8224 0.035 Uiso 1 1 calc R . . O1B O -0.1811(3) 0.09520(8) 0.4357(3) 0.0370(7) Uani 1 1 d . . . C1B C -0.1643(4) 0.11717(10) 0.3166(4) 0.0262(9) Uani 1 1 d . . . H1B H -0.108(6) 0.0988(17) 0.493(6) 0.078(19) Uiso 1 1 d . . . O2B O 0.0228(3) 0.12050(8) 0.6162(3) 0.0302(7) Uani 1 1 d . . . C2B C -0.0906(4) 0.15708(10) 0.3568(4) 0.0221(8) Uani 1 1 d . . . H2B H -0.1505 0.1721 0.4170 0.027 Uiso 1 1 calc R . . O3B O -0.0802(3) 0.17915(7) 0.2376(2) 0.0264(6) Uani 1 1 d . . . C3B C 0.0304(4) 0.20799(10) 0.2618(4) 0.0228(8) Uani 1 1 d . . . H3B H 0.081(6) 0.0994(17) 0.611(5) 0.079(19) Uiso 1 1 d . . . O4B O 0.1252(2) 0.19139(7) 0.3669(2) 0.0241(6) Uani 1 1 d . . . C4B C 0.0652(4) 0.15610(10) 0.4177(4) 0.0236(8) Uani 1 1 d . . . H4B H 0.1141 0.1324 0.3824 0.028 Uiso 1 1 calc R . . C5B C 0.0897(4) 0.15622(10) 0.5717(4) 0.0229(8) Uani 1 1 d . . . C11B C -0.0772(4) 0.09411(11) 0.2218(5) 0.0355(11) Uani 1 1 d . . . C12B C 0.0133(5) 0.06342(12) 0.2688(6) 0.0481(13) Uani 1 1 d . . . H12B H 0.0202 0.0565 0.3603 0.058 Uiso 1 1 calc R . . C13B C 0.0937(5) 0.04291(14) 0.1813(8) 0.0680(19) Uani 1 1 d . . . H13B H 0.1541 0.0217 0.2134 0.082 Uiso 1 1 calc R . . C14B C 0.0867(6) 0.05301(16) 0.0503(8) 0.0707(19) Uani 1 1 d . . . H14B H 0.1419 0.0388 -0.0085 0.085 Uiso 1 1 calc R . . C15B C 0.0003(6) 0.08357(14) 0.0029(6) 0.0606(15) Uani 1 1 d . . . H15B H -0.0032 0.0907 -0.0884 0.073 Uiso 1 1 calc R . . C16B C -0.0818(5) 0.10412(12) 0.0874(5) 0.0428(11) Uani 1 1 d . . . H16B H -0.1419 0.1252 0.0536 0.051 Uiso 1 1 calc R . . C17B C -0.3176(4) 0.12308(10) 0.2541(4) 0.0255(9) Uani 1 1 d . . . C18B C -0.3933(4) 0.08920(12) 0.2103(4) 0.0383(11) Uani 1 1 d . . . H18B H -0.3456 0.0642 0.2119 0.046 Uiso 1 1 calc R . . C19B C -0.5361(5) 0.09101(13) 0.1646(5) 0.0413(11) Uani 1 1 d . . . H19B H -0.5852 0.0675 0.1350 0.050 Uiso 1 1 calc R . . C20B C -0.6068(4) 0.12658(12) 0.1618(4) 0.0350(10) Uani 1 1 d . . . H20B H -0.7058 0.1278 0.1335 0.042 Uiso 1 1 calc R . . C21B C -0.5328(4) 0.16061(12) 0.2004(4) 0.0350(10) Uani 1 1 d . . . H21B H -0.5801 0.1856 0.1947 0.042 Uiso 1 1 calc R . . C22B C -0.3904(4) 0.15880(11) 0.2475(4) 0.0300(9) Uani 1 1 d . . . H22B H -0.3419 0.1825 0.2758 0.036 Uiso 1 1 calc R . . C31B C 0.1092(4) 0.21169(11) 0.1379(4) 0.0262(9) Uani 1 1 d . . . H221 H 0.1393 0.1849 0.1103 0.031 Uiso 1 1 calc R . . H222 H 0.1963 0.2279 0.1581 0.031 Uiso 1 1 calc R . . C32B C 0.0167(4) 0.23090(12) 0.0239(4) 0.0331(10) Uani 1 1 d . . . H224 H 0.0737 0.2347 -0.0531 0.040 Uiso 1 1 calc R . . H223 H -0.0644 0.2131 -0.0039 0.040 Uiso 1 1 calc R . . C33B C -0.0399(5) 0.27096(11) 0.0662(4) 0.0369(10) Uani 1 1 d . . . H225 H -0.1028 0.2824 -0.0079 0.044 Uiso 1 1 calc R . . H226 H 0.0410 0.2895 0.0866 0.044 Uiso 1 1 calc R . . C34B C -0.1233(4) 0.26654(11) 0.1881(4) 0.0324(10) Uani 1 1 d . . . H227 H -0.2097 0.2502 0.1649 0.039 Uiso 1 1 calc R . . H228 H -0.1547 0.2931 0.2163 0.039 Uiso 1 1 calc R . . C35B C -0.0327(4) 0.24686(11) 0.3031(4) 0.0269(9) Uani 1 1 d . . . H230 H 0.0454 0.2651 0.3354 0.032 Uiso 1 1 calc R . . H229 H -0.0927 0.2420 0.3774 0.032 Uiso 1 1 calc R . . C51B C 0.0154(4) 0.19200(11) 0.6283(4) 0.0248(8) Uani 1 1 d . . . C52B C -0.1173(4) 0.18796(13) 0.6785(4) 0.0342(10) Uani 1 1 d . . . H52B H -0.1593 0.1623 0.6840 0.041 Uiso 1 1 calc R . . C53B C -0.1882(4) 0.22117(14) 0.7206(4) 0.0400(11) Uani 1 1 d . . . H53B H -0.2786 0.2182 0.7549 0.048 Uiso 1 1 calc R . . C54B C -0.1288(5) 0.25846(13) 0.7130(4) 0.0397(11) Uani 1 1 d . . . H54B H -0.1788 0.2812 0.7401 0.048 Uiso 1 1 calc R . . C55B C 0.0028(5) 0.26252(12) 0.6662(4) 0.0341(10) Uani 1 1 d . . . H55B H 0.0446 0.2882 0.6624 0.041 Uiso 1 1 calc R . . C56B C 0.0758(4) 0.22961(11) 0.6243(4) 0.0284(9) Uani 1 1 d . . . H56B H 0.1674 0.2328 0.5928 0.034 Uiso 1 1 calc R . . C57B C 0.2479(4) 0.15440(10) 0.6223(4) 0.0242(8) Uani 1 1 d . . . C58B C 0.2817(4) 0.15595(11) 0.7598(4) 0.0306(9) Uani 1 1 d . . . H58B H 0.2079 0.1601 0.8169 0.037 Uiso 1 1 calc R . . C59B C 0.4211(4) 0.15155(11) 0.8141(4) 0.0348(10) Uani 1 1 d . . . H59B H 0.4429 0.1527 0.9077 0.042 Uiso 1 1 calc R . . C60B C 0.5289(5) 0.14537(12) 0.7308(5) 0.0391(11) Uani 1 1 d . . . H60B H 0.6246 0.1417 0.7674 0.047 Uiso 1 1 calc R . . C61B C 0.4977(4) 0.14452(13) 0.5964(5) 0.0393(11) Uani 1 1 d . . . H61B H 0.5722 0.1410 0.5396 0.047 Uiso 1 1 calc R . . C62B C 0.3572(4) 0.14883(11) 0.5418(4) 0.0295(9) Uani 1 1 d . . . H62B H 0.3366 0.1479 0.4480 0.035 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 N1 0.112(4) 0.044(3) 0.078(4) 0.013(2) 0.036(3) -0.019(3) N2 0.123(6) 0.098(5) 0.142(7) 0.042(4) 0.064(5) 0.026(4) O5 0.102(3) 0.038(2) 0.102(3) 0.0199(19) 0.044(3) -0.0066(19) O6 0.066(3) 0.039(2) 0.127(4) 0.023(2) -0.025(2) 0.0189(18) C71 0.084(4) 0.061(4) 0.083(5) 0.034(3) 0.023(4) -0.013(3) C72 0.102(7) 0.297(15) 0.193(11) 0.144(10) -0.031(7) -0.098(8) C73 0.076(5) 0.116(5) 0.082(5) 0.012(4) 0.021(4) -0.025(4) C81 0.048(4) 0.149(8) 0.079(5) 0.030(5) -0.009(4) 0.022(4) C82 0.197(10) 0.044(4) 0.220(11) 0.055(5) 0.040(8) 0.042(5) C83 0.111(5) 0.037(3) 0.083(5) 0.005(3) 0.020(4) 0.005(3) O1A 0.0377(17) 0.0262(15) 0.0392(19) 0.0095(13) 0.0083(15) 0.0098(12) C1A 0.029(2) 0.0218(19) 0.028(2) 0.0032(17) 0.0065(18) 0.0055(16) O2A 0.0312(15) 0.0238(14) 0.0322(17) 0.0062(12) 0.0016(13) 0.0051(12) C2A 0.028(2) 0.0190(17) 0.024(2) 0.0037(16) 0.0041(16) 0.0017(16) O3A 0.0313(15) 0.0208(13) 0.0252(16) 0.0045(11) 0.0083(12) 0.0079(11) C3A 0.027(2) 0.0207(18) 0.021(2) 0.0021(15) 0.0056(17) 0.0015(15) O4A 0.0246(14) 0.0248(13) 0.0261(16) 0.0076(11) 0.0061(12) 0.0043(10) C4A 0.0216(19) 0.0195(17) 0.026(2) 0.0026(16) 0.0028(16) -0.0004(15) C5A 0.0217(19) 0.0225(18) 0.027(2) 0.0058(16) 0.0023(16) 0.0053(15) C11A 0.029(2) 0.0212(19) 0.040(3) -0.0057(18) 0.007(2) 0.0033(16) C12A 0.035(2) 0.029(2) 0.058(3) -0.007(2) 0.015(2) -0.0006(19) C13A 0.043(3) 0.026(2) 0.083(4) -0.013(2) 0.019(3) -0.007(2) C14A 0.042(3) 0.040(3) 0.078(5) -0.026(3) -0.002(3) -0.001(2) C15A 0.065(4) 0.041(3) 0.051(3) -0.014(2) -0.006(3) 0.005(3) C16A 0.048(3) 0.028(2) 0.049(3) -0.008(2) 0.006(2) -0.0037(19) C17A 0.027(2) 0.0241(19) 0.028(2) -0.0017(16) 0.0057(17) 0.0018(16) C18A 0.044(3) 0.022(2) 0.089(4) -0.001(2) 0.030(3) -0.0005(19) C19A 0.045(3) 0.030(2) 0.100(4) -0.005(3) 0.032(3) 0.012(2) C20A 0.027(2) 0.033(2) 0.051(3) 0.001(2) 0.014(2) 0.0012(18) C21A 0.035(2) 0.029(2) 0.043(3) 0.0032(19) 0.011(2) -0.0039(18) C22A 0.028(2) 0.026(2) 0.049(3) 0.0009(19) 0.010(2) 0.0031(17) C31A 0.028(2) 0.0223(18) 0.023(2) 0.0039(16) -0.0027(17) -0.0030(16) C32A 0.036(2) 0.031(2) 0.028(3) 0.0003(17) 0.001(2) -0.0014(17) C33A 0.033(2) 0.032(2) 0.033(3) 0.0098(18) 0.0045(19) -0.0052(18) C34A 0.032(2) 0.027(2) 0.033(3) -0.0009(17) 0.0001(19) -0.0046(17) C35A 0.028(2) 0.0232(19) 0.023(2) 0.0010(16) 0.0000(18) 0.0012(15) C51A 0.027(2) 0.029(2) 0.018(2) 0.0019(16) 0.0037(17) -0.0027(16) C52A 0.028(2) 0.036(2) 0.027(2) -0.0041(18) 0.0034(18) -0.0001(17) C53A 0.031(2) 0.053(3) 0.030(3) -0.007(2) -0.003(2) -0.015(2) C54A 0.050(3) 0.034(2) 0.035(3) -0.004(2) 0.006(2) -0.019(2) C55A 0.046(3) 0.023(2) 0.025(2) -0.0016(17) 0.005(2) -0.0017(18) C56A 0.028(2) 0.030(2) 0.031(3) 0.0014(17) 0.0042(19) 0.0020(17) C57A 0.025(2) 0.0232(18) 0.024(2) 0.0026(17) 0.0053(17) -0.0036(16) C58A 0.032(2) 0.037(2) 0.024(2) -0.0005(19) -0.0014(18) -0.0062(18) C59A 0.041(3) 0.049(3) 0.029(2) 0.004(2) 0.014(2) -0.004(2) C60A 0.027(2) 0.053(3) 0.045(3) 0.003(2) 0.008(2) -0.004(2) C61A 0.026(2) 0.059(3) 0.035(3) 0.007(2) -0.0010(19) -0.005(2) C62A 0.026(2) 0.040(2) 0.023(2) 0.0025(18) 0.0010(18) -0.0023(18) O1B 0.0350(17) 0.0334(15) 0.041(2) 0.0168(14) -0.0087(16) -0.0106(13) C1B 0.026(2) 0.0215(18) 0.030(2) 0.0021(16) -0.0025(18) -0.0034(15) O2B 0.0305(16) 0.0292(15) 0.0306(18) 0.0113(12) 0.0004(13) -0.0054(12) C2B 0.026(2) 0.0199(17) 0.020(2) 0.0044(16) -0.0008(16) -0.0002(15) O3B 0.0296(15) 0.0243(13) 0.0242(16) 0.0033(11) -0.0036(12) -0.0056(11) C3B 0.0183(19) 0.0252(19) 0.024(2) 0.0010(16) -0.0035(17) -0.0015(15) O4B 0.0231(13) 0.0251(13) 0.0233(15) 0.0082(11) -0.0027(11) -0.0042(11) C4B 0.0228(19) 0.0206(18) 0.027(2) 0.0029(17) 0.0010(16) -0.0029(15) C5B 0.0200(19) 0.0246(18) 0.024(2) 0.0083(16) -0.0010(16) -0.0011(15) C11B 0.026(2) 0.021(2) 0.058(3) -0.007(2) 0.000(2) -0.0027(17) C12B 0.034(3) 0.030(2) 0.079(4) -0.010(2) -0.006(2) 0.0006(19) C13B 0.035(3) 0.032(3) 0.136(6) -0.023(3) 0.001(3) 0.002(2) C14B 0.050(3) 0.045(3) 0.122(6) -0.035(3) 0.036(4) -0.006(3) C15B 0.061(3) 0.050(3) 0.076(4) -0.028(3) 0.029(3) -0.013(3) C16B 0.040(3) 0.037(2) 0.052(3) -0.012(2) 0.010(2) -0.0044(19) C17B 0.024(2) 0.027(2) 0.026(2) -0.0009(17) 0.0025(17) -0.0007(16) C18B 0.033(3) 0.032(2) 0.049(3) -0.001(2) -0.001(2) -0.0019(18) C19B 0.033(3) 0.037(2) 0.051(3) -0.006(2) -0.006(2) -0.0087(19) C20B 0.024(2) 0.045(3) 0.035(3) 0.000(2) -0.0012(19) 0.0005(19) C21B 0.030(2) 0.039(2) 0.035(3) -0.001(2) -0.0024(19) 0.0084(19) C22B 0.032(2) 0.029(2) 0.029(2) -0.0020(18) 0.0004(18) -0.0018(17) C31B 0.027(2) 0.027(2) 0.025(2) 0.0043(16) 0.0044(17) 0.0003(16) C32B 0.034(2) 0.040(2) 0.025(2) 0.0053(18) 0.0021(19) 0.0035(18) C33B 0.046(3) 0.031(2) 0.033(3) 0.0081(18) -0.001(2) -0.0007(19) C34B 0.036(2) 0.024(2) 0.037(3) 0.0009(18) 0.004(2) 0.0034(17) C35B 0.027(2) 0.029(2) 0.025(2) 0.0001(17) 0.0022(17) -0.0049(16) C51B 0.021(2) 0.033(2) 0.020(2) 0.0019(17) -0.0016(17) 0.0031(16) C52B 0.026(2) 0.048(2) 0.028(3) 0.002(2) 0.0010(19) 0.0027(19) C53B 0.025(2) 0.064(3) 0.030(3) -0.005(2) -0.0019(19) 0.010(2) C54B 0.041(3) 0.049(3) 0.026(3) -0.007(2) -0.010(2) 0.015(2) C55B 0.047(3) 0.032(2) 0.022(2) -0.0032(18) -0.005(2) 0.0040(19) C56B 0.030(2) 0.032(2) 0.022(2) -0.0002(17) -0.0044(17) 0.0025(17) C57B 0.027(2) 0.0227(18) 0.023(2) 0.0030(16) 0.0011(17) -0.0009(16) C58B 0.029(2) 0.033(2) 0.030(3) 0.0047(18) 0.0053(19) 0.0011(18) C59B 0.036(2) 0.039(2) 0.027(2) 0.0058(19) -0.007(2) -0.0037(19) C60B 0.028(2) 0.045(2) 0.042(3) 0.014(2) -0.004(2) -0.0020(18) C61B 0.028(2) 0.051(3) 0.040(3) 0.011(2) 0.008(2) 0.0053(19) C62B 0.029(2) 0.034(2) 0.025(2) 0.0031(17) -0.0004(18) -0.0007(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 N1 C71 1.291(7) . ? N1 C73 1.464(8) . ? N2 C81 1.244(9) . ? N2 C83 1.394(9) . ? O5 C71 1.218(6) . ? O6 C81 1.208(8) . ? C71 C72 1.522(11) . ? C81 C82 1.601(11) . ? O1A C1A 1.433(5) . ? C1A C11A 1.523(6) . ? C1A C17A 1.545(5) . ? C1A C2A 1.545(5) . ? O2A C5A 1.430(4) . ? C2A O3A 1.416(4) . ? C2A C4A 1.554(5) . ? O3A C3A 1.418(4) . ? C3A O4A 1.436(4) . ? C3A C31A 1.512(5) . ? C3A C35A 1.528(5) . ? O4A C4A 1.424(4) . ? C4A C5A 1.556(5) . ? C5A C57A 1.531(5) . ? C5A C51A 1.532(5) . ? C11A C16A 1.384(6) . ? C11A C12A 1.393(6) . ? C12A C13A 1.390(6) . ? C13A C14A 1.369(7) . ? C14A C15A 1.373(7) . ? C15A C16A 1.393(6) . ? C17A C22A 1.375(5) . ? C17A C18A 1.381(5) . ? C18A C19A 1.381(6) . ? C19A C20A 1.359(6) . ? C20A C21A 1.376(5) . ? C21A C22A 1.396(5) . ? C31A C32A 1.524(5) . ? C32A C33A 1.518(5) . ? C33A C34A 1.518(6) . ? C34A C35A 1.529(5) . ? C51A C52A 1.386(5) . ? C51A C56A 1.393(5) . ? C52A C53A 1.374(5) . ? C53A C54A 1.379(6) . ? C54A C55A 1.363(6) . ? C55A C56A 1.380(5) . ? C57A C62A 1.383(5) . ? C57A C58A 1.389(5) . ? C58A C59A 1.388(5) . ? C59A C60A 1.380(6) . ? C60A C61A 1.364(6) . ? C61A C62A 1.395(5) . ? O1B C1B 1.432(5) . ? C1B C11B 1.523(6) . ? C1B C17B 1.535(5) . ? C1B C2B 1.547(5) . ? O2B C5B 1.444(4) . ? C2B O3B 1.423(4) . ? C2B C4B 1.539(5) . ? O3B C3B 1.427(4) . ? C3B O4B 1.437(4) . ? C3B C35B 1.508(5) . ? C3B C31B 1.513(5) . ? O4B C4B 1.426(4) . ? C4B C5B 1.552(5) . ? C5B C51B 1.525(5) . ? C5B C57B 1.531(5) . ? C11B C12B 1.393(6) . ? C11B C16B 1.395(6) . ? C12B C13B 1.394(8) . ? C13B C14B 1.361(8) . ? C14B C15B 1.369(8) . ? C15B C16B 1.384(6) . ? C17B C22B 1.380(5) . ? C17B C18B 1.394(5) . ? C18B C19B 1.382(6) . ? C19B C20B 1.366(6) . ? C20B C21B 1.377(6) . ? C21B C22B 1.382(5) . ? C31B C32B 1.524(5) . ? C32B C33B 1.521(5) . ? C33B C34B 1.523(6) . ? C34B C35B 1.529(5) . ? C51B C56B 1.386(5) . ? C51B C52B 1.394(5) . ? C52B C53B 1.385(6) . ? C53B C54B 1.376(6) . ? C54B C55B 1.369(6) . ? C55B C56B 1.386(5) . ? C57B C62B 1.377(5) . ? C57B C58B 1.398(5) . ? C58B C59B 1.384(5) . ? C59B C60B 1.387(6) . ? C60B C61B 1.363(6) . ? C61B C62B 1.394(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C71 N1 C73 121.0(5) . . ? C81 N2 C83 117.1(7) . . ? O5 C71 N1 125.7(6) . . ? O5 C71 C72 120.8(6) . . ? N1 C71 C72 112.7(6) . . ? O6 C81 N2 129.8(9) . . ? O6 C81 C82 119.2(7) . . ? N2 C81 C82 111.0(8) . . ? O1A C1A C11A 111.0(3) . . ? O1A C1A C17A 104.3(3) . . ? C11A C1A C17A 110.5(3) . . ? O1A C1A C2A 107.5(3) . . ? C11A C1A C2A 110.9(3) . . ? C17A C1A C2A 112.5(3) . . ? O3A C2A C1A 107.9(3) . . ? O3A C2A C4A 102.4(3) . . ? C1A C2A C4A 117.3(3) . . ? C2A O3A C3A 109.1(3) . . ? O3A C3A O4A 105.3(3) . . ? O3A C3A C31A 108.0(3) . . ? O4A C3A C31A 109.7(3) . . ? O3A C3A C35A 111.2(3) . . ? O4A C3A C35A 110.3(3) . . ? C31A C3A C35A 112.1(3) . . ? C4A O4A C3A 110.1(2) . . ? O4A C4A C2A 104.1(3) . . ? O4A C4A C5A 110.6(3) . . ? C2A C4A C5A 116.0(3) . . ? O2A C5A C57A 108.7(3) . . ? O2A C5A C51A 107.6(3) . . ? C57A C5A C51A 108.9(3) . . ? O2A C5A C4A 107.0(3) . . ? C57A C5A C4A 113.0(3) . . ? C51A C5A C4A 111.4(3) . . ? C16A C11A C12A 118.5(4) . . ? C16A C11A C1A 120.5(3) . . ? C12A C11A C1A 121.0(4) . . ? C13A C12A C11A 120.3(5) . . ? C14A C13A C12A 120.7(4) . . ? C13A C14A C15A 119.5(4) . . ? C14A C15A C16A 120.6(5) . . ? C11A C16A C15A 120.4(4) . . ? C22A C17A C18A 117.8(3) . . ? C22A C17A C1A 125.2(3) . . ? C18A C17A C1A 116.9(3) . . ? C17A C18A C19A 121.4(4) . . ? C20A C19A C18A 120.7(4) . . ? C19A C20A C21A 119.0(4) . . ? C20A C21A C22A 120.3(4) . . ? C17A C22A C21A 120.7(4) . . ? C3A C31A C32A 111.4(3) . . ? C33A C32A C31A 110.2(3) . . ? C32A C33A C34A 111.1(3) . . ? C33A C34A C35A 111.3(3) . . ? C3A C35A C34A 111.2(3) . . ? C52A C51A C56A 118.0(3) . . ? C52A C51A C5A 121.1(3) . . ? C56A C51A C5A 120.9(3) . . ? C53A C52A C51A 120.4(4) . . ? C52A C53A C54A 120.9(4) . . ? C55A C54A C53A 119.4(4) . . ? C54A C55A C56A 120.3(4) . . ? C55A C56A C51A 121.0(4) . . ? C62A C57A C58A 118.0(3) . . ? C62A C57A C5A 124.7(3) . . ? C58A C57A C5A 117.3(3) . . ? C59A C58A C57A 121.5(4) . . ? C60A C59A C58A 119.5(4) . . ? C61A C60A C59A 119.7(4) . . ? C60A C61A C62A 120.9(4) . . ? C57A C62A C61A 120.3(4) . . ? O1B C1B C11B 111.7(3) . . ? O1B C1B C17B 104.1(3) . . ? C11B C1B C17B 110.1(3) . . ? O1B C1B C2B 107.8(3) . . ? C11B C1B C2B 110.6(3) . . ? C17B C1B C2B 112.2(3) . . ? O3B C2B C4B 102.5(3) . . ? O3B C2B C1B 106.9(3) . . ? C4B C2B C1B 118.4(3) . . ? C2B O3B C3B 108.1(3) . . ? O3B C3B O4B 105.0(3) . . ? O3B C3B C35B 109.7(3) . . ? O4B C3B C35B 111.4(3) . . ? O3B C3B C31B 108.4(3) . . ? O4B C3B C31B 109.0(3) . . ? C35B C3B C31B 113.0(3) . . ? C4B O4B C3B 110.4(3) . . ? O4B C4B C2B 103.3(3) . . ? O4B C4B C5B 109.2(3) . . ? C2B C4B C5B 117.0(3) . . ? O2B C5B C51B 108.2(3) . . ? O2B C5B C57B 107.4(3) . . ? C51B C5B C57B 111.7(3) . . ? O2B C5B C4B 106.2(3) . . ? C51B C5B C4B 110.1(3) . . ? C57B C5B C4B 112.9(3) . . ? C12B C11B C16B 118.4(4) . . ? C12B C11B C1B 120.5(4) . . ? C16B C11B C1B 121.0(4) . . ? C11B C12B C13B 119.9(5) . . ? C14B C13B C12B 120.6(5) . . ? C13B C14B C15B 120.2(5) . . ? C14B C15B C16B 120.3(6) . . ? C15B C16B C11B 120.5(5) . . ? C22B C17B C18B 117.2(4) . . ? C22B C17B C1B 125.2(3) . . ? C18B C17B C1B 117.4(3) . . ? C19B C18B C17B 121.6(4) . . ? C20B C19B C18B 120.1(4) . . ? C19B C20B C21B 119.2(4) . . ? C20B C21B C22B 120.8(4) . . ? C17B C22B C21B 121.1(4) . . ? C3B C31B C32B 111.7(3) . . ? C33B C32B C31B 110.7(3) . . ? C32B C33B C34B 110.9(3) . . ? C33B C34B C35B 111.3(3) . . ? C3B C35B C34B 111.8(3) . . ? C56B C51B C52B 118.7(4) . . ? C56B C51B C5B 120.4(3) . . ? C52B C51B C5B 120.8(3) . . ? C53B C52B C51B 120.2(4) . . ? C54B C53B C52B 120.5(4) . . ? C55B C54B C53B 119.5(4) . . ? C54B C55B C56B 120.8(4) . . ? C51B C56B C55B 120.2(4) . . ? C62B C57B C58B 118.3(3) . . ? C62B C57B C5B 124.1(3) . . ? C58B C57B C5B 117.4(3) . . ? C59B C58B C57B 121.0(4) . . ? C58B C59B C60B 119.5(4) . . ? C61B C60B C59B 120.1(4) . . ? C60B C61B C62B 120.4(4) . . ? C57B C62B C61B 120.7(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1A C1A C11A C12A -18.9(5) . . . . ? O1A C1A C17A C18A -54.0(4) . . . . ? O2A C5A C51A C52A -20.9(5) . . . . ? O2A C5A C57A C58A -54.8(4) . . . . ? O3A C3A C35A C34A -68.2(4) . . . . ? C1A C2A C4A C5A -98.0(4) . . . . ? O1B C1B C11B C12B -21.1(5) . . . . ? O1B C1B C17B C18B -65.5(4) . . . . ? O2B C5B C51B C52B -16.5(5) . . . . ? O2B C5B C57B C58B -65.7(4) . . . . ? O3B C3B C35B C34B -69.2(4) . . . . ? C1B C2B C4B C5B -95.4(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 O1A H1A O2A 0.84(5) 1.82(6) 2.659(4) 170(5) . O2A H3A O5 0.92(5) 1.78(5) 2.637(4) 154(5) . N1 H132 O1B 0.88 2.16 3.011(5) 162.7 1_655 N2 H232 O1A 0.88 2.11 2.981(7) 172.1 . O1B H1B O2B 0.87(6) 1.82(6) 2.666(4) 164(6) . O2B H3B O6 0.90(6) 1.77(6) 2.646(4) 164(5) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.429 _refine_diff_density_min -0.315 _refine_diff_density_rms 0.043 data_H.DMF _database_code_depnum_ccdc_archive 'CCDC 782739' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (R,R)-(-)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro(4,5)decane DMF solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H41 N O5' _chemical_formula_weight 579.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_int_tables_number 19 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.6500(12) _cell_length_b 10.6523(12) _cell_length_c 29.701(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3053.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3162 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 26.41 _exptl_crystal_description chunk _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13172 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.41 _reflns_number_total 3541 _reflns_number_gt 3162 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^2^+0.3538P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0047(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3541 _refine_ls_number_parameters 425 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0767 _refine_ls_wR_factor_gt 0.0729 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.59166(16) 0.38723(13) 0.14463(5) 0.0270(3) Uani 1 1 d . . . N1 N -0.01819(19) 0.18616(18) 0.12640(6) 0.0318(4) Uani 1 1 d . . . C1 C 0.5571(2) 0.50571(17) 0.16486(6) 0.0200(4) Uani 1 1 d . . . H1 H 0.531(3) 0.369(2) 0.1257(8) 0.043(8) Uiso 1 1 d . . . O2 O 0.39711(15) 0.36206(12) 0.07847(4) 0.0200(3) Uani 1 1 d . . . C2 C 0.4938(2) 0.59051(17) 0.12777(6) 0.0180(4) Uani 1 1 d . . . H2 H 0.5582 0.5938 0.1014 0.022 Uiso 1 1 calc R . . O3 O 0.47880(14) 0.71346(11) 0.14625(4) 0.0193(3) Uani 1 1 d . . . C3 C 0.3853(2) 0.77893(17) 0.11787(6) 0.0192(4) Uani 1 1 d . . . H3 H 0.335(3) 0.317(2) 0.0914(9) 0.045(8) Uiso 1 1 d . . . O4 O 0.28944(13) 0.68489(11) 0.10206(4) 0.0207(3) Uani 1 1 d . . . C4 C 0.3445(2) 0.56226(16) 0.11105(6) 0.0174(4) Uani 1 1 d . . . H4 H 0.2904 0.5227 0.1360 0.021 Uiso 1 1 calc R . . O5 O 0.21023(17) 0.23369(16) 0.12503(6) 0.0390(4) Uani 1 1 d . . . C5 C 0.3308(2) 0.48003(17) 0.06804(6) 0.0183(4) Uani 1 1 d . . . C11 C 0.4553(2) 0.48996(19) 0.20395(6) 0.0223(4) Uani 1 1 d . . . C12 C 0.3852(2) 0.3775(2) 0.21097(7) 0.0305(5) Uani 1 1 d . . . H12 H 0.4030 0.3078 0.1919 0.037 Uiso 1 1 calc R . . C13 C 0.2891(3) 0.3663(2) 0.24576(8) 0.0395(6) Uani 1 1 d . . . H13 H 0.2422 0.2889 0.2504 0.047 Uiso 1 1 calc R . . C14 C 0.2618(2) 0.4674(3) 0.27356(7) 0.0396(6) Uani 1 1 d . . . H14 H 0.1955 0.4599 0.2971 0.048 Uiso 1 1 calc R . . C15 C 0.3313(2) 0.5794(2) 0.26705(7) 0.0334(5) Uani 1 1 d . . . H15 H 0.3127 0.6488 0.2862 0.040 Uiso 1 1 calc R . . C16 C 0.4282(2) 0.5912(2) 0.23266(6) 0.0260(5) Uani 1 1 d . . . H16 H 0.4761 0.6683 0.2286 0.031 Uiso 1 1 calc R . . C17 C 0.6980(2) 0.55531(19) 0.18112(6) 0.0225(4) Uani 1 1 d . . . C18 C 0.7574(2) 0.4996(2) 0.21909(7) 0.0317(5) Uani 1 1 d . . . H18 H 0.7059 0.4397 0.2358 0.038 Uiso 1 1 calc R . . C19 C 0.8907(3) 0.5308(2) 0.23265(8) 0.0401(6) Uani 1 1 d . . . H19 H 0.9296 0.4917 0.2585 0.048 Uiso 1 1 calc R . . C20 C 0.9673(2) 0.6179(2) 0.20895(8) 0.0383(6) Uani 1 1 d . . . H20 H 1.0591 0.6380 0.2180 0.046 Uiso 1 1 calc R . . C21 C 0.9091(2) 0.6754(2) 0.17189(8) 0.0332(5) Uani 1 1 d . . . H21 H 0.9607 0.7363 0.1556 0.040 Uiso 1 1 calc R . . C22 C 0.7754(2) 0.6448(2) 0.15812(7) 0.0265(5) Uani 1 1 d . . . H22 H 0.7365 0.6856 0.1326 0.032 Uiso 1 1 calc R . . C31 C 0.3061(2) 0.87456(18) 0.14568(7) 0.0236(4) Uani 1 1 d . . . H111 H 0.2633 0.8321 0.1719 0.028 Uiso 1 1 calc R . . H112 H 0.2307 0.9110 0.1272 0.028 Uiso 1 1 calc R . . C32 C 0.4012(2) 0.97990(19) 0.16227(7) 0.0280(5) Uani 1 1 d . . . H114 H 0.3451 1.0447 0.1777 0.034 Uiso 1 1 calc R . . H113 H 0.4681 0.9455 0.1843 0.034 Uiso 1 1 calc R . . C33 C 0.4802(2) 1.0399(2) 0.12316(8) 0.0306(5) Uani 1 1 d . . . H116 H 0.4138 1.0828 0.1029 0.037 Uiso 1 1 calc R . . H115 H 0.5451 1.1038 0.1351 0.037 Uiso 1 1 calc R . . C34 C 0.5609(2) 0.94216(18) 0.09655(7) 0.0268(5) Uani 1 1 d . . . H117 H 0.6327 0.9042 0.1161 0.032 Uiso 1 1 calc R . . H118 H 0.6080 0.9831 0.0709 0.032 Uiso 1 1 calc R . . C35 C 0.4643(2) 0.83940(17) 0.07905(6) 0.0220(4) Uani 1 1 d . . . H120 H 0.3977 0.8760 0.0573 0.026 Uiso 1 1 calc R . . H119 H 0.5192 0.7747 0.0631 0.026 Uiso 1 1 calc R . . C51 C 0.4051(2) 0.53970(17) 0.02815(6) 0.0185(4) Uani 1 1 d . . . C52 C 0.5430(2) 0.51194(19) 0.01869(7) 0.0255(4) Uani 1 1 d . . . H52 H 0.5902 0.4502 0.0359 0.031 Uiso 1 1 calc R . . C53 C 0.6121(2) 0.5739(2) -0.01585(7) 0.0327(5) Uani 1 1 d . . . H53 H 0.7063 0.5545 -0.0219 0.039 Uiso 1 1 calc R . . C54 C 0.5445(3) 0.6637(2) -0.04142(7) 0.0340(5) Uani 1 1 d . . . H54 H 0.5925 0.7068 -0.0647 0.041 Uiso 1 1 calc R . . C55 C 0.4067(2) 0.6902(2) -0.03288(7) 0.0296(5) Uani 1 1 d . . . H55 H 0.3594 0.7506 -0.0507 0.036 Uiso 1 1 calc R . . C56 C 0.3372(2) 0.62884(18) 0.00172(6) 0.0236(4) Uani 1 1 d . . . H56 H 0.2426 0.6478 0.0074 0.028 Uiso 1 1 calc R . . C57 C 0.1793(2) 0.45306(17) 0.05543(6) 0.0182(4) Uani 1 1 d . . . C58 C 0.1569(2) 0.37688(18) 0.01751(6) 0.0239(4) Uani 1 1 d . . . H58 H 0.2340 0.3477 0.0006 0.029 Uiso 1 1 calc R . . C59 C 0.0242(2) 0.34365(19) 0.00442(7) 0.0279(5) Uani 1 1 d . . . H59 H 0.0107 0.2921 -0.0213 0.033 Uiso 1 1 calc R . . C60 C -0.0891(2) 0.3857(2) 0.02892(8) 0.0304(5) Uani 1 1 d . . . H60 H -0.1803 0.3632 0.0200 0.036 Uiso 1 1 calc R . . C61 C -0.0684(2) 0.4608(2) 0.06641(8) 0.0297(5) Uani 1 1 d . . . H61 H -0.1457 0.4897 0.0833 0.036 Uiso 1 1 calc R . . C62 C 0.0655(2) 0.49428(18) 0.07954(7) 0.0227(4) Uani 1 1 d . . . H62 H 0.0785 0.5459 0.1053 0.027 Uiso 1 1 calc R . . C71 C 0.1066(3) 0.1831(2) 0.10872(8) 0.0320(5) Uani 1 1 d . . . C73 C -0.0453(4) 0.2594(3) 0.16676(10) 0.0521(8) Uani 1 1 d . . . C74 C -0.1354(3) 0.1257(3) 0.10500(11) 0.0524(7) Uani 1 1 d . . . H131 H 0.113(3) 0.143(2) 0.0808(8) 0.041(7) Uiso 1 1 d . . . H136 H -0.059(4) 0.205(3) 0.1909(12) 0.088(12) Uiso 1 1 d . . . H137 H 0.032(3) 0.310(3) 0.1712(10) 0.059(9) Uiso 1 1 d . . . H138 H -0.138(5) 0.309(4) 0.1662(14) 0.114(14) Uiso 1 1 d . . . H139 H -0.207(3) 0.188(3) 0.0985(9) 0.057(9) Uiso 1 1 d . . . H140 H -0.175(4) 0.065(3) 0.1248(11) 0.080(11) Uiso 1 1 d . . . H141 H -0.102(4) 0.086(3) 0.0752(12) 0.083(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0283(8) 0.0221(7) 0.0305(8) -0.0064(6) -0.0086(7) 0.0085(6) N1 0.0264(10) 0.0357(10) 0.0334(10) -0.0005(8) 0.0030(8) -0.0066(8) C1 0.0216(10) 0.0180(9) 0.0205(9) -0.0015(8) -0.0036(8) 0.0041(8) O2 0.0194(7) 0.0165(6) 0.0240(7) 0.0001(5) 0.0020(6) 0.0008(6) C2 0.0181(9) 0.0176(9) 0.0182(9) -0.0016(7) -0.0003(8) 0.0010(8) O3 0.0207(7) 0.0170(6) 0.0202(6) -0.0007(5) -0.0049(6) 0.0005(5) C3 0.0167(9) 0.0195(9) 0.0215(9) -0.0018(8) -0.0052(8) -0.0001(8) O4 0.0199(7) 0.0161(6) 0.0263(7) -0.0020(5) -0.0057(6) 0.0007(6) C4 0.0179(9) 0.0159(9) 0.0182(9) -0.0013(7) 0.0004(8) 0.0020(7) O5 0.0265(8) 0.0417(9) 0.0489(10) 0.0169(8) 0.0022(8) -0.0018(8) C5 0.0192(10) 0.0181(9) 0.0176(9) -0.0016(7) -0.0003(8) 0.0009(8) C11 0.0196(10) 0.0269(10) 0.0204(9) 0.0046(8) -0.0061(8) 0.0024(8) C12 0.0356(12) 0.0314(11) 0.0246(10) 0.0064(9) -0.0061(9) -0.0037(10) C13 0.0366(13) 0.0479(14) 0.0341(12) 0.0152(11) -0.0067(11) -0.0140(12) C14 0.0258(12) 0.0673(17) 0.0257(11) 0.0153(12) 0.0005(10) -0.0004(12) C15 0.0299(12) 0.0481(14) 0.0223(10) 0.0044(10) 0.0000(9) 0.0102(11) C16 0.0260(11) 0.0309(11) 0.0209(9) 0.0041(9) -0.0021(8) 0.0058(9) C17 0.0208(10) 0.0259(10) 0.0207(9) -0.0064(8) -0.0013(8) 0.0058(8) C18 0.0295(11) 0.0372(12) 0.0283(11) -0.0010(10) -0.0060(10) 0.0068(10) C19 0.0347(13) 0.0524(15) 0.0331(12) -0.0022(11) -0.0156(11) 0.0121(12) C20 0.0207(11) 0.0559(15) 0.0384(13) -0.0169(12) -0.0082(10) 0.0038(11) C21 0.0249(11) 0.0392(12) 0.0355(12) -0.0109(10) 0.0031(10) -0.0027(10) C22 0.0226(11) 0.0323(11) 0.0246(10) -0.0061(9) -0.0032(8) 0.0024(9) C31 0.0212(10) 0.0234(10) 0.0261(10) -0.0027(8) -0.0013(8) 0.0022(8) C32 0.0311(11) 0.0222(10) 0.0306(11) -0.0071(9) -0.0028(10) 0.0009(9) C33 0.0318(12) 0.0188(10) 0.0413(12) -0.0032(9) -0.0037(10) -0.0024(9) C34 0.0242(11) 0.0239(10) 0.0324(11) 0.0044(9) -0.0009(9) -0.0041(9) C35 0.0232(10) 0.0213(9) 0.0217(10) 0.0020(8) -0.0021(8) 0.0027(8) C51 0.0202(10) 0.0190(9) 0.0163(9) -0.0035(7) 0.0005(8) -0.0047(8) C52 0.0253(11) 0.0268(10) 0.0244(10) -0.0032(9) 0.0019(9) -0.0017(9) C53 0.0258(12) 0.0404(12) 0.0318(11) -0.0051(10) 0.0086(10) -0.0056(10) C54 0.0413(14) 0.0357(12) 0.0249(11) 0.0007(9) 0.0104(10) -0.0141(11) C55 0.0401(13) 0.0271(10) 0.0217(10) 0.0030(9) -0.0011(10) -0.0068(10) C56 0.0240(10) 0.0256(10) 0.0213(9) -0.0030(8) -0.0004(8) -0.0016(9) C57 0.0202(10) 0.0157(9) 0.0188(9) 0.0022(7) -0.0006(8) -0.0019(8) C58 0.0260(10) 0.0227(10) 0.0231(10) -0.0022(8) 0.0000(8) -0.0013(9) C59 0.0327(12) 0.0240(10) 0.0268(10) -0.0032(8) -0.0076(9) -0.0039(9) C60 0.0201(11) 0.0278(11) 0.0432(12) -0.0005(10) -0.0078(10) -0.0042(9) C61 0.0208(11) 0.0270(11) 0.0412(12) -0.0054(9) 0.0012(9) 0.0001(9) C62 0.0206(10) 0.0207(9) 0.0268(10) -0.0026(8) -0.0008(8) -0.0017(8) C71 0.0361(13) 0.0247(11) 0.0350(12) 0.0041(10) 0.0068(11) 0.0016(10) C73 0.0425(17) 0.070(2) 0.0442(16) -0.0108(15) 0.0157(14) -0.0092(16) C74 0.0401(16) 0.0598(19) 0.0571(18) 0.0093(16) -0.0070(14) -0.0231(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.437(2) . ? N1 C71 1.315(3) . ? N1 C74 1.449(3) . ? N1 C73 1.454(3) . ? C1 C11 1.530(3) . ? C1 C17 1.537(3) . ? C1 C2 1.550(3) . ? O2 C5 1.444(2) . ? C2 O3 1.427(2) . ? C2 C4 1.554(3) . ? O3 C3 1.418(2) . ? C3 O4 1.442(2) . ? C3 C31 1.518(3) . ? C3 C35 1.525(3) . ? O4 C4 1.435(2) . ? C4 C5 1.554(2) . ? O5 C71 1.235(3) . ? C5 C51 1.524(3) . ? C5 C57 1.536(3) . ? C11 C12 1.392(3) . ? C11 C16 1.400(3) . ? C12 C13 1.394(3) . ? C13 C14 1.383(4) . ? C14 C15 1.383(4) . ? C15 C16 1.391(3) . ? C17 C22 1.390(3) . ? C17 C18 1.397(3) . ? C18 C19 1.389(3) . ? C19 C20 1.380(4) . ? C20 C21 1.379(3) . ? C21 C22 1.392(3) . ? C31 C32 1.531(3) . ? C32 C33 1.529(3) . ? C33 C34 1.522(3) . ? C34 C35 1.529(3) . ? C51 C52 1.391(3) . ? C51 C56 1.396(3) . ? C52 C53 1.390(3) . ? C53 C54 1.384(3) . ? C54 C55 1.383(3) . ? C55 C56 1.391(3) . ? C57 C62 1.383(3) . ? C57 C58 1.405(3) . ? C58 C59 1.384(3) . ? C59 C60 1.387(3) . ? C60 C61 1.385(3) . ? C61 C62 1.396(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C71 N1 C74 122.0(2) . . ? C71 N1 C73 120.5(2) . . ? C74 N1 C73 117.4(2) . . ? O1 C1 C11 111.71(16) . . ? O1 C1 C17 103.19(15) . . ? C11 C1 C17 111.55(15) . . ? O1 C1 C2 107.83(14) . . ? C11 C1 C2 110.49(15) . . ? C17 C1 C2 111.82(16) . . ? O3 C2 C1 107.54(14) . . ? O3 C2 C4 101.92(14) . . ? C1 C2 C4 118.67(16) . . ? C3 O3 C2 106.68(13) . . ? O3 C3 O4 105.08(13) . . ? O3 C3 C31 109.08(14) . . ? O4 C3 C31 108.70(15) . . ? O3 C3 C35 109.81(15) . . ? O4 C3 C35 111.59(14) . . ? C31 C3 C35 112.31(16) . . ? C4 O4 C3 109.54(13) . . ? O4 C4 C2 103.08(14) . . ? O4 C4 C5 109.20(14) . . ? C2 C4 C5 116.78(15) . . ? O2 C5 C51 108.73(15) . . ? O2 C5 C57 108.13(15) . . ? C51 C5 C57 109.65(15) . . ? O2 C5 C4 106.06(14) . . ? C51 C5 C4 111.34(15) . . ? C57 C5 C4 112.75(15) . . ? C12 C11 C16 118.78(19) . . ? C12 C11 C1 121.34(18) . . ? C16 C11 C1 119.85(18) . . ? C11 C12 C13 120.6(2) . . ? C14 C13 C12 120.2(2) . . ? C15 C14 C13 119.8(2) . . ? C14 C15 C16 120.5(2) . . ? C15 C16 C11 120.2(2) . . ? C22 C17 C18 117.9(2) . . ? C22 C17 C1 123.82(17) . . ? C18 C17 C1 118.07(19) . . ? C19 C18 C17 120.8(2) . . ? C20 C19 C18 120.6(2) . . ? C21 C20 C19 119.2(2) . . ? C20 C21 C22 120.5(2) . . ? C17 C22 C21 120.9(2) . . ? C3 C31 C32 111.42(16) . . ? C33 C32 C31 111.15(17) . . ? C34 C33 C32 111.30(17) . . ? C33 C34 C35 110.78(17) . . ? C3 C35 C34 110.50(15) . . ? C52 C51 C56 118.69(18) . . ? C52 C51 C5 121.22(17) . . ? C56 C51 C5 120.00(17) . . ? C51 C52 C53 120.4(2) . . ? C54 C53 C52 120.5(2) . . ? C55 C54 C53 119.6(2) . . ? C54 C55 C56 120.2(2) . . ? C55 C56 C51 120.59(19) . . ? C62 C57 C58 118.43(18) . . ? C62 C57 C5 124.77(16) . . ? C58 C57 C5 116.76(17) . . ? C59 C58 C57 121.02(19) . . ? C58 C59 C60 119.94(18) . . ? C61 C60 C59 119.63(19) . . ? C60 C61 C62 120.4(2) . . ? C57 C62 C61 120.63(18) . . ? O5 C71 N1 125.0(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C11 C12 -13.0(2) . . . . ? O1 C1 C17 C18 -73.9(2) . . . . ? O2 C5 C51 C52 -25.4(2) . . . . ? O2 C5 C57 C58 -61.7(2) . . . . ? O3 C3 C35 C34 -66.11(19) . . . . ? C1 C2 C4 C5 -95.33(19) . . . . ? 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 O1 H1 O2 0.84(3) 1.91(3) 2.731(2) 168(3) . O2 H3 O5 0.86(3) 1.80(3) 2.652(2) 172(3) . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.224 _refine_diff_density_min -0.181 _refine_diff_density_rms 0.034 data_H.DMA _database_code_depnum_ccdc_archive 'CCDC 782740' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (R,R)-(-)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro(4,5)decane DMA solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H34 O4, C4 H9 N O' _chemical_formula_sum 'C38 H43 N O5' _chemical_formula_weight 593.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P1 _symmetry_int_tables_number 1 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 9.4536(19) _cell_length_b 9.946(2) _cell_length_c 17.296(4) _cell_angle_alpha 98.88(3) _cell_angle_beta 98.57(3) _cell_angle_gamma 91.31(3) _cell_volume 1587.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5398 _cell_measurement_theta_min 2.07 _cell_measurement_theta_max 24.71 _exptl_crystal_description chunk _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5398 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 24.71 _reflns_number_total 5398 _reflns_number_gt 5211 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+0.2820P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0104(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 5398 _refine_ls_number_parameters 914 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0285 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0659 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.9079(11) 0.9909(12) 0.2895(4) 0.052(4) Uani 0.369(14) 1 d P A 4 N2 N 0.9994(6) 0.9287(5) 0.28458(19) 0.0380(19) Uani 0.631(14) 1 d P A 3 C2 C 0.8596(7) 0.9071(8) 0.2874(3) 0.0359(17) Uani 0.631(14) 1 d PD A 3 N3 N -0.2366(19) 0.4504(15) 1.1338(4) 0.061(5) Uani 0.336(17) 1 d P B 2 N4 N -0.3245(6) 0.3900(5) 1.13714(18) 0.0322(17) Uani 0.664(17) 1 d P B 1 O5 O 0.8276(18) 0.7762(18) 0.280(2) 0.0482(18) Uani 0.369(14) 1 d PD A 4 O6 O 0.8002(12) 0.7965(7) 0.2791(13) 0.0482(18) Uani 0.631(14) 1 d PD A 3 O7 O -0.146(2) 0.2494(19) 1.1456(18) 0.032(3) Uani 0.336(17) 1 d PD B 2 O8 O -0.1264(14) 0.2666(10) 1.1368(11) 0.054(3) Uani 0.664(17) 1 d PD B 1 C71 C 0.9236(16) 0.8590(14) 0.2834(5) 0.046(3) Uani 0.369(14) 1 d PD A 4 C72 C 1.086(3) 0.801(4) 0.281(2) 0.071(10) Uani 0.369(14) 1 d P A 4 H134 H 1.0842 0.7037 0.2853 0.106 Uiso 0.369(14) 1 calc PR A 4 H135 H 1.1534 0.8513 0.3247 0.106 Uiso 0.369(14) 1 calc PR A 4 H133 H 1.1168 0.8127 0.2303 0.106 Uiso 0.369(14) 1 calc PR A 4 C73 C 1.040(3) 1.090(3) 0.2821(14) 0.105(10) Uani 0.369(14) 1 d P A 4 H137 H 1.1073 1.1036 0.3319 0.157 Uiso 0.369(14) 1 calc PR A 4 H138 H 1.0045 1.1780 0.2712 0.157 Uiso 0.369(14) 1 calc PR A 4 H136 H 1.0888 1.0487 0.2388 0.157 Uiso 0.369(14) 1 calc PR A 4 C74 C 0.773(2) 1.047(3) 0.2954(15) 0.072(9) Uani 0.369(14) 1 d P A 4 H139 H 0.7238 1.0548 0.2424 0.108 Uiso 0.369(14) 1 calc PR A 4 H141 H 0.7865 1.1371 0.3281 0.108 Uiso 0.369(14) 1 calc PR A 4 H140 H 0.7152 0.9871 0.3198 0.108 Uiso 0.369(14) 1 calc PR A 4 C81 C 0.7709(15) 1.0342(13) 0.2999(7) 0.053(4) Uani 0.631(14) 1 d P A 3 H234 H 0.7846 1.0920 0.2604 0.079 Uiso 0.631(14) 1 calc PR A 3 H235 H 0.8022 1.0852 0.3531 0.079 Uiso 0.631(14) 1 calc PR A 3 H233 H 0.6693 1.0062 0.2942 0.079 Uiso 0.631(14) 1 calc PR A 3 C82 C 1.0825(17) 0.8154(19) 0.2792(10) 0.052(4) Uani 0.631(14) 1 d P A 3 H236 H 1.0376 0.7427 0.3008 0.078 Uiso 0.631(14) 1 calc PR A 3 H238 H 1.1782 0.8398 0.3094 0.078 Uiso 0.631(14) 1 calc PR A 3 H237 H 1.0904 0.7837 0.2235 0.078 Uiso 0.631(14) 1 calc PR A 3 C83 C 1.0644(12) 1.0636(14) 0.2894(6) 0.058(3) Uani 0.631(14) 1 d P A 3 H240 H 1.0140 1.1086 0.2474 0.087 Uiso 0.631(14) 1 calc PR A 3 H239 H 1.1652 1.0562 0.2828 0.087 Uiso 0.631(14) 1 calc PR A 3 H241 H 1.0579 1.1172 0.3411 0.087 Uiso 0.631(14) 1 calc PR A 3 C91 C -0.244(2) 0.3243(17) 1.1400(6) 0.054(5) Uani 0.336(17) 1 d PD B 2 C92 C -0.408(3) 0.258(3) 1.1422(17) 0.060(9) Uani 0.336(17) 1 d P B 2 H333 H -0.4197 0.1663 1.1116 0.090 Uiso 0.336(17) 1 calc PR B 2 H335 H -0.4802 0.3160 1.1191 0.090 Uiso 0.336(17) 1 calc PR B 2 H334 H -0.4198 0.2547 1.1971 0.090 Uiso 0.336(17) 1 calc PR B 2 C93 C -0.371(3) 0.547(4) 1.1352(17) 0.088(10) Uani 0.336(17) 1 d P B 2 H336 H -0.4605 0.4902 1.1229 0.132 Uiso 0.336(17) 1 calc PR B 2 H338 H -0.3697 0.6073 1.0956 0.132 Uiso 0.336(17) 1 calc PR B 2 H337 H -0.3658 0.6015 1.1879 0.132 Uiso 0.336(17) 1 calc PR B 2 C94 C -0.108(3) 0.522(3) 1.129(2) 0.045(5) Uani 0.336(17) 1 d P B 2 H339 H -0.0265 0.4669 1.1422 0.068 Uiso 0.336(17) 1 calc PR B 2 H340 H -0.0990 0.6081 1.1661 0.068 Uiso 0.336(17) 1 calc PR B 2 H341 H -0.1105 0.5418 1.0749 0.068 Uiso 0.336(17) 1 calc PR B 2 C101 C -0.1828(8) 0.3728(8) 1.1331(3) 0.0329(18) Uani 0.664(17) 1 d PD B 1 C102 C -0.0881(18) 0.4898(15) 1.1213(11) 0.047(3) Uani 0.664(17) 1 d P B 1 H433 H -0.0045 0.4541 1.0990 0.070 Uiso 0.664(17) 1 calc PR B 1 H434 H -0.0563 0.5480 1.1723 0.070 Uiso 0.664(17) 1 calc PR B 1 H435 H -0.1420 0.5432 1.0848 0.070 Uiso 0.664(17) 1 calc PR B 1 C103 C -0.3862(14) 0.5202(16) 1.1344(4) 0.048(2) Uani 0.664(17) 1 d P B 1 H437 H -0.3102 0.5923 1.1483 0.072 Uiso 0.664(17) 1 calc PR B 1 H436 H -0.4542 0.5342 1.1721 0.072 Uiso 0.664(17) 1 calc PR B 1 H438 H -0.4363 0.5227 1.0808 0.072 Uiso 0.664(17) 1 calc PR B 1 C104 C -0.4080(15) 0.2786(14) 1.1436(7) 0.053(4) Uani 0.664(17) 1 d P B 1 H439 H -0.3537 0.1962 1.1353 0.080 Uiso 0.664(17) 1 calc PR B 1 H441 H -0.4941 0.2704 1.1036 0.080 Uiso 0.664(17) 1 calc PR B 1 H440 H -0.4358 0.2897 1.1965 0.080 Uiso 0.664(17) 1 calc PR B 1 O1A O 0.46473(17) 0.94959(15) 0.43293(9) 0.0296(3) Uani 1 1 d . . . H1A H 0.5201 0.8933 0.4138 0.036 Uiso 1 1 calc R . . C1A C 0.4173(2) 0.9043(2) 0.49999(12) 0.0227(4) Uani 1 1 d . . . O2A O 0.61876(17) 0.75125(15) 0.37267(10) 0.0318(3) Uani 1 1 d . . . H3A H 0.6828 0.7441 0.3436 0.038 Uiso 1 1 calc R . . C2A C 0.4199(2) 0.7460(2) 0.49092(12) 0.0215(4) Uani 1 1 d . . . H2A H 0.3557 0.7058 0.4410 0.026 Uiso 1 1 calc R . . O3A O 0.36933(14) 0.69720(14) 0.55634(8) 0.0241(3) Uani 1 1 d . . . C3A C 0.4650(2) 0.6012(2) 0.58800(12) 0.0226(4) Uani 1 1 d . . . O4A O 0.55892(15) 0.57006(14) 0.53161(8) 0.0248(3) Uani 1 1 d . . . C4A C 0.5689(2) 0.6835(2) 0.49039(12) 0.0217(4) Uani 1 1 d . . . H4A H 0.6445 0.7511 0.5213 0.026 Uiso 1 1 calc R . . C5A C 0.6114(2) 0.6305(2) 0.40906(12) 0.0229(4) Uani 1 1 d . . . C11A C 0.5113(2) 0.96924(19) 0.57706(12) 0.0228(4) Uani 1 1 d . . . C12A C 0.6528(2) 1.0134(2) 0.57683(14) 0.0299(5) Uani 1 1 d . . . H12A H 0.6899 1.0062 0.5283 0.036 Uiso 1 1 calc R . . C13A C 0.7388(2) 1.0675(2) 0.64729(15) 0.0373(6) Uani 1 1 d . . . H13A H 0.8355 1.0952 0.6470 0.045 Uiso 1 1 calc R . . C14A C 0.6852(3) 1.0815(2) 0.71773(15) 0.0368(5) Uani 1 1 d . . . H14A H 0.7447 1.1197 0.7657 0.044 Uiso 1 1 calc R . . C15A C 0.5443(3) 1.0399(2) 0.71866(13) 0.0308(5) Uani 1 1 d . . . H15A H 0.5069 1.0497 0.7671 0.037 Uiso 1 1 calc R . . C16A C 0.4588(2) 0.9840(2) 0.64852(13) 0.0266(5) Uani 1 1 d . . . H16A H 0.3625 0.9553 0.6493 0.032 Uiso 1 1 calc R . . C17A C 0.2654(2) 0.9560(2) 0.49905(12) 0.0231(4) Uani 1 1 d . . . C18A C 0.2510(2) 1.0960(2) 0.50009(13) 0.0282(5) Uani 1 1 d . . . H18A H 0.3335 1.1529 0.5009 0.034 Uiso 1 1 calc R . . C19A C 0.1190(2) 1.1529(2) 0.49991(13) 0.0319(5) Uani 1 1 d . . . H19A H 0.1115 1.2482 0.5011 0.038 Uiso 1 1 calc R . . C20A C -0.0029(2) 1.0709(2) 0.49794(14) 0.0343(5) Uani 1 1 d . . . H20A H -0.0937 1.1097 0.4981 0.041 Uiso 1 1 calc R . . C21A C 0.0095(2) 0.9318(3) 0.49582(15) 0.0364(5) Uani 1 1 d . . . H21A H -0.0736 0.8750 0.4937 0.044 Uiso 1 1 calc R . . C22A C 0.1431(2) 0.8748(2) 0.49678(14) 0.0304(5) Uani 1 1 d . . . H22A H 0.1504 0.7795 0.4959 0.037 Uiso 1 1 calc R . . C31A C 0.5487(2) 0.6636(2) 0.66767(12) 0.0249(4) Uani 1 1 d . . . H112 H 0.4811 0.6999 0.7034 0.030 Uiso 1 1 calc R . . H111 H 0.6110 0.7408 0.6606 0.030 Uiso 1 1 calc R . . C32A C 0.6420(2) 0.5596(2) 0.70648(13) 0.0306(5) Uani 1 1 d . . . H113 H 0.7184 0.5327 0.6746 0.037 Uiso 1 1 calc R . . H114 H 0.6883 0.6025 0.7600 0.037 Uiso 1 1 calc R . . C33A C 0.5530(3) 0.4329(2) 0.71289(13) 0.0313(5) Uani 1 1 d . . . H115 H 0.6161 0.3663 0.7358 0.038 Uiso 1 1 calc R . . H116 H 0.4816 0.4581 0.7485 0.038 Uiso 1 1 calc R . . C34A C 0.4768(2) 0.3691(2) 0.63145(13) 0.0285(5) Uani 1 1 d . . . H118 H 0.4173 0.2884 0.6362 0.034 Uiso 1 1 calc R . . H117 H 0.5485 0.3383 0.5971 0.034 Uiso 1 1 calc R . . C35A C 0.3811(2) 0.4716(2) 0.59337(12) 0.0255(4) Uani 1 1 d . . . H119 H 0.3362 0.4288 0.5395 0.031 Uiso 1 1 calc R . . H120 H 0.3036 0.4950 0.6251 0.031 Uiso 1 1 calc R . . C51A C 0.4960(2) 0.5295(2) 0.35984(13) 0.0274(5) Uani 1 1 d . . . C52A C 0.3981(2) 0.5719(3) 0.30072(14) 0.0374(6) Uani 1 1 d . . . H52A H 0.4034 0.6633 0.2913 0.045 Uiso 1 1 calc R . . C53A C 0.2930(3) 0.4808(3) 0.25573(16) 0.0520(8) Uani 1 1 d . . . H53A H 0.2271 0.5097 0.2152 0.062 Uiso 1 1 calc R . . C54A C 0.2844(3) 0.3492(3) 0.26980(18) 0.0564(8) Uani 1 1 d . . . H54A H 0.2122 0.2873 0.2388 0.068 Uiso 1 1 calc R . . C55A C 0.3800(3) 0.3050(3) 0.32904(18) 0.0517(7) Uani 1 1 d . . . H55A H 0.3722 0.2139 0.3388 0.062 Uiso 1 1 calc R . . C56A C 0.4872(3) 0.3951(2) 0.37389(15) 0.0363(5) Uani 1 1 d . . . H56A H 0.5538 0.3654 0.4138 0.044 Uiso 1 1 calc R . . C57A C 0.7590(2) 0.5686(2) 0.41638(12) 0.0238(4) Uani 1 1 d . . . C58A C 0.8037(2) 0.5057(2) 0.34756(13) 0.0324(5) Uani 1 1 d . . . H58A H 0.7389 0.4940 0.2992 0.039 Uiso 1 1 calc R . . C59A C 0.9410(3) 0.4593(3) 0.34759(15) 0.0367(5) Uani 1 1 d . . . H59A H 0.9693 0.4173 0.2995 0.044 Uiso 1 1 calc R . . C60A C 1.0366(2) 0.4741(2) 0.41729(14) 0.0334(5) Uani 1 1 d . . . H60A H 1.1314 0.4443 0.4173 0.040 Uiso 1 1 calc R . . C61A C 0.9931(2) 0.5321(2) 0.48640(14) 0.0325(5) Uani 1 1 d . . . H61A H 1.0575 0.5404 0.5348 0.039 Uiso 1 1 calc R . . C62A C 0.8552(2) 0.5793(2) 0.48660(13) 0.0281(5) Uani 1 1 d . . . H62A H 0.8268 0.6192 0.5351 0.034 Uiso 1 1 calc R . . O1B O 0.22580(17) 0.34730(14) 0.99646(9) 0.0289(3) Uani 1 1 d . . . H1B H 0.1670 0.2992 1.0135 0.035 Uiso 1 1 calc R . . C1B C 0.2662(2) 0.2737(2) 0.92639(12) 0.0227(4) Uani 1 1 d . . . O2B O 0.06794(17) 0.17286(15) 1.05659(9) 0.0305(3) Uani 1 1 d . . . H3B H -0.0041 0.1838 1.0796 0.037 Uiso 1 1 calc R . . C2B C 0.2567(2) 0.1185(2) 0.93269(11) 0.0215(4) Uani 1 1 d . . . H2B H 0.3236 0.1015 0.9803 0.026 Uiso 1 1 calc R . . O3B O 0.29840(15) 0.04296(14) 0.86321(8) 0.0247(3) Uani 1 1 d . . . C3B C 0.1971(2) -0.06874(19) 0.83226(12) 0.0227(4) Uani 1 1 d . . . O4B O 0.10971(15) -0.07749(14) 0.89145(8) 0.0252(3) Uani 1 1 d . . . C4B C 0.1063(2) 0.05550(19) 0.93451(12) 0.0223(4) Uani 1 1 d . . . H4B H 0.0318 0.1073 0.9057 0.027 Uiso 1 1 calc R . . C5B C 0.0637(2) 0.0365(2) 1.01544(12) 0.0235(4) Uani 1 1 d . . . C11B C 0.1701(2) 0.30470(19) 0.85201(12) 0.0233(4) Uani 1 1 d . . . C12B C 0.0342(2) 0.3535(2) 0.85602(14) 0.0311(5) Uani 1 1 d . . . H12B H 0.0015 0.3714 0.9058 0.037 Uiso 1 1 calc R . . C13B C -0.0543(3) 0.3765(3) 0.78791(16) 0.0389(6) Uani 1 1 d . . . H13B H -0.1467 0.4099 0.7917 0.047 Uiso 1 1 calc R . . C14B C -0.0094(3) 0.3514(2) 0.71528(15) 0.0381(6) Uani 1 1 d . . . H14B H -0.0707 0.3661 0.6689 0.046 Uiso 1 1 calc R . . C15B C 0.1265(2) 0.3043(2) 0.71048(14) 0.0316(5) Uani 1 1 d . . . H15B H 0.1590 0.2875 0.6606 0.038 Uiso 1 1 calc R . . C16B C 0.2157(2) 0.2815(2) 0.77861(13) 0.0262(4) Uani 1 1 d . . . H16B H 0.3088 0.2498 0.7747 0.031 Uiso 1 1 calc R . . C17B C 0.4193(2) 0.3275(2) 0.92584(12) 0.0233(4) Uani 1 1 d . . . C18B C 0.4371(2) 0.4658(2) 0.92048(13) 0.0279(5) Uani 1 1 d . . . H18B H 0.3558 0.5202 0.9167 0.034 Uiso 1 1 calc R . . C19B C 0.5718(3) 0.5248(2) 0.92067(14) 0.0334(5) Uani 1 1 d . . . H19B H 0.5822 0.6185 0.9165 0.040 Uiso 1 1 calc R . . C20B C 0.6909(2) 0.4463(2) 0.92700(13) 0.0342(5) Uani 1 1 d . . . H20B H 0.7833 0.4863 0.9277 0.041 Uiso 1 1 calc R . . C21B C 0.6751(2) 0.3097(2) 0.93230(14) 0.0340(5) Uani 1 1 d . . . H21B H 0.7570 0.2561 0.9364 0.041 Uiso 1 1 calc R . . C22B C 0.5398(2) 0.2499(2) 0.93162(13) 0.0283(5) Uani 1 1 d . . . H22B H 0.5300 0.1559 0.9351 0.034 Uiso 1 1 calc R . . C31B C 0.1061(2) -0.0425(2) 0.75548(12) 0.0264(4) Uani 1 1 d . . . H222 H 0.0474 0.0371 0.7671 0.032 Uiso 1 1 calc R . . H221 H 0.1697 -0.0213 0.7179 0.032 Uiso 1 1 calc R . . C32B C 0.0083(3) -0.1670(2) 0.71766(13) 0.0326(5) Uani 1 1 d . . . H223 H -0.0633 -0.1813 0.7523 0.039 Uiso 1 1 calc R . . H224 H -0.0437 -0.1510 0.6661 0.039 Uiso 1 1 calc R . . C33B C 0.0952(3) -0.2939(2) 0.70526(14) 0.0357(5) Uani 1 1 d . . . H226 H 0.1625 -0.2816 0.6679 0.043 Uiso 1 1 calc R . . H225 H 0.0298 -0.3735 0.6814 0.043 Uiso 1 1 calc R . . C34B C 0.1797(3) -0.3214(2) 0.78368(14) 0.0335(5) Uani 1 1 d . . . H227 H 0.1125 -0.3400 0.8199 0.040 Uiso 1 1 calc R . . H228 H 0.2371 -0.4025 0.7738 0.040 Uiso 1 1 calc R . . C35B C 0.2785(2) -0.1983(2) 0.82187(13) 0.0287(5) Uani 1 1 d . . . H229 H 0.3271 -0.2142 0.8742 0.034 Uiso 1 1 calc R . . H230 H 0.3529 -0.1872 0.7884 0.034 Uiso 1 1 calc R . . C51B C 0.1728(2) -0.0475(2) 1.06100(12) 0.0271(4) Uani 1 1 d . . . C52B C 0.2779(2) 0.0161(3) 1.12071(14) 0.0375(6) Uani 1 1 d . . . H52B H 0.2819 0.1126 1.1344 0.045 Uiso 1 1 calc R . . C53B C 0.3779(3) -0.0597(4) 1.16099(17) 0.0529(8) Uani 1 1 d . . . H53B H 0.4483 -0.0144 1.2023 0.063 Uiso 1 1 calc R . . C54B C 0.3759(3) -0.1983(4) 1.14181(19) 0.0577(9) Uani 1 1 d . . . H54B H 0.4448 -0.2490 1.1694 0.069 Uiso 1 1 calc R . . C55B C 0.2731(3) -0.2640(3) 1.08217(19) 0.0530(8) Uani 1 1 d . . . H55B H 0.2713 -0.3602 1.0682 0.064 Uiso 1 1 calc R . . C56B C 0.1714(3) -0.1887(2) 1.04211(15) 0.0364(5) Uani 1 1 d . . . H56B H 0.1004 -0.2348 1.0014 0.044 Uiso 1 1 calc R . . C57B C -0.0887(2) -0.0257(2) 1.00736(13) 0.0250(4) Uani 1 1 d . . . C58B C -0.1366(2) -0.0592(2) 1.07487(14) 0.0336(5) Uani 1 1 d . . . H58B H -0.0714 -0.0510 1.1230 0.040 Uiso 1 1 calc R . . C59B C -0.2774(3) -0.1042(3) 1.07334(15) 0.0393(6) Uani 1 1 d . . . H59B H -0.3080 -0.1256 1.1201 0.047 Uiso 1 1 calc R . . C60B C -0.3723(2) -0.1175(2) 1.00368(15) 0.0366(5) Uani 1 1 d . . . H60B H -0.4692 -0.1465 1.0024 0.044 Uiso 1 1 calc R . . C61B C -0.3262(2) -0.0886(2) 0.93543(15) 0.0340(5) Uani 1 1 d . . . H61B H -0.3913 -0.0997 0.8872 0.041 Uiso 1 1 calc R . . C62B C -0.1849(2) -0.0432(2) 0.93688(13) 0.0293(5) Uani 1 1 d . . . H62B H -0.1542 -0.0243 0.8897 0.035 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 N1 0.051(7) 0.065(7) 0.038(4) 0.007(3) 0.002(3) 0.003(5) N2 0.030(3) 0.054(3) 0.0304(18) 0.0079(15) 0.0066(14) -0.005(3) C2 0.037(4) 0.043(4) 0.029(2) 0.008(2) 0.011(2) -0.007(3) N3 0.087(12) 0.068(8) 0.022(4) -0.006(4) 0.004(4) 0.017(9) N4 0.025(3) 0.038(3) 0.0320(17) -0.0026(14) 0.0084(13) -0.001(3) O5 0.042(4) 0.046(3) 0.0643(15) 0.011(3) 0.031(4) 0.001(3) O6 0.042(4) 0.046(3) 0.0643(15) 0.011(3) 0.031(4) 0.001(3) O7 0.027(6) 0.034(5) 0.041(6) 0.009(3) 0.025(5) 0.013(4) O8 0.047(4) 0.060(5) 0.059(5) -0.001(3) 0.033(3) 0.007(4) C71 0.043(7) 0.066(8) 0.035(4) 0.014(4) 0.020(4) 0.005(7) C72 0.062(15) 0.095(17) 0.061(16) 0.000(11) 0.034(11) 0.043(11) C73 0.158(19) 0.064(9) 0.070(11) 0.023(7) -0.052(10) -0.072(11) C74 0.043(11) 0.110(18) 0.074(14) 0.018(11) 0.037(9) 0.034(9) C81 0.057(8) 0.045(4) 0.050(6) 0.007(4) -0.012(4) 0.000(4) C82 0.054(8) 0.061(6) 0.042(7) 0.012(4) 0.005(5) 0.002(5) C83 0.070(4) 0.072(6) 0.029(3) -0.003(3) 0.016(4) -0.039(4) C91 0.055(11) 0.071(9) 0.029(5) -0.015(5) 0.006(5) -0.002(12) C92 0.054(14) 0.055(10) 0.076(15) 0.027(8) 0.014(9) -0.038(9) C93 0.087(17) 0.067(14) 0.108(17) 0.013(9) 0.005(12) 0.050(13) C94 0.017(6) 0.055(14) 0.060(12) 0.002(10) 0.002(6) -0.003(8) C101 0.031(3) 0.038(4) 0.027(2) -0.0076(19) 0.0061(18) 0.007(3) C102 0.045(6) 0.048(5) 0.043(4) -0.005(4) 0.003(4) 0.006(4) C103 0.059(4) 0.064(6) 0.021(3) 0.003(2) 0.005(3) 0.027(3) C104 0.055(8) 0.069(7) 0.034(5) -0.007(4) 0.013(4) 0.008(6) O1A 0.0396(9) 0.0243(7) 0.0286(8) 0.0069(6) 0.0132(7) 0.0059(6) C1A 0.0244(10) 0.0206(10) 0.0230(10) 0.0036(8) 0.0034(8) 0.0006(8) O2A 0.0367(9) 0.0288(8) 0.0356(9) 0.0108(6) 0.0175(7) 0.0074(6) C2A 0.0222(10) 0.0217(10) 0.0195(9) 0.0016(7) 0.0019(8) -0.0004(8) O3A 0.0246(7) 0.0233(7) 0.0263(7) 0.0076(6) 0.0061(6) 0.0040(6) C3A 0.0233(10) 0.0221(10) 0.0224(10) 0.0026(8) 0.0043(8) 0.0040(8) O4A 0.0294(7) 0.0224(7) 0.0247(7) 0.0042(6) 0.0094(6) 0.0063(6) C4A 0.0233(10) 0.0199(9) 0.0212(10) 0.0013(8) 0.0033(8) -0.0004(8) C5A 0.0242(10) 0.0229(10) 0.0220(10) 0.0029(8) 0.0055(8) 0.0005(8) C11A 0.0233(10) 0.0163(9) 0.0274(11) 0.0016(8) 0.0011(8) 0.0022(7) C12A 0.0261(11) 0.0242(10) 0.0378(12) -0.0003(9) 0.0056(9) 0.0007(8) C13A 0.0240(11) 0.0308(12) 0.0516(15) -0.0024(10) -0.0020(10) -0.0026(9) C14A 0.0389(13) 0.0265(11) 0.0377(13) -0.0029(9) -0.0091(10) 0.0017(9) C15A 0.0415(13) 0.0226(11) 0.0262(11) 0.0008(8) 0.0005(10) 0.0077(9) C16A 0.0260(11) 0.0210(10) 0.0313(11) 0.0026(8) 0.0018(9) 0.0017(8) C17A 0.0252(10) 0.0233(10) 0.0194(10) 0.0019(8) 0.0007(8) 0.0033(8) C18A 0.0294(11) 0.0242(10) 0.0289(11) 0.0023(8) -0.0005(9) 0.0003(8) C19A 0.0375(12) 0.0259(11) 0.0309(12) 0.0030(9) 0.0006(10) 0.0091(9) C20A 0.0293(12) 0.0386(13) 0.0353(13) 0.0069(10) 0.0039(10) 0.0126(10) C21A 0.0252(11) 0.0383(13) 0.0458(14) 0.0082(11) 0.0048(10) 0.0004(9) C22A 0.0282(11) 0.0246(11) 0.0377(12) 0.0051(9) 0.0020(9) 0.0022(9) C31A 0.0264(10) 0.0222(10) 0.0256(11) 0.0002(8) 0.0053(9) 0.0008(8) C32A 0.0287(11) 0.0316(12) 0.0288(11) 0.0041(9) -0.0034(9) 0.0006(9) C33A 0.0352(12) 0.0295(12) 0.0288(11) 0.0088(9) -0.0010(9) 0.0043(9) C34A 0.0296(11) 0.0239(10) 0.0320(12) 0.0054(8) 0.0033(9) 0.0020(8) C35A 0.0258(10) 0.0247(10) 0.0247(10) 0.0026(8) 0.0011(9) -0.0008(8) C51A 0.0236(10) 0.0348(12) 0.0227(10) -0.0030(9) 0.0085(8) 0.0007(9) C52A 0.0292(12) 0.0524(15) 0.0275(12) -0.0034(10) 0.0041(10) 0.0056(10) C53A 0.0297(13) 0.082(2) 0.0346(14) -0.0153(13) 0.0001(11) 0.0005(13) C54A 0.0338(14) 0.074(2) 0.0488(17) -0.0300(15) 0.0096(12) -0.0149(13) C55A 0.0480(16) 0.0440(15) 0.0592(18) -0.0180(13) 0.0258(14) -0.0165(12) C56A 0.0391(13) 0.0325(12) 0.0352(13) -0.0067(10) 0.0125(10) -0.0062(10) C57A 0.0257(10) 0.0220(10) 0.0238(10) 0.0021(8) 0.0068(8) -0.0023(8) C58A 0.0304(12) 0.0401(13) 0.0243(11) -0.0004(9) 0.0016(9) 0.0056(10) C59A 0.0367(13) 0.0436(14) 0.0305(12) 0.0002(10) 0.0115(10) 0.0122(10) C60A 0.0267(12) 0.0357(12) 0.0382(13) 0.0053(10) 0.0062(10) 0.0088(9) C61A 0.0285(11) 0.0357(12) 0.0306(12) 0.0006(9) 0.0001(9) 0.0039(9) C62A 0.0281(11) 0.0279(11) 0.0265(11) -0.0021(8) 0.0045(9) 0.0017(9) O1B 0.0369(8) 0.0222(7) 0.0274(8) -0.0045(6) 0.0134(6) -0.0020(6) C1B 0.0242(10) 0.0213(10) 0.0217(10) -0.0012(8) 0.0054(8) 0.0018(8) O2B 0.0334(8) 0.0231(7) 0.0343(8) -0.0067(6) 0.0155(7) -0.0024(6) C2B 0.0247(10) 0.0208(10) 0.0186(10) -0.0012(7) 0.0064(8) 0.0023(8) O3B 0.0261(7) 0.0213(7) 0.0253(7) -0.0045(6) 0.0089(6) -0.0028(6) C3B 0.0234(10) 0.0205(10) 0.0233(10) -0.0005(8) 0.0052(8) -0.0023(8) O4B 0.0306(8) 0.0199(7) 0.0241(7) -0.0033(6) 0.0088(6) -0.0036(6) C4B 0.0246(10) 0.0170(9) 0.0239(10) -0.0005(7) 0.0030(8) 0.0003(8) C5B 0.0260(10) 0.0198(10) 0.0243(10) -0.0008(8) 0.0067(8) 0.0016(8) C11B 0.0225(10) 0.0166(9) 0.0301(11) 0.0026(8) 0.0034(8) -0.0031(8) C12B 0.0259(11) 0.0295(11) 0.0394(13) 0.0090(9) 0.0066(9) -0.0006(9) C13B 0.0232(11) 0.0394(13) 0.0541(16) 0.0130(11) 0.0006(11) -0.0001(9) C14B 0.0333(12) 0.0336(12) 0.0432(14) 0.0143(10) -0.0145(11) -0.0095(10) C15B 0.0381(13) 0.0262(11) 0.0284(11) 0.0056(9) -0.0011(9) -0.0088(9) C16B 0.0273(11) 0.0218(10) 0.0285(11) 0.0027(8) 0.0026(9) -0.0026(8) C17B 0.0270(11) 0.0247(10) 0.0161(9) -0.0009(8) 0.0012(8) -0.0030(8) C18B 0.0285(11) 0.0252(11) 0.0280(11) -0.0006(9) 0.0030(9) -0.0007(8) C19B 0.0378(12) 0.0290(11) 0.0309(12) -0.0019(9) 0.0056(10) -0.0096(9) C20B 0.0280(12) 0.0411(13) 0.0301(12) -0.0036(10) 0.0039(9) -0.0097(10) C21B 0.0236(11) 0.0408(13) 0.0351(12) 0.0004(10) 0.0019(9) 0.0015(9) C22B 0.0282(11) 0.0256(11) 0.0291(11) 0.0010(8) 0.0018(9) 0.0001(8) C31B 0.0314(11) 0.0224(10) 0.0250(11) 0.0006(8) 0.0068(9) 0.0017(8) C32B 0.0365(12) 0.0296(12) 0.0275(12) -0.0011(9) -0.0018(10) -0.0031(9) C33B 0.0460(14) 0.0262(11) 0.0298(12) -0.0061(9) 0.0010(10) -0.0036(10) C34B 0.0417(13) 0.0214(11) 0.0345(12) -0.0033(9) 0.0047(10) 0.0013(9) C35B 0.0305(11) 0.0244(11) 0.0296(11) -0.0015(8) 0.0051(9) 0.0022(9) C51B 0.0254(10) 0.0356(12) 0.0231(11) 0.0077(9) 0.0092(9) 0.0032(9) C52B 0.0284(12) 0.0554(16) 0.0303(12) 0.0104(11) 0.0069(10) -0.0019(11) C53B 0.0300(13) 0.092(2) 0.0413(16) 0.0263(15) 0.0039(11) 0.0044(14) C54B 0.0416(16) 0.091(3) 0.0563(18) 0.0449(17) 0.0192(14) 0.0293(16) C55B 0.0585(18) 0.0514(17) 0.0642(19) 0.0312(14) 0.0324(16) 0.0252(14) C56B 0.0401(13) 0.0356(13) 0.0383(13) 0.0118(10) 0.0149(10) 0.0075(10) C57B 0.0261(11) 0.0199(10) 0.0292(11) 0.0013(8) 0.0079(9) 0.0017(8) C58B 0.0316(12) 0.0397(13) 0.0287(12) 0.0028(10) 0.0062(9) -0.0034(10) C59B 0.0394(13) 0.0443(14) 0.0359(13) 0.0035(10) 0.0161(11) -0.0079(11) C60B 0.0275(12) 0.0325(12) 0.0487(15) 0.0006(10) 0.0096(11) -0.0040(9) C61B 0.0287(12) 0.0312(12) 0.0406(14) 0.0060(10) 0.0003(10) -0.0009(9) C62B 0.0290(11) 0.0289(11) 0.0303(12) 0.0060(9) 0.0041(9) -0.0003(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C71 1.31(2) . ? N1 C74 1.41(2) . ? N1 C73 1.60(3) . ? N2 C2 1.344(10) . ? N2 C82 1.39(2) . ? N2 C83 1.448(14) . ? C2 O6 1.2012(11) . ? C2 C81 1.538(15) . ? N3 C91 1.28(3) . ? N3 C94 1.41(3) . ? N3 C93 1.61(3) . ? N4 C101 1.365(10) . ? N4 C104 1.374(16) . ? N4 C103 1.437(16) . ? O5 C71 1.2007(12) . ? O7 C91 1.2004(11) . ? O8 C101 1.2008(11) . ? C71 C72 1.66(3) . ? C91 C92 1.68(3) . ? C101 C102 1.51(2) . ? O1A C1A 1.434(3) . ? C1A C11A 1.529(3) . ? C1A C17A 1.536(3) . ? C1A C2A 1.559(3) . ? O2A C5A 1.444(3) . ? C2A O3A 1.437(2) . ? C2A C4A 1.553(3) . ? O3A C3A 1.443(2) . ? C3A O4A 1.419(2) . ? C3A C31A 1.516(3) . ? C3A C35A 1.520(3) . ? O4A C4A 1.433(2) . ? C4A C5A 1.539(3) . ? C5A C51A 1.528(3) . ? C5A C57A 1.534(3) . ? C11A C16A 1.388(3) . ? C11A C12A 1.398(3) . ? C12A C13A 1.385(3) . ? C13A C14A 1.376(4) . ? C14A C15A 1.390(4) . ? C15A C16A 1.383(3) . ? C17A C22A 1.387(3) . ? C17A C18A 1.400(3) . ? C18A C19A 1.382(3) . ? C19A C20A 1.389(3) . ? C20A C21A 1.386(3) . ? C21A C22A 1.396(3) . ? C31A C32A 1.542(3) . ? C32A C33A 1.527(3) . ? C33A C34A 1.519(3) . ? C34A C35A 1.537(3) . ? C51A C52A 1.396(3) . ? C51A C56A 1.398(3) . ? C52A C53A 1.387(4) . ? C53A C54A 1.371(5) . ? C54A C55A 1.394(5) . ? C55A C56A 1.393(4) . ? C57A C58A 1.385(3) . ? C57A C62A 1.393(3) . ? C58A C59A 1.387(3) . ? C59A C60A 1.381(3) . ? C60A C61A 1.370(3) . ? C61A C62A 1.396(3) . ? O1B C1B 1.424(2) . ? C1B C17B 1.533(3) . ? C1B C11B 1.537(3) . ? C1B C2B 1.566(3) . ? O2B C5B 1.428(2) . ? C2B O3B 1.428(2) . ? C2B C4B 1.548(3) . ? O3B C3B 1.433(2) . ? C3B O4B 1.419(3) . ? C3B C35B 1.517(3) . ? C3B C31B 1.532(3) . ? O4B C4B 1.418(2) . ? C4B C5B 1.550(3) . ? C5B C57B 1.533(3) . ? C5B C51B 1.543(3) . ? C11B C16B 1.389(3) . ? C11B C12B 1.391(3) . ? C12B C13B 1.392(3) . ? C13B C14B 1.374(4) . ? C14B C15B 1.387(4) . ? C15B C16B 1.395(3) . ? C17B C22B 1.390(3) . ? C17B C18B 1.401(3) . ? C18B C19B 1.389(3) . ? C19B C20B 1.385(3) . ? C20B C21B 1.381(3) . ? C21B C22B 1.396(3) . ? C31B C32B 1.528(3) . ? C32B C33B 1.527(3) . ? C33B C34B 1.534(3) . ? C34B C35B 1.524(3) . ? C51B C52B 1.385(3) . ? C51B C56B 1.391(3) . ? C52B C53B 1.396(4) . ? C53B C54B 1.366(5) . ? C54B C55B 1.378(5) . ? C55B C56B 1.400(4) . ? C57B C62B 1.393(3) . ? C57B C58B 1.397(3) . ? C58B C59B 1.389(3) . ? C59B C60B 1.378(4) . ? C60B C61B 1.386(4) . ? C61B C62B 1.395(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C71 N1 C74 121.2(17) . . ? C71 N1 C73 119.8(16) . . ? C74 N1 C73 118.8(17) . . ? C2 N2 C82 117.1(9) . . ? C2 N2 C83 122.6(7) . . ? C82 N2 C83 120.3(9) . . ? O6 C2 N2 124.5(9) . . ? O6 C2 C81 118.8(8) . . ? N2 C2 C81 116.7(8) . . ? C91 N3 C94 124(2) . . ? C91 N3 C93 124(2) . . ? C94 N3 C93 113(2) . . ? C101 N4 C104 118.1(9) . . ? C101 N4 C103 121.6(8) . . ? C104 N4 C103 120.3(9) . . ? O5 C71 N1 124.3(18) . . ? O5 C71 C72 116.9(19) . . ? N1 C71 C72 118.8(17) . . ? O7 C91 N3 127(3) . . ? O7 C91 C92 117(2) . . ? N3 C91 C92 115.8(19) . . ? O8 C101 N4 123.7(12) . . ? O8 C101 C102 116.0(10) . . ? N4 C101 C102 120.3(8) . . ? O1A C1A C11A 110.96(16) . . ? O1A C1A C17A 104.13(16) . . ? C11A C1A C17A 109.18(16) . . ? O1A C1A C2A 109.81(16) . . ? C11A C1A C2A 110.06(16) . . ? C17A C1A C2A 112.57(16) . . ? O3A C2A C4A 103.04(15) . . ? O3A C2A C1A 111.10(15) . . ? C4A C2A C1A 116.50(16) . . ? C2A O3A C3A 111.05(14) . . ? O4A C3A O3A 105.07(15) . . ? O4A C3A C31A 110.34(16) . . ? O3A C3A C31A 110.97(16) . . ? O4A C3A C35A 108.70(16) . . ? O3A C3A C35A 109.97(16) . . ? C31A C3A C35A 111.58(17) . . ? C3A O4A C4A 108.66(14) . . ? O4A C4A C5A 108.11(15) . . ? O4A C4A C2A 103.34(15) . . ? C5A C4A C2A 117.13(16) . . ? O2A C5A C51A 109.84(17) . . ? O2A C5A C57A 108.77(16) . . ? C51A C5A C57A 111.48(16) . . ? O2A C5A C4A 103.84(16) . . ? C51A C5A C4A 110.42(16) . . ? C57A C5A C4A 112.19(16) . . ? C16A C11A C12A 118.78(19) . . ? C16A C11A C1A 120.79(18) . . ? C12A C11A C1A 120.42(19) . . ? C13A C12A C11A 120.0(2) . . ? C14A C13A C12A 120.5(2) . . ? C13A C14A C15A 120.0(2) . . ? C16A C15A C14A 119.6(2) . . ? C15A C16A C11A 121.1(2) . . ? C22A C17A C18A 118.34(19) . . ? C22A C17A C1A 125.04(17) . . ? C18A C17A C1A 116.63(18) . . ? C19A C18A C17A 121.1(2) . . ? C18A C19A C20A 120.1(2) . . ? C21A C20A C19A 119.3(2) . . ? C20A C21A C22A 120.4(2) . . ? C17A C22A C21A 120.6(2) . . ? C3A C31A C32A 112.19(17) . . ? C33A C32A C31A 111.42(17) . . ? C34A C33A C32A 109.89(19) . . ? C33A C34A C35A 110.88(18) . . ? C3A C35A C34A 112.07(17) . . ? C52A C51A C56A 119.8(2) . . ? C52A C51A C5A 119.8(2) . . ? C56A C51A C5A 120.5(2) . . ? C53A C52A C51A 120.1(3) . . ? C54A C53A C52A 120.0(3) . . ? C53A C54A C55A 120.9(2) . . ? C56A C55A C54A 119.6(3) . . ? C55A C56A C51A 119.6(3) . . ? C58A C57A C62A 117.61(19) . . ? C58A C57A C5A 117.74(18) . . ? C62A C57A C5A 124.50(18) . . ? C57A C58A C59A 121.5(2) . . ? C60A C59A C58A 120.2(2) . . ? C61A C60A C59A 119.1(2) . . ? C60A C61A C62A 120.8(2) . . ? C57A C62A C61A 120.6(2) . . ? O1B C1B C17B 104.69(15) . . ? O1B C1B C11B 111.16(16) . . ? C17B C1B C11B 108.65(16) . . ? O1B C1B C2B 107.66(16) . . ? C17B C1B C2B 113.05(16) . . ? C11B C1B C2B 111.44(16) . . ? O3B C2B C4B 103.47(15) . . ? O3B C2B C1B 108.52(16) . . ? C4B C2B C1B 116.71(16) . . ? C2B O3B C3B 109.60(15) . . ? O4B C3B O3B 106.14(15) . . ? O4B C3B C35B 108.10(16) . . ? O3B C3B C35B 108.24(16) . . ? O4B C3B C31B 110.46(16) . . ? O3B C3B C31B 110.37(16) . . ? C35B C3B C31B 113.23(17) . . ? C4B O4B C3B 107.26(15) . . ? O4B C4B C2B 102.98(15) . . ? O4B C4B C5B 105.99(16) . . ? C2B C4B C5B 118.84(16) . . ? O2B C5B C57B 108.63(16) . . ? O2B C5B C51B 109.90(17) . . ? C57B C5B C51B 110.87(17) . . ? O2B C5B C4B 103.03(16) . . ? C57B C5B C4B 112.52(17) . . ? C51B C5B C4B 111.56(16) . . ? C16B C11B C12B 118.3(2) . . ? C16B C11B C1B 120.65(18) . . ? C12B C11B C1B 121.05(19) . . ? C11B C12B C13B 120.7(2) . . ? C14B C13B C12B 120.7(2) . . ? C13B C14B C15B 119.2(2) . . ? C14B C15B C16B 120.2(2) . . ? C11B C16B C15B 120.8(2) . . ? C22B C17B C18B 118.56(19) . . ? C22B C17B C1B 124.79(18) . . ? C18B C17B C1B 116.64(18) . . ? C19B C18B C17B 121.0(2) . . ? C20B C19B C18B 119.7(2) . . ? C21B C20B C19B 120.0(2) . . ? C20B C21B C22B 120.5(2) . . ? C17B C22B C21B 120.2(2) . . ? C32B C31B C3B 110.71(17) . . ? C33B C32B C31B 110.62(19) . . ? C32B C33B C34B 111.35(18) . . ? C35B C34B C33B 109.88(19) . . ? C3B C35B C34B 111.77(18) . . ? C52B C51B C56B 117.9(2) . . ? C52B C51B C5B 120.8(2) . . ? C56B C51B C5B 121.3(2) . . ? C51B C52B C53B 120.7(3) . . ? C54B C53B C52B 120.9(3) . . ? C53B C54B C55B 119.5(2) . . ? C54B C55B C56B 120.0(3) . . ? C51B C56B C55B 121.0(3) . . ? C62B C57B C58B 118.1(2) . . ? C62B C57B C5B 123.20(19) . . ? C58B C57B C5B 118.57(19) . . ? C59B C58B C57B 121.5(2) . . ? C60B C59B C58B 119.6(2) . . ? C59B C60B C61B 119.8(2) . . ? C60B C61B C62B 120.6(2) . . ? C57B C62B C61B 120.2(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1A C1A C11A C12A -25.6(3) . . . . ? O1A C1A C17A C18A -55.9(2) . . . . ? O2A C5A C51A C52A -13.0(3) . . . . ? O2A C5A C57A C58A -71.6(2) . . . . ? O3A C3A C35A C34A -176.57(16) . . . . ? C1A C2A C4A C5A -97.4(2) . . . . ? O1B C1B C11B C12B -22.5(3) . . . . ? O1B C1B C17B C18B -63.0(2) . . . . ? O2B C5B C51B C52B -14.2(3) . . . . ? O2B C5B C57B C58B -72.0(2) . . . . ? O3B C3B C35B C34B -176.03(17) . . . . ? C1B C2B C4B C5B -99.1(2) . . . . ? 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 O1A H1A O2A 0.84 1.82 2.655(2) 171.1 . O2A H3A O6 0.84 1.81 2.604(16) 157.3 . O2A H3A O5 0.84 1.93 2.75(3) 165.7 . O1B H1B O2B 0.84 1.86 2.687(2) 168.7 . O2B H3B O7 0.84 1.95 2.77(2) 166.3 . O2B H3B O8 0.84 1.77 2.571(13) 159.2 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.152 _refine_diff_density_min -0.144 _refine_diff_density_rms 0.029