############################################################################## # # # This CIF contains the data in a paper accepted for publication in # # Acta Crystallographica Section E. It conforms to the requirements of # # Notes for Authors for Acta Crystallographica Section E, and has been # # peer reviewed under the auspices of the IUCr Commission on Journals. # # # # Full details of the Crystallographic Information File format # # are given in the paper "The Crystallographic Information File (CIF): # # a New Standard Archive File for Crystallography" by S. R. Hall, F. H. # # Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. # # # # The current version of the core CIF dictionary is obtainable from # # ftp://ftp.iucr.org/pub/cif_core.dic. # # # # Software is freely available for graphical display of the structure(s) # # in this CIF. For information consult the CIF software page # # http://www.iucr.org/resources/cif/software. # # # # This file may be used for bona fide research purposes within the # # scientific community so long as proper attribution is given to the journal # # article from which it was obtained. # # # ############################################################################## data_global _audit_creation_method SHELXL _journal_date_recd_electronic 2012-05-21 _journal_date_accepted 2012-06-24 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2012 _journal_volume 68 _journal_issue 7 _journal_page_first o2250 _journal_page_last o2251 _journal_paper_category QO _journal_paper_doi 10.1107/S160053681202867X _journal_coeditor_code BH2437 _publ_contact_author_name 'Gainsford, Graeme J.' _publ_contact_author_address ;Industrial Research Limited PO Box 31-310 Lower Hutt New Zealand ; _publ_contact_author_email g.gainsford@irl.cri.nz _publ_contact_author_fax '64(4)931 0142' _publ_contact_author_phone '64(4)931 3815' _publ_section_title ;\ tert-Butyl (2R,4aR,5aR,11aS,12R,12aR)-8-\ [bis(tert-butoxycarbonyl)amino]-12-hydroxy-2-methoxy-2,10-dioxo-4,\ 4a,5a,6,9,10,11,11a,12,12a-decahydro-2H-1,3,5-trioxa-6,7,9,11-\ tetraaza-2\l^5^-phosphatetracene-6-carboxylate methanol monosolvate monohydrate ; loop_ _publ_author_name _publ_author_address "Gainsford, Graeme J." ; Carbohydrate Chemistry Group Industrial Research Limited PO Box 31-310 Lower Hutt New Zealand ; "Clinch, Keith" ; Carbohydrate Chemistry Group Industrial Research Limited PO Box 31-310 Lower Hutt New Zealand ; "Dixon, Rachel" ; Glycosyn Group Industrial Research Limited PO Box 31-310 Lower Hutt New Zealand ; "Tiwari, Ashish" ; Alexion Pharmaceuticals Inc. 352 Knotter Drive, Cheshire, CT 06410 USA ; data_I _audit_creation_method SHELXL-97 _chemical_name_systematic ; tert-Butyl (2R,4aR,5aR,11aS,12R, 12aR)-8-[bis(tert-butoxycarbonyl)amino]-12-hydroxy-2- methoxy-2,10-dioxo-4,4a,5a,6,9,10,11,11a,12,12a-decahydro-2H-1,3,5- trioxa-6,7,9,11-tetraaza-2\l^5^-phosphatetracene-6-carboxylate methanol monosolvate monohydrate ; _chemical_formula_moiety 'C26 H40 N5 O13 P, C H4 O, H2 O' _chemical_formula_sum 'C27 H46 N5 O15 P' _chemical_formula_iupac 'C26 H40 N5 O13 P, C H4 O, H2 O' _chemical_formula_weight 711.66 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' 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 10.6435(4) _cell_length_b 15.9508(13) _cell_length_c 21.1764(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3595.2(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 8356 _cell_measurement_theta_min 2.7702 _cell_measurement_theta_max 73.6689 _cell_measurement_temperature 120(2) _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 1.309 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(CrysAlis PRO; Oxford Diffraction, 2007)' _exptl_absorpt_correction_T_min 0.85320 _exptl_absorpt_correction_T_max 1.00000 _exptl_special_details ? _diffrn_ambient_temperature 120(2) _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Oxford Diffraction SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.6501 _diffrn_reflns_number 20603 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 69.98 _diffrn_reflns_theta_full 69.98 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _refine_special_details ? _reflns_number_total 6796 _reflns_number_gt 6210 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0430 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_gt 0.0920 _refine_ls_wR_factor_ref 0.0955 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_number_reflns 6796 _refine_ls_number_parameters 452 _refine_ls_number_restraints 2 _refine_ls_number_constraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0524P)^2^+0.4160P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.405 _refine_diff_density_min -0.484 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack (1983), 2985 Friedel pairs' _refine_ls_abs_structure_Flack -0.02(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'CrysAlis PRO (Oxford Diffraction, 2007)' _computing_cell_refinement 'CrysAlis PRO (Oxford Diffraction, 2007)' _computing_data_reduction 'CrysAlis PRO (Oxford Diffraction, 2007)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP in WinGX (Farrugia, 1999) and Mercury (Macrae et al., 2008)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_disorder_assembly _atom_site_disorder_group P P2 0.80446(5) 0.58835(3) 0.54460(3) 0.02445(12) Uani d . 1 1 . . O O1 0.78734(14) 0.68097(9) 0.57026(7) 0.0244(3) Uani d . 1 1 . . O O2 0.84799(17) 0.53670(10) 0.60281(8) 0.0340(4) Uani d . 1 1 . . O O3 0.66670(15) 0.55698(10) 0.53112(7) 0.0270(3) Uani d . 1 1 . . O O4 0.22697(14) 0.79511(11) 0.61522(7) 0.0297(4) Uani d . 1 1 . . O O5 0.50882(13) 0.69304(9) 0.57972(7) 0.0219(3) Uani d . 1 1 . . O O6 0.24587(13) 0.79463(10) 0.72208(7) 0.0246(3) Uani d . 1 1 . . O O7 0.21893(16) 0.46434(11) 0.79895(8) 0.0340(4) Uani d . 1 1 . . O O8 0.37798(15) 0.48589(10) 0.72995(7) 0.0285(3) Uani d . 1 1 . . O O9 0.29577(16) 0.52087(10) 0.91740(7) 0.0307(3) Uani d . 1 1 . . O O10 0.77295(13) 0.67374(10) 0.77704(7) 0.0256(3) Uani d . 1 1 . . O O11 0.38713(14) 0.64782(10) 0.89850(7) 0.0253(3) Uani d . 1 1 . . O O12 0.81909(13) 0.84935(9) 0.58518(7) 0.0239(3) Uani d . 1 1 . . H H12O 0.8140 0.8978 0.6006 0.036 Uiso calc R 1 1 . . O O13 0.89193(15) 0.57970(11) 0.49161(8) 0.0313(3) Uani d . 1 1 . . N N6 0.41153(16) 0.76019(11) 0.66317(8) 0.0215(3) Uani d . 1 1 . . N N7 0.39592(15) 0.66294(11) 0.74668(8) 0.0200(3) Uani d . 1 1 . . N N8 0.38213(16) 0.55516(11) 0.82093(8) 0.0215(3) Uani d . 1 1 . . N N9 0.57866(16) 0.61801(11) 0.79852(8) 0.0215(3) Uani d . 1 1 . . H H9N 0.6101 0.5847 0.8276 0.026 Uiso calc R 1 1 . . N N11 0.66929(16) 0.76924(11) 0.67840(8) 0.0227(4) Uani d . 1 1 . . H H11N 0.7509 0.7731 0.6845 0.027 Uiso calc R 1 1 . . C C4 0.5850(2) 0.61209(14) 0.49446(10) 0.0248(4) Uani d . 1 1 . . H H4A 0.4995 0.5879 0.4930 0.030 Uiso calc R 1 1 . . H H4B 0.6168 0.6155 0.4506 0.030 Uiso calc R 1 1 . . C C4A 0.57849(19) 0.69937(14) 0.52219(9) 0.0220(4) Uani d . 1 1 . . H H4AA 0.5311 0.7362 0.4923 0.026 Uiso calc R 1 1 . . C C5A 0.48696(18) 0.77318(13) 0.60754(9) 0.0208(4) Uani d . 1 1 . . H H5A 0.4409 0.8099 0.5771 0.025 Uiso calc R 1 1 . . C C6A 0.46909(19) 0.71540(13) 0.71201(9) 0.0200(4) Uani d . 1 1 . . C C8 0.45310(18) 0.61650(13) 0.78714(9) 0.0194(4) Uani d . 1 1 . . C C10 0.65855(18) 0.67069(13) 0.76551(9) 0.0201(4) Uani d . 1 1 . . C C10A 0.59833(19) 0.72028(13) 0.71732(9) 0.0200(4) Uani d . 1 1 . . C C11A 0.61092(18) 0.81506(13) 0.62689(9) 0.0199(4) Uani d . 1 1 . . H H11A 0.5922 0.8733 0.6417 0.024 Uiso calc R 1 1 . . C C12 0.69743(19) 0.82063(12) 0.56888(9) 0.0192(4) Uani d . 1 1 . . H H12 0.6600 0.8625 0.5392 0.023 Uiso calc R 1 1 . . C C12A 0.70849(19) 0.73790(13) 0.53355(9) 0.0212(4) Uani d . 1 1 . . H H12A 0.7496 0.7484 0.4918 0.025 Uiso calc R 1 1 . . C C13 0.7751(4) 0.5374(2) 0.66060(13) 0.0540(8) Uani d . 1 1 . . H H13A 0.7075 0.5788 0.6570 0.081 Uiso calc R 1 1 . . H H13B 0.8298 0.5521 0.6962 0.081 Uiso calc R 1 1 . . H H13C 0.7389 0.4817 0.6677 0.081 Uiso calc R 1 1 . . C C14 0.28548(18) 0.78421(13) 0.66324(10) 0.0219(4) Uani d . 1 1 . . C C15 0.1099(2) 0.79637(19) 0.73616(11) 0.0344(5) Uani d . 1 1 . . C C16 0.0540(3) 0.8768(2) 0.71126(14) 0.0550(9) Uani d . 1 1 . . H H16A 0.1050 0.9244 0.7253 0.082 Uiso calc R 1 1 . . H H16B -0.0319 0.8830 0.7273 0.082 Uiso calc R 1 1 . . H H16C 0.0524 0.8751 0.6650 0.082 Uiso calc R 1 1 . . C C17 0.1096(3) 0.7949(2) 0.80794(12) 0.0453(7) Uani d . 1 1 . . H H17A 0.1536 0.7447 0.8228 0.068 Uiso calc R 1 1 . . H H17B 0.0227 0.7941 0.8233 0.068 Uiso calc R 1 1 . . H H17C 0.1523 0.8450 0.8240 0.068 Uiso calc R 1 1 . . C C18 0.0484(3) 0.7190(2) 0.70969(16) 0.0552(8) Uani d . 1 1 . . H H18A 0.0465 0.7226 0.6635 0.083 Uiso calc R 1 1 . . H H18B -0.0376 0.7148 0.7258 0.083 Uiso calc R 1 1 . . H H18C 0.0963 0.6694 0.7225 0.083 Uiso calc R 1 1 . . C C19 0.3147(2) 0.49719(13) 0.78327(10) 0.0244(4) Uani d . 1 1 . . C C20 0.3148(3) 0.45903(14) 0.67033(11) 0.0330(5) Uani d . 1 1 . . C C21 0.4166(3) 0.4769(2) 0.62155(12) 0.0517(8) Uani d . 1 1 . . H H21A 0.4359 0.5370 0.6215 0.078 Uiso calc R 1 1 . . H H21B 0.3868 0.4602 0.5796 0.078 Uiso calc R 1 1 . . H H21C 0.4925 0.4451 0.6322 0.078 Uiso calc R 1 1 . . C C22 0.1987(3) 0.51106(18) 0.65935(13) 0.0475(7) Uani d . 1 1 . . H H22A 0.1349 0.4966 0.6909 0.071 Uiso calc R 1 1 . . H H22B 0.1657 0.4997 0.6170 0.071 Uiso calc R 1 1 . . H H22C 0.2199 0.5707 0.6630 0.071 Uiso calc R 1 1 . . C C23 0.2869(3) 0.36592(15) 0.67444(12) 0.0382(6) Uani d . 1 1 . . H H23A 0.3648 0.3352 0.6828 0.057 Uiso calc R 1 1 . . H H23B 0.2506 0.3467 0.6344 0.057 Uiso calc R 1 1 . . H H23C 0.2270 0.3557 0.7088 0.057 Uiso calc R 1 1 . . C C24 0.34876(19) 0.57038(13) 0.88421(10) 0.0227(4) Uani d . 1 1 . . C C25 0.3793(2) 0.68166(16) 0.96382(10) 0.0301(5) Uani d . 1 1 . . C C26 0.2439(3) 0.6844(2) 0.98517(12) 0.0409(6) Uani d . 1 1 . . H H26A 0.1918 0.7084 0.9515 0.061 Uiso calc R 1 1 . . H H26B 0.2371 0.7193 1.0231 0.061 Uiso calc R 1 1 . . H H26C 0.2151 0.6275 0.9947 0.061 Uiso calc R 1 1 . . C C27 0.4631(3) 0.6298(2) 1.00673(12) 0.0437(6) Uani d . 1 1 . . H H27A 0.4300 0.5726 1.0096 0.065 Uiso calc R 1 1 . . H H27B 0.4650 0.6551 1.0489 0.065 Uiso calc R 1 1 . . H H27C 0.5484 0.6283 0.9894 0.065 Uiso calc R 1 1 . . C C28 0.4294(3) 0.77006(17) 0.95447(13) 0.0410(6) Uani d . 1 1 . . H H28A 0.5139 0.7674 0.9362 0.061 Uiso calc R 1 1 . . H H28B 0.4329 0.7989 0.9953 0.061 Uiso calc R 1 1 . . H H28C 0.3736 0.8009 0.9259 0.061 Uiso calc R 1 1 . . O O14 0.6796(2) 0.51634(16) 0.88814(11) 0.0581(6) Uani d D 1 1 . . H H14A 0.742(3) 0.547(2) 0.895(2) 0.087 Uiso d D 1 1 . . H H14B 0.664(5) 0.480(2) 0.9153(18) 0.087 Uiso d D 1 1 . . O O15 0.8836(3) 0.6263(2) 0.89018(13) 0.0791(9) Uani d . 1 1 . . H H15O 0.8575 0.6507 0.8576 0.119 Uiso calc R 1 1 . . C C29 0.9845(6) 0.5826(3) 0.8763(3) 0.0947(17) Uani d . 1 1 . . H H29A 1.0130 0.5523 0.9140 0.142 Uiso calc R 1 1 . . H H29B 1.0511 0.6205 0.8619 0.142 Uiso calc R 1 1 . . H H29C 0.9647 0.5424 0.8428 0.142 Uiso calc R 1 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 P2 0.0273(3) 0.0234(2) 0.0227(3) 0.0025(2) 0.0006(2) -0.0004(2) O1 0.0240(7) 0.0249(7) 0.0243(7) 0.0034(6) -0.0025(5) -0.0016(6) O2 0.0429(9) 0.0303(9) 0.0288(8) 0.0091(7) -0.0041(7) 0.0011(7) O3 0.0305(8) 0.0234(7) 0.0271(8) -0.0025(6) 0.0028(6) 0.0003(6) O4 0.0209(7) 0.0494(10) 0.0187(7) 0.0034(6) -0.0031(6) 0.0043(7) O5 0.0214(7) 0.0267(7) 0.0177(7) -0.0032(6) 0.0028(5) 0.0018(6) O6 0.0173(7) 0.0369(9) 0.0195(7) 0.0043(6) 0.0020(5) 0.0023(6) O7 0.0318(9) 0.0413(9) 0.0288(8) -0.0155(7) 0.0027(6) -0.0010(7) O8 0.0324(8) 0.0334(9) 0.0197(7) -0.0061(7) 0.0017(6) -0.0031(6) O9 0.0401(9) 0.0298(8) 0.0222(7) -0.0066(7) 0.0066(7) 0.0043(6) O10 0.0180(7) 0.0355(8) 0.0233(7) -0.0013(6) -0.0010(5) 0.0048(6) O11 0.0312(8) 0.0300(8) 0.0147(7) -0.0061(6) 0.0038(6) -0.0010(6) O12 0.0206(7) 0.0257(7) 0.0252(7) -0.0036(6) 0.0039(6) -0.0030(6) O13 0.0320(8) 0.0292(8) 0.0326(8) 0.0029(7) 0.0046(7) -0.0019(7) N6 0.0163(8) 0.0308(9) 0.0175(8) 0.0020(7) 0.0015(6) 0.0044(7) N7 0.0171(8) 0.0264(9) 0.0164(8) -0.0012(7) 0.0028(6) 0.0012(7) N8 0.0226(8) 0.0232(8) 0.0186(8) -0.0042(7) 0.0025(6) 0.0028(7) N9 0.0187(8) 0.0273(9) 0.0184(8) 0.0005(7) 0.0006(6) 0.0048(7) N11 0.0180(8) 0.0331(9) 0.0171(8) -0.0026(7) 0.0006(6) 0.0042(7) C4 0.0258(10) 0.0300(11) 0.0185(10) -0.0035(8) 0.0003(8) -0.0001(8) C4A 0.0206(9) 0.0302(11) 0.0153(9) -0.0009(8) 0.0007(7) 0.0017(8) C5A 0.0196(9) 0.0259(10) 0.0169(9) 0.0015(8) 0.0031(7) 0.0025(8) C6A 0.0180(9) 0.0271(10) 0.0148(9) -0.0004(8) 0.0016(7) -0.0019(8) C8 0.0176(9) 0.0252(10) 0.0154(9) -0.0018(7) 0.0023(7) 0.0005(8) C10 0.0167(9) 0.0262(10) 0.0175(9) 0.0011(7) 0.0010(7) -0.0008(8) C10A 0.0187(9) 0.0257(10) 0.0157(9) -0.0011(8) 0.0011(7) -0.0009(8) C11A 0.0196(9) 0.0234(10) 0.0165(9) -0.0015(8) 0.0033(7) 0.0012(7) C12 0.0183(9) 0.0214(9) 0.0178(9) -0.0019(8) 0.0023(7) 0.0027(7) C12A 0.0218(9) 0.0254(10) 0.0165(9) -0.0019(8) 0.0035(7) 0.0026(7) C13 0.085(2) 0.0464(16) 0.0303(14) 0.0231(16) 0.0068(14) 0.0051(12) C14 0.0151(9) 0.0291(10) 0.0215(10) 0.0003(8) 0.0025(7) 0.0038(8) C15 0.0171(10) 0.0594(16) 0.0267(11) 0.0071(10) 0.0072(8) 0.0037(11) C16 0.0445(16) 0.085(2) 0.0358(15) 0.0371(16) 0.0060(12) 0.0046(15) C17 0.0351(14) 0.0730(19) 0.0277(12) 0.0121(13) 0.0130(10) 0.0063(13) C18 0.0316(14) 0.083(2) 0.0508(17) -0.0212(14) 0.0124(12) -0.0025(16) C19 0.0277(10) 0.0263(10) 0.0193(10) -0.0035(9) -0.0012(8) 0.0038(8) C20 0.0506(14) 0.0306(11) 0.0178(10) -0.0100(11) -0.0032(10) -0.0012(9) C21 0.082(2) 0.0490(16) 0.0245(13) -0.0280(16) 0.0135(13) -0.0056(11) C22 0.0617(17) 0.0460(15) 0.0350(14) 0.0003(14) -0.0203(13) 0.0022(11) C23 0.0573(16) 0.0320(12) 0.0255(11) -0.0112(11) 0.0005(11) -0.0010(10) C24 0.0211(9) 0.0281(11) 0.0190(10) -0.0004(8) 0.0007(7) 0.0019(8) C25 0.0361(12) 0.0379(13) 0.0162(10) -0.0013(10) 0.0030(8) -0.0055(9) C26 0.0391(14) 0.0532(17) 0.0304(13) -0.0011(11) 0.0105(10) -0.0082(11) C27 0.0549(16) 0.0520(16) 0.0240(12) 0.0032(13) -0.0065(11) -0.0012(11) C28 0.0504(15) 0.0407(14) 0.0318(13) -0.0084(11) 0.0015(11) -0.0098(11) O14 0.0417(11) 0.0749(16) 0.0576(13) -0.0065(10) -0.0128(10) 0.0422(12) O15 0.0619(15) 0.116(2) 0.0595(15) -0.0051(16) -0.0190(13) 0.0278(16) C29 0.131(4) 0.049(2) 0.104(4) 0.011(3) 0.042(3) 0.019(2) _geom_special_details ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag P2 O13 . 1.4647(17) ? P2 O2 . 1.5533(17) ? P2 O3 . 1.5755(16) ? P2 O1 . 1.5845(16) ? O1 C12A . 1.461(2) ? O2 C13 . 1.449(3) ? O3 C4 . 1.460(3) ? O4 C14 . 1.205(3) ? O5 C5A . 1.427(3) ? O5 C4A . 1.430(2) ? O6 C14 . 1.326(3) ? O6 C15 . 1.478(3) ? O7 C19 . 1.193(3) ? O8 C19 . 1.327(3) ? O8 C20 . 1.493(3) ? O9 C24 . 1.198(3) ? O10 C10 . 1.243(3) ? O11 C24 . 1.336(3) ? O11 C25 . 1.487(3) ? O12 C12 . 1.416(3) ? O12 H12O . 0.8400 ? N6 C14 . 1.395(3) ? N6 C6A . 1.398(3) ? N6 C5A . 1.441(3) ? N7 C8 . 1.286(3) ? N7 C6A . 1.359(3) ? N8 C24 . 1.407(3) ? N8 C19 . 1.416(3) ? N8 C8 . 1.428(3) ? N9 C8 . 1.358(3) ? N9 C10 . 1.385(3) ? N9 H9N . 0.8800 ? N11 C10A . 1.364(3) ? N11 C11A . 1.453(3) ? N11 H11N . 0.8800 ? C4 C4A . 1.513(3) ? C4 H4A . 0.9900 ? C4 H4B . 0.9900 ? C4A C12A . 1.533(3) ? C4A H4AA . 1.0000 ? C5A C11A . 1.535(3) ? C5A H5A . 1.0000 ? C6A C10A . 1.382(3) ? C10 C10A . 1.442(3) ? C11A C12 . 1.538(2) ? C11A H11A . 1.0000 ? C12 C12A . 1.522(3) ? C12 H12 . 1.0000 ? C12A H12A . 1.0000 ? C13 H13A . 0.9800 ? C13 H13B . 0.9800 ? C13 H13C . 0.9800 ? C15 C18 . 1.505(4) ? C15 C16 . 1.509(4) ? C15 C17 . 1.520(3) ? C16 H16A . 0.9800 ? C16 H16B . 0.9800 ? C16 H16C . 0.9800 ? C17 H17A . 0.9800 ? C17 H17B . 0.9800 ? C17 H17C . 0.9800 ? C18 H18A . 0.9800 ? C18 H18B . 0.9800 ? C18 H18C . 0.9800 ? C20 C22 . 1.507(4) ? C20 C23 . 1.517(3) ? C20 C21 . 1.523(4) ? C21 H21A . 0.9800 ? C21 H21B . 0.9800 ? C21 H21C . 0.9800 ? C22 H22A . 0.9800 ? C22 H22B . 0.9800 ? C22 H22C . 0.9800 ? C23 H23A . 0.9800 ? C23 H23B . 0.9800 ? C23 H23C . 0.9800 ? C25 C26 . 1.511(3) ? C25 C27 . 1.518(4) ? C25 C28 . 1.520(4) ? C26 H26A . 0.9800 ? C26 H26B . 0.9800 ? C26 H26C . 0.9800 ? C27 H27A . 0.9800 ? C27 H27B . 0.9800 ? C27 H27C . 0.9800 ? C28 H28A . 0.9800 ? C28 H28B . 0.9800 ? C28 H28C . 0.9800 ? O14 H14A . 0.83(2) ? O14 H14B . 0.829(19) ? O15 C29 . 1.313(6) ? O15 H15O . 0.8400 ? C29 H29A . 0.9800 ? C29 H29B . 0.9800 ? C29 H29C . 0.9800 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O13 P2 O2 . . 111.63(10) ? O13 P2 O3 . . 115.00(9) ? O2 P2 O3 . . 104.65(9) ? O13 P2 O1 . . 115.07(9) ? O2 P2 O1 . . 104.88(9) ? O3 P2 O1 . . 104.55(9) ? C12A O1 P2 . . 117.60(13) ? C13 O2 P2 . . 120.45(17) ? C4 O3 P2 . . 117.34(13) ? C5A O5 C4A . . 111.91(15) ? C14 O6 C15 . . 120.22(16) ? C19 O8 C20 . . 122.02(18) ? C24 O11 C25 . . 121.94(17) ? C12 O12 H12O . . 109.5 ? C14 N6 C6A . . 124.11(17) ? C14 N6 C5A . . 119.81(17) ? C6A N6 C5A . . 115.74(16) ? C8 N7 C6A . . 116.33(17) ? C24 N8 C19 . . 121.39(17) ? C24 N8 C8 . . 119.50(17) ? C19 N8 C8 . . 115.65(16) ? C8 N9 C10 . . 121.68(18) ? C8 N9 H9N . . 119.2 ? C10 N9 H9N . . 119.2 ? C10A N11 C11A . . 120.34(16) ? C10A N11 H11N . . 119.8 ? C11A N11 H11N . . 119.8 ? O3 C4 C4A . . 112.04(16) ? O3 C4 H4A . . 109.2 ? C4A C4 H4A . . 109.2 ? O3 C4 H4B . . 109.2 ? C4A C4 H4B . . 109.2 ? H4A C4 H4B . . 107.9 ? O5 C4A C4 . . 106.84(17) ? O5 C4A C12A . . 111.27(16) ? C4 C4A C12A . . 112.84(17) ? O5 C4A H4AA . . 108.6 ? C4 C4A H4AA . . 108.6 ? C12A C4A H4AA . . 108.6 ? O5 C5A N6 . . 107.44(16) ? O5 C5A C11A . . 111.11(16) ? N6 C5A C11A . . 108.87(16) ? O5 C5A H5A . . 109.8 ? N6 C5A H5A . . 109.8 ? C11A C5A H5A . . 109.8 ? N7 C6A C10A . . 124.14(19) ? N7 C6A N6 . . 117.59(18) ? C10A C6A N6 . . 117.86(18) ? N7 C8 N9 . . 125.02(19) ? N7 C8 N8 . . 118.57(18) ? N9 C8 N8 . . 116.33(18) ? O10 C10 N9 . . 121.75(19) ? O10 C10 C10A . . 123.58(19) ? N9 C10 C10A . . 114.67(17) ? N11 C10A C6A . . 122.29(19) ? N11 C10A C10 . . 119.73(18) ? C6A C10A C10 . . 117.98(19) ? N11 C11A C5A . . 110.44(16) ? N11 C11A C12 . . 111.89(16) ? C5A C11A C12 . . 109.07(16) ? N11 C11A H11A . . 108.5 ? C5A C11A H11A . . 108.5 ? C12 C11A H11A . . 108.5 ? O12 C12 C12A . . 109.25(16) ? O12 C12 C11A . . 111.80(16) ? C12A C12 C11A . . 112.89(16) ? O12 C12 H12 . . 107.6 ? C12A C12 H12 . . 107.6 ? C11A C12 H12 . . 107.6 ? O1 C12A C12 . . 108.78(15) ? O1 C12A C4A . . 110.67(16) ? C12 C12A C4A . . 110.79(17) ? O1 C12A H12A . . 108.9 ? C12 C12A H12A . . 108.9 ? C4A C12A H12A . . 108.9 ? O2 C13 H13A . . 109.5 ? O2 C13 H13B . . 109.5 ? H13A C13 H13B . . 109.5 ? O2 C13 H13C . . 109.5 ? H13A C13 H13C . . 109.5 ? H13B C13 H13C . . 109.5 ? O4 C14 O6 . . 127.63(18) ? O4 C14 N6 . . 122.40(19) ? O6 C14 N6 . . 109.94(17) ? O6 C15 C18 . . 109.6(2) ? O6 C15 C16 . . 109.4(2) ? C18 C15 C16 . . 113.2(3) ? O6 C15 C17 . . 101.75(18) ? C18 C15 C17 . . 111.1(3) ? C16 C15 C17 . . 111.2(2) ? C15 C16 H16A . . 109.5 ? C15 C16 H16B . . 109.5 ? H16A C16 H16B . . 109.5 ? C15 C16 H16C . . 109.5 ? H16A C16 H16C . . 109.5 ? H16B C16 H16C . . 109.5 ? C15 C17 H17A . . 109.5 ? C15 C17 H17B . . 109.5 ? H17A C17 H17B . . 109.5 ? C15 C17 H17C . . 109.5 ? H17A C17 H17C . . 109.5 ? H17B C17 H17C . . 109.5 ? C15 C18 H18A . . 109.5 ? C15 C18 H18B . . 109.5 ? H18A C18 H18B . . 109.5 ? C15 C18 H18C . . 109.5 ? H18A C18 H18C . . 109.5 ? H18B C18 H18C . . 109.5 ? O7 C19 O8 . . 127.6(2) ? O7 C19 N8 . . 124.2(2) ? O8 C19 N8 . . 108.11(17) ? O8 C20 C22 . . 110.0(2) ? O8 C20 C23 . . 108.70(19) ? C22 C20 C23 . . 112.8(2) ? O8 C20 C21 . . 101.5(2) ? C22 C20 C21 . . 112.0(2) ? C23 C20 C21 . . 111.2(2) ? C20 C21 H21A . . 109.5 ? C20 C21 H21B . . 109.5 ? H21A C21 H21B . . 109.5 ? C20 C21 H21C . . 109.5 ? H21A C21 H21C . . 109.5 ? H21B C21 H21C . . 109.5 ? C20 C22 H22A . . 109.5 ? C20 C22 H22B . . 109.5 ? H22A C22 H22B . . 109.5 ? C20 C22 H22C . . 109.5 ? H22A C22 H22C . . 109.5 ? H22B C22 H22C . . 109.5 ? C20 C23 H23A . . 109.5 ? C20 C23 H23B . . 109.5 ? H23A C23 H23B . . 109.5 ? C20 C23 H23C . . 109.5 ? H23A C23 H23C . . 109.5 ? H23B C23 H23C . . 109.5 ? O9 C24 O11 . . 128.4(2) ? O9 C24 N8 . . 124.3(2) ? O11 C24 N8 . . 107.33(17) ? O11 C25 C26 . . 110.04(19) ? O11 C25 C27 . . 109.03(19) ? C26 C25 C27 . . 113.4(2) ? O11 C25 C28 . . 101.29(18) ? C26 C25 C28 . . 110.3(2) ? C27 C25 C28 . . 112.1(2) ? C25 C26 H26A . . 109.5 ? C25 C26 H26B . . 109.5 ? H26A C26 H26B . . 109.5 ? C25 C26 H26C . . 109.5 ? H26A C26 H26C . . 109.5 ? H26B C26 H26C . . 109.5 ? C25 C27 H27A . . 109.5 ? C25 C27 H27B . . 109.5 ? H27A C27 H27B . . 109.5 ? C25 C27 H27C . . 109.5 ? H27A C27 H27C . . 109.5 ? H27B C27 H27C . . 109.5 ? C25 C28 H28A . . 109.5 ? C25 C28 H28B . . 109.5 ? H28A C28 H28B . . 109.5 ? C25 C28 H28C . . 109.5 ? H28A C28 H28C . . 109.5 ? H28B C28 H28C . . 109.5 ? H14A O14 H14B . . 117(5) ? C29 O15 H15O . . 109.5 ? O15 C29 H29A . . 109.5 ? O15 C29 H29B . . 109.5 ? H29A C29 H29B . . 109.5 ? O15 C29 H29C . . 109.5 ? H29A C29 H29C . . 109.5 ? H29B C29 H29C . . 109.5 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O13 P2 O1 C12A . . . . 77.02(16) ? O2 P2 O1 C12A . . . . -159.94(14) ? O3 P2 O1 C12A . . . . -50.11(15) ? O13 P2 O2 C13 . . . . 179.4(2) ? O3 P2 O2 C13 . . . . -55.6(2) ? O1 P2 O2 C13 . . . . 54.1(2) ? O13 P2 O3 C4 . . . . -78.07(16) ? O2 P2 O3 C4 . . . . 159.09(14) ? O1 P2 O3 C4 . . . . 49.09(16) ? P2 O3 C4 C4A . . . . -53.3(2) ? C5A O5 C4A C4 . . . . -174.89(16) ? C5A O5 C4A C12A . . . . 61.5(2) ? O3 C4 C4A O5 . . . . -70.5(2) ? O3 C4 C4A C12A . . . . 52.1(2) ? C4A O5 C5A N6 . . . . 177.32(15) ? C4A O5 C5A C11A . . . . -63.7(2) ? C14 N6 C5A O5 . . . . -107.9(2) ? C6A N6 C5A O5 . . . . 65.7(2) ? C14 N6 C5A C11A . . . . 131.70(19) ? C6A N6 C5A C11A . . . . -54.7(2) ? C8 N7 C6A C10A . . . . 0.9(3) ? C8 N7 C6A N6 . . . . 173.44(18) ? C14 N6 C6A N7 . . . . 28.9(3) ? C5A N6 C6A N7 . . . . -144.36(18) ? C14 N6 C6A C10A . . . . -158.1(2) ? C5A N6 C6A C10A . . . . 28.6(3) ? C6A N7 C8 N9 . . . . 1.9(3) ? C6A N7 C8 N8 . . . . -174.69(17) ? C10 N9 C8 N7 . . . . -1.1(3) ? C10 N9 C8 N8 . . . . 175.53(18) ? C24 N8 C8 N7 . . . . -103.6(2) ? C19 N8 C8 N7 . . . . 55.7(3) ? C24 N8 C8 N9 . . . . 79.5(2) ? C19 N8 C8 N9 . . . . -121.1(2) ? C8 N9 C10 O10 . . . . 178.0(2) ? C8 N9 C10 C10A . . . . -2.3(3) ? C11A N11 C10A C6A . . . . -3.5(3) ? C11A N11 C10A C10 . . . . 175.77(18) ? N7 C6A C10A N11 . . . . 175.01(19) ? N6 C6A C10A N11 . . . . 2.5(3) ? N7 C6A C10A C10 . . . . -4.3(3) ? N6 C6A C10A C10 . . . . -176.77(18) ? O10 C10 C10A N11 . . . . 5.0(3) ? N9 C10 C10A N11 . . . . -174.64(18) ? O10 C10 C10A C6A . . . . -175.7(2) ? N9 C10 C10A C6A . . . . 4.7(3) ? C10A N11 C11A C5A . . . . -23.7(3) ? C10A N11 C11A C12 . . . . -145.40(18) ? O5 C5A C11A N11 . . . . -67.4(2) ? N6 C5A C11A N11 . . . . 50.7(2) ? O5 C5A C11A C12 . . . . 56.0(2) ? N6 C5A C11A C12 . . . . 174.10(16) ? N11 C11A C12 O12 . . . . -50.3(2) ? C5A C11A C12 O12 . . . . -172.83(16) ? N11 C11A C12 C12A . . . . 73.3(2) ? C5A C11A C12 C12A . . . . -49.2(2) ? P2 O1 C12A C12 . . . . 175.96(12) ? P2 O1 C12A C4A . . . . 54.02(19) ? O12 C12 C12A O1 . . . . 51.19(19) ? C11A C12 C12A O1 . . . . -73.9(2) ? O12 C12 C12A C4A . . . . 173.05(15) ? C11A C12 C12A C4A . . . . 48.0(2) ? O5 C4A C12A O1 . . . . 67.9(2) ? C4 C4A C12A O1 . . . . -52.1(2) ? O5 C4A C12A C12 . . . . -52.8(2) ? C4 C4A C12A C12 . . . . -172.90(16) ? C15 O6 C14 O4 . . . . 19.3(4) ? C15 O6 C14 N6 . . . . -162.6(2) ? C6A N6 C14 O4 . . . . -153.2(2) ? C5A N6 C14 O4 . . . . 19.8(3) ? C6A N6 C14 O6 . . . . 28.6(3) ? C5A N6 C14 O6 . . . . -158.35(18) ? C14 O6 C15 C18 . . . . 53.6(3) ? C14 O6 C15 C16 . . . . -71.1(3) ? C14 O6 C15 C17 . . . . 171.2(2) ? C20 O8 C19 O7 . . . . 26.9(3) ? C20 O8 C19 N8 . . . . -154.39(18) ? C24 N8 C19 O7 . . . . 8.5(3) ? C8 N8 C19 O7 . . . . -150.5(2) ? C24 N8 C19 O8 . . . . -170.32(18) ? C8 N8 C19 O8 . . . . 30.8(2) ? C19 O8 C20 C22 . . . . 47.2(3) ? C19 O8 C20 C23 . . . . -76.6(3) ? C19 O8 C20 C21 . . . . 166.0(2) ? C25 O11 C24 O9 . . . . 6.4(3) ? C25 O11 C24 N8 . . . . -173.45(17) ? C19 N8 C24 O9 . . . . 26.3(3) ? C8 N8 C24 O9 . . . . -175.6(2) ? C19 N8 C24 O11 . . . . -153.78(18) ? C8 N8 C24 O11 . . . . 4.4(2) ? C24 O11 C25 C26 . . . . -61.7(3) ? C24 O11 C25 C27 . . . . 63.3(3) ? C24 O11 C25 C28 . . . . -178.3(2) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N9 H9N O14 . 0.88 1.84 2.718(3) 179 yes O12 H12O O7 4_656 0.84 2.40 3.090(2) 139 yes O12 H12O O9 4_656 0.84 2.32 2.997(2) 138 yes O14 H14A O15 . 0.84(3) 1.97(3) 2.792(4) 167(4) yes O14 H14B O13 2_665 0.83(4) 1.97(4) 2.780(3) 165(4) yes O15 H15O O10 . 0.84 1.96 2.775(3) 162 yes C4 H4B O4 3_566 0.99 2.31 3.142(3) 141 yes C5A H5A O13 3_466 1.00 2.34 3.307(3) 162 yes C12A H12A O4 3_566 1.00 2.38 3.200(2) 138 yes C16 H16B O7 4_556 0.98 2.44 3.230(4) 137 yes C18 H18B O10 1_455 0.98 2.38 3.339(4) 166 yes _iucr_refine_instructions_details ; TITL kaes in P212121 RElabelled IUPAC CELL 1.54184 10.643505 15.950797 21.176407 90 90 90 ZERR 4 0.000378 0.001296 0.000827 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,-Z SYMM -X,0.5+Y,0.5-Z SFAC C H N O P UNIT 108 184 20 60 4 TEMP -153 L.S. 6 PLAN 20 BOND $H fmap 2 acta HTAB conf OMIT -2 140 REM D:/Xray/irl/kaes/struct/olex2_kaes/kaes.hkl OMIT -2 140 OMIT 0 1 6 omit 3 3 0 omit 0 5 6 omit 0 0 4 omit 1 0 3 omit 0 2 3 DFIX 0.84 O14 H14A O14 H14B WGHT 0.052400 0.416000 FVAR 3.93168 P2 5 0.804464 0.588352 0.544604 11.00000 0.02728 0.02335 = 0.02273 -0.00044 0.00057 0.00248 O1 4 0.787336 0.680968 0.570258 11.00000 0.02396 0.02493 = 0.02426 -0.00161 -0.00247 0.00336 O2 4 0.847988 0.536703 0.602813 11.00000 0.04295 0.03028 = 0.02883 0.00108 -0.00411 0.00909 O3 4 0.666697 0.556977 0.531118 11.00000 0.03051 0.02345 = 0.02706 0.00031 0.00283 -0.00252 O4 4 0.226968 0.795114 0.615224 11.00000 0.02090 0.04943 = 0.01867 0.00429 -0.00308 0.00338 O5 4 0.508821 0.693039 0.579719 11.00000 0.02136 0.02669 = 0.01773 0.00182 0.00283 -0.00321 O6 4 0.245872 0.794628 0.722084 11.00000 0.01729 0.03690 = 0.01953 0.00235 0.00199 0.00434 O7 4 0.218933 0.464338 0.798947 11.00000 0.03180 0.04129 = 0.02881 -0.00099 0.00270 -0.01554 O8 4 0.377975 0.485891 0.729950 11.00000 0.03235 0.03343 = 0.01968 -0.00315 0.00174 -0.00605 O9 4 0.295769 0.520865 0.917404 11.00000 0.04014 0.02983 = 0.02221 0.00429 0.00658 -0.00659 O10 4 0.772953 0.673745 0.777037 11.00000 0.01796 0.03548 = 0.02328 0.00481 -0.00104 -0.00131 O11 4 0.387130 0.647825 0.898499 11.00000 0.03122 0.03003 = 0.01467 -0.00103 0.00383 -0.00605 O12 4 0.819089 0.849351 0.585182 11.00000 0.02064 0.02573 = 0.02522 -0.00300 0.00390 -0.00360 AFIX 147 H12O 2 0.814026 0.897779 0.600556 11.00000 -1.50000 AFIX 0 O13 4 0.891925 0.579696 0.491605 11.00000 0.03197 0.02924 = 0.03260 -0.00193 0.00459 0.00292 N6 3 0.411535 0.760186 0.663170 11.00000 0.01632 0.03081 = 0.01752 0.00439 0.00148 0.00199 N7 3 0.395919 0.662944 0.746679 11.00000 0.01715 0.02644 = 0.01635 0.00118 0.00284 -0.00123 N8 3 0.382131 0.555165 0.820934 11.00000 0.02257 0.02319 = 0.01864 0.00284 0.00252 -0.00416 N9 3 0.578661 0.618007 0.798523 11.00000 0.01873 0.02731 = 0.01839 0.00480 0.00055 0.00050 AFIX 43 H9N 2 0.610053 0.584652 0.827621 11.00000 -1.20000 AFIX 0 N11 3 0.669289 0.769239 0.678396 11.00000 0.01799 0.03310 = 0.01713 0.00419 0.00063 -0.00260 AFIX 43 H11N 2 0.750862 0.773097 0.684518 11.00000 -1.20000 AFIX 0 C4 1 0.585046 0.612091 0.494461 11.00000 0.02579 0.03001 = 0.01846 -0.00014 0.00025 -0.00345 AFIX 23 H4A 2 0.499465 0.587851 0.493027 11.00000 -1.20000 H4B 2 0.616834 0.615537 0.450602 11.00000 -1.20000 AFIX 0 C4A 1 0.578485 0.699373 0.522193 11.00000 0.02061 0.03022 = 0.01530 0.00171 0.00074 -0.00087 AFIX 13 H4AA 2 0.531095 0.736230 0.492328 11.00000 -1.20000 AFIX 0 C5A 1 0.486960 0.773180 0.607536 11.00000 0.01962 0.02588 = 0.01694 0.00252 0.00305 0.00147 AFIX 13 H5A 2 0.440898 0.809921 0.577072 11.00000 -1.20000 AFIX 0 C6A 1 0.469094 0.715403 0.712014 11.00000 0.01803 0.02706 = 0.01481 -0.00192 0.00158 -0.00039 C8 1 0.453100 0.616504 0.787137 11.00000 0.01764 0.02524 = 0.01543 0.00046 0.00227 -0.00180 C10 1 0.658549 0.670690 0.765510 11.00000 0.01669 0.02620 = 0.01747 -0.00078 0.00100 0.00107 C10A 1 0.598329 0.720276 0.717316 11.00000 0.01869 0.02565 = 0.01567 -0.00093 0.00110 -0.00105 C11A 1 0.610916 0.815057 0.626887 11.00000 0.01964 0.02344 = 0.01655 0.00124 0.00334 -0.00149 AFIX 13 H11A 2 0.592188 0.873253 0.641713 11.00000 -1.20000 AFIX 0 C12 1 0.697430 0.820627 0.568876 11.00000 0.01833 0.02143 = 0.01780 0.00272 0.00232 -0.00191 AFIX 13 H12 2 0.659964 0.862519 0.539217 11.00000 -1.20000 AFIX 0 C12A 1 0.708486 0.737895 0.533548 11.00000 0.02181 0.02537 = 0.01654 0.00259 0.00350 -0.00195 AFIX 13 H12A 2 0.749566 0.748388 0.491820 11.00000 -1.20000 AFIX 0 C13 1 0.775145 0.537387 0.660601 11.00000 0.08549 0.04636 = 0.03026 0.00512 0.00683 0.02312 AFIX 137 H13A 2 0.707479 0.578784 0.657039 11.00000 -1.50000 H13B 2 0.829771 0.552142 0.696158 11.00000 -1.50000 H13C 2 0.738910 0.481697 0.667699 11.00000 -1.50000 AFIX 0 C14 1 0.285480 0.784209 0.663237 11.00000 0.01508 0.02909 = 0.02146 0.00383 0.00247 0.00029 C15 1 0.109927 0.796366 0.736165 11.00000 0.01713 0.05940 = 0.02673 0.00368 0.00722 0.00707 C16 1 0.053961 0.876770 0.711259 11.00000 0.04453 0.08454 = 0.03584 0.00457 0.00595 0.03713 AFIX 137 H16A 2 0.105011 0.924370 0.725323 11.00000 -1.50000 H16B 2 -0.031915 0.883002 0.727279 11.00000 -1.50000 H16C 2 0.052446 0.875147 0.665003 11.00000 -1.50000 AFIX 0 C17 1 0.109612 0.794933 0.807942 11.00000 0.03509 0.07295 = 0.02774 0.00628 0.01296 0.01207 AFIX 137 H17A 2 0.153613 0.744724 0.822850 11.00000 -1.50000 H17B 2 0.022739 0.794115 0.823264 11.00000 -1.50000 H17C 2 0.152282 0.845038 0.823984 11.00000 -1.50000 AFIX 0 C18 1 0.048419 0.719048 0.709686 11.00000 0.03164 0.08326 = 0.05080 -0.00249 0.01239 -0.02122 AFIX 137 H18A 2 0.046535 0.722611 0.663495 11.00000 -1.50000 H18B 2 -0.037627 0.714789 0.725841 11.00000 -1.50000 H18C 2 0.096288 0.669387 0.722474 11.00000 -1.50000 AFIX 0 C19 1 0.314723 0.497191 0.783268 11.00000 0.02765 0.02634 = 0.01928 0.00378 -0.00125 -0.00348 C20 1 0.314843 0.459033 0.670327 11.00000 0.05065 0.03060 = 0.01779 -0.00124 -0.00322 -0.00997 C21 1 0.416585 0.476938 0.621554 11.00000 0.08171 0.04896 = 0.02447 -0.00562 0.01353 -0.02801 AFIX 137 H21A 2 0.435902 0.537009 0.621491 11.00000 -1.50000 H21B 2 0.386813 0.460177 0.579621 11.00000 -1.50000 H21C 2 0.492485 0.445144 0.632175 11.00000 -1.50000 AFIX 0 C22 1 0.198692 0.511060 0.659351 11.00000 0.06168 0.04600 = 0.03496 0.00220 -0.02026 0.00028 AFIX 137 H22A 2 0.134949 0.496630 0.690927 11.00000 -1.50000 H22B 2 0.165725 0.499729 0.616992 11.00000 -1.50000 H22C 2 0.219870 0.570656 0.662995 11.00000 -1.50000 AFIX 0 C23 1 0.286854 0.365921 0.674444 11.00000 0.05727 0.03195 = 0.02552 -0.00098 0.00053 -0.01121 AFIX 137 H23A 2 0.364848 0.335211 0.682804 11.00000 -1.50000 H23B 2 0.250628 0.346729 0.634430 11.00000 -1.50000 H23C 2 0.227008 0.355683 0.708757 11.00000 -1.50000 AFIX 0 C24 1 0.348758 0.570376 0.884213 11.00000 0.02112 0.02808 = 0.01903 0.00188 0.00072 -0.00038 C25 1 0.379264 0.681661 0.963818 11.00000 0.03610 0.03789 = 0.01622 -0.00553 0.00296 -0.00126 C26 1 0.243916 0.684437 0.985171 11.00000 0.03911 0.05323 = 0.03043 -0.00824 0.01048 -0.00110 AFIX 137 H26A 2 0.191832 0.708376 0.951537 11.00000 -1.50000 H26B 2 0.237051 0.719257 1.023143 11.00000 -1.50000 H26C 2 0.215053 0.627479 0.994686 11.00000 -1.50000 AFIX 0 C27 1 0.463072 0.629831 1.006735 11.00000 0.05491 0.05205 = 0.02401 -0.00120 -0.00646 0.00324 AFIX 137 H27A 2 0.429966 0.572631 1.009643 11.00000 -1.50000 H27B 2 0.464964 0.655120 1.048900 11.00000 -1.50000 H27C 2 0.548382 0.628287 0.989363 11.00000 -1.50000 AFIX 0 C28 1 0.429352 0.770061 0.954472 11.00000 0.05042 0.04072 = 0.03180 -0.00975 0.00146 -0.00840 AFIX 137 H28A 2 0.513858 0.767420 0.936204 11.00000 -1.50000 H28B 2 0.432879 0.798864 0.995310 11.00000 -1.50000 H28C 2 0.373605 0.800878 0.925876 11.00000 -1.50000 AFIX 0 REM water molecule O14 4 0.679599 0.516337 0.888137 11.00000 0.04167 0.07495 = 0.05760 0.04219 -0.01282 -0.00654 H14A 2 0.741564 0.546724 0.894594 11.00000 -1.50000 H14B 2 0.663792 0.480447 0.915309 11.00000 -1.50000 REM Methanol solvent O15 4 0.883646 0.626342 0.890184 11.00000 0.06188 0.11592 = 0.05948 0.02779 -0.01903 -0.00511 AFIX 147 H15O 2 0.857452 0.650688 0.857567 11.00000 -1.50000 AFIX 0 C29 1 0.984507 0.582613 0.876343 11.00000 0.13063 0.04945 = 0.10394 0.01904 0.04194 0.01097 AFIX 137 H29A 2 1.013011 0.552332 0.913975 11.00000 -1.50000 H29B 2 1.051094 0.620481 0.861920 11.00000 -1.50000 H29C 2 0.964678 0.542397 0.842807 11.00000 -1.50000 HKLF 4 REM kaes in P212121 RElabelled IUPAC REM R1 = 0.0376 for 6210 Fo > 4sig(Fo) and 0.0430 for all 6796 data REM 452 parameters refined using 2 restraints END WGHT 0.0523 0.4309 REM Highest difference peak 0.405, deepest hole -0.484, 1-sigma level 0.045 Q1 1 0.9121 0.5718 0.8526 11.00000 0.05 0.41 Q2 1 0.1854 0.6433 0.9744 11.00000 0.05 0.21 Q3 1 0.7506 0.7378 0.6680 11.00000 0.05 0.19 Q4 1 0.6566 0.8119 0.6011 11.00000 0.05 0.19 Q5 1 0.6438 0.7151 0.6802 11.00000 0.05 0.17 Q6 1 0.8497 0.5764 0.5099 11.00000 0.05 0.16 Q7 1 0.6419 0.7085 0.5391 11.00000 0.05 0.16 Q8 1 0.8054 0.6114 0.6761 11.00000 0.05 0.16 Q9 1 0.5463 0.6809 0.6087 11.00000 0.05 0.15 Q10 1 0.7917 0.6360 0.7764 11.00000 0.05 0.15 Q11 1 0.6205 0.6928 0.7421 11.00000 0.05 0.15 Q12 1 0.9532 0.5636 0.5009 11.00000 0.05 0.14 Q13 1 0.4341 0.7241 0.6773 11.00000 0.05 0.14 Q14 1 0.8577 0.7342 0.6590 11.00000 0.05 0.14 Q15 1 0.2195 0.8729 0.6058 11.00000 0.05 0.14 Q16 1 0.8285 0.5006 0.6909 11.00000 0.05 0.14 Q17 1 0.6631 0.4979 0.8457 11.00000 0.05 0.14 Q18 1 0.6447 0.5180 0.5155 11.00000 0.05 0.14 Q19 1 0.0794 0.8333 0.7236 11.00000 0.05 0.13 Q20 1 0.5749 0.6851 0.6967 11.00000 0.05 0.13 ;