#------------------------------------------------------------------------------ #$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/23/45/2234571.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2234571 loop_ _publ_author_name 'Anh, Le Tuan' 'Hieu, Truong Hong' 'Soldatenkov, Anatoly T.' 'Soldatova, Svetlana A.' 'Khrustalev, Victor N.' _publ_section_title ; Dimethyl 2-[23-oxo-22,24-diphenyl-8,11,14-trioxa-25-azatetracyclo[19.3.1.0^2,7^.0^15,20^]pentacosa-2,4,6,15(20),16,18-hexaen-25-yl]but-2-enedioate ; _journal_coeditor_code CV5280 _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1386 _journal_page_last o1387 _journal_volume 68 _journal_year 2012 _chemical_formula_iupac 'C39 H37 N O8' _chemical_formula_moiety 'C39 H37 N O8' _chemical_formula_sum 'C39 H37 N O8' _chemical_formula_weight 647.70 _chemical_name_systematic ; Dimethyl 2-[23-oxo-22,24-diphenyl-8,11,14-trioxa-25- azatetracyclo[19.3.1.0^2,7^.0^15,20^]pentacosa-2,4,6,15(20),16,18- hexaen-25-yl]but-2-enedioate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 114.3060(10) _cell_angle_beta 91.2110(10) _cell_angle_gamma 91.9840(10) _cell_formula_units_Z 2 _cell_length_a 10.9914(6) _cell_length_b 11.7868(6) _cell_length_c 13.7725(7) _cell_measurement_reflns_used 8458 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 32.55 _cell_measurement_theta_min 2.42 _cell_volume 1623.92(15) _computing_cell_refinement 'SAINT-Plus (Bruker, 2001)' _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_data_reduction 'SAINT-Plus (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEXII CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 19532 _diffrn_reflns_theta_full 29.00 _diffrn_reflns_theta_max 29.00 _diffrn_reflns_theta_min 1.62 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_T_max 0.982 _exptl_absorpt_correction_T_min 0.975 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 684 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.376 _refine_diff_density_min -0.288 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 435 _refine_ls_number_reflns 8601 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.002 _refine_ls_R_factor_all 0.0532 _refine_ls_R_factor_gt 0.0416 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.049P)^2^+0.6P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0999 _refine_ls_wR_factor_ref 0.1075 _reflns_number_gt 7062 _reflns_number_total 8601 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL I in P-1 CELL 0.71073 10.9914 11.7868 13.7725 114.306 91.211 91.984 ZERR 2.00 0.0006 0.0006 0.0007 0.001 0.001 0.001 LATT 1 SFAC C H N O UNIT 78 74 2 16 TEMP -173.0 SIZE 0.20 0.22 0.28 L.S. 12 BOND $H ACTA CONF WGHT 0.049000 0.600000 FVAR 0.20268 O1 4 0.815236 1.054787 0.571803 11.00000 0.05047 0.01988 = 0.01536 0.00393 -0.00831 0.00537 O2 4 0.756926 0.749872 -0.105971 11.00000 0.03404 0.02433 = 0.01947 0.01240 -0.00081 -0.00453 O3 4 0.725018 0.573436 -0.083060 11.00000 0.02537 0.01622 = 0.01434 0.00443 -0.00103 -0.00190 O4 4 0.515986 0.711612 0.196784 11.00000 0.02464 0.03824 = 0.01984 0.01397 -0.00149 -0.01194 O5 4 0.528502 0.701598 0.031100 11.00000 0.01586 0.02605 = 0.01737 0.01045 -0.00272 -0.00249 C1 1 0.770063 0.780109 0.320294 11.00000 0.01602 0.01340 = 0.01440 0.00686 -0.00045 -0.00039 AFIX 13 H1 2 0.690033 0.760414 0.344437 11.00000 -1.20000 AFIX 0 C2 1 0.830080 0.658179 0.260606 11.00000 0.01752 0.01476 = 0.01387 0.00584 -0.00217 0.00066 C3 1 0.775943 0.548830 0.258384 11.00000 0.02046 0.01678 = 0.01936 0.00756 -0.00179 -0.00108 AFIX 43 H3 2 0.700187 0.552115 0.291173 11.00000 -1.20000 AFIX 0 C4 1 0.829518 0.434462 0.209463 11.00000 0.02839 0.01448 = 0.02889 0.00920 -0.00228 -0.00063 AFIX 43 H4 2 0.791682 0.361130 0.210185 11.00000 -1.20000 AFIX 0 C5 1 0.938522 0.429268 0.159869 11.00000 0.03140 0.01624 = 0.03092 0.00747 0.00276 0.00652 AFIX 43 H5 2 0.975101 0.351522 0.125301 11.00000 -1.20000 AFIX 0 C6 1 0.995277 0.536924 0.160075 11.00000 0.02233 0.02142 = 0.02536 0.00947 0.00403 0.00511 AFIX 43 H6 2 1.069773 0.532430 0.125211 11.00000 -1.20000 AFIX 0 C7 1 0.942390 0.651068 0.211564 11.00000 0.01926 0.01558 = 0.01813 0.00777 -0.00116 0.00011 O8 4 0.994080 0.761502 0.218937 11.00000 0.01758 0.01740 = 0.02260 0.00912 0.00434 0.00048 C9 1 1.105507 0.760497 0.166787 11.00000 0.01765 0.02648 = 0.02616 0.01366 0.00536 0.00312 AFIX 23 H9A 2 1.096383 0.703699 0.090214 11.00000 -1.20000 H9B 2 1.172122 0.732013 0.199543 11.00000 -1.20000 AFIX 0 C10 1 1.133201 0.891930 0.180095 11.00000 0.01779 0.02754 = 0.02272 0.01248 -0.00075 -0.00396 AFIX 23 H10A 2 1.133240 0.949462 0.256520 11.00000 -1.20000 H10B 2 1.214732 0.898604 0.153158 11.00000 -1.20000 AFIX 0 O11 4 1.042693 0.924603 0.121875 11.00000 0.02224 0.01623 = 0.01815 0.00623 -0.00008 -0.00154 C12 1 1.029250 1.055453 0.160914 11.00000 0.02597 0.01577 = 0.02555 0.00651 0.00627 -0.00352 AFIX 23 H12A 2 1.092017 1.093053 0.131190 11.00000 -1.20000 H12B 2 1.039955 1.094255 0.239592 11.00000 -1.20000 AFIX 0 C13 1 0.904503 1.078483 0.128419 11.00000 0.02946 0.01943 = 0.02575 0.01387 0.00928 0.00156 AFIX 23 H13A 2 0.898094 1.167553 0.142928 11.00000 -1.20000 H13B 2 0.887501 1.027854 0.051352 11.00000 -1.20000 AFIX 0 O14 4 0.820562 1.043530 0.190037 11.00000 0.02061 0.02045 = 0.01809 0.01104 0.00208 -0.00102 C15 1 0.698844 1.056390 0.178624 11.00000 0.02264 0.01212 = 0.01481 0.00386 -0.00109 0.00084 C16 1 0.649163 1.109292 0.114217 11.00000 0.03223 0.01661 = 0.01811 0.00865 -0.00129 0.00000 AFIX 43 H16 2 0.700399 1.135828 0.072095 11.00000 -1.20000 AFIX 0 C17 1 0.524046 1.123236 0.111677 11.00000 0.03501 0.01900 = 0.02260 0.00992 -0.00584 0.00401 AFIX 43 H17 2 0.490317 1.160395 0.068345 11.00000 -1.20000 AFIX 0 C18 1 0.448329 1.083511 0.171640 11.00000 0.02400 0.02075 = 0.02514 0.00821 -0.00505 0.00428 AFIX 43 H18 2 0.363087 1.093947 0.170237 11.00000 -1.20000 AFIX 0 C19 1 0.498535 1.028075 0.234042 11.00000 0.02207 0.01622 = 0.01828 0.00553 -0.00095 0.00130 AFIX 43 H19 2 0.446406 0.999570 0.274324 11.00000 -1.20000 AFIX 0 C20 1 0.623237 1.013430 0.238811 11.00000 0.02131 0.01120 = 0.01279 0.00391 -0.00222 0.00079 C21 1 0.674575 0.957953 0.311556 11.00000 0.01608 0.01382 = 0.01266 0.00561 -0.00036 0.00000 AFIX 13 H21 2 0.605090 0.931595 0.344503 11.00000 -1.20000 AFIX 0 C22 1 0.758990 1.054109 0.402731 11.00000 0.01739 0.01356 = 0.01313 0.00535 -0.00064 -0.00067 AFIX 13 H22 2 0.831846 1.071847 0.368044 11.00000 -1.20000 AFIX 0 C23 1 0.805264 0.996548 0.475901 11.00000 0.01979 0.01554 = 0.01634 0.00662 -0.00288 -0.00181 C24 1 0.849060 0.864182 0.421716 11.00000 0.01633 0.01560 = 0.01441 0.00708 -0.00094 -0.00019 AFIX 13 H24 2 0.933309 0.870879 0.397940 11.00000 -1.20000 AFIX 0 N25 3 0.745887 0.848332 0.253945 11.00000 0.01761 0.01218 = 0.01201 0.00440 -0.00163 0.00082 C26 1 0.698525 1.176312 0.457926 11.00000 0.01722 0.01353 = 0.01334 0.00372 -0.00247 -0.00080 C27 1 0.724147 1.272318 0.426116 11.00000 0.02105 0.01683 = 0.01607 0.00639 0.00196 -0.00025 AFIX 43 H27 2 0.782092 1.260862 0.373045 11.00000 -1.20000 AFIX 0 C28 1 0.666609 1.384344 0.470507 11.00000 0.02927 0.01677 = 0.02083 0.00809 -0.00159 0.00090 AFIX 43 H28 2 0.685388 1.448866 0.448027 11.00000 -1.20000 AFIX 0 C29 1 0.581744 1.401715 0.547668 11.00000 0.02559 0.01975 = 0.01895 0.00347 -0.00140 0.00673 AFIX 43 H29 2 0.542306 1.478301 0.578554 11.00000 -1.20000 AFIX 0 C30 1 0.554642 1.306949 0.579591 11.00000 0.01823 0.02602 = 0.01680 0.00470 0.00104 0.00111 AFIX 43 H30 2 0.496026 1.318570 0.632175 11.00000 -1.20000 AFIX 0 C31 1 0.612530 1.194942 0.535300 11.00000 0.02168 0.01951 = 0.01586 0.00737 0.00011 -0.00227 AFIX 43 H31 2 0.593335 1.130632 0.557934 11.00000 -1.20000 AFIX 0 C32 1 0.857230 0.798860 0.495786 11.00000 0.02026 0.01396 = 0.01391 0.00550 -0.00296 -0.00142 C33 1 0.757223 0.790951 0.554150 11.00000 0.02192 0.01952 = 0.01788 0.00639 0.00047 0.00002 AFIX 43 H33 2 0.686128 0.833847 0.552563 11.00000 -1.20000 AFIX 0 C34 1 0.760489 0.721170 0.614429 11.00000 0.03347 0.02406 = 0.01932 0.00930 0.00141 -0.00709 AFIX 43 H34 2 0.692151 0.716950 0.654111 11.00000 -1.20000 AFIX 0 C35 1 0.863779 0.657633 0.616569 11.00000 0.04053 0.02041 = 0.02547 0.01434 -0.00865 -0.00777 AFIX 43 H35 2 0.866064 0.609360 0.657314 11.00000 -1.20000 AFIX 0 C36 1 0.963260 0.664727 0.559332 11.00000 0.02901 0.01807 = 0.02938 0.01032 -0.01030 -0.00098 AFIX 43 H36 2 1.033877 0.621100 0.560744 11.00000 -1.20000 AFIX 0 C37 1 0.960601 0.735417 0.499623 11.00000 0.01967 0.01717 = 0.02038 0.00653 -0.00313 -0.00026 AFIX 43 H37 2 1.029806 0.740468 0.461169 11.00000 -1.20000 AFIX 0 C38 1 0.703789 0.775560 0.146315 11.00000 0.01733 0.01212 = 0.01433 0.00598 -0.00200 -0.00048 C39 1 0.779883 0.759554 0.068064 11.00000 0.01701 0.01351 = 0.01643 0.00665 -0.00139 -0.00031 AFIX 43 H39 2 0.861038 0.792449 0.089071 11.00000 -1.20000 AFIX 0 C40 1 0.751360 0.695767 -0.048508 11.00000 0.01400 0.01802 = 0.01631 0.00636 0.00199 0.00011 C41 1 0.686231 0.511642 -0.194713 11.00000 0.03066 0.02298 = 0.01483 0.00305 -0.00365 -0.00475 AFIX 137 H41A 2 0.657733 0.425782 -0.211076 11.00000 -1.50000 H41B 2 0.754938 0.510955 -0.239127 11.00000 -1.50000 H41C 2 0.619828 0.556457 -0.209341 11.00000 -1.50000 AFIX 0 C42 1 0.573970 0.725873 0.128845 11.00000 0.01888 0.01395 = 0.01656 0.00614 -0.00092 -0.00032 C43 1 0.405507 0.648557 0.007279 11.00000 0.01852 0.03280 = 0.02591 0.01267 -0.00594 -0.00561 AFIX 137 H43A 2 0.382095 0.631778 -0.066601 11.00000 -1.50000 H43B 2 0.350075 0.707323 0.055566 11.00000 -1.50000 H43C 2 0.400774 0.570529 0.016685 11.00000 -1.50000 HKLF 4 REM I in P-1 REM R1 = 0.0416 for 7062 Fo > 4sig(Fo) and 0.0532 for all 8601 data REM 435 parameters refined using 0 restraints END WGHT 0.0491 0.4933 REM Highest difference peak 0.376, deepest hole -0.288, 1-sigma level 0.052 Q1 1 0.7990 0.7196 0.2903 11.00000 0.05 0.38 Q2 1 0.7270 1.1124 0.4311 11.00000 0.05 0.35 Q3 1 0.7598 0.7249 0.0133 11.00000 0.05 0.35 Q4 1 0.8092 0.8254 0.3712 11.00000 0.05 0.35 Q5 1 0.8546 0.8356 0.4593 11.00000 0.05 0.34 Q6 1 0.7815 1.0309 0.4444 11.00000 0.05 0.34 Q7 1 0.7192 1.0103 0.3639 11.00000 0.05 0.33 Q8 1 0.6518 0.9929 0.2796 11.00000 0.05 0.33 Q9 1 0.6392 0.7572 0.1357 11.00000 0.05 0.32 Q10 1 0.7574 0.8174 0.2878 11.00000 0.05 0.32 Q11 1 0.8198 0.9235 0.4459 11.00000 0.05 0.32 Q12 1 0.9616 0.5931 0.1845 11.00000 0.05 0.31 Q13 1 0.7142 0.9041 0.2784 11.00000 0.05 0.30 Q14 1 0.8838 0.6579 0.2360 11.00000 0.05 0.29 Q15 1 0.6639 1.0465 0.2155 11.00000 0.05 0.28 Q16 1 0.6452 1.3963 0.5268 11.00000 0.05 0.27 Q17 1 0.7256 0.7944 0.1021 11.00000 0.05 0.27 Q18 1 0.6760 1.0587 0.1284 11.00000 0.05 0.27 Q19 1 0.5581 1.3376 0.5449 11.00000 0.05 0.27 Q20 1 0.6328 1.1770 0.4788 11.00000 0.05 0.27 ; _[local]_cod_data_source_file cv5280.cif _[local]_cod_data_source_block I _cod_original_cell_volume 1623.91(15) _cod_database_code 2234571 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 O O1 0.81524(10) 1.05479(9) 0.57180(7) 0.0297(2) Uani d . 1 1 O O2 0.75693(9) 0.74987(9) -0.10597(7) 0.0250(2) Uani d . 1 1 O O3 0.72502(8) 0.57344(8) -0.08306(7) 0.01937(18) Uani d . 1 1 O O4 0.51599(9) 0.71161(10) 0.19678(7) 0.0273(2) Uani d . 1 1 O O5 0.52850(8) 0.70160(8) 0.03110(7) 0.01941(18) Uani d . 1 1 C C1 0.77006(10) 0.78011(10) 0.32029(9) 0.0143(2) Uani d . 1 1 H H1 0.6900 0.7604 0.3444 0.017 Uiso calc R 1 1 C C2 0.83008(11) 0.65818(11) 0.26061(9) 0.0155(2) Uani d . 1 1 C C3 0.77594(11) 0.54883(11) 0.25838(10) 0.0189(2) Uani d . 1 1 H H3 0.7002 0.5521 0.2912 0.023 Uiso calc R 1 1 C C4 0.82952(12) 0.43446(12) 0.20946(11) 0.0239(3) Uani d . 1 1 H H4 0.7917 0.3611 0.2102 0.029 Uiso calc R 1 1 C C5 0.93852(13) 0.42927(12) 0.15987(11) 0.0268(3) Uani d . 1 1 H H5 0.9751 0.3515 0.1253 0.032 Uiso calc R 1 1 C C6 0.99528(12) 0.53692(12) 0.16008(11) 0.0229(3) Uani d . 1 1 H H6 1.0698 0.5324 0.1252 0.028 Uiso calc R 1 1 C C7 0.94239(11) 0.65107(11) 0.21156(9) 0.0174(2) Uani d . 1 1 O O8 0.99408(8) 0.76150(8) 0.21894(7) 0.01886(18) Uani d . 1 1 C C9 1.10551(11) 0.76050(12) 0.16679(11) 0.0224(3) Uani d . 1 1 H H9A 1.0964 0.7037 0.0902 0.027 Uiso calc R 1 1 H H9B 1.1721 0.7320 0.1995 0.027 Uiso calc R 1 1 C C10 1.13320(11) 0.89193(12) 0.18009(10) 0.0221(3) Uani d . 1 1 H H10A 1.1332 0.9495 0.2565 0.027 Uiso calc R 1 1 H H10B 1.2147 0.8986 0.1532 0.027 Uiso calc R 1 1 O O11 1.04269(8) 0.92460(8) 0.12188(7) 0.01924(18) Uani d . 1 1 C C12 1.02925(12) 1.05545(12) 0.16091(11) 0.0231(3) Uani d . 1 1 H H12A 1.0920 1.0931 0.1312 0.028 Uiso calc R 1 1 H H12B 1.0400 1.0943 0.2396 0.028 Uiso calc R 1 1 C C13 0.90450(12) 1.07848(12) 0.12842(11) 0.0232(3) Uani d . 1 1 H H13A 0.8981 1.1676 0.1429 0.028 Uiso calc R 1 1 H H13B 0.8875 1.0279 0.0514 0.028 Uiso calc R 1 1 O O14 0.82056(8) 1.04353(8) 0.19004(7) 0.01873(18) Uani d . 1 1 C C15 0.69884(11) 1.05639(11) 0.17862(9) 0.0171(2) Uani d . 1 1 C C16 0.64916(13) 1.10929(11) 0.11422(10) 0.0219(3) Uani d . 1 1 H H16 0.7004 1.1358 0.0721 0.026 Uiso calc R 1 1 C C17 0.52405(13) 1.12324(12) 0.11168(11) 0.0251(3) Uani d . 1 1 H H17 0.4903 1.1604 0.0683 0.030 Uiso calc R 1 1 C C18 0.44833(12) 1.08351(12) 0.17164(11) 0.0237(3) Uani d . 1 1 H H18 0.3631 1.0939 0.1702 0.028 Uiso calc R 1 1 C C19 0.49853(11) 1.02807(11) 0.23404(10) 0.0194(2) Uani d . 1 1 H H19 0.4464 0.9996 0.2743 0.023 Uiso calc R 1 1 C C20 0.62324(11) 1.01343(10) 0.23881(9) 0.0155(2) Uani d . 1 1 C C21 0.67458(10) 0.95795(10) 0.31156(9) 0.0142(2) Uani d . 1 1 H H21 0.6051 0.9316 0.3445 0.017 Uiso calc R 1 1 C C22 0.75899(11) 1.05411(10) 0.40273(9) 0.0148(2) Uani d . 1 1 H H22 0.8318 1.0718 0.3680 0.018 Uiso calc R 1 1 C C23 0.80526(11) 0.99655(11) 0.47590(9) 0.0173(2) Uani d . 1 1 C C24 0.84906(10) 0.86418(11) 0.42172(9) 0.0152(2) Uani d . 1 1 H H24 0.9333 0.8709 0.3979 0.018 Uiso calc R 1 1 N N25 0.74589(9) 0.84833(9) 0.25395(7) 0.01416(19) Uani d . 1 1 C C26 0.69852(10) 1.17631(10) 0.45793(9) 0.0154(2) Uani d . 1 1 C C27 0.72415(11) 1.27232(11) 0.42612(9) 0.0181(2) Uani d . 1 1 H H27 0.7821 1.2609 0.3730 0.022 Uiso calc R 1 1 C C28 0.66661(12) 1.38434(12) 0.47051(10) 0.0222(3) Uani d . 1 1 H H28 0.6854 1.4489 0.4480 0.027 Uiso calc R 1 1 C C29 0.58174(12) 1.40171(12) 0.54767(10) 0.0228(3) Uani d . 1 1 H H29 0.5423 1.4783 0.5786 0.027 Uiso calc R 1 1 C C30 0.55464(11) 1.30695(12) 0.57959(10) 0.0217(3) Uani d . 1 1 H H30 0.4960 1.3186 0.6322 0.026 Uiso calc R 1 1 C C31 0.61253(11) 1.19494(12) 0.53530(9) 0.0191(2) Uani d . 1 1 H H31 0.5933 1.1306 0.5579 0.023 Uiso calc R 1 1 C C32 0.85723(11) 0.79886(11) 0.49579(9) 0.0162(2) Uani d . 1 1 C C33 0.75722(12) 0.79095(12) 0.55415(10) 0.0202(2) Uani d . 1 1 H H33 0.6861 0.8338 0.5526 0.024 Uiso calc R 1 1 C C34 0.76049(13) 0.72117(13) 0.61443(10) 0.0257(3) Uani d . 1 1 H H34 0.6922 0.7170 0.6541 0.031 Uiso calc R 1 1 C C35 0.86378(14) 0.65763(13) 0.61657(11) 0.0276(3) Uani d . 1 1 H H35 0.8661 0.6094 0.6573 0.033 Uiso calc R 1 1 C C36 0.96326(13) 0.66473(12) 0.55933(11) 0.0255(3) Uani d . 1 1 H H36 1.0339 0.6211 0.5607 0.031 Uiso calc R 1 1 C C37 0.96060(11) 0.73542(11) 0.49962(10) 0.0196(2) Uani d . 1 1 H H37 1.0298 0.7405 0.4612 0.023 Uiso calc R 1 1 C C38 0.70379(10) 0.77556(10) 0.14631(9) 0.0145(2) Uani d . 1 1 C C39 0.77988(11) 0.75955(10) 0.06806(9) 0.0156(2) Uani d . 1 1 H H39 0.8610 0.7924 0.0891 0.019 Uiso calc R 1 1 C C40 0.75136(10) 0.69577(11) -0.04851(9) 0.0163(2) Uani d . 1 1 C C41 0.68623(13) 0.51164(13) -0.19471(10) 0.0246(3) Uani d . 1 1 H H41A 0.6577 0.4258 -0.2111 0.037 Uiso calc R 1 1 H H41B 0.7549 0.5110 -0.2391 0.037 Uiso calc R 1 1 H H41C 0.6198 0.5565 -0.2093 0.037 Uiso calc R 1 1 C C42 0.57397(11) 0.72587(11) 0.12884(9) 0.0166(2) Uani d . 1 1 C C43 0.40551(12) 0.64856(14) 0.00728(11) 0.0258(3) Uani d . 1 1 H H43A 0.3821 0.6318 -0.0666 0.039 Uiso calc R 1 1 H H43B 0.3501 0.7073 0.0556 0.039 Uiso calc R 1 1 H H43C 0.4008 0.5705 0.0167 0.039 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 O1 0.0505(6) 0.0199(5) 0.0154(4) 0.0054(4) -0.0083(4) 0.0039(4) O2 0.0340(5) 0.0243(5) 0.0195(4) -0.0045(4) -0.0008(4) 0.0124(4) O3 0.0254(4) 0.0162(4) 0.0143(4) -0.0019(3) -0.0010(3) 0.0044(3) O4 0.0246(5) 0.0382(6) 0.0198(4) -0.0119(4) -0.0015(4) 0.0140(4) O5 0.0159(4) 0.0261(5) 0.0174(4) -0.0025(3) -0.0027(3) 0.0104(4) C1 0.0160(5) 0.0134(5) 0.0144(5) -0.0004(4) -0.0005(4) 0.0069(4) C2 0.0175(5) 0.0148(5) 0.0139(5) 0.0007(4) -0.0022(4) 0.0058(4) C3 0.0205(6) 0.0168(5) 0.0194(6) -0.0011(4) -0.0018(4) 0.0076(5) C4 0.0284(7) 0.0145(6) 0.0289(7) -0.0006(5) -0.0023(5) 0.0092(5) C5 0.0314(7) 0.0162(6) 0.0309(7) 0.0065(5) 0.0028(6) 0.0075(5) C6 0.0223(6) 0.0214(6) 0.0254(6) 0.0051(5) 0.0040(5) 0.0095(5) C7 0.0193(6) 0.0156(5) 0.0181(5) 0.0001(4) -0.0012(4) 0.0078(4) O8 0.0176(4) 0.0174(4) 0.0226(4) 0.0005(3) 0.0043(3) 0.0091(3) C9 0.0177(6) 0.0265(6) 0.0262(6) 0.0031(5) 0.0054(5) 0.0137(5) C10 0.0178(6) 0.0275(7) 0.0227(6) -0.0040(5) -0.0008(5) 0.0125(5) O11 0.0222(4) 0.0162(4) 0.0182(4) -0.0015(3) -0.0001(3) 0.0062(3) C12 0.0260(6) 0.0158(6) 0.0256(6) -0.0035(5) 0.0063(5) 0.0065(5) C13 0.0295(7) 0.0194(6) 0.0257(6) 0.0016(5) 0.0093(5) 0.0139(5) O14 0.0206(4) 0.0205(4) 0.0181(4) -0.0010(3) 0.0021(3) 0.0110(3) C15 0.0226(6) 0.0121(5) 0.0148(5) 0.0008(4) -0.0011(4) 0.0039(4) C16 0.0322(7) 0.0166(6) 0.0181(6) 0.0000(5) -0.0013(5) 0.0087(5) C17 0.0350(7) 0.0190(6) 0.0226(6) 0.0040(5) -0.0058(5) 0.0099(5) C18 0.0240(6) 0.0207(6) 0.0251(6) 0.0043(5) -0.0051(5) 0.0082(5) C19 0.0221(6) 0.0162(5) 0.0183(6) 0.0013(4) -0.0009(5) 0.0055(5) C20 0.0213(6) 0.0112(5) 0.0128(5) 0.0008(4) -0.0022(4) 0.0039(4) C21 0.0161(5) 0.0138(5) 0.0127(5) 0.0000(4) -0.0004(4) 0.0056(4) C22 0.0174(5) 0.0136(5) 0.0131(5) -0.0007(4) -0.0006(4) 0.0054(4) C23 0.0198(6) 0.0155(5) 0.0163(5) -0.0018(4) -0.0029(4) 0.0066(4) C24 0.0163(5) 0.0156(5) 0.0144(5) -0.0002(4) -0.0009(4) 0.0071(4) N25 0.0176(5) 0.0122(4) 0.0120(4) 0.0008(3) -0.0016(3) 0.0044(4) C26 0.0172(5) 0.0135(5) 0.0133(5) -0.0008(4) -0.0025(4) 0.0037(4) C27 0.0210(6) 0.0168(5) 0.0161(5) -0.0003(4) 0.0020(4) 0.0064(4) C28 0.0293(7) 0.0168(6) 0.0208(6) 0.0009(5) -0.0016(5) 0.0081(5) C29 0.0256(6) 0.0197(6) 0.0189(6) 0.0067(5) -0.0014(5) 0.0035(5) C30 0.0182(6) 0.0260(6) 0.0168(6) 0.0011(5) 0.0010(4) 0.0047(5) C31 0.0217(6) 0.0195(6) 0.0159(5) -0.0023(4) 0.0001(4) 0.0074(5) C32 0.0203(6) 0.0140(5) 0.0139(5) -0.0014(4) -0.0030(4) 0.0055(4) C33 0.0219(6) 0.0195(6) 0.0179(6) 0.0000(5) 0.0005(5) 0.0064(5) C34 0.0335(7) 0.0241(6) 0.0193(6) -0.0071(5) 0.0014(5) 0.0093(5) C35 0.0405(8) 0.0204(6) 0.0255(7) -0.0078(5) -0.0087(6) 0.0143(5) C36 0.0290(7) 0.0181(6) 0.0294(7) -0.0010(5) -0.0103(5) 0.0103(5) C37 0.0197(6) 0.0172(5) 0.0204(6) -0.0003(4) -0.0031(5) 0.0065(5) C38 0.0173(5) 0.0121(5) 0.0143(5) -0.0005(4) -0.0020(4) 0.0060(4) C39 0.0170(5) 0.0135(5) 0.0164(5) -0.0003(4) -0.0014(4) 0.0067(4) C40 0.0140(5) 0.0180(5) 0.0163(5) 0.0001(4) 0.0020(4) 0.0064(4) C41 0.0307(7) 0.0230(6) 0.0148(6) -0.0048(5) -0.0036(5) 0.0030(5) C42 0.0189(5) 0.0140(5) 0.0166(5) -0.0003(4) -0.0009(4) 0.0061(4) C43 0.0185(6) 0.0328(7) 0.0259(7) -0.0056(5) -0.0059(5) 0.0127(6) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C40 O3 C41 114.59(9) C42 O5 C43 115.98(10) N25 C1 C2 113.05(9) N25 C1 C24 110.14(9) C2 C1 C24 110.35(9) N25 C1 H1 107.7 C2 C1 H1 107.7 C24 C1 H1 107.7 C3 C2 C7 118.04(11) C3 C2 C1 119.03(10) C7 C2 C1 122.84(10) C2 C3 C4 121.92(12) C2 C3 H3 119.0 C4 C3 H3 119.0 C5 C4 C3 119.04(12) C5 C4 H4 120.5 C3 C4 H4 120.5 C4 C5 C6 120.66(12) C4 C5 H5 119.7 C6 C5 H5 119.7 C7 C6 C5 119.73(12) C7 C6 H6 120.1 C5 C6 H6 120.1 O8 C7 C6 123.51(11) O8 C7 C2 115.92(10) C6 C7 C2 120.57(11) C7 O8 C9 118.88(9) O8 C9 C10 106.65(10) O8 C9 H9A 110.4 C10 C9 H9A 110.4 O8 C9 H9B 110.4 C10 C9 H9B 110.4 H9A C9 H9B 108.6 O11 C10 C9 108.74(10) O11 C10 H10A 109.9 C9 C10 H10A 109.9 O11 C10 H10B 109.9 C9 C10 H10B 109.9 H10A C10 H10B 108.3 C12 O11 C10 113.17(10) O11 C12 C13 108.94(10) O11 C12 H12A 109.9 C13 C12 H12A 109.9 O11 C12 H12B 109.9 C13 C12 H12B 109.9 H12A C12 H12B 108.3 O14 C13 C12 106.48(10) O14 C13 H13A 110.4 C12 C13 H13A 110.4 O14 C13 H13B 110.4 C12 C13 H13B 110.4 H13A C13 H13B 108.6 C15 O14 C13 119.73(10) O14 C15 C16 124.16(11) O14 C15 C20 115.34(10) C16 C15 C20 120.50(11) C15 C16 C17 119.74(12) C15 C16 H16 120.1 C17 C16 H16 120.1 C18 C17 C16 120.65(12) C18 C17 H17 119.7 C16 C17 H17 119.7 C17 C18 C19 119.21(12) C17 C18 H18 120.4 C19 C18 H18 120.4 C20 C19 C18 121.55(12) C20 C19 H19 119.2 C18 C19 H19 119.2 C19 C20 C15 118.32(11) C19 C20 C21 119.78(11) C15 C20 C21 121.84(10) N25 C21 C20 112.36(9) N25 C21 C22 107.51(9) C20 C21 C22 111.79(9) N25 C21 H21 108.4 C20 C21 H21 108.4 C22 C21 H21 108.4 C26 C22 C23 115.04(9) C26 C22 C21 111.27(9) C23 C22 C21 110.24(9) C26 C22 H22 106.6 C23 C22 H22 106.6 C21 C22 H22 106.6 O1 C23 C22 122.18(11) O1 C23 C24 121.31(11) C22 C23 C24 116.32(10) C32 C24 C23 113.21(9) C32 C24 C1 108.91(9) C23 C24 C1 113.21(9) C32 C24 H24 107.0 C23 C24 H24 107.0 C1 C24 H24 107.0 C38 N25 C1 116.67(9) C38 N25 C21 114.50(9) C1 N25 C21 110.81(9) C31 C26 C27 118.32(11) C31 C26 C22 122.69(10) C27 C26 C22 118.88(10) C28 C27 C26 121.26(11) C28 C27 H27 119.4 C26 C27 H27 119.4 C29 C28 C27 119.77(12) C29 C28 H28 120.1 C27 C28 H28 120.1 C30 C29 C28 119.69(12) C30 C29 H29 120.2 C28 C29 H29 120.2 C29 C30 C31 120.50(12) C29 C30 H30 119.7 C31 C30 H30 119.7 C30 C31 C26 120.46(11) C30 C31 H31 119.8 C26 C31 H31 119.8 C37 C32 C33 118.52(11) C37 C32 C24 120.51(11) C33 C32 C24 120.70(11) C34 C33 C32 120.85(12) C34 C33 H33 119.6 C32 C33 H33 119.6 C35 C34 C33 119.87(13) C35 C34 H34 120.1 C33 C34 H34 120.1 C36 C35 C34 119.87(12) C36 C35 H35 120.1 C34 C35 H35 120.1 C35 C36 C37 120.37(12) C35 C36 H36 119.8 C37 C36 H36 119.8 C36 C37 C32 120.52(12) C36 C37 H37 119.7 C32 C37 H37 119.7 C39 C38 N25 118.66(10) C39 C38 C42 124.16(10) N25 C38 C42 117.15(10) C38 C39 C40 126.99(11) C38 C39 H39 116.5 C40 C39 H39 116.5 O2 C40 O3 123.95(11) O2 C40 C39 122.18(11) O3 C40 C39 113.80(10) O3 C41 H41A 109.5 O3 C41 H41B 109.5 H41A C41 H41B 109.5 O3 C41 H41C 109.5 H41A C41 H41C 109.5 H41B C41 H41C 109.5 O4 C42 O5 123.60(11) O4 C42 C38 123.36(11) O5 C42 C38 113.02(10) O5 C43 H43A 109.5 O5 C43 H43B 109.5 H43A C43 H43B 109.5 O5 C43 H43C 109.5 H43A C43 H43C 109.5 H43B C43 H43C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C23 1.2125(15) O2 C40 1.2048(14) O3 C40 1.3378(14) O3 C41 1.4511(14) O4 C42 1.2072(15) O5 C42 1.3373(14) O5 C43 1.4422(15) C1 N25 1.4703(14) C1 C2 1.5141(16) C1 C24 1.5610(16) C1 H1 1.0000 C2 C3 1.3892(16) C2 C7 1.4081(17) C3 C4 1.3935(17) C3 H3 0.9500 C4 C5 1.382(2) C4 H4 0.9500 C5 C6 1.3934(19) C5 H5 0.9500 C6 C7 1.3918(17) C6 H6 0.9500 C7 O8 1.3656(14) O8 C9 1.4308(14) C9 C10 1.5025(18) C9 H9A 0.9900 C9 H9B 0.9900 C10 O11 1.4240(15) C10 H10A 0.9900 C10 H10B 0.9900 O11 C12 1.4234(15) C12 C13 1.5013(19) C12 H12A 0.9900 C12 H12B 0.9900 C13 O14 1.4268(14) C13 H13A 0.9900 C13 H13B 0.9900 O14 C15 1.3647(15) C15 C16 1.3901(16) C15 C20 1.4070(16) C16 C17 1.3921(19) C16 H16 0.9500 C17 C18 1.384(2) C17 H17 0.9500 C18 C19 1.3919(17) C18 H18 0.9500 C19 C20 1.3909(17) C19 H19 0.9500 C20 C21 1.5135(15) C21 N25 1.4717(14) C21 C22 1.5584(16) C21 H21 1.0000 C22 C26 1.5101(16) C22 C23 1.5164(16) C22 H22 1.0000 C23 C24 1.5269(16) C24 C32 1.5129(15) C24 H24 1.0000 N25 C38 1.4297(14) C26 C31 1.3934(16) C26 C27 1.3939(16) C27 C28 1.3881(17) C27 H27 0.9500 C28 C29 1.3847(19) C28 H28 0.9500 C29 C30 1.3844(19) C29 H29 0.9500 C30 C31 1.3898(18) C30 H30 0.9500 C31 H31 0.9500 C32 C37 1.3935(17) C32 C33 1.3982(17) C33 C34 1.3892(18) C33 H33 0.9500 C34 C35 1.388(2) C34 H34 0.9500 C35 C36 1.381(2) C35 H35 0.9500 C36 C37 1.3914(18) C36 H36 0.9500 C37 H37 0.9500 C38 C39 1.3335(16) C38 C42 1.4995(16) C39 C40 1.4866(16) C39 H39 0.9500 C41 H41A 0.9800 C41 H41B 0.9800 C41 H41C 0.9800 C43 H43A 0.9800 C43 H43B 0.9800 C43 H43C 0.9800 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 C6 H6 O3 2_765 0.95 2.58 3.3982(16) 145 yes C10 H10A O1 2_776 0.99 2.44 3.2433(16) 138 yes C12 H12A O2 2_775 0.99 2.58 3.5345(18) 162 yes C17 H17 O5 2_675 0.95 2.53 3.4409(18) 160 yes C30 H30 O4 2_676 0.95 2.53 3.2834(16) 136 yes C41 H41A O4 2_665 0.98 2.52 3.3758(19) 145 yes 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 N25 C1 C2 C3 -125.05(11) C24 C1 C2 C3 111.10(12) N25 C1 C2 C7 58.41(14) C24 C1 C2 C7 -65.44(14) C7 C2 C3 C4 -0.05(18) C1 C2 C3 C4 -176.75(11) C2 C3 C4 C5 -1.30(19) C3 C4 C5 C6 1.0(2) C4 C5 C6 C7 0.6(2) C5 C6 C7 O8 177.52(12) C5 C6 C7 C2 -2.00(19) C3 C2 C7 O8 -177.85(10) C1 C2 C7 O8 -1.28(16) C3 C2 C7 C6 1.70(17) C1 C2 C7 C6 178.27(11) C6 C7 O8 C9 3.25(17) C2 C7 O8 C9 -177.21(10) C7 O8 C9 C10 174.76(10) O8 C9 C10 O11 -66.55(13) C9 C10 O11 C12 156.09(10) C10 O11 C12 C13 -156.89(10) O11 C12 C13 O14 70.43(12) C12 C13 O14 C15 178.94(10) C13 O14 C15 C16 -4.04(17) C13 O14 C15 C20 176.88(10) O14 C15 C16 C17 -177.13(11) C20 C15 C16 C17 1.91(18) C15 C16 C17 C18 -0.82(19) C16 C17 C18 C19 -0.6(2) C17 C18 C19 C20 1.01(19) C18 C19 C20 C15 0.06(17) C18 C19 C20 C21 177.24(11) O14 C15 C20 C19 177.59(10) C16 C15 C20 C19 -1.53(17) O14 C15 C20 C21 0.48(16) C16 C15 C20 C21 -178.64(11) C19 C20 C21 N25 124.26(11) C15 C20 C21 N25 -58.67(14) C19 C20 C21 C22 -114.76(12) C15 C20 C21 C22 62.31(14) N25 C21 C22 C26 173.02(9) C20 C21 C22 C26 49.26(13) N25 C21 C22 C23 -58.10(11) C20 C21 C22 C23 178.15(9) C26 C22 C23 O1 -14.07(17) C21 C22 C23 O1 -140.87(12) C26 C22 C23 C24 170.95(10) C21 C22 C23 C24 44.14(13) O1 C23 C24 C32 22.51(16) C22 C23 C24 C32 -162.46(10) O1 C23 C24 C1 147.08(12) C22 C23 C24 C1 -37.89(14) N25 C1 C24 C32 171.97(9) C2 C1 C24 C32 -62.52(12) N25 C1 C24 C23 45.09(13) C2 C1 C24 C23 170.60(9) C2 C1 N25 C38 39.74(13) C24 C1 N25 C38 163.70(9) C2 C1 N25 C21 173.16(9) C24 C1 N25 C21 -62.87(12) C20 C21 N25 C38 -32.35(13) C22 C21 N25 C38 -155.76(9) C20 C21 N25 C1 -166.85(9) C22 C21 N25 C1 69.74(11) C23 C22 C26 C31 -46.14(15) C21 C22 C26 C31 80.13(13) C23 C22 C26 C27 137.69(11) C21 C22 C26 C27 -96.03(12) C31 C26 C27 C28 0.48(18) C22 C26 C27 C28 176.81(11) C26 C27 C28 C29 -0.20(19) C27 C28 C29 C30 -0.26(19) C28 C29 C30 C31 0.43(19) C29 C30 C31 C26 -0.14(19) C27 C26 C31 C30 -0.31(18) C22 C26 C31 C30 -176.49(11) C23 C24 C32 C37 -132.76(11) C1 C24 C32 C37 100.36(12) C23 C24 C32 C33 53.27(15) C1 C24 C32 C33 -73.60(13) C37 C32 C33 C34 -0.18(18) C24 C32 C33 C34 173.90(11) C32 C33 C34 C35 -0.40(19) C33 C34 C35 C36 0.4(2) C34 C35 C36 C37 0.1(2) C35 C36 C37 C32 -0.70(19) C33 C32 C37 C36 0.73(18) C24 C32 C37 C36 -173.36(11) C1 N25 C38 C39 -107.40(12) C21 N25 C38 C39 120.86(11) C1 N25 C38 C42 74.83(13) C21 N25 C38 C42 -56.91(13) N25 C38 C39 C40 -175.09(10) C42 C38 C39 C40 2.52(19) C41 O3 C40 O2 -8.29(17) C41 O3 C40 C39 174.69(10) C38 C39 C40 O2 116.68(14) C38 C39 C40 O3 -66.24(15) C43 O5 C42 O4 -3.85(17) C43 O5 C42 C38 177.49(10) C39 C38 C42 O4 159.93(12) N25 C38 C42 O4 -22.44(17) C39 C38 C42 O5 -21.41(16) N25 C38 C42 O5 156.22(10) _cod_database_fobs_code 2234571